Only a few more days until Christmas...
I wonder what Santa will be bringing me this year...
Have I been a good sissy or a naughty one???
So I'll decorate the tree with care...
And maybe, just maybe I'll try to stay up really late on Christmas Eve to surprise Santa!
Thursday, December 21, 2017
Saturday, December 16, 2017
There's Just Something
I'm not sure what it is.
But when I put on my bra, a change comes over me.
My entire emotional state changes.
For the better...
Wednesday, December 13, 2017
Formal
Mistress laid out Sissy's outfit for the evening's festivities. "It's a formal event, Sissy, everyone will be showing off in their most formal attire so you should too."
Sissy always felt more formal and suave when she was dressed in black.
Sissy always felt more formal and suave when she was dressed in black.
Sunday, December 10, 2017
A Most Incredible Morning
I woke up early yesterday morning. Very early. Came downstairs and putzed around for a long while, having my coffee, reading, watching the news, and just relaxing while M slept upstairs. It was a quiet morning, and I sat there in the living room dressed in comfortable pants and sweatshirt. Staying warm in this cold snap we're having. Wearing a nice, comfortable pair of panties and a satiny bra under my sweatshirt. Loving the feeling of the bra around my chest. Loving the feel of the bra straps over my shoulders. Loving the feel of my panties around my clitty cage.
A few hours later, I went upstairs to find M awake and relaxing quietly in bed. I went into the bathroom and brushed my teeth, then got undressed and slipped between the covers into the nice, cozy bed. So nice and warm.
I rolled over and snuggled against M, pulling up her nightshirt in our silent, universal signal that I wanted to suck her breasts. She rolled toward me as I lowered my head to her breast and began suckling gently. As I did so, she pushed my bra up and began tweaking my nipple as well. It's a thing we do often, and we both love it.
I always get worked up when I'm sucking on M's beautiful breasts, and yesterday was no exception. I began to alternate between breasts as we lay there. Sometimes gently in my sucking, sometimes more forceful. Sometimes nipping, sometimes just gently flicking her nipples with my tongue. M continued to lay there quietly on her side with her eyes closed, reveling in the sensations of my mouth.
She has told me that she eventually gets uncomfortable just laying there on her side, so after a while I stopped, rolled her to her back, and moved between her legs in a missionary position with me on my hands and knees between her legs. Again I lowered my head to her breasts and continued my ministrations. All was quiet. All was calm. Just doing something I love so much to do. Clad in my clitty cage, panties and bra.
On her back, M was able to reach up and tweak both of my nipples at the same time, something I absolutely love. On my hands and knees, there's no weight on her, just my head alternating from side to side as I continued to pleasure her.
After a long while, I reached for her right hand and directed it between her legs. She began to rub her pussy, something I could feel from my position between her legs as I went back to sucking on her breasts. Still not a word in our world of morning bliss.
She continued to play with herself, gradually becoming more and more aroused as I continued to suckle. Her left hand continued to pinch my nipple, her head arched back just a bit, her eyes closed in concentration, and her mouth slightly open. Doing what I was doing, and seeing what I was seeing was intensely erotic. Calm, quiet, sensual. A vision of domestic bliss that no porn movie could ever capture.
We continued this way for some time. Then I heard her whisper...
"Fuck me Allen... Fuck me hard Allen... You fuck me so good Allen..."
Her hips began moving of their own volition. Her rubbing became more frantic as I could feel from my position between her legs. Her tweaking of my nipple became more forceful. And all the time, I continued my ministrations at her breasts.
M has told me that there's a direct nerve connection between her nipples and her pussy. This was going through my head as I continued to lick, nipple, nip, and suck her breasts while she played with herself.
"I'm so wet Allen... You're making me so wet Allen... Fuck me Allen..."
There was an urgency to her whispers. Her entire body felt alive with energy. Tight and tense like the strings of a violin. While she loves gentle breast play to get aroused, it's more forceful sucking and nipple pulling that gets her really aroused, so I began to suck as hard as I could at one breast while at the same time pulling and pinching her other nipple hard.
M was close - oh so close...
Like a tsunami wave crashing on the beach, M's orgasm overtook her and she began shuddering uncontrollably beneath me as I shifted to only licking her nipples, knowing that she goes into sensory overload when she cums.
It was a most incredible sight and experience for me. My beautiful wife M beneath me in the throes of an incredible orgasm... Her lover's name on her lips... My locked-up clitty mere inches from her pussy. So close that I could feel the back of her hand on my clitty cage as she rubbed herself. My arousal almost as high as hers as I felt my clitty dripping furiously - soaking my panties as I knelt there between M's legs.
It took a long time for M to come back to Earth after that orgasm. Time during which I gently kissed and licked her breasts.
Eventually, I clambered out from between her legs and lay next to her as she sprawled there under the covers in her post-orgasmic exhaustion. A look of complete contentment on her face.
Yesterday was a very, very good day!
A few hours later, I went upstairs to find M awake and relaxing quietly in bed. I went into the bathroom and brushed my teeth, then got undressed and slipped between the covers into the nice, cozy bed. So nice and warm.
I rolled over and snuggled against M, pulling up her nightshirt in our silent, universal signal that I wanted to suck her breasts. She rolled toward me as I lowered my head to her breast and began suckling gently. As I did so, she pushed my bra up and began tweaking my nipple as well. It's a thing we do often, and we both love it.
I always get worked up when I'm sucking on M's beautiful breasts, and yesterday was no exception. I began to alternate between breasts as we lay there. Sometimes gently in my sucking, sometimes more forceful. Sometimes nipping, sometimes just gently flicking her nipples with my tongue. M continued to lay there quietly on her side with her eyes closed, reveling in the sensations of my mouth.
She has told me that she eventually gets uncomfortable just laying there on her side, so after a while I stopped, rolled her to her back, and moved between her legs in a missionary position with me on my hands and knees between her legs. Again I lowered my head to her breasts and continued my ministrations. All was quiet. All was calm. Just doing something I love so much to do. Clad in my clitty cage, panties and bra.
On her back, M was able to reach up and tweak both of my nipples at the same time, something I absolutely love. On my hands and knees, there's no weight on her, just my head alternating from side to side as I continued to pleasure her.
After a long while, I reached for her right hand and directed it between her legs. She began to rub her pussy, something I could feel from my position between her legs as I went back to sucking on her breasts. Still not a word in our world of morning bliss.
She continued to play with herself, gradually becoming more and more aroused as I continued to suckle. Her left hand continued to pinch my nipple, her head arched back just a bit, her eyes closed in concentration, and her mouth slightly open. Doing what I was doing, and seeing what I was seeing was intensely erotic. Calm, quiet, sensual. A vision of domestic bliss that no porn movie could ever capture.
We continued this way for some time. Then I heard her whisper...
"Fuck me Allen... Fuck me hard Allen... You fuck me so good Allen..."
Her hips began moving of their own volition. Her rubbing became more frantic as I could feel from my position between her legs. Her tweaking of my nipple became more forceful. And all the time, I continued my ministrations at her breasts.
M has told me that there's a direct nerve connection between her nipples and her pussy. This was going through my head as I continued to lick, nipple, nip, and suck her breasts while she played with herself.
"I'm so wet Allen... You're making me so wet Allen... Fuck me Allen..."
There was an urgency to her whispers. Her entire body felt alive with energy. Tight and tense like the strings of a violin. While she loves gentle breast play to get aroused, it's more forceful sucking and nipple pulling that gets her really aroused, so I began to suck as hard as I could at one breast while at the same time pulling and pinching her other nipple hard.
M was close - oh so close...
Like a tsunami wave crashing on the beach, M's orgasm overtook her and she began shuddering uncontrollably beneath me as I shifted to only licking her nipples, knowing that she goes into sensory overload when she cums.
It was a most incredible sight and experience for me. My beautiful wife M beneath me in the throes of an incredible orgasm... Her lover's name on her lips... My locked-up clitty mere inches from her pussy. So close that I could feel the back of her hand on my clitty cage as she rubbed herself. My arousal almost as high as hers as I felt my clitty dripping furiously - soaking my panties as I knelt there between M's legs.
It took a long time for M to come back to Earth after that orgasm. Time during which I gently kissed and licked her breasts.
Eventually, I clambered out from between her legs and lay next to her as she sprawled there under the covers in her post-orgasmic exhaustion. A look of complete contentment on her face.
Yesterday was a very, very good day!
Friday, December 8, 2017
Yes, Ma'am, I Do!
