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Monday, January 28, 2019

My first time

My wife had previously picked out matching lingerie sets for us to wear for the big night. After we share some time together for drinks and girl talk, her male co-worker arrives.  

He's already promised my wife of his discretion, but takes time to reassure me as well.   What a gentleman!  He really understands what this means to us.

The butterflies appear in my stomach as I climb on the bed, anticipating my first time being taken by a man.  I feel very vulnerable as I'm now on all fours, exposed, and hearing his footsteps approach from behind.

As he slides into me, it feels slightly uncomfortable as he stretches me, but also every bit amazing as my wife had described.  

Once I relax and accept his manhood, he picks up the pace.  Suddenly, I can’t imagine how I made it this far in life without this feeling!

My amazing wife is there for every minute, holding my head gently between her hands, praising and encouraging me as we share this very intimate moment together. 

What a magical evening I'll never forget!

sissy fucked while wife watches

Thursday, January 24, 2019

Intro to golf

While on a vacation awhile back, I'd casually mentioned to my wife that I’d like to learn how to golf some day.  Well, my wonderful wife not only remembered what I said but also bought me private lessons at our local country club!

On the morning of my first lesson, my wife approaches me.  

“Honey, there's a special surprise for your lesson today.  I’ve picked an outfit for you to wear.  It’s laid out on the bed upstairs”.  

Curious, I head to the bedroom.  Upon seeing the outfit she’s picked out, my heart takes a leap but is quickly replaced by anticipation.  

On the bed there’s a white scoop-neck tee, a green button-up sweater, and a mini skirt with a pink and green floral design.  

“You should probably stop staring at the clothes and get ready.  Your lesson starts soon,” my wife says from the doorway.

When we reach the country club, my wife pulls into the nearest parking spot.  People are milling about as they wait for their partners, while one group heads out towards the first hole.  

“Weekends are always busier,” she mentions with a wink and a smile.  She passes me a flask.  “Go on, it’ll help with the nerves”.  A couple sips later and we both open our doors.

My instructor greets us inside the clubhouse, where my wife makes introductions.  I breathe a bit easier when she introduces me as Alison, and he acts as if everything is normal.  

I feel myself relax as the effects of the alcohol start to kick in.  I make eye contact with the instructor and give him a nice warm smile. He smiles back.  For an instant I feel a connection, but chalk it up to the alcohol.  Finally we head out toward the links.

On the first hole, he asks which way I swing.  My wife and I burst out laughing as we enjoy the inside joke.  Unaware, he just smiles and asks to see my stance.  I walk up to the ball that he’s placed on a tee and keep my feet shoulder-width apart.

“Good form,” he says as he approaches from behind.  “You want to keep your hips as loose as possible as you draw back your club.”  He gently places his hands on my hips to guide me to the correct positioning based on the location of the tee.

With my relaxed state and inhibitions lowered, I enjoy the fact that I'm here with my wife on a golf course, dressed in a low-cut shirt and mini skirt, in a slightly bent-over golf stance, with a handsome guy standing behind me with his manly hands on my hips.  

I glance at my wife, who grins as if she’s reading my mind.  She knows I'm feeling frisky and am about to escalate things.  And boy is she right!

I sway my hips sexily while leaning back towards the instructor.  “How are my hips?” I ask.  “Are they loose yet or am I still really tight?”  My hips don’t have far to go before my backside makes contact with his pelvis.

Still swaying, I back myself into his pelvis.  Since he doesn’t take his hands off my hips, I decide to push things even further.  He now struggles to stand his ground as I push firmly against his crotch.

It doesn’t take long before I notice a bulge forming in the front of his pants.  The feeling only takes me to a naughtier place.  

“How’s that feel, dear?” my wife asks as she eggs me on.  

“It’s nice, I think I’m getting a real feel for it,” I reply playfully.

We both get a laugh out of another sexual innuendo.  The laughter causes me to lean forward, raising the back of my skirt.  The instructor's right hand leaves my hip to roam beneath the skirt.  

It finds a new home as he palms my ass cheek.  I feel his crotch throb as he realizes I'm not wearing any panties!

So, that’s how my golf hobby started.  I think it’s safe to say I'm going to enjoy golfing!
sissy grinds into golf pri

Friday, January 18, 2019

Practice makes perfect

My wife told me how hot it was to watch me give a blowjob.  She told me she wants to see more, and how I should seek out opportunities in order to improve my technique.

So today we drove to a nearby neighborhood.  My wife's finding willing men and I'm sucking them off.  How fun is that!

sissy gives blowjob in car

Monday, January 14, 2019

First mouthful

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Wednesday, January 9, 2019

Garden center

"Honey, go get Alison.  I want to take her shopping," my wife says to me.

I go to our bedroom, dress as Alison, and come back out.  

