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Saturday, December 19, 2020

Kitchen gadget

 

sissy fucked in kitchen
I've got to get all these holiday cookies baked, frosted, and out to all the neighbors.  Of all the times, why did he have to pick NOW to pull down my panties and bend me over the counter?

Ooh...well, maybe I can afford to be distracted for another minute or ten.  But I swear, once he finishes, the cookies are as good as out the door!



Wednesday, December 2, 2020

Adjustments

"Seriously, I don't know what you'd do without me," she said while pulling the nylons up my leg.  "You know you can't go around with your pantyhose all gathered up.  Maybe we need to buy you the next size down?"

"Yes, ma'am.  A smaller size would probably fit better."

"And for goodness sake, stop rubbing your legs together like that!  It looks like you need to use the restroom."

"Sorry, ma'am, it just feels so good.  Whenever I put them on, I can't resist doing it."

"Ugh, you and your sissy ways.  I just don't understand you sometimes.  Oh well, are you ready for our fancy date night in?"

"Oh yes, ma'am, I've been looking forward to it all day!"

sissy adjusting pantyhose

 

Saturday, November 21, 2020

Many happy returns

They left our house at the same time this morning, her car headed to the office and his back to his place.  Five minutes later, his car pulls back into the driveway.

"Back so soon?" I ask, meeting him at the door.

"Yeah, well I keep thinking about what you've got going on in this house of yours.  I've got to admit it's unusual, but definitely kinky."

"Well, what specifically brought you back just now?"

"To be honest, you've got this gorgeous mouth.  I keep picturing you putting it to good use, if you know what I mean."

"Yes, I think I do, and I'm happy to oblige.  Do you want to do it right here?"

"Well, let's take it inside.  You know what?  You've got a youthful face.  Do you mind dressing up as a schoolgirl?"

"Ah, I see where you're going with this.  I do have a schoolgirl outfit...what good sissy doesn't?" I ask with a giggle.  "Why don't you head into the den and make yourself comfortable.  Meanwhile, I'll go freshen up and meet you there shortly."

I have to admit I don't get the schoolgirl fantasy myself.  But I know it's a popular one with men, so I'm happy to dress up and play the part.  What's the harm if everyone is happy, right?

sissy schoolgirl gives blowjob

Friday, November 20, 2020

She drives

 

sissy stockings in car

It's nice when she drives.  
I can just put my feet up,
sit back and relax.

Saturday, November 7, 2020

Grinding

It usually starts the same way when she has a guest over.  My wife will excuse herself to the bedroom and return wearing just an over-sized t-shirt.  Sometimes she'll wear panties, depending on her mood.  Then she comes back and sits next to her guest.

At some point she'll turn around on her knees and look out the window.  She'll say something like, "What was that?  Did you hear something?  It sounded like it was outside."  It's usually nothing though.

When we see it's all clear, she'll pull him up behind her and start grinding her ass and pussy against his crotch.  The men always get hard and try to move things along.

That's when she tells them to stop and stay still.  She continues rubbing herself on them for as long as she can.  She absolutely loves to tease, and stretches out the foreplay for what feels like hours.  All the while, I hear her sighing and gasping.

I know she's getting wetter by the minute.  All I can do is sit and watch them grinding and breathing heavy.  I keep undressing them both in this position, visualizing the man entering my wife, taking her sexually.  Soon I feel a wetness in my own panties.

Most of the men have been physically fit; muscular arms, wide shoulders, and narrow waists.  Much more manly than I have ever been.  I know they'll satisfy her needs, which is a good thing.  But I wish she'd just let him pull her shirt up and fuck her already.

I don't think I can take much more of this grinding.

sissy cuckold watches wife grinding

Sunday, October 25, 2020

Aftercare

"That was a great suggestion, dear.  Where'd you hear about that again?"

"Mmm"

"I didn't catch that, what'd you say?"

"Uhh...ahh"

"Okay I get it you're not ready to talk just yet.  That's fine.  You know, I feel really close to you right now.  I want us to do this again sometime.   We can discuss later."

"Mmm"

As I come down from the heights of our session, she distracts herself by massaging my back and gently drawing lines with her finger.

wife pegging husband with strapon



 

Sunday, October 11, 2020

Amends

“I admit I’ve been kind of hard on you lately,” she says, looking down at me kneeling on the floor.

Am I hearing her right?  This almost sounds like an apology.  Well, as close as I’m likely to get from my wife.

“So you’ve arranged this for me, ma’am?” I ask, looking at the sight growing in front of my eyes.