Come over here sissy gurl. You know what to do. You know what I want you to do!
He's so ready for you, sissy gurl.
Come on over here. Kneel in front of my man. Take his beautiful cock into your hand and stroke it for me... You know you want to... You've seen how much pleasure this cock gives me!
M asked me last night if I wanted a lover... I think she feels bad that I want a man's cock in my mouth so much and it doesn't look like Allen's will be there in the near future. Plus, as I've said before, M really doesn't want to "share."
Wednesday, December 6, 2017
Anticipation
M's feeling a lot better today. A LOT better.
Before she left for work this afternoon, I asked her if maybe, just maybe I'd be allowed to lick her pussy tonight when she gets home. It seems like forever since I've had my head between her legs.
I know she's very disappointed that she wasn't able to make her date with Allen yesterday on her day off, and she hasn't confirmed for me when their next opportunity might be. But I absolutely KNOW that Allen is on her mind... And I also KNOW that I'll be hearing his name tonight when I'm licking her pussy.
I foresee some really hot gurl-girl lovemaking tonight! (blushing).
Before she left for work this afternoon, I asked her if maybe, just maybe I'd be allowed to lick her pussy tonight when she gets home. It seems like forever since I've had my head between her legs.
I know she's very disappointed that she wasn't able to make her date with Allen yesterday on her day off, and she hasn't confirmed for me when their next opportunity might be. But I absolutely KNOW that Allen is on her mind... And I also KNOW that I'll be hearing his name tonight when I'm licking her pussy.
I foresee some really hot gurl-girl lovemaking tonight! (blushing).
Tuesday, December 5, 2017
Sometimes Real Life Just Gets in the Way
M was all set for her date with Allen this afternoon. And very excited as well! Especially coming off our long vacation where she could only send him text messages.
But unfortunately, over the past couple days since we got back, she picked up a cold. A pretty bad one. While the cold passed as colds do, her nagging cough just got worse and worse. She sent Allen a message last night to tell him that she probably shouldn't see him today because she didn't want to pass her cold to him (thoughtful, don't you think?).
When I got up this morning and came downstairs at 6 AM, it was obvious that she had been in the living room. It was obvious from the sight of the blanket strewn over the easy chair that we both like to monopolize in the evenings when the television is on. She confirmed this for me when I went back upstairs to get ready for work, saying sleepily "I was up until 4 AM and just couldn't sleep with all my coughing..." These words she told me at 6:30 AM... I'm pretty sure that she spent much of that time in the living room not just watching television but also telling Allen how disappointed she was that it'll be at least another week before she can see him again.
I felt so bad for her, but at least she didn't have to work today, so she was able to go back to sleep and get SOME rest...
Hopefully M and Allen can reschedule - M is always in a much better mood when she gets back from her dates with him!
On the plus side, since I got back from work today, I haven't heard her cough once!
But unfortunately, over the past couple days since we got back, she picked up a cold. A pretty bad one. While the cold passed as colds do, her nagging cough just got worse and worse. She sent Allen a message last night to tell him that she probably shouldn't see him today because she didn't want to pass her cold to him (thoughtful, don't you think?).
When I got up this morning and came downstairs at 6 AM, it was obvious that she had been in the living room. It was obvious from the sight of the blanket strewn over the easy chair that we both like to monopolize in the evenings when the television is on. She confirmed this for me when I went back upstairs to get ready for work, saying sleepily "I was up until 4 AM and just couldn't sleep with all my coughing..." These words she told me at 6:30 AM... I'm pretty sure that she spent much of that time in the living room not just watching television but also telling Allen how disappointed she was that it'll be at least another week before she can see him again.
I felt so bad for her, but at least she didn't have to work today, so she was able to go back to sleep and get SOME rest...
Hopefully M and Allen can reschedule - M is always in a much better mood when she gets back from her dates with him!
On the plus side, since I got back from work today, I haven't heard her cough once!
Monday, December 4, 2017
Best Invention Ever
Some might argue the point, but I think that a dildo with a vacuum base is absolutely the best invention ever...
M Probably wonders why I take such long showers. She probably thinks I'm spending all that time shaving my legs et al. But that's not true at all. A couple of years ago it might have been true, but I've gotten to the point where I can get completely shaved (at least everywhere I can reach) in just a few minutes. And surprisingly, I rarely - if ever - get a cut.
The pictures aren't completely true to life, because the subjects are wearing lingerie, which I don't wear. But at least three or four times per week, and definitely every time M is on a date with Allen, I'll spend a long time in the shower with my dildo stuck to the shower wall. The sensation of that beautiful cock in me makes me feel incredible! I've never made myself dribble or cum whilst fucking myself with a dildo, but I don't really care. Maybe I will someday, but for now I just enjoy how good it makes me feel.
I know... I know for a fact... That at some point I'll get the real thing. It may take a long time, and I'm a bit impatient about it, but I know it'll come (or cum depending on your point of view). And I'm eagerly awaiting the event.
I think of M telling me to suck a man's cock to get him nice and hard and slobbery wet, then him flipping me around and sinking his beautiful cock into my awaiting gurl pussy. I dream about it sometimes... Alright... I dream about it a bit more frequently than "sometimes."
M Probably wonders why I take such long showers. She probably thinks I'm spending all that time shaving my legs et al. But that's not true at all. A couple of years ago it might have been true, but I've gotten to the point where I can get completely shaved (at least everywhere I can reach) in just a few minutes. And surprisingly, I rarely - if ever - get a cut.
The pictures aren't completely true to life, because the subjects are wearing lingerie, which I don't wear. But at least three or four times per week, and definitely every time M is on a date with Allen, I'll spend a long time in the shower with my dildo stuck to the shower wall. The sensation of that beautiful cock in me makes me feel incredible! I've never made myself dribble or cum whilst fucking myself with a dildo, but I don't really care. Maybe I will someday, but for now I just enjoy how good it makes me feel.
I know... I know for a fact... That at some point I'll get the real thing. It may take a long time, and I'm a bit impatient about it, but I know it'll come (or cum depending on your point of view). And I'm eagerly awaiting the event.
I think of M telling me to suck a man's cock to get him nice and hard and slobbery wet, then him flipping me around and sinking his beautiful cock into my awaiting gurl pussy. I dream about it sometimes... Alright... I dream about it a bit more frequently than "sometimes."
Sunday, December 3, 2017
Sensitive Redux
Hmmm...
Don't think I've ever posted twice in the same day before, but somehow it seemed SO appropriate.
In keeping with Kaaren's post this morning over at Such a Sissy titled "Sensitive"...
M and I spend a lot of time cuddling... Especially in the morning when it's cold out but cozy, oh so cozy under the covers. I'll spend an hour or so laying next to her with her laying on her side... I'll be kissing and sucking her breasts. God, that's something I could do forever... Gently nuzzling them... Alternately kissing and sucking and nipping and licking her nipples until she's writhing with bliss. Her head tilted back. Her eyed closed. Her mouth slightly open...
And then sometimes she'll return the favor. Doing with me just what I've just done with her. And it feels so incredible to lay there with her sucking on my nipples. There are few - if any - things in the world that makes me feel more gurly and sissy than feeling her mouth and tongue on my titties... So right...
Like this morning...
Don't think I've ever posted twice in the same day before, but somehow it seemed SO appropriate.
In keeping with Kaaren's post this morning over at Such a Sissy titled "Sensitive"...
M and I spend a lot of time cuddling... Especially in the morning when it's cold out but cozy, oh so cozy under the covers. I'll spend an hour or so laying next to her with her laying on her side... I'll be kissing and sucking her breasts. God, that's something I could do forever... Gently nuzzling them... Alternately kissing and sucking and nipping and licking her nipples until she's writhing with bliss. Her head tilted back. Her eyed closed. Her mouth slightly open...
And then sometimes she'll return the favor. Doing with me just what I've just done with her. And it feels so incredible to lay there with her sucking on my nipples. There are few - if any - things in the world that makes me feel more gurly and sissy than feeling her mouth and tongue on my titties... So right...
Like this morning...
Communication is So Important
M messages Allen all the time. At least daily, and often several times during the day. She occasionally shares some of their messages with me, but not too often. And yes, I have been between her beautiful legs licking her pussy in the evening when they were sexting. She has even taken a picture of me licking her pussy and sent it to him with a big LOL.
