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If you happen to write me please show sincerity and avoid the meager two liners.  I'm a lifelong crossdresser who has been away from the life for a little and can't spend another minute from here.



What I seek is an individual ( or a few individuals =P ) who would like a weekend relationship. Not every weekend everyday all day or anything of that nature. I have a rewarding existence outside of this and plan on keeping things separate for now.
No pictures No chance... its only logical.   
10/17/2012 4:58:03 PM

Well,

Its a classy place, all white. The decor, the linen. Five star hotel through and through. I check-in before four in the afternoon. She won't be here until seven but I have a lot of work to do. I'm finally ready a little after six and decide that is just too much time to sit and wait. Mini-fridge time! After a few shots of liquid courage I'm getting antsy. Its still only 6:30. A glance in the mirror and I decide I'm ready as ill ever be. Out the door and to the elevator I go. Right away my heart drops. Theres a bell hop walking straight towards me. Hes escorting this tiny little lady to her room. I already know how embarrassing this is going to turn out. We get closer and he still won't steal a second glance at me. Right as we are passing he shoots a quick look and a smile. My heart is fluttering and smiling bigger than the sun. Into the bar I walk with a confidence I've never felt. The small room is rather dim and has a really sexy to vibe to it. There's one couple in the corner so I grab a seat at the bar. Before I can cross my legs, I feel a strong hand on my shoulder.

"Im sorry miss, but there is just no way I could let you go without saying hello. I'm James, can I buy you a drink?"


I nod. I do have a date showing up in 20 minutes, after all. Mr tall dark and handsome is smooth. What felt like after only a couple minutes we were already heading back to my room. Little does he know how big of a surprise he is in for. As I'm opening my door I turn to him as I pull a little blindfold out of my purse. I don't even ask. I throw him into a chair and straddle him. One quick kiss and he's so delirious he doesn't recognize that I'm tying him down until its too late. I take off his blindfold. His smile is gorgeous. But this is just too fun! I slowly slither off of him as I give his junk a little tickle and head to the mirror.

 

The door opens and there is my baby. She starts laughing so hard! I join in and pretty soon were just relaxing sharing a drink. After making sure Mr James is well aware that he will not be partaking in the fun, we hop on the bed and it starts to feel like its 105 degrees in there. Ever so gently she slips her handcuffs on me. Next she straps on. Its still getting hotter.  I turn over and she pulls my little white skirt and next off come the panties. I'm watching James as his eyes practically pop out of his head when he sees my penis come out. He doesn't say a word though. Not like he can with one of my thongs practically jammed down his throat.

I can't control it now. Every little move she makes I scream louder and louder. She knows me so well! A split second before its all over for me she pulls out. I can't move. She leans into my ear and whispers.

" I don't know, I never have." I respond.

No response. She just gets up pulls James to the edge of the bed, chair and all. She lifts his legs onto the bed so he is wide open. She lets out a giggle and then flicks the tip of his cock so hard that he sounded like someone shot him. Next my cuffs come off and she has me lay my head right in his lap.

"Put your arms under his legs and then back up on his stomach" she says ever so sternly.

Clink. I'm now trapped an inch away from this guys penis. I'm screaming in my head "I've never touched another penis in my life." 
He starts growing. I don't move. Suddenly she is back inside me and I'm back in heaven.

I look in James eyes and see his little puppy dog face practically begging for just a little kiss on the tip. I decide that won't be enough. I start going to work. Heaven just got brighter! He starts gasping for air and I'm as happy as can be. I almost choke when he starts to cum. I can't even try to think about anything as I start to orgasm before I can even swallow him. I have trouble moving for about ten minutes. Finally a quick slap on my butt.

" Lets go hon" as she undoes the cuffs. Ten minutes in front of the mirror and a quick glance back at James and we are out the door. He'll never see me again. I'm quite ok with that.

"Jess" I say, " You are an Angel."

She smiles.

BleedonMyRose
 
 Age: 52
 Columbia, Tennessee