“Well, let’s just say it’s your turn.  I had my go with him last night.  Actually, we went a few rounds, didn’t we?” she giggles, placing her delicate hand on his broad shoulder.  A sparkle from her wedding ring catches my eye.

“And if you’re really lucky, sissy, you may even be able to taste me when you suck his cock.  Would you like that, Sweetie?”

“Oh yes, ma’am, I’d like that quite a bit.”

“Good, now go ahead and enjoy your treat.”

“Thank you, ma’am!”

sissy cuckold gives blowjob


Saturday, October 3, 2020

Sneak peek

 

It's been a long month of chastity and strict rules in the house.  My wife has completely cut me off from any sexual contact or pleasure.  Not that I mind my denial, but I do miss pleasuring her.

I'm not quite sure what the endgame is here.  I've asked some vague roundabout questions to see if I can figure out what she's up to, but she just smiles at me.  I know better than to ask directly, as she's spanked me recently for less.

Anyway, I've finished my Friday chores and am resting my feet before making dinner.  That's when my phone buzzes.  She's sent me a picture of her bikini bottom pulled away from her body, clearly exposing her closely-trimmed mound.  Underneath she's typed, "missing this?" with a smile emoji.

pussy in bikini tease

I recognize it for what it is...a tease.  I'm still no closer to the answer though.  Where's she taking this?  What's her big-picture plan?  I look at the picture again and smile.

I imagine her beckoning me over with a simple wave of her index finger, spreading her thighs as I approach.  I can almost see her slit now, glistening with arousal.  Her irresistible scent reaches my nose and draws me still further inward, I'm officially under her spell.

The sound of the door pulls me out of a daydream.  I blink and take a deep breath before getting out of the chair.  She'll probably want her drink topped off before I start on dinner.


Thursday, September 24, 2020

Punished

"Come here," my wife says simply.

"Yes ma'am," I reply.  I walk towards her as she stands by the couch.  I know what's coming, but am still fearful.

"You know the routine.  Assume the position."

I pull my dress up, slide my panties down my thighs, and lean against the back of the couch.  I close my eyes and wait.  I feel her body as she leans over me, her mouth near my ear.

*SLAP*

"That was for not replacing the empty toilet roll this morning."

*SLAP*

"That was for lunch being three minutes late."

*SLAP*

"That was for forgetting to tell me my sister called.  How many does that make, sissy?"

"Three, ma'am."

"Okay, that's enough for now.  I hope my expectations are clear.  Think you can meet them moving forward?"

"Yes, ma'am.  Clear as day."

"Good, sissy.  You may get dressed."

sissy spanked for punishment

 

Friday, September 11, 2020

Remembrance: discovery

sissy crossdresser by closet

I don't remember the day of the week.  I don't remember the specifics of my family's whereabouts.  But how could I forget the curiosity that led me into my sister's room to try on women's clothes for the first time!  

The dresser drawer full of panties and bras, the closet full of skirts, dresses, and blouses.  The soft and exhilarating feel of the fabrics on my skin, and how the layers felt as they brushed against each other with every movement!

I knew right then and there that a whole new world was opening up to me.  Little did I know this was the sound of the siren's song.  Alison was beckoning me to let her out.  I'm so glad I listened!

Friday, September 4, 2020

Running a tight ship

So my wife has recently become more demanding and strict.  My daily chore list seems to grow longer by the day.  Today's list included laundry, washing dishes, making beds, vacuuming, and cooking meals.  

Every finished task was followed by an inspection.  If it failed to meet her expectation, then I was punished.  Spankings and corner time were her favorites today.

Don't get me wrong, I'm happy to do housework.  However, the lengthy list and detailed reviews are out-of-the-ordinary around here.  

I asked about the changes, and her response is that I've gotten sloppy lately.  She wants me to pay closer attention to details.  She thinks I'll have more pride at the end of the day for a job well done.

Besides, she says idle hands are the devil's workshop.  With more time at home lately, she wants to make sure I'm not getting lazy, or worse, into trouble.  

To that end, she bought a smaller chastity cage for me.  She said mine was starting to seem "roomy".  After I thanked her for the gift, we struggled to get me into it.  I'm smaller than average, but it still gave us a good fight.  A cold shower seemed to help in the end.  It feels cramped now, but am confident I'll adjust to it over time.

Lastly, she's declared that until further notice I am to remain chaste.  No sexual contact with any other person.  The use of toys is also forbidden.  I'm to go directly to her and be truthful about any infractions, which will be dealt with in a tough but fair manner.