Friday, December 1, 2017
It's SOOOO Good to be HOME
So M and I got home from our vacation late yesterday evening. The trip, and the visits with MIL and son were fantastic, but it's always good to get home and to sleep in your own bed. The trip home was a bit longer than the trip out, because of the side-visit to my son's place. So on Wednesday we had breakfast with he and his wife, then set out on our voyage after that. A long day of driving, just over 820 miles. Then another 750 yesterday... The interesting thing was that except for the rain when we left and the mild rain on our return, it was great weather the whole time. Almost like nature was sad to see us go, then sad to see us return (LOL).
And of course the stack of mail and packages awaiting us on our return. Including this little number that I ordered when we were at MIL's house.
Of course I jumped into the shower and washed off the road grunge that always seems to be there after one of our long, long drives, then slipped into my new things.
AAAHHHHHHH. Bliss. I can't tell you how good it made me feel!
We were both tired after the long day, so it was off to sleep for us, and I can tell you that I was fast asleep just about the time my head hit the pillow.
Not sure if I shared it, but M has a date with Allen on Tuesday. I'm very excited about it, and M has promised me that she'll spend some time teasing me tonight... I definitely mentioned that M gave Allen the key to my clitty cage on the Saturday before we left. He mailed it back, so it too was awaiting us on our arrival home yesterday. Actually needed it as I have something on Monday that will require me to go into a government building - and of course my clitty cage is pure metal...
In any case, here's the picture going through my head even as I write this that depicts what I THINK will happen tonight. M has told me that there's little chance that my clitty will be squirting for the foreseeable future. Not that I'll be locked up all the time, but...
And of course the stack of mail and packages awaiting us on our return. Including this little number that I ordered when we were at MIL's house.
Of course I jumped into the shower and washed off the road grunge that always seems to be there after one of our long, long drives, then slipped into my new things.
AAAHHHHHHH. Bliss. I can't tell you how good it made me feel!
We were both tired after the long day, so it was off to sleep for us, and I can tell you that I was fast asleep just about the time my head hit the pillow.
Not sure if I shared it, but M has a date with Allen on Tuesday. I'm very excited about it, and M has promised me that she'll spend some time teasing me tonight... I definitely mentioned that M gave Allen the key to my clitty cage on the Saturday before we left. He mailed it back, so it too was awaiting us on our arrival home yesterday. Actually needed it as I have something on Monday that will require me to go into a government building - and of course my clitty cage is pure metal...
In any case, here's the picture going through my head even as I write this that depicts what I THINK will happen tonight. M has told me that there's little chance that my clitty will be squirting for the foreseeable future. Not that I'll be locked up all the time, but...
Monday, November 27, 2017
On The Road Again...
"I just can't wait to get on the road again..."
If it's Monday, then it must be travel day. M and I are leaving her mom's house and are headed to one of our kids' places, about an 8-hour drive from here. A couple nights there, then we start the trip home. We should get home on Saturday, probably late in the afternoon.
Always good to see "Mom." In contrast to the stereotypical son-in-law, I always got along very well with my in-laws. M's dad passed on a few years back, so now it's just MIL. I wonder what SHE would think if she knew... If she only knew...
This will be me in my traveling clothes... Except I'll also be wearing a steel clitty cage.
If it's Monday, then it must be travel day. M and I are leaving her mom's house and are headed to one of our kids' places, about an 8-hour drive from here. A couple nights there, then we start the trip home. We should get home on Saturday, probably late in the afternoon.
Always good to see "Mom." In contrast to the stereotypical son-in-law, I always got along very well with my in-laws. M's dad passed on a few years back, so now it's just MIL. I wonder what SHE would think if she knew... If she only knew...
This will be me in my traveling clothes... Except I'll also be wearing a steel clitty cage.
Sunday, November 26, 2017
A Vacation Update
Vacation has been fantastic for me so far. During our long drives and at night when it's quiet, I've had a lot of time to chat with M and to help her understand even more clearly what being a sissy means to me. Don't get me wrong, we talk all the time. But on this vacation it just seems different. Like it's somehow more focused. When I first broached the topic with her oh so long ago, she was very accepting. But I don't think she really internalized what exactly it meant and everything it entailed. As we move forward, I think the picture is becoming more clear for her, and (thank God), she's still as accepting as she ever was.
When I first "came out" as a sissy to M, the physical manifestations included only dressing in sissy things and keeping my clitty locked up. But I knew then as I know now that being a real sissy is much more than that. The physical manifestations at the time aligned with my mindset, which was very stress-reducing. But at the same time, I knew then - as I know now - that there's so much more I crave. So much more I need to validate my self image.
As we progressed a bit, our bedroom play became more explicit, and M began to occasionally fuck me with a strap on. I wanted it, I love it, and I (frankly) would love for her to do it a LOT more... I love how it feels when that cock first penetrates me then begins pushing into me. At the beginning of this year, she began seeing a MAN (James) to fulfill her sexual needs, since there's no way that I could satisfy her as a man. The way I make love with M changed to where I only make love with her like a girl would (although M has told me quite emphatically that she's NOT a lesbian). I think these changes helped her to see me as a sissy more clearly as she began comparing James as a man to me as something else.
M's interlude with James lasted several months. I'm happy that it ended because I think M's current lover Allen is a far better fit for her (and honestly, for me too). But the time M spent with James was also important in helping M see me as a sissy gurl because she saw me with James' cock in my mouth (YUMMY)! My only regret about James is that I only got to suck his cock once, and I never had a real opportunity to get him to cum in my mouth. On the continuum of sissy progression, that's probably one of the more important milestones I think.
As a sissy, I've always KNOWN that I would love to have a man's cock in my mouth and that I'd love to please him so much that he would cum uncontrollably and fill my mouth with his "mancandy." I've also known in my own head that - as a sissy gurl - I wanted to be able to suck a man's cock frequently, and that I wanted M to not only watch, but to also encourage it, to approve, and to compliment me when I do a good job. And, of course, I want to see that look of utter bliss on his face as I'm sucking his cock, and his look of approval as I'm gently cleaning his cock after he fills my mouth with his cum.
Unfortunately, M's current lover Allen doesn't yet know that I'm a sissy. He obviously knows that my clitty is locked up and that I wear panties (because M told him previously and he saw both last Saturday). But that's the extent of it. What's worse (from my perspective) is that he believes that M keeps me in panties as a way to humiliate me... If he only knew (big smile) that there's no humiliation involved! At some point, perhaps the next time I am allowed to be there with them, M may tell him that she wants me to wear more girly things to "humiliate me more." Allen will probably agree to this because of the humiliation aspect. Regardless, if it happens that way, it will give me an opportunity to wear more of my sissy things in front of a man...
But what I really want - what I really, really, really want - is to be on my submissive sissy knees wearing my full sissy ensemble with Allen's cock in my mouth. When M sucked his cock last Saturday, I was incredibly aroused, but at the same time incredibly jealous. Allen has a really yummy-looking cock and my mouth waters at the thought of feeling that glorious man-wood thrusting into my mouth.
It was really, really easy for me to find inspirational pictures to accompany today's post, I had an incredible selection to choose from. So here are a few of my favorites. I absolutely love them and think about them all the time.
While I LOVE all of these pictures, these next two are undoubtedly my favorites. The first because it presents the look I KNOW will be on my face as I kneel submissively in front of him and worship his cock.
And this one tops my personal list... By far... This is the essence of who I am. Who I want to be as a sissy gurl. That moment of moments as all the pleasure I've given him is rewarded. His ultimate approval of what I've done. That miraculous instant when he begins to cum uncontrollably into my mouth and I know - I know in my deepest recesses - that I AM A SISSY... This picture is my daily inspiration. I've printed it and carry it with me. I look at it surreptitiously throughout the day... Every day. The caption is a great one, but the picture... OH MY the picture...
When I first "came out" as a sissy to M, the physical manifestations included only dressing in sissy things and keeping my clitty locked up. But I knew then as I know now that being a real sissy is much more than that. The physical manifestations at the time aligned with my mindset, which was very stress-reducing. But at the same time, I knew then - as I know now - that there's so much more I crave. So much more I need to validate my self image.
As we progressed a bit, our bedroom play became more explicit, and M began to occasionally fuck me with a strap on. I wanted it, I love it, and I (frankly) would love for her to do it a LOT more... I love how it feels when that cock first penetrates me then begins pushing into me. At the beginning of this year, she began seeing a MAN (James) to fulfill her sexual needs, since there's no way that I could satisfy her as a man. The way I make love with M changed to where I only make love with her like a girl would (although M has told me quite emphatically that she's NOT a lesbian). I think these changes helped her to see me as a sissy more clearly as she began comparing James as a man to me as something else.
