Translate

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 06, 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