These will be trying times, but I know her decisions are coming from the heart.

submissive sissy crossdresser in chastity



 

Wednesday, August 26, 2020

Maids galore

"Woah, you scared me!" I exclaim.  "I thought I was the only one here.  Who are you?"

"I'm Kaaren.  The fraternity brothers called me to clean their house today.  And you are...?"

"I'm Alison, nice to meet you.  They scheduled me to clean today, too.  Seems the boys aren't all on the same page yet, huh?  Have you seen them around?"

"No, I just got here myself," she answers, looking around the room.  "You know, it's great to find out there's another maid service in the area.  Maybe we could compare notes and cleaning tips sometime?"

"Sure, that'd be great!  By the way, I love your uniform.  That short lacy hem really shows off your gorgeous legs!"

"Well thanks, you're too nice.  And I'd be lying if I said I didn't notice yours.  The netting under that dress shows off more than just your legs, if you know what I mean!"

"Hehe, yeah, that's definitely a popular feature with the boys!  Wow, is it getting hot in here or what?" I ask with a smile, fanning myself with a cloth.  Wait, am I hitting on her?  Why can't I stop flirting with everyone?

Apparently I am, because she puts her gloved hands on my face and leans in.  "My wife shouldn't mind," she whispers before giving me a friendly kiss.

"Wait, did you say your wife?" I ask with astonishment.  "So does that mean you're a lesbian maid service, or...a sissy one like mine?" I say while trailing off.

"Sissy, dear.  Although I'm flattered you had to ask!"

sissy maids kissing

Wednesday, August 19, 2020

Shutterbug Kelly

My wife is at her office cleaning up and picking up some belongings she left behind.  She should be home in time for dinner.  Her best friend Kelly dropped by before she left, not realizing my wife had to run some errands.  She decided to stay and hang out while my wife was gone.

As we sat on the patio, we caught up with what's new with each other and what's going on in the neighborhood.  She excused herself a couple of times for calls, which I assumed was work-related.  After awhile we moved indoors.

She told me she had her new DSLR camera in the car and asked if I'd like some pictures taken.  She recently picked up photography as a hobby.  We agreed it'd be fun if I dressed as a sexy secretary, giving her experience taking pictures and my wife and I some fun pictures to have on hand.

"Why not?" I thought.  So while she got her gear, I picked out a sexy outfit including fishnet stockings and a short skirt.  When ready, we used my wife's home office as the backdrop.

"Nice," said Kelly as I looked over my shoulder at her camera.  "A few more like this, and then we'll have you bending over the desk so you can show off those long legs of yours."

Kelly excused herself to use the bathroom.  A short time later, the doorbell rang.  I called out to Kelly, but she didn't answer.  The doorbell rang again followed by knocking, so I went to answer it.  

I opened the door just enough to see who it was.  The door was forced open with enough force to knock me backwards.  Once the shock subsided, I recognized the man in the doorway.  It was Travis, the real-estate agent we used to buy our house.

"Travis!  What are you doing here?  What's going on?" I asked.

He just closed the door and looked me up and down.  My wife and I only had a professional relationship with him, so he never knew of my alter-ego as Alison.  As a result, I've never felt so naked and embarrassed in my life.  

Then I felt a hand on my shoulder.  Kelly!

"Glad to see you could make it over, Travis." she said.  "I told you he's sexy as a woman, didn't I?  What do you think?"

"Hmm...I think you're right Kelly, very sexy."

That's when I had a moment of clarity.  Kelly knew my wife was going to be out.  She talked with Travis while we were out on the patio, getting him to come over.  She got me to dress sexy...for him.  Knowing my wife, she's probably in on the whole plan and smiling to herself at this very moment.

"Why don't we take this back to the home office," purred Kelly with a smile.

Travis and I fooled around for awhile in the office.  He and Kelly joked about my penis being confined to a little pink chastity cage.  I didn't mind because Travis has a pretty nice cock, which was in my mouth at the time.

Kelly said she'd love to see my little clitty bouncing on Travis' abs.  Travis was game, and he lay down on his back.  I straddled myself over him, lining everything up, but then paused.  

"Come on, you tease," said Travis.  "Get down here and ride my cock like the little whore you are."

His dirty talk made me so horny!  I glanced up at Kelly, who was standing in the doorway, grinning and watching with amusement.  

sissy slut has sex

I proceeded to get on my knees, one on either side of his body, and eased back until I felt his stiffness against me.  One more little adjustment, and his tip was at the entrance to my hole.

Relaxing, I slowly lowered myself onto his slick hard-on.  There was a slight pop sensation as his tip found it's way through my hole.

"Fuuuuck yeah!" he uttered.