M's interlude with James lasted several months. I'm happy that it ended because I think M's current lover Allen is a far better fit for her (and honestly, for me too). But the time M spent with James was also important in helping M see me as a sissy gurl because she saw me with James' cock in my mouth (YUMMY)! My only regret about James is that I only got to suck his cock once, and I never had a real opportunity to get him to cum in my mouth. On the continuum of sissy progression, that's probably one of the more important milestones I think.
As a sissy, I've always KNOWN that I would love to have a man's cock in my mouth and that I'd love to please him so much that he would cum uncontrollably and fill my mouth with his "mancandy." I've also known in my own head that - as a sissy gurl - I wanted to be able to suck a man's cock frequently, and that I wanted M to not only watch, but to also encourage it, to approve, and to compliment me when I do a good job. And, of course, I want to see that look of utter bliss on his face as I'm sucking his cock, and his look of approval as I'm gently cleaning his cock after he fills my mouth with his cum.
Unfortunately, M's current lover Allen doesn't yet know that I'm a sissy. He obviously knows that my clitty is locked up and that I wear panties (because M told him previously and he saw both last Saturday). But that's the extent of it. What's worse (from my perspective) is that he believes that M keeps me in panties as a way to humiliate me... If he only knew (big smile) that there's no humiliation involved! At some point, perhaps the next time I am allowed to be there with them, M may tell him that she wants me to wear more girly things to "humiliate me more." Allen will probably agree to this because of the humiliation aspect. Regardless, if it happens that way, it will give me an opportunity to wear more of my sissy things in front of a man...
But what I really want - what I really, really, really want - is to be on my submissive sissy knees wearing my full sissy ensemble with Allen's cock in my mouth. When M sucked his cock last Saturday, I was incredibly aroused, but at the same time incredibly jealous. Allen has a really yummy-looking cock and my mouth waters at the thought of feeling that glorious man-wood thrusting into my mouth.
It was really, really easy for me to find inspirational pictures to accompany today's post, I had an incredible selection to choose from. So here are a few of my favorites. I absolutely love them and think about them all the time.
While I LOVE all of these pictures, these next two are undoubtedly my favorites. The first because it presents the look I KNOW will be on my face as I kneel submissively in front of him and worship his cock.
And this one tops my personal list... By far... This is the essence of who I am. Who I want to be as a sissy gurl. That moment of moments as all the pleasure I've given him is rewarded. His ultimate approval of what I've done. That miraculous instant when he begins to cum uncontrollably into my mouth and I know - I know in my deepest recesses - that I AM A SISSY... This picture is my daily inspiration. I've printed it and carry it with me. I look at it surreptitiously throughout the day... Every day. The caption is a great one, but the picture... OH MY the picture...
Saturday, November 25, 2017
A Most Enjoyable Issue
Not that I'm an expert on the subject, but I'll bet all sissies have clitties that drip...
Ever since M locked my clitty away and had me start wearing my sissy things more often and openly, this has been an ongoing thing with me. I'd call it an "issue" but I don't really think of it as one. In fact, I'm kind of turned on by it... Especially when I'm wearing my "real" underthings.
I'll shower and put on a fresh pair of panties in the morning, and perhaps some stockings. If I'm feeling particularly daring, I'll wear stockings that require a garter belt (GOD I love wearing a sexy garter belt!). Most times though, my stockings are stay-up. Invariably my clitty will begin dripping within an hour and will keep dripping on and off throughout the day.
When I get home from work and put on a bra, the dripping gets more profuse. Much, much more profuse.
Being here on vacation, a week after witnessing the incredible event between M and Allen, my clitty seems like it's dripping constantly and uncontrollably. Maybe that's because of the intense memories of what I saw last Saturday, or maybe it's because I'm wearing my breast forms much more as well. I've actually had two occasions over the past week that I've had to change my panties during the day. That's a first - a most enjoyable one!
Several times this week while we were in bed and I was pleasing her with my mouth, I guided her hand to my clitty cage so she could feel my wetness for herself. When we were driving here a few days ago, I mentioned my dripping to her as well. When I brought it up, she didn't say anything... She just looked at me and smiled her enigmatic smile.
Ever since M locked my clitty away and had me start wearing my sissy things more often and openly, this has been an ongoing thing with me. I'd call it an "issue" but I don't really think of it as one. In fact, I'm kind of turned on by it... Especially when I'm wearing my "real" underthings.
I'll shower and put on a fresh pair of panties in the morning, and perhaps some stockings. If I'm feeling particularly daring, I'll wear stockings that require a garter belt (GOD I love wearing a sexy garter belt!). Most times though, my stockings are stay-up. Invariably my clitty will begin dripping within an hour and will keep dripping on and off throughout the day.
When I get home from work and put on a bra, the dripping gets more profuse. Much, much more profuse.
Being here on vacation, a week after witnessing the incredible event between M and Allen, my clitty seems like it's dripping constantly and uncontrollably. Maybe that's because of the intense memories of what I saw last Saturday, or maybe it's because I'm wearing my breast forms much more as well. I've actually had two occasions over the past week that I've had to change my panties during the day. That's a first - a most enjoyable one!
Several times this week while we were in bed and I was pleasing her with my mouth, I guided her hand to my clitty cage so she could feel my wetness for herself. When we were driving here a few days ago, I mentioned my dripping to her as well. When I brought it up, she didn't say anything... She just looked at me and smiled her enigmatic smile.
Friday, November 24, 2017
Vacation Things
M and I are on vacation, staying with her mother, a bit over 1400 miles from where we live. Her mom is getting on in years and lives alone since her father passed away a few years back. So we're enjoying just completely decompressing from the world for a week. We'll then head down south for a visit with one of our kids before heading home. In total, our vacation will be about two weeks, and we'll spend about 5 of those nights in hotels...
For the first time ever, I've brought only my comfortable underthings to wear, and I'm taking this opportunity to wear them exclusively during this vacation. I rarely wear a bra during the day when I'm at home, but love putting one on at the end of the day to just feel "right." Kind of funny, but M has told me several times that when SHE gets to the end of the day, the only thing SHE wants to do is to take her bra OFF. Completely opposite...
So every day while we're here at M's mom's house, I'm able to wear a bra all day... I've got several with me, just like this one.
Then right after dinner, I slip away and head upstairs to the rec room where I spend a lof of my time listening to music on the TV and reading. On my way, I stop off in our bedroom and slip in my new breast forms. Every night. AAAAAhhhhhhh! Such an incredible feeling.
Other than my bra, I've also got several pair of my stay-up stockings with me as well. So I guess you could say that under my "boy clothes" I'm wearing a complete ensemble... And it makes me feel so incredible to be on vacation with M and to be able to wear the things I WANT to wear. I only wish I could wear my breast forms all the time, even during the day.
I've got to figure out a way to put them in my bra when we're doing our long drives from M's mom's house to where my kid lives, then a couple of days later when we drive from there to our home... Hmmm. Let me think...
For the first time ever, I've brought only my comfortable underthings to wear, and I'm taking this opportunity to wear them exclusively during this vacation. I rarely wear a bra during the day when I'm at home, but love putting one on at the end of the day to just feel "right." Kind of funny, but M has told me several times that when SHE gets to the end of the day, the only thing SHE wants to do is to take her bra OFF. Completely opposite...
So every day while we're here at M's mom's house, I'm able to wear a bra all day... I've got several with me, just like this one.
Then right after dinner, I slip away and head upstairs to the rec room where I spend a lof of my time listening to music on the TV and reading. On my way, I stop off in our bedroom and slip in my new breast forms. Every night. AAAAAhhhhhhh! Such an incredible feeling.
Other than my bra, I've also got several pair of my stay-up stockings with me as well. So I guess you could say that under my "boy clothes" I'm wearing a complete ensemble... And it makes me feel so incredible to be on vacation with M and to be able to wear the things I WANT to wear. I only wish I could wear my breast forms all the time, even during the day.
I've got to figure out a way to put them in my bra when we're doing our long drives from M's mom's house to where my kid lives, then a couple of days later when we drive from there to our home... Hmmm. Let me think...
Thursday, November 23, 2017
Happy Thanksgiving!
Today is day 6 of our vacation, and we'll be heading over to some (distant) relatives of M's in a few hours for our Thanksgiving feast.