My wife smiles and is so full of energy she can't sit still.  She takes me by the hand and leads me to the car.  She drives us to our local garden center.

"What are we shopping for today?" I ask her.  

"Not really sure, but I'll know when I see it.  Let's just browse for awhile."

After strolling through the rows of flowers and plants, she leads me over to the furniture.  

"I think we may need to update our deck set," she states simply.  "What do you think of this set here?"

"You know our current set is showing its age.  This set is pretty nice.  I like it."

"Give the chair a try," she says as she places her hand on my chest and gently yet firmly pushes me until I'm sitting down.  "Good girl, I'm going to try the matching chair."

When she sits down with legs apart, I suddenly notice she's not wearing panties.  My heart suddenly starts racing with excitement.  I glance around and notice there are other people around, but no one behind me to share the view.

wife flashes pussy in public

My wife whispers just loud enough for me to hear.  "I left my panties at home, sissy.  Do you like what you see?  I can't believe I'm doing this, but it's also making me so wet.  Come on over and taste for yourself."

I quietly get up from the chair, smooth out my dress, and sit down on the couch next to my wife.  I look around again, and nobody is paying attention to the two girls sitting on the patio furniture.

One of my shoes "accidentally" falls off my foot.  As I reach down to pick it up, I slide off the couch cushion and kneel at my wife's feet.

I gently kiss her calf as I run my hands slowly up her smooth shins, past her knees and finally resting on her thighs.  Her fingers lift my chin up so I'm looking up at her face.

"We don't have time for foreplay right now," she whispers, "Now get your face in there and lick me."  She scoots her pelvis closer to the edge of the chair and gives my head a gentle pull.

I focus my attention on her beautiful slit framed by a sprinkling of pubic hair.  The odor is distinctive, yet amazing to me.  

I run my tongue up along the length of her slit, ending at the top.  I give attention to her fleshy lips and realize how wet she really is.

She squirms in her chair as I find her clit and massage it gently with my tongue.  "Oh, yes!  Right there!" I hear her whisper as I open my mouth to encompass her entire pussy.  My hands cradle her ass as I pull her body forward and continue pressing my tongue on her bud.

Within minutes her legs clamp hard against my head as her body starts convulsing.  By now my entire lower face is slick with her juices.  

I hear giggling nearby.  I look over and see a lady roughly our age walking by with her hand over her mouth.  I feel myself blush with embarrassment.  She tries to look away and continues walking past us.

I slide back and sit back down on the couch.  I reach up to dry my mouth with my hand.

My wife shakes her head.  "No, leave it there.  I want you to remember me and our outing for the rest of the day."

We head back to the car and she drives us home.

Monday, January 7, 2019

Taking stock

This morning my wife thanked me for helping her explore her desires.  I truly think she had an enjoyable time.  With coffee in hand, she walks over and gives me a kiss.

As we lean against the kitchen counter she asks, "How do you feel we're doing since you introduced me to Alison?"

"I think things are going well.  I've been very happy and pleasantly surprised.  I really enjoy handing the reigns over to you and letting you run with it.  How about you?"

"I agree it's going well.  I'm glad you enjoy my lead, and it does feel liberating.  I don't really know how to explain it other than a new-found power that sparks my imagination."

She pauses a minute before asking, "Is there anything you'd like me to consider as we move forward?"

"I find unpredictability to be exciting, so I'd say keep me in the dark and on my toes at times.  Also, I know you're a considerate person, but feel free to order me around instead of asking."

She looks at me for a moment, then smiles mischievously.  It's the first time I have seen that face, and don't think I'll ever forget it.  I suddenly feel very nervous.

mischievous wife



Wednesday, January 2, 2019

Wife's fantasy

After lunch on Sunday, my wife and I were sitting and talking, and the conversation turned towards sexual fantasies.  I asked her what turns her on, reminding her that not all fantasies have to become a reality.

She finally admitted she often wonders what it would be like to be with another woman.  I asked her if she ever experimented with another woman and she replied, "no".  

She thinks the fantasy revolves around how soft, considerate, and pretty woman can be compared to men.  And occasionally these characteristics get her aroused.

We talked more about her fantasy and what she'd like to try with a woman and how far she'd go if everything felt right.  Finally there was an awkward silence.

"Honey," she said, "do you think Alison would let me kiss her?"

Alison is my feminine alter ego.  Suddenly I realized she wanted to test out her lesbian fantasy with me, her sissy husband.  This made sense as I thought about it.  

She could test the waters of her fantasy within the safety of our marriage.  If she didn't like it then her secret was safe with me, and if she did then the door would be open for her to seek out other women.

"I'm pretty sure she'd be fine with that, let me go find her," I replied.

feminized sissy kisses wife

My wife hit it off pretty well with Alison.  I'm not sure if she'll pursue other women, but I feel confident she will get together with Alison again.