"Uhhh," I whimpered in return as his thickness continued to enter me.

Once he was fully inside, we sat motionless as my body struggled to take his immensity.  The initial discomfort gave way to a feeling of fullness that was truly amazing!  I began to slowly rock back and forth as my body gripped his dick and my mind reeled with so many incredible sensations!  

Finally, I was able to ride him faster.  It was enough to create an audible clapping noise as our bodies crashed together.  My caged clitty began flailing around on his stomach and his balls slapped against my ass as I rode him hard and fast.  

I was so drunk with lust and getting fucked that everything else became hazy.  I thought I heard shutter clicks, but am not sure.  Finally Travis grunted, grabbing my hips to keep me still.  I felt him throbbing inside me, along with a warm gush.  It's hard to explain, but easy to recognize as him coming inside of me.  He continued to pulse inside of me as we both took the moment to catch our breath.

After we had a chance to clean up and get dressed, Travis left to show a house.  Kelly and I started making dinner, but she told me to come write this blog post before my wife got home.  Kelly thought it'd be hot if she read this post before we told her other details we might've missed.  I have to agree - hope you like it, Babe!


Friday, August 7, 2020

A cuckold is born

"You're sure you're okay with this?" she asks me.

"I'm pretty sure."

"Only pretty sure?!  Honey, I'm so wet and his cock is presseed against my pussy.  We're all ready to go here, but I need to know you're 100% on board before I go any further.  So what's it going to be?"

"When we talked about it, it sounded hot.  But now that you're naked in front of me...with him...," I trail off.

"Babe, I told you before.  We'll still be married, and I'll always love you.  You know you're the only one for me.  This is purely a physical need, something I need to get outside our marriage.  We've tried the toys, and you know they just don't feel the same.  Please, can we just try this tonight?"

"Alright, if you're ready then I am too.  Go ahead."

I watch as she lowers herself slowly onto his lap...
hotwife with bull

Monday, July 27, 2020

Dog days of summer

It's late afternoon and the summer heat is just starting to break.  It's too hot to do much of anything, so my wife and I relax and enjoy each other's company in a field off a trail.  We've just finished a light snack, and alternate snips between glasses of wine and water.

"Ah, this is the life," she says, stretching her body out on the lounge chair.  "I could do this all day!"

"Tell me about it," I reply while pacing the area.  My hamstring was starting to cramp, so am on my feet to stay loose.  I'd love to lay on a chair as well, but we only have the one.  No need to ask who sits in it, is there?

"You know what would make this day that much better, pet?" she asks slowly.

"Hmm...what?"

Without uttering a sound, she pulls her bikini to the side, exposing her beautiful mound.  The unspoken order has been given, and we both know what must be done.  

I feel a twitch in my cage, something I haven't felt in awhile.  It amazes me that she can still affect me this way with such ease!  I barely make out her eyes slowly closing behind the lenses of her sunglasses.

She continues to bask in the warmth of the sun slowly making its way west.  Similarly, she basks in the attention I give while gently lapping at her sex.

wife flashing pussy

Friday, July 17, 2020

Trawling on the lake

It's the first time we've been able to get together since the lock down began months ago.  The guys all give me a confused look when they see me.  Their questions start before the boat even leaves the dock.

"Wow, are you growing your hair out?"

"Yeah, well, I haven't been able to make it to the barber yet."

"You've gotten skinny.  Is that on purpose?"

"I've just been living healthier.  You know, eating better and exercising more.  I guess losing weight was a bonus."

"Those shorts are kind of small aren't they?"

"It's been so hot out lately, I'm just trying to stay cool.  Besides, they're pretty comfortable."

"Woah, did you shave your legs?"

"Ha ha, yeah.  I lost a bet to the wife during quarantine.  She reminded me the hair would grow back, so I wasn't too concerned."

But it's amazing how quiet they get when Tom catches a fish and I reach out to pull it into the boat.  Turning around, I see their looks have changed entirely.  

I smile to myself as the realization sinks in.  I turned them all on!

sissy bikini ass on boat

Friday, July 3, 2020

Remembrance: Tina

I’m in a different part of town, but still familiar with the area.  I look back and make sure my car is locked.  It’s the summer after graduation, and my parents are both at work for the day.  This is as safe as I'm going to be.

I see a couple walking towards me up ahead.  My heart starts racing.  I take a deep breath to calm my active mind.  I glance down at my white tank top with spaghetti straps and tiny pink shorts.  

“There’s no way a boy would wear this,” I think.  I remind myself that I CAN pass in public with my naturally small frame and long hair, currently held in back by a clip.  

