Crossdressing Masturbation

Bisexguy27

My first masturbation dressed up in lingerie


 

I discovered cross-dressing many years ago and found it extremely erotic.   I was by myself in a hotel room and was bored.  Before internet porn I had my stash of raunchy magazines, many tranny, she male and sissy ones. I couldn't get anybody for real so I had to just rely on my imagination.  I than realized I could possibly become connected somehow to these models by obtaining some lingerie myself.  I managed to find a store and picked out a garter belt, panties and thigh highs, and a camisole top (all black).  



 



When I got back to my room I undressed and started stroking myself at just the thought of wearing these items.  I slowly put each piece on one by one.  I had a little trouble snapping the clips to my thigh highs but finally got it.  



 



 



I was laying on the bed dressed sexy and my cock was so hard it popped out the top of my panties.  I started caressing just my exposed flesh.  My body is naturally smooth and I enjoy touching and feeling my soft flesh.  My nipples were rock hard and I put my hand up under the camisole and started playing with them.  Wearing this outfit just made my body ache more and more and finally I had to explore further.  I started touching my cock through the thin fabric of the panties.  Then I slid my other hand around my anus and teased my sphincter.  I could feel my asshole wince and my cock twitch stretching the elastic as it throbbed.  I was alone in my room and I started moaning.  For some reason I had this overwhelming feeling to suck a mans cock and get fucked.  I kept prolonging the agony and denied my release until it was too hard to hold back.  I pulled my panties down around my balls and stroked myself gently building up speed and grip as I got close.  I caught a glimpse of myself in the mirror and thats when I exploded!   My cum landed all over the place.  Luckily I had pulled up my camisole exposing my bare belly and chest.  I was covered with my semen and I felt so naughty.  



 



 



After I recovered I started to masturbate again and again.  All night I didn't get much rest and came so much I had no emissions of semen but still orgasmed.  



It was a thrilling discovery and after that I try to wear some kind of lingerie when masturbating.  I can honestly say Im hard as a rock sharing this experience with everyone 



 



Author:Bisexguy27 | Category: Crossdressing
Posted on: 09 Apr 2025
15 views

Comments

I'm just like you and had to start seeing men, so wonderful being a girl for men!
Lovely story - I met a man who asked me to dress up in a black camisole, lace panties and stockings - whole new experience that I really enjoyed. Told a girl friend who dressed and made up. Different experience but she taught. E how to take it like a girl
very nice story, I wore my girlfriends silky panties to work, got her hot knowing I was wearing them, me too, felt so nice against my cock.
Great fun. I have several longish lace panties. My cock and balls are used to being strapped up in strong sports briefs. In the panties the whole lot just hangs down one side and after a while I start leak and get a sticky patch. Sometime wear them on the beach, the bunch swings about and gets noticed. Happy cummings everyone!
Nice story guy! I have done this si many times myself.
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