And this year, as we sit around the table, I'll be reflecting on just how much I have to be thankful for!
I love M so much, and our (many) years together have been the best years of my life. I've been so much happier since I told her I was a sissy. She has accepted that and loves me more than ever! And for that, I am thankful beyond measure.
And I'm thankful for my "Sissy sisters" and inspirations, Leeanne and Kaaren. You've helped me understand myself more than you'll ever know.
I'd like to wish ALL of you the most happy and joyous Thaksgiving!
And this year, as we sit around the table, I'll be reflecting on just how much I have to be thankful for!
I love M so much, and our (many) years together have been the best years of my life. I've been so much happier since I told her I was a sissy. She has accepted that and loves me more than ever! And for that, I am thankful beyond measure.
And I'm thankful for my "Sissy sisters" and inspirations, Leeanne and Kaaren. You've helped me understand myself more than you'll ever know.
I'd like to wish ALL of you the most happy and joyous Thaksgiving!
Wednesday, November 22, 2017
A Sight I've Never Seen
Well, at least I can say I never saw it until Saturday afternoon!
It's images like these that reinforce for me how much of a sissy I really am!
It's images like these that reinforce for me how much of a sissy I really am!
Tuesday, November 21, 2017
A Saturday to Remember
We left early in the afternoon for M's rendezvous with Allen. M took a long shower, and told me when she got out of the shower to check her pussy to see if she had done a good job shaving. Yes, she did a wonderful job. I inspected her pussy from all angles, and even took a bit of liberty in gently kissing her pussy several times. I didn't want to go too far though; Allen has told M that he doesn't want me to lick her pussy before she goes to see him.
M dithered a bit in selecting what she wanted to wear. She wanted to wear a dress, but couldn't seem to settle on which of her dresses she wanted. Ultimately she settled on a simple dress that looked for all the world like a super long shirt. It went to mid thigh, and was held closed in front with about a dozen snaps. It was incredibly arousing for me to see her wearing it because I knew that there was nothing underneath it...
M and I had talked a couple of times, beginning the day before - when I got back from my trip. The discussion was mainly about expectations. Obviously this was going to be the first time that I was present when M and Allen were together, and she was a bit nervous about it. She also confided that Allen was as well. As for me, there was no apprehension at all. Excitement? Absolutely. Through the roof excitement. I kept trying to reassure M that this wasn't about me, it was about her and Allen. I didn't want them to be artificial; I didn't want them to try to "put on a show" for me. I just wanted them to be themselves. Not sure I succeeded in that message, but at least it's what I tried to convey to her. But in our discussions, M also confirmed for me that both she and Allen wanted me to be very polite to him, and she also told me that she expected that I would do whatever either of them told me to do. I reassured her that I'd have no problems doing that!
Since my vehicle was partially packed in preparation for our trip the following day (Sunday), we took M's car. I could feel this somewhat surreal feeling coming over me as we drove to the rendezvous hotel. Sitting in the passenger seat and looking over at M's legs, I was struck by two overriding thoughts: A) she wasn't wearing anything under that dress; and B) in the very near future a MAN was going to be between those legs!
We arrived at the hotel and parked, and M texted Allen to see what room he was in. We walked into the hotel and took the elevator up to the appropriate floor, then walked down the hall to his room. I remember walking past one of the housekeeping carts and thinking to myself "I wonder if the housekeeper has any idea what's going on..."
M knocked quietly on the door, and after a brief pause, Allen opened it. He invited us in, shook my hand and said hello to me, then immediately turned to M, took her in his arms, and passionately kissed her as we all stood just inside his hotel room door. The room felt a bit cool to me, and he had a home improvement show on the TV, playing a bit loud. I'd say it felt awkward standing there watching as Allen kissed M but it really didn't feel that way at all. I guess it felt more like watching a boyfriend kissing a girlfriend. Except the girlfriend was my wife and the boyfriend wasn't me.
After about 30 seconds Allen looked at me and said "Go sit over there" as he directed me to the chair in the corner of the room. I made my way past them and around the king-sized bed to the chair, then turned around and sat down. As I was doing this, Allen had already taken M back into his arms and was kissing her again as he began to run his hands up and down her body. M was actively returning his kisses, and began caressing him as well. They looked like long-lost lovers reunited for the first time after years apart.
Seemed like a long time that they kissed, but it probably wasn't. I could tell that they were whispering back and forth as they were locked in their embrace. Finally, he turned her around so she was facing me. He was behind her, now with his arms around her from the back as he nuzzled her neck and shoulders.He slipped his hands up to the top of her dress and began unsnapping the snaps holding her dress closed. One at a time as her head was tilted a bit to one side and he continued to kiss her neck and shoulder. When her dress was partly undone, he slipped it off her shoulders and pushed it down toward her waist. The style of the arms on the dress was such that it didn't slip easily from her arms, and I remember thinking to myself "Hmmm. If he wanted to restrain her arms, all he would have to do would be to pull her dress down just a but more and her arms would be trapped by the arms of her dress. I'll bet she'd like that." In any case, with her dress pulled down part way, he began fondling her breasts from behind. Of course I had a perfect view, and could see her eyes closed and her mouth open slightly as she enjoyed every second of what he was doing to her. He remained fully clothed as he continued to caress her body from behind. He then began unsnapping her dress some more, continuing from the top while she undid the buttons at her wrists and allowed the dress to slip from her arms. The last couple snaps he undid by pulling the bottom of the dress up. He then pulled the front of the dress apart, exposing her fully to me as if he was exposing a work of art - the Venus I think... My Venus....
Still from behind, he pulled the dress down her arms and completely off, then tossed it over to the side, over the back of the ubiquitous hotel room desk chair. His hands went back to her breasts as he continued to kiss and fondle her. These pictures remind me a lot of what I saw in those moments. I sight of beauty that just about took my breath away...
After a very short time, he turned her around again, then backed-up and pulled her to the edge of the bed, only a few feet from where I was sitting. He began unbuttoning his shirt, and within seconds, I could see her hands unbuckling his belt and unfastening his pants. He removed his shirt and tossed it aside, and then took over from her to push his pants all the way down, kick them off, and kick them to the side, leaving them both completely nude in front of me. In a move that surprised me, he then reached back and grabbed a pillow and dropped it in front of him between them as he sat down on the edge of the bed. I guess it surprised me because it demonstrated that he was being considerate and not just looking out for his needs. He sat down, and M immediately knelt down on the pillow between his legs, lowered her head to his cock, and took it into her mouth.
Until the day I die, I'll never forget the scene. There's something intensely erotic about seeing your wife kneeling in front of a man with his cock in her mouth as she sucks him to hardness. At the same time, I confess I was a bit jealous because I wanted to be the one kneeling between his legs sucking his cock! For a long time, M worshiped Allen's cock... Alternately taking him fully into her mouth, slowly stroking his cock, licking the head, sucking him, and teasing him with her mouth. She was in obvious bliss as she pleasured him, and she would occasionally look up into his eyes to gauge his pleasure. She occasionally looked over at me as well to see my reaction before returning to her ministrations as he watched her intently and gently guided her head with his hand. This went on for a long, long time and it was plain to see how aroused and hard he was getting.
Eventually, he pushed her head away and stood up, then reached down to where she was kneeling in front of him and pulled her up by her arms. He guided her around to the bottom of the bed and pushed her onto the bed on her hands and knees, right at the bottom end of the bed. While I couldn't see clearly because of where I was sitting off to the side, I saw Allen take his cock into his hand, then guide it into M's pussy from behind, then slowly begin stroking his cock into her now soaking wet pussy. I wasn't watching his cock entering her (mainly because of where I was sitting) as much as I was watching the expression of rapture on her face, and I marveled at the sight of pleasure that I never saw when I pretended to be a man and put my clitty into her. So this was a completely new sight for me...