I force myself to remain calm as the couple passes me.  They talk to each other without giving me a glance.  

I breathe a sigh of relief!  I was wondering if I was crazy to go out like this during the day.  First test - passed!

Then it happens.  I feel a hand on my butt.  My heart skips a beat as I nearly jump out of my skin!  I look over to see a middle-aged woman attached to the hand.

mature woman grabs sissy's ass

“I thought that was you, Johnny*,” she says casually.  “I like those shorts on you.  They’re very cute!”

“Oh, hi Mrs. Pendleton.  You scared me!”  Mrs. Pendleton was the mother of one of my classmates, Sam.  I feel my face begin to flush, and wish I could magically go back home.

She laughs.  “Yeah, you could say I’m a bit surprised too.  Then again, you never know what you’ll see on your lunch break, huh?”  She looks at me thoughtfully as I scramble for an excuse.

“You know...I was just...I’m doing an experiment for...”

“Oh, honey, don’t even bother.  It’s clear to both of us what’s going on here, isn’t it?  Don’t worry, your secret’s safe with me.  I promise not to say anything to your folks.”

“Thank you, Mrs. Pendleton,” is all I can manage while staring at my feet.

“Oh, please, call me Tina.  You know, Johnny, you really should come over swimming at our house sometime this summer before you all go off to college.  I know I’d enjoy having you over, and I’m pretty sure Sam would too.”

I can’t believe my ears!  Mrs. Pendleton just caught me cross-dressing in public, and now she’s inviting me over to hang out at her house?!  What's going on here?!

“Y-yeah, sure.  I’d like that,” I stammer.  My nerves are still frazzled. “Well, I’d better let you get back to work, Mrs....I mean...Tina.  It was nice to see you.”

“Nice to see you too...Joanna?” she asks with a smile.  “Seriously, don’t be a stranger this summer,” she says with a wave, before heading back the way she came.

I immediately went back to my car and drove home as fast as possible.  Tina kept true to her word about being quiet.  I never did make it over to the Pendleton’s that summer.   But every now and then I wonder what it would’ve been like!

* All names have been changed to protect the privacy of individuals

Friday, June 19, 2020

Free will?

She suggested I grow my hair out.
She dared me to try on her panties.
She taught me how to fasten a bra.
She showed me how to apply makeup.
She convinced me to go to the party.
She helped me to my knees.
She told me I was next.
I chose to take him in my mouth.

sissy blowjob

Tuesday, June 16, 2020

Hotel rendezvous


"Hey babe!  How's your book?" she asks me.

"Pretty good...sorry I lost track of time.  I have one page left, then I'll swim some more."

"Glad you like it.  Say, I was just chatting with those guys behind me.  I think I made them uncomfortable, because I called them out for staring at my chest.  Pretty funny, huh?"

"Yeah, hilarious," I reply sarcastically, still not thrilled she wore her bikini instead of her more modest one-piece.  It meant she was feeling frisky and seeking attention from men.

"Then I laughed and told them I wasn't offended.  I asked if they thought I was attractive, and told them to rate me on a scale from one-to-ten.  When they answered, I asked if they'd fuck me.  You should've seen their faces!"

"Are you serious?!  They said yes, right?"

"Of course, silly!" she replies.  "Then I said I'd really let them, only if I could watch my husband suck them off first.  That's when they hesitated.  But once I pointed you out over here with your bikini and smooth body they agreed."

"So now what?" I ask, glancing in their direction.

"I gave them my hotel key and told them to meet us in 15 minutes.  Gather your stuff, we're heading to the room!"
hotwife in bikini

Tuesday, June 2, 2020

Home hierarchy


"Alison!  Why are you barging into the bedroom?!  The door was closed for a reason.  Can't you see I'm getting dressed?"

"Yeah, but I thought we could...you know."

"That's not how this works!  We agreed that I'll let you know when I want any kind of sex.  You gave up your right to initiate.  Remember?  Or have you already forgotten?"

"No, I haven't forgotten.  It's just so hard sometimes.  Hey, why are you covering yourself up?  We're still married after all."

"Because you found the key and decided to let yourself out of the cage.  You thought I wouldn't notice, huh?  You know you're not allowed to see me naked with it off.  There will be a punishment later tonight.  Now, go lock yourself back up."

"But can we just snuggle on the bed for a few minutes?  Please???"

"I'm not joking, Alison.  March right back from where you came from, and put that cage back on!"

"Aw, why do you always get your way?"

