Transexual Lingerie "Model"

I can’t remember if it was before I got married to my first wife or after I got married, but I found out that there were ‘lingerie modeling shops’ in the next city over from where I lived. Only a ½ hour to ¾ of an hour away. You could choose a ‘model’ to put on lingerie and they would dance or whatever while you jerked off in a private room. Depending on the tip you gave them, which was separate from the fee you paid to the shop, other ‘services’ might be provided, but nothing like full blown sex or they would get raided for prostitution. I found one such shop had transsexual models Saturday afternoon & eventually, I found an excuse to go to that part of the city for an extended period of time without any worry about my whereabouts.

The shop turned out to be a combination adult book store with video booths & strip club. The Saturday I went, they had two TS models which you choose from photos. I choose the better looking of the two. She was a dark-skinned woman. Could have been African-American or biracial, I couldn’t tell, but she was beautiful. She wore scarf around her waist as a miniskirt with a bra or halter top. I can’t remember all the details, it has been so long ago. The room turned out to be a little area cordoned off from the strip club, which wasn’t open yet, being so early on a Saturday, which I figure now was an area for lap dances when the strip club was open.

We settled on the additional tip and she unwrapped her skirt from around her waist. She hand on panties that were made completely of a fine fishnet like lace. It wasn’t just fishnet as it had a lace pattern to it. She stripped those off and I can’t remember the details, but she said I free to touch. I was sitting in a low cushioned chair without arms. Just a cushioned back and seat. Her breasts looked great under her bra, but it was her cock I had really come to see. It was small and soft. Her panties held it back & if it wasn’t for the lace you could see through, probably wouldn’t have know there was a cock under there as the panties held her in good.

She said I could pull down my pants & stroke myself. I really didn’t want to. I was so excited already, I knew just a couple strokes & I would blow my load. I obliged her anyway. I was wearing boxers. I wasn’t brave that day to try sneak out of the house with panties on. I can only imagine what would have happened if I had worn panties. Which is the focus of my two fantasies.

With one hand, I slowly stroked my cock, trying not to make myself cum. With the other, I started stroking her cock. It was so soft I was hardly doing anything for her, but with her standing in front of me, she was so close to my face. I rubbed my check against the skin of her thigh, as I started at her cock. I can’t remember for sure, but I think she said I could suck it. Being so soft, I could fit her whole cock in my mouth. I slurped on it trying to get it wet and tried bobbing my head on it, hoping I could get her hard.

I think she said that was nice as she started to swell in my mouth. My heart was racing as I loved feeling her grow in my mouth. It took some time, but eventually she was stretching into the back of my throat & I soon had to back my bobbing motion as the head of her cock tickled the entrance of my throat. She was encouraging me to stroke myself more. I tried to do it so slow, but I was so excited that I couldn’t hold back & I came in my boxer shorts.

By this time she had her hands on the back of my head & she was thrusting into my mouth. I was trying not to gag as I tried to keep the sucking motion going, but she got a little too enthusiastic & pushed into the back of my throat. This scared me & I chocked on her cock, making me back off. She apologized, but between cumming & losing my excitement for what I was doing, & being scared by gagging in her cock, I was totally done.
I can’t remember what I said to indicate I was done, but she seemed to understand. She gave me a towel to wipe the cum off my hands that wasn’t absorbed by my boxer shorts. As I cleaned up, pulled up my pants, and buckled my belt, she flipped her now swollen cock up into her panties, which now run up along the cloth toward her hip under the material. She laughed saying what am I going to do with this. I am sure I blushed, but being kind of dark back there, I am sure it wasn’t seen, and I mumbled an apology. She wrapped her scarf back around her waist & escorted me back out to the lobby & toy store area of the store and I left feeling guilty and embarrassed.