I thought he would fuck her like this for a long time, and I was a bit surprised when he stopped, withdrew his cock from her pussy, and flipped her over onto her back. He assertively grabbed her legs and pulled her to the bottom of the bed. He then quickly knelt down between her legs and dove right in, licking her pussy furiously. It certainly wasn't as if she needed the lubrication as she was already soaked. But he spent a long time licking her pussy and fingering her as she lay back on the bed with her arms above her head, reveling in the sensation. Occasionally, she would reach down and touch his arm or look over at me before closing her eyes again. Her head was tilted back slightly and her mouth was open a bit, as if she were silently moaning with pleasure. When he wasn't fingering her pussy, he was reaching up to pinch her nipples, squeeze her breasts, or caress her torso and legs. M has told me that Allen has never made her cum when he was licking her pussy, and it was obvious to me why that was. His licking and fingering was aggressive and forceful. M much prefers gentle, softer licking to slowly bring her to full arousal before she cums. I know this, and she knows this as well. Maybe she has been keeping this a secret from Allen; something that only she and I know and can share when I make love with her as a sissy gurl. Don't get me wrong, M loves Allen's aggressive oral sex and gets really, really turned on when he goes down on her like that. It's just that she (and I) know that no matter how much she may LIKE it, it's not the kind of oral sex that will ultimately make her cum uncontrollably. This is the kind of thing that I have learned through the thousands of hours I've spent between her legs over the years! Hours that I've enjoyed beyond belief.
After Allen licked M's pussy for a long, long time, he stood up and lay down on the bed. He directed M to straddle his head in a classic sixty-nine position. This too continued for a long time. After being aroused for such a long time when she was kneeling between his legs sucking his cock, he must have recovered a lot, because she went back to worshiping it all over again while he aggressively licked her pussy from underneath. In a way, I was kind of surprised because except for that initial penetration from behind, his cock had not been in her at all. As she sucked his cock from the top position, he licked her pussy furiously, occasionally running his hands along her body and pinching her breasts or pulling her butt cheeks apart. I'm almost certain that he never licked her asshole, but it was apparent that he would stroke her "rosebud" (smiling as I use that term) occasionally. From time to time he would also slap her ass aggressively, the sound as a sharp contrast to the television in the background.
Eventually, he pushed her off him and then pulled her around so they were both facing the same direction. He then turned her to face me, with him behind her. From behind M, Allen then said "It doesn't seem fair that your husband is still wearing his clothes." He then looked at me and said "Take your clothes off... I want to see your panties and cage." As they both watched me, I said only "Yes sir" and stood up from where I was sitting and watching them. I quickly undressed, facing away from them as I did so. After laying my clothes aside, and clad only in my clitty cage and the panties M bought for me to commemorate the occasion, I turned around and faced them. Allen looked me over and said "Show me your cage." I pulled down my panties to give them both a completely unobstructed view of my clitty cage. "Very nice" he said. "You can sit down again."
As soon as I sat back down, Allen lifted M's left leg, guided his cock into her pussy from behind, and began fucking her slowly while she looked directly into my eyes. After a few minutes of this, she spoke to me for the first time since we entered the room such a long time ago... "I love how Allen's cock feels in me" she said. Out loud, clearly, directly to my face. Again, I could see the expressions on her face and could see how much she was enjoying the sensation of his cock in her. Expressions that I never evoked.
After he fucked her for a while like this, she told him that her leg was getting a bit tired, so they changed positions again, to a more classic missionary position with her legs pushed back. From the very first second that he entered her in this position, he was very forceful. Slamming into her aggressively and making her whole body move up and down on the bed. M would sometimes hold her legs back for Allen, and he would sometimes hold her legs by the ankles and push them back while she reached between her legs to hold his torso and pull him more deeply into her pussy on his inward thrusts.
As for me, I sat in the chair in the corner and watched them intently, alternating my attention between the expressions on M's face and the sight of Allen's cock stroking into M's pussy from behind. After a few minutes of this, Allen looked over at me again and told me to come close so I could get an up close view of this man who was fucking my wife. I got up, then knelt down next to the bed, not more than two feet from where his cock was pumping into M's pussy. I could also easily turn my head just a bit to take in the sight of her face. All in all an incredible view for me. Allen had already lasted at least ten times as long as I ever lasted when I pretended to be a man, and M was in absolute bliss judging from what I was on her face.
Eventually, Allen said "I'm going to cum in you baby. I'm going to cum just inside your pussy so your husband can get a nice look at my cum and can easily lick it up." Without waiting, he then increased the pace and force of his stroking and began grunting with exertion as he pounded into M's pussy from behind. Then he came... He reached down and grabbed his cock, rubbed it on M's pussy a couple times, and forcefully squirted just inside M's pussy and all over the outside between her vaginal lips. As he was doing this, my mouth was watering as I thought of the fantastic creampie that was going to be mine in just a few seconds. I had a perfect view of his cum shooting out of his cock all over M's pussy. While the reward was soon to be mine, I kept thinking in the back of my mind how I wished that he was cumming directly into my mouth. I know that I want that, I've never had it happen, and I long for the day that it (hopefully) does.
After Allen finished cumming, he withdrew, still holding M's leg up a bit. He then scooted her onto her back with her legs spread apart and said some words that I found a bit humorous (at least at the time): "Dive in." I took this to be my queue to clean all of Allen's cum from M's pussy - a task that I really considered to be a reward!
I moved to the side of the bed again and knelt on the edge, slipping my hands under M's thighs as I lowered my head to M's pussy and began to lick gently. Where to begin??? Allen's cum was all over the place and it was apparent that they were both exhausted from their vigorous coupling. I spent a long time between M's legs, licking and kissing her from the tops of her thighs to the lower part of her belly. As I write this, I'm reminded of Kaaren's regular Monday Mancandy posts over at Such a Sissy. That's what it felt like to me as I completely cleaned M's pussy.
When I was done, I moved back to my previous position on the chair in the corner as M moved back to more of a "spoon" position with Allen behind her.
They stayed in this position for a long, long time. I could see him stroking her breasts, torso, and pussy from behind as they relaxed in their post-coital bliss. He would occasionally whisper something in her ear that would make her smile, and she would occasionally reach behind her, no doubt to stroke his cock. This was obviously their recovery time. Allen and M would occasionally look over at me, and Allen would occasionally ask me a question, trying to get to know me a bit better I think as this was the first time I had ever met him. He's taller and a bit heavier than I am, with a goatee that makes him look a bit rakish. Rather a "bad boy" look I'd say. He and M spent probably half an hour just relaxing in bed together and enjoying each other's company while I sat submissively in my chair wearing only my clitty cage and panties.
Following their recovery, and with Allen still spooning with M, he said "Looks like your wife has made someone come back to life..." I took this to mean that he was getting hard again. A few seconds later, he pushed back the covers, which were pulled only as high as their waists, and told her "Suck my cock baby..." She immediately reversed her position, got onto her hands and knees, with her butt pretty much in my face, and began sucking his cock in earnest. After just a couple minutes of this, he pulled her off his cock, got up and stood at the bottom of the bed, then gestured for her to lay on her back with her head at the bottom of the bed, which she did quickly. He immediately put his cock back into her mouth as she tilted her head back so he could more easily push his cock deeply into her mouth and into her throat. He fucked her mouth for only a minute or so, then got back into the same spooning position again, with her facing me, and entered her from behind then immediately began fucking her with reckless abandon while she looked back over her shoulder at him.
As he fucked her, he looked over at me with a look on his face that said "I'm fucking your wife cuckold!" I could tell by his pace and by the sounds both Allen and M were making that he was going to cum again soon. He whispered something to her quietly so I couldn't hear, and she smiled at me, then nodded her head back at him. Allen then pulled out of her, quickly knelt next to her, and pushed his cock back into her mouth again. His motions got more frantic and the look on his face told me his orgasm was very close. Finally, with a loud grunt, he pulled his cock from her mouth, took it in his hand, and directed his cum on her breasts. She smiled at me as he was cumming on her breasts, then reached up with her hand and began stroking his cock to get all of his cum onto her breasts. When she was done, he laid down next to her again, and told me to clean his cum from her breasts. I was watching in awe as he fucked her this time, never in my life having gone twice in a single session with my wife. When he told me to clean her breasts, I moved back onto the bed at M's side, and she guided my head to her breasts where I gently licked them completely clean.
When everything was done, I noticed that he had been fucking her almost nonstop for close to three hours in one position or another!
A few minutes later, Allen told M that he would need to leave soon but that we were welcome to stay. M decided not to, and told me to get dressed again. She did as well. Right before we left, M gave Allen the one and only key to my clitty cage. Considering that we would be leaving very early the following morning for our two-week vacation (we ended up leaving before 4 AM for our 2-day, 1425 mile pilgrimage to M's mother's house), this was a momentous event because it meant that no matter what, my clitty cage would remain locked until we got back home.