"Simple, because I'm the wife and I have the pussy.  You can be smooth and wear panties as much as you want, but you'll always have that little thing between your legs.  Now go on and close the door behind you."

sissy and wife wearing panties

Saturday, May 23, 2020

Reading time

She shows me the security camera that she set up in the library, watching down the aisle.  It's quite amazing, but you really can't see it unless you're looking for it.

Then she orders me to kneel under the carrel for the entire day, where I'm instructed to pleasure anyone that sits down.  She'll be using the camera to check in on me at random times, and promises to punish me if she sees that I've abandoned my post.

At first, I worry that my legs will cramp up.  But as the day goes on, I'm more shocked by how popular these carrels are.

Tomorrow I'm planning to find a new carrel to sit under at another library.  She laughs and insists that she hasn't set up any other cameras.  I tell her I'll take one with me, and set it up for her enjoyment anyway.  

So next time you visit your local library, grab a book and swing on by a carrel.  You may just get an extra surprise!

sissy blowjob in library

Saturday, May 16, 2020

Remembrance: House party

Kevin's parents are gone for the week.  So he plans a house party with his friends, and invites the entire senior class.  Many people are already tipsy by the time I arrive.

I had stopped at a fast food restaurant on the way over, taking my bag with me into the restroom to change.  Luckily it was fairly quiet, but still busy enough that nobody noticed the boy going into the back and a girl coming out.

I feel all eyes on me as I enter Kevin's house.  I wonder if everyone is really staring at me or if it's just my anxiety.  Either way, I swiftly make my way to the bottles on the counter and knock back a few shots to ease my nerves.

As I make my way around the party, I bump into Missy and Ivy.  They're both super friendly and tell me how cute I look.  If I was self-conscious before, that feeling is now gone.  

With the doubts out of my head, I'm suddenly aware of the cool drafts that softly caress my bare legs under my cotton summer dress.

I subtly check out the guys at the party.  I recognize a few faces, but my eyes start wandering lower.  Before I know it, I'm imagining the size and thickness of their cocks.  I mentally track some hotties in the kitchen.

When it's just two of the guys talking in the corner, I walk over and introduce myself.  I smile a lot, tuck my hair behind my ear, and laugh at their jokes.  One of the guys, Adam, seems genuinely interested in me!

His friend Nick notices the chemistry building between Adam and me and suggests we play Truth or Dare.  

Adam picks truth, and says "no" when I ask if he has a girlfriend.  I choose dare and have to pull the hem of my dress up in the back so they can catch a quick glimpse of my panty-covered cheeks!

Adam picks a dare, and I dare him to pull himself out thru the fly in his pants.  He balks at first, but agrees when I promise to shield him from the rest of the party.  My eyes grow big as I spot his penis, and I start plotting how to get it in my mouth.  I pick dare again, hoping he picks up on my desires.

He dares me to go down on him...in the middle of the kitchen in front of the whole party.  I simply set my glass on the counter and squat down in front of him, taking him in my hand.  

I feel the eyes on me again as those around us realize what's going on.  I hear some gasps and giggles, but ignore them as best I can, otherwise I know I'll stop and regret it for the rest of my life.

Nick is beside himself as I take his friend Adam into my mouth.  At first his fleshy taste and texture is a bit off-putting, but I know this will pass.  He continues to grow in my hand as I suck his tip in and out of my mouth.

A crowd is gathering around as the show goes on.  I let my hair fall around my cheek as I spot camera phones out of the corner of my eye.  Even though I'm enjoying this, I don't need visual proof of my debauchery making rounds at the school.

Adam has a nice cock and it feels so natural in my mouth.  I run my tongue under his tip as I work my mouth up and down his shaft.  I look up at his face, where his eyes are glazed over in the moment.  

I pick up the pace, sensing he doesn't have far to go.  I hope everyone has their phones out, because they're not going to want to miss what happens next!

sissy blowjob at party

Saturday, May 2, 2020

Three-way foreplay

As we enter our bedroom, she points to a spot in the middle of the floor.  I know not to argue with her, so I kneel where she wants me and I turn back to face them.  My mind races as I watch them undress.  How far will she take it tonight?  Will he go along with it?  Will she let me stay?  Before long they're both down to their underwear.

She sighs softly as he kisses her neck, one hand on her hip while the other finds the small of her back.  He glances my way, suddenly wary of my presence, sizing me up.

"Oh, don't mind my husband," she says dismissively.  "In fact, it's best just to pretend he's not here at all.  He'll just watch, I promise.  Isn't that right, pet?"

"Yes, ma'am." I reply.