That real life event spawned two different fantasies. One realistic & one fantastical. Maybe someday I’ll write them.
Published by Jenna2641
8 years ago
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48
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Jenna2641
Jenna2641 Publisher 1 year ago
to firstknightd : That was amazing. Very generous of her. 
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firstknightd
firstknightd 1 year ago
I was with a buddy once in Sarasota, He wanted to go into one of these modeling places, I didn't have any money with me to spare, so I had to stay out front in the waiting area. One of the models was out front talking with me as He was getting his session. She asked if I wanted a session and I thanked her but explained I was just waiting. We were laughing and actually having a good conversation. She said she would give me a free session, but My friend was coming out and we had to get back to work. She talked me into coming back after work for a free session. I went back and she took me into the back and gave me a session. as I watched she said I could jack off if I wanted. I took my dick out and was stroking it when she moved closer and actually gave me a blow job. This is completely true story. I still think about her. she was so hot. 
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Jenna2641
Jenna2641 Publisher 2 years ago
to jackstud : Of course you can always keep the door locked. 😉
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jackstud 2 years ago
to Jenna2641 : you are right that is the reason I will not go anymore. Too risky
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Jenna2641
Jenna2641 Publisher 2 years ago
to jackstud : You must have been saving up. The idea of annonymous meetings atvsuch places is exciting & worrying. I don't want anything that doesn't wash off with soap, but if i trusted the cock coming through a glory hole, that would be so hot.
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jackstud 2 years ago
to Jenna2641 : No just me in a booth alone. I felt very embarrassed too my pants full of cum. It was really wet, a pool of cum
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Jenna2641
Jenna2641 Publisher 2 years ago
to jackstud : Oh really! Your are in an adult toy shop with models. Having fun is implied. Though, that doesn't mean he couldn't have a camera inside because his level of perve is above ours. 🤣
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jackstud 2 years ago
to Jenna2641 : this was in Chicago. the guy at the desk must have had a cam inside and watched. He smiled at me and asked if I enjoyed as I left
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Jenna2641
Jenna2641 Publisher 2 years ago
to jackstud : Haven't been in any with video booths?
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jackstud 2 years ago
to Jenna2641 : had a few pre cums in my pants at adult stores too
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Jenna2641
Jenna2641 Publisher 2 years ago
to jackstud : I wouldn't be surprised there isn't something like that out there.
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jackstud 2 years ago
wish I could have visited in my youth
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Jenna2641
Jenna2641 Publisher 4 years ago
to kevinj631 : Yeah. It is about like that after cumming isn't it! LOL
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kevinj631
to Jenna2641 : totally understandable... all the years of negative conditioning against anything gay or out of the mainstream, plus the biological reality of male sexuality... we get horny, we'll do anything to cum, followed by "ok, now what's on TV?"  
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Jenna2641
Jenna2641 Publisher 4 years ago
to kevinj631 : It was. Wish I didn't get so scared after my orgasm.
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kevinj631
nice experience
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Jenna2641
Jenna2641 Publisher 4 years ago
to Benoat : Glad you enjoyed the experience I shared.
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Benoat
Benoat 4 years ago
bneautifull
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Jenna2641
Jenna2641 Publisher 6 years ago
to goodsonformom : So glad you liked!
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goodsonformom 6 years ago
Mmmmm......I really liked this story.....
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Jenna2641
Jenna2641 Publisher 6 years ago
to lucky72tfs : I don't know about that. Things were definitely exciting beyond normal circumstances. I prefer to think of it as good circulation!
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lucky72tfs 6 years ago
Exciting, but it must be awful being a minute man!
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Jenna2641
Jenna2641 Publisher 6 years ago
to SamMalone11 : You're welcome, Hon!
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SamMalone11 6 years ago
Thanks!
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Jenna2641
Jenna2641 Publisher 6 years ago
to RodanPolansky : Yes it was.
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RodanPolansky
RodanPolansky 6 years ago
Nicely done...this seems like an actual encounter, complete with awkward conclusion. I can certainly relate to that...
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Jenna2641
Jenna2641 Publisher 7 years ago
to jackstud : And what would you like to hear, Hon?
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jackstud 7 years ago
please write n tell us all
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biboisean
biboisean 7 years ago
omg that would be so hot
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Jenna2641
Jenna2641 Publisher 7 years ago
to kumquat : Thank you for your thoughts, Hon! This was just capturing the memory for me. I've often thought of different ways it could be written as a story with dialog & more positive results, but I've never gotten it down on paper. Sometimes just imagining it drains the desire to write it. Who knows. Maybe someday. Again, thanks for your thoughts. My current wife is black & I love eating her juicy pussy!
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