To all of my (few) readers, I apologize. The past month has been crazy busy for me - international trips to 4 countries on three continents, planning for the vacation that I'm on even as I write this, the travel itself, and our Saturday "play date" with Allen. M and I had a lot of time together in the car as we drove over the past couple of days, and she told me that she really enjoyed her time with Allen with me there, but that I should consider it a rare indulgence. She told me that normally when they're together, he's a lot more aggressive with her and that they both felt a bit apprehensive at first. I'd also like to apologize because (like many of not most of you) I've read and re-read Leeanne's saga over at Leeanne's Sissy Musings and frankly, while I'm a pretty literate sissy, my writing and storytelling skills pale in comparison to Leeanne's. But it's the imagery that will remain in my head forever. Well, the imagery and the regret - the regret that while I DID get to see a real MAN have his way with my wife, I didn't have the opportunity to do all those things that a real sissy wants so much to do... Sigh... Well, this WAS our first meeting... And M hasn't yet told Allen that I'm a sissy... Maybe... Just maybe... Next time?
M dithered a bit in selecting what she wanted to wear. She wanted to wear a dress, but couldn't seem to settle on which of her dresses she wanted. Ultimately she settled on a simple dress that looked for all the world like a super long shirt. It went to mid thigh, and was held closed in front with about a dozen snaps. It was incredibly arousing for me to see her wearing it because I knew that there was nothing underneath it...
M and I had talked a couple of times, beginning the day before - when I got back from my trip. The discussion was mainly about expectations. Obviously this was going to be the first time that I was present when M and Allen were together, and she was a bit nervous about it. She also confided that Allen was as well. As for me, there was no apprehension at all. Excitement? Absolutely. Through the roof excitement. I kept trying to reassure M that this wasn't about me, it was about her and Allen. I didn't want them to be artificial; I didn't want them to try to "put on a show" for me. I just wanted them to be themselves. Not sure I succeeded in that message, but at least it's what I tried to convey to her. But in our discussions, M also confirmed for me that both she and Allen wanted me to be very polite to him, and she also told me that she expected that I would do whatever either of them told me to do. I reassured her that I'd have no problems doing that!
Since my vehicle was partially packed in preparation for our trip the following day (Sunday), we took M's car. I could feel this somewhat surreal feeling coming over me as we drove to the rendezvous hotel. Sitting in the passenger seat and looking over at M's legs, I was struck by two overriding thoughts: A) she wasn't wearing anything under that dress; and B) in the very near future a MAN was going to be between those legs!
We arrived at the hotel and parked, and M texted Allen to see what room he was in. We walked into the hotel and took the elevator up to the appropriate floor, then walked down the hall to his room. I remember walking past one of the housekeeping carts and thinking to myself "I wonder if the housekeeper has any idea what's going on..."
M knocked quietly on the door, and after a brief pause, Allen opened it. He invited us in, shook my hand and said hello to me, then immediately turned to M, took her in his arms, and passionately kissed her as we all stood just inside his hotel room door. The room felt a bit cool to me, and he had a home improvement show on the TV, playing a bit loud. I'd say it felt awkward standing there watching as Allen kissed M but it really didn't feel that way at all. I guess it felt more like watching a boyfriend kissing a girlfriend. Except the girlfriend was my wife and the boyfriend wasn't me.
After about 30 seconds Allen looked at me and said "Go sit over there" as he directed me to the chair in the corner of the room. I made my way past them and around the king-sized bed to the chair, then turned around and sat down. As I was doing this, Allen had already taken M back into his arms and was kissing her again as he began to run his hands up and down her body. M was actively returning his kisses, and began caressing him as well. They looked like long-lost lovers reunited for the first time after years apart.
Seemed like a long time that they kissed, but it probably wasn't. I could tell that they were whispering back and forth as they were locked in their embrace. Finally, he turned her around so she was facing me. He was behind her, now with his arms around her from the back as he nuzzled her neck and shoulders.He slipped his hands up to the top of her dress and began unsnapping the snaps holding her dress closed. One at a time as her head was tilted a bit to one side and he continued to kiss her neck and shoulder. When her dress was partly undone, he slipped it off her shoulders and pushed it down toward her waist. The style of the arms on the dress was such that it didn't slip easily from her arms, and I remember thinking to myself "Hmmm. If he wanted to restrain her arms, all he would have to do would be to pull her dress down just a but more and her arms would be trapped by the arms of her dress. I'll bet she'd like that." In any case, with her dress pulled down part way, he began fondling her breasts from behind. Of course I had a perfect view, and could see her eyes closed and her mouth open slightly as she enjoyed every second of what he was doing to her. He remained fully clothed as he continued to caress her body from behind. He then began unsnapping her dress some more, continuing from the top while she undid the buttons at her wrists and allowed the dress to slip from her arms. The last couple snaps he undid by pulling the bottom of the dress up. He then pulled the front of the dress apart, exposing her fully to me as if he was exposing a work of art - the Venus I think... My Venus....
Still from behind, he pulled the dress down her arms and completely off, then tossed it over to the side, over the back of the ubiquitous hotel room desk chair. His hands went back to her breasts as he continued to kiss and fondle her. These pictures remind me a lot of what I saw in those moments. I sight of beauty that just about took my breath away...
After a very short time, he turned her around again, then backed-up and pulled her to the edge of the bed, only a few feet from where I was sitting. He began unbuttoning his shirt, and within seconds, I could see her hands unbuckling his belt and unfastening his pants. He removed his shirt and tossed it aside, and then took over from her to push his pants all the way down, kick them off, and kick them to the side, leaving them both completely nude in front of me. In a move that surprised me, he then reached back and grabbed a pillow and dropped it in front of him between them as he sat down on the edge of the bed. I guess it surprised me because it demonstrated that he was being considerate and not just looking out for his needs. He sat down, and M immediately knelt down on the pillow between his legs, lowered her head to his cock, and took it into her mouth.
Until the day I die, I'll never forget the scene. There's something intensely erotic about seeing your wife kneeling in front of a man with his cock in her mouth as she sucks him to hardness. At the same time, I confess I was a bit jealous because I wanted to be the one kneeling between his legs sucking his cock! For a long time, M worshiped Allen's cock... Alternately taking him fully into her mouth, slowly stroking his cock, licking the head, sucking him, and teasing him with her mouth. She was in obvious bliss as she pleasured him, and she would occasionally look up into his eyes to gauge his pleasure. She occasionally looked over at me as well to see my reaction before returning to her ministrations as he watched her intently and gently guided her head with his hand. This went on for a long, long time and it was plain to see how aroused and hard he was getting.
Eventually, he pushed her head away and stood up, then reached down to where she was kneeling in front of him and pulled her up by her arms. He guided her around to the bottom of the bed and pushed her onto the bed on her hands and knees, right at the bottom end of the bed. While I couldn't see clearly because of where I was sitting off to the side, I saw Allen take his cock into his hand, then guide it into M's pussy from behind, then slowly begin stroking his cock into her now soaking wet pussy. I wasn't watching his cock entering her (mainly because of where I was sitting) as much as I was watching the expression of rapture on her face, and I marveled at the sight of pleasure that I never saw when I pretended to be a man and put my clitty into her. So this was a completely new sight for me...
I thought he would fuck her like this for a long time, and I was a bit surprised when he stopped, withdrew his cock from her pussy, and flipped her over onto her back. He assertively grabbed her legs and pulled her to the bottom of the bed. He then quickly knelt down between her legs and dove right in, licking her pussy furiously. It certainly wasn't as if she needed the lubrication as she was already soaked. But he spent a long time licking her pussy and fingering her as she lay back on the bed with her arms above her head, reveling in the sensation. Occasionally, she would reach down and touch his arm or look over at me before closing her eyes again. Her head was tilted back slightly and her mouth was open a bit, as if she were silently moaning with pleasure. When he wasn't fingering her pussy, he was reaching up to pinch her nipples, squeeze her breasts, or caress her torso and legs. M has told me that Allen has never made her cum when he was licking her pussy, and it was obvious to me why that was. His licking and fingering was aggressive and forceful. M much prefers gentle, softer licking to slowly bring her to full arousal before she cums. I know this, and she knows this as well. Maybe she has been keeping this a secret from Allen; something that only she and I know and can share when I make love with her as a sissy gurl. Don't get me wrong, M loves Allen's aggressive oral sex and gets really, really turned on when he goes down on her like that. It's just that she (and I) know that no matter how much she may LIKE it, it's not the kind of oral sex that will ultimately make her cum uncontrollably. This is the kind of thing that I have learned through the thousands of hours I've spent between her legs over the years! Hours that I've enjoyed beyond belief.