She turns his attention back to her.  Their hands wander and explore each other's bodies some more as I watch from my knees.  I notice the bulge growing in his briefs.  

Apparently, she does too as she places her hand gently on his erection.  She slowly feels its entire length as their mouths meet in a passionate kiss.  

She retreats from the kiss with a wicked grin on her face.  Whenever I see that look, my stomach knots up and I feel uneasy.

"How would you like a blowjob?" she asks, looking him in the eyes.  "I bet you'd like a nice wet mouth on your cock right now.  Hmm?  What do you say?"  Her massaging continues, as does the swelling of his package.  I suddenly know where this is going.

"Yeah, that sounds great," he says in a breathy whisper.

"Mmm...your cock is so big.  I can't wait to feel it in my pussy," she teases.

"Uh," is all he can manage as her hand continues it's motion.

"Hey, what do you say we put your cock in my sissy's mouth before you fuck me?  I promise, it's perfectly fine.  Doesn't she look beautiful dressed as a woman?  She has such an amazing mouth.  Just imagine how great it'll feel.  Will you do it for me?"

"Well...," he says hesitantly.  "I guess we can give it a try, but I'll stop her if I don't like it."

"Deal," she says.  She turns her head towards me, while still fondling the front of his shorts.  "You heard him, Alison.  Now crawl over here and let's see what he's got.  I want him nice and slick when you're done.  Got it?"

I nod once and start crawling on all fours.
hotwife and big cock

Saturday, April 18, 2020

Neighborly sissy

Our neighbor calls and says he's making a coffee cake but he's out of flour.  He asks if he can "borrow" a cup or so.  Of course he can!

The wife and I play rock, paper, scissors to see who gets to take it next door.  I win on the third game!

On a whim, I decide to go over our picket fence instead of using the sidewalk like a normal human.

As the tips of the pickets press into me uncomfortably, I make a mental note to wear higher heels next time!

He's very grateful for the flour...and I even bring him a little sugar to boot!

sissy ass on fence

Saturday, March 28, 2020

Remembrance: cheer pressure

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Thursday, March 26, 2020

New schedules

It's been awhile since my last post.  I'm fine and still here, life just gets busy at times.  I'd imagine you've been just as busy, if not more.  

Anyway, the wife and I are at home more than usual and have been finding ways to entertain ourselves.  With technology at our fingertips, and its limitless ideas, it's been easier to do than we initially thought.

For example, in the morning my wife now sips her tea while watching me perform various acts with my adult toys.  Often she'll drive the action with commands, sprinkling in some positive reinforcements when deserved.  

It's amazing how a simple "good girl" goes a long way!  Other days she'll sit quietly and let me use my imagination and improvise for her.

Regardless of her mood, at some point she'll set down her cup.  I know this is the time to stop and give her my undivided attention.  

If she stands up and leaves the room, then she was not entertained, and I can try again tomorrow.  If she spreads her thighs, it's a sign to claim my reward by pleasuring her orally.

female led relationship flr

Wednesday, February 26, 2020

Unseasonably warm

"Oh, there you are," my wife says.  "Where have you been?  I've been looking all over for you!"

"It's pretty nice outside, so I just went for a little walk," I reply.

"In those shoes?!  Are you crazy?"

"Don't worry, I didn't get that far.  Still, you'd be amazed at how many compliments I got on them.  Seems like everyone and their brother was taking advantage of the warm weather.  That reminds me, some nice guy and his actual brother stopped and offered me a ride.  They were pretty cute, so how could I say no?"

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Saturday, February 15, 2020

Valentine's dilemma

"Happy Valentine's Day, darling.  It's also the weekend...what do you want to do tonight?" my wife asks.

"Just spend time with you!  So how about we stay in tonight?  I can cook us dinner, light some candles, and I've even rented that new movie you've been dying to see!"

"Oh, Alison, that sounds wonderful!  And I've got a suggestion too.  To add some fun and romance to the evening, how about I pick out something sexy for you to wear?  And you can pick something for me."

"Deal!"

After dinner, we settle down to watch the movie with a bottle of wine.  She's looking beautiful in the black teddy I chose.  I don't know why, but I love seeing her in it.  It always seems to hug her body in just the perfect way.  

She picked out a red bra and panty set for me.  "I picked red because it's Valentine's Day," she tells me.  "Also because you look so natural in red."

About mid-way through the movie (and the bottle of wine), I turn and smile at her lovingly.  We start getting a little frisky with each other, and she ends up straddling me on the couch.

"You know, Alison, I have to thank you for the romantic night in.  There's no other place I'd rather be right now than here with you.  I'm feeling especially generous right now.  I'll tell you what...I'm willing to unlock you for just tonight if you want.  I'll leave the decision up to you."