After Allen licked M's pussy for a long, long time, he stood up and lay down on the bed. He directed M to straddle his head in a classic sixty-nine position. This too continued for a long time. After being aroused for such a long time when she was kneeling between his legs sucking his cock, he must have recovered a lot, because she went back to worshiping it all over again while he aggressively licked her pussy from underneath. In a way, I was kind of surprised because except for that initial penetration from behind, his cock had not been in her at all. As she sucked his cock from the top position, he licked her pussy furiously, occasionally running his hands along her body and pinching her breasts or pulling her butt cheeks apart. I'm almost certain that he never licked her asshole, but it was apparent that he would stroke her "rosebud" (smiling as I use that term) occasionally. From time to time he would also slap her ass aggressively, the sound as a sharp contrast to the television in the background.
Eventually, he pushed her off him and then pulled her around so they were both facing the same direction. He then turned her to face me, with him behind her. From behind M, Allen then said "It doesn't seem fair that your husband is still wearing his clothes." He then looked at me and said "Take your clothes off... I want to see your panties and cage." As they both watched me, I said only "Yes sir" and stood up from where I was sitting and watching them. I quickly undressed, facing away from them as I did so. After laying my clothes aside, and clad only in my clitty cage and the panties M bought for me to commemorate the occasion, I turned around and faced them. Allen looked me over and said "Show me your cage." I pulled down my panties to give them both a completely unobstructed view of my clitty cage. "Very nice" he said. "You can sit down again."
As soon as I sat back down, Allen lifted M's left leg, guided his cock into her pussy from behind, and began fucking her slowly while she looked directly into my eyes. After a few minutes of this, she spoke to me for the first time since we entered the room such a long time ago... "I love how Allen's cock feels in me" she said. Out loud, clearly, directly to my face. Again, I could see the expressions on her face and could see how much she was enjoying the sensation of his cock in her. Expressions that I never evoked.
After he fucked her for a while like this, she told him that her leg was getting a bit tired, so they changed positions again, to a more classic missionary position with her legs pushed back. From the very first second that he entered her in this position, he was very forceful. Slamming into her aggressively and making her whole body move up and down on the bed. M would sometimes hold her legs back for Allen, and he would sometimes hold her legs by the ankles and push them back while she reached between her legs to hold his torso and pull him more deeply into her pussy on his inward thrusts.
As for me, I sat in the chair in the corner and watched them intently, alternating my attention between the expressions on M's face and the sight of Allen's cock stroking into M's pussy from behind. After a few minutes of this, Allen looked over at me again and told me to come close so I could get an up close view of this man who was fucking my wife. I got up, then knelt down next to the bed, not more than two feet from where his cock was pumping into M's pussy. I could also easily turn my head just a bit to take in the sight of her face. All in all an incredible view for me. Allen had already lasted at least ten times as long as I ever lasted when I pretended to be a man, and M was in absolute bliss judging from what I was on her face.
Eventually, Allen said "I'm going to cum in you baby. I'm going to cum just inside your pussy so your husband can get a nice look at my cum and can easily lick it up." Without waiting, he then increased the pace and force of his stroking and began grunting with exertion as he pounded into M's pussy from behind. Then he came... He reached down and grabbed his cock, rubbed it on M's pussy a couple times, and forcefully squirted just inside M's pussy and all over the outside between her vaginal lips. As he was doing this, my mouth was watering as I thought of the fantastic creampie that was going to be mine in just a few seconds. I had a perfect view of his cum shooting out of his cock all over M's pussy. While the reward was soon to be mine, I kept thinking in the back of my mind how I wished that he was cumming directly into my mouth. I know that I want that, I've never had it happen, and I long for the day that it (hopefully) does.
After Allen finished cumming, he withdrew, still holding M's leg up a bit. He then scooted her onto her back with her legs spread apart and said some words that I found a bit humorous (at least at the time): "Dive in." I took this to be my queue to clean all of Allen's cum from M's pussy - a task that I really considered to be a reward!
I moved to the side of the bed again and knelt on the edge, slipping my hands under M's thighs as I lowered my head to M's pussy and began to lick gently. Where to begin??? Allen's cum was all over the place and it was apparent that they were both exhausted from their vigorous coupling. I spent a long time between M's legs, licking and kissing her from the tops of her thighs to the lower part of her belly. As I write this, I'm reminded of Kaaren's regular Monday Mancandy posts over at Such a Sissy. That's what it felt like to me as I completely cleaned M's pussy.
When I was done, I moved back to my previous position on the chair in the corner as M moved back to more of a "spoon" position with Allen behind her.
They stayed in this position for a long, long time. I could see him stroking her breasts, torso, and pussy from behind as they relaxed in their post-coital bliss. He would occasionally whisper something in her ear that would make her smile, and she would occasionally reach behind her, no doubt to stroke his cock. This was obviously their recovery time. Allen and M would occasionally look over at me, and Allen would occasionally ask me a question, trying to get to know me a bit better I think as this was the first time I had ever met him. He's taller and a bit heavier than I am, with a goatee that makes him look a bit rakish. Rather a "bad boy" look I'd say. He and M spent probably half an hour just relaxing in bed together and enjoying each other's company while I sat submissively in my chair wearing only my clitty cage and panties.
Following their recovery, and with Allen still spooning with M, he said "Looks like your wife has made someone come back to life..." I took this to mean that he was getting hard again. A few seconds later, he pushed back the covers, which were pulled only as high as their waists, and told her "Suck my cock baby..." She immediately reversed her position, got onto her hands and knees, with her butt pretty much in my face, and began sucking his cock in earnest. After just a couple minutes of this, he pulled her off his cock, got up and stood at the bottom of the bed, then gestured for her to lay on her back with her head at the bottom of the bed, which she did quickly. He immediately put his cock back into her mouth as she tilted her head back so he could more easily push his cock deeply into her mouth and into her throat. He fucked her mouth for only a minute or so, then got back into the same spooning position again, with her facing me, and entered her from behind then immediately began fucking her with reckless abandon while she looked back over her shoulder at him.
As he fucked her, he looked over at me with a look on his face that said "I'm fucking your wife cuckold!" I could tell by his pace and by the sounds both Allen and M were making that he was going to cum again soon. He whispered something to her quietly so I couldn't hear, and she smiled at me, then nodded her head back at him. Allen then pulled out of her, quickly knelt next to her, and pushed his cock back into her mouth again. His motions got more frantic and the look on his face told me his orgasm was very close. Finally, with a loud grunt, he pulled his cock from her mouth, took it in his hand, and directed his cum on her breasts. She smiled at me as he was cumming on her breasts, then reached up with her hand and began stroking his cock to get all of his cum onto her breasts. When she was done, he laid down next to her again, and told me to clean his cum from her breasts. I was watching in awe as he fucked her this time, never in my life having gone twice in a single session with my wife. When he told me to clean her breasts, I moved back onto the bed at M's side, and she guided my head to her breasts where I gently licked them completely clean.
When everything was done, I noticed that he had been fucking her almost nonstop for close to three hours in one position or another!
A few minutes later, Allen told M that he would need to leave soon but that we were welcome to stay. M decided not to, and told me to get dressed again. She did as well. Right before we left, M gave Allen the one and only key to my clitty cage. Considering that we would be leaving very early the following morning for our two-week vacation (we ended up leaving before 4 AM for our 2-day, 1425 mile pilgrimage to M's mother's house), this was a momentous event because it meant that no matter what, my clitty cage would remain locked until we got back home.
To all of my (few) readers, I apologize. The past month has been crazy busy for me - international trips to 4 countries on three continents, planning for the vacation that I'm on even as I write this, the travel itself, and our Saturday "play date" with Allen. M and I had a lot of time together in the car as we drove over the past couple of days, and she told me that she really enjoyed her time with Allen with me there, but that I should consider it a rare indulgence. She told me that normally when they're together, he's a lot more aggressive with her and that they both felt a bit apprehensive at first. I'd also like to apologize because (like many of not most of you) I've read and re-read Leeanne's saga over at Leeanne's Sissy Musings and frankly, while I'm a pretty literate sissy, my writing and storytelling skills pale in comparison to Leeanne's. But it's the imagery that will remain in my head forever. Well, the imagery and the regret - the regret that while I DID get to see a real MAN have his way with my wife, I didn't have the opportunity to do all those things that a real sissy wants so much to do... Sigh... Well, this WAS our first meeting... And M hasn't yet told Allen that I'm a sissy... Maybe... Just maybe... Next time?
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