As she kisses me and grinds her pelvis against mine, I can tell she wants me to say yes.  It's been so long since we've made love like a regular couple.  I try to remember the last time, and feel myself growing, filling my cage, a tightness I haven't felt in awhile, as the memories return.

wife with sissy in chastity

But I also know deep down that I don't really want to be let out.  I love her with all my heart, and want to make her happy, but know that those days are behind us.  

We share something different now, a special connection that has brought us closer than we ever were before.  I don't want to backtrack on this amazing dynamic that we've built.  

I tell her as much.  At first she's put off, but as we talk I think she begins to understand my point of view.  Thankfully she accepts and respects my answer.  The last thing I want is a fight on Valentine's Day.

I remind her there are many other fun activities that we can do together besides the one she was hoping for.

"Let's go upstairs and try some," she replies.  "I suspect your tongue will be rather busy tonight." 

Thursday, February 6, 2020

Polka dot hotel

My wife's sister is flying into town for a visit.  Her flight landed late last night, and she decided to take a shuttle to a nearby hotel for the night so as not to inconvenience us.  My wife has a big meeting at work this morning that she can't miss, so she sends me to pick up her sister and bring her to the house.

It's my first time at this particular hotel, and my first impression is how clean and bright everything is.  Lots of whites and windows that let the sunshine in.  I take the elevator up to the right floor, and follow the signs towards her room.  

In the hallway, a tall blonde man says, "I like your polka dots" as he passes by.  I stop and look at my outfit.  I had forgotten that I'd worn my black and white polka dot skirt.  I give a slight chuckle.  "Thanks," I reply.

We stop and chat for a minute.  It turns out he's on a business trip, and was on his way downstairs to grab some breakfast.  He asks if I'd like to join him.  I check the time on my phone, and since I'm ahead of schedule, I agree to join him.

We hit it off over breakfast, where I feel further drawn to him.  Although I'm not usually attracted to men, I can tell he's a leader and he oozes confidence.  And I do find that attractive!

After breakfast, we ride the elevator back upstairs together.  He's headed back to his room, and me to my sister-in-law's.  As the elevator begins its ascent he places a hand on my ass and says, "It was nice meeting you, Alison.  I had a fun time at breakfast.  How about we hang out a bit before i go to work?"

Yes! Yes! Yes!  I quickly text my sister-in-law, telling her I'm on my way but running late.  When I hit send, I realize we're already outside his room.  I fidget as he unlocks his room with the card.  Once inside, he pulls me in for a kiss on the lips.  Our hands roam over each other's bodies as we continue making out.

Finally, I break away from his embrace and make my way to the bed.  I lean over the edge and flip my skirt up.  I can't be much more direct than that!  The unzipping of his pants is music to my ears.  I bite my lip as I wait for his hands on my hips, pulling me towards him...

sissy bent over bed

Friday, January 31, 2020

Remembrance: Deer in the headlights

Walking around the house, I enjoy the electric, yet cool feel of the stockings on my legs and the silky dress gently hugging my body.  I stop to admire myself in the full-length mirror.  Not bad...not bad at all!  Turning sideways, one nylon-clad leg rubs against the other, sending shivers down my spine.

I strut into the kitchen to get a cup with water.  As I take a sip, movement outside the window catches my eye.  A car headlight pulling into the driveway!  I wasn’t expecting her back until morning!

With no time to change out of her clothes, my mind races for an explanation.  Panic sets in as I realize there is no excuse.  What will I say?  What will she think?  What will she do?  

I tremble, on the cusp of finding answers to all of these questions. 

sissy crossdresser

Friday, January 17, 2020

Ideal Alison

My wife and I are folding laundry, wrapping up the last of the housework for the day.

"So in your mind's eye, what does the ideal Alison look like?" she asks.

"Well, she's definitely wearing a lingerie set.  It's silky and classy, definitely not trashy," I reply.

She thinks for a moment, before smiling.  "Okay, I can picture this.  You say classy, but I bet your panties are on over your garter belt...you know, for when time is of the essence."

We share a laugh.

"Okay, okay," she says.  "We've got the outfit down, but what does Alison herself look like?"

I close my eyes.  "Hmm...she's got beautiful, full hair, probably shoulder length, light brown.  She has delicate features.  You know, a wider face with a small nose and chin.  Finally, her build is on the thin side, with soft and smooth skin."

"Mm," my wife says with her eyes closed now.  "She sounds absolutely gorgeous."

woman in lingerie