A Mysterious Gift Leads to an Unexpected Meeting
So, last Friday, July 14, I took the very thick and veiny 8 inch cock from a high school friend. I wasn't always a sissy and in high school I played on the varsity baseball team. I was a
A Chance Encounter at the Coffee Shop
I have a thing, a fetish, a preference, whatever you eant to call it, for older top men. The older, the better. I'm a 51 year old crossdressing bottom sissy. My 1st sexual encounter with a man
Exploring the Thrills of Urban Dating
I was so horny on Tuesday, July the 18th, 2023 that I was losing my girly lil mind. I had been with a latino bull top on Monday evening and he had penetrated my hole for over an hour. I wanted more,
An Unexpected Visit Turns Into Adventure
Omg I was topped by 3.
I was on DL looking at the adds straight for gay. And I responded to an add he was a Dom tall wm he emailed me a pic of his dick and wow he was hung. I sent him a pic of me
A Night of Surprising Encounters in Denver
When I was in the Army in the 1980 I spent a lot of time TDY in the Denver area. Hotel living is great, but lonely. One evening I was out drinking a bit too much and struck out find a lady friend.
Unexpected Connection Through Craigslist Ad
So I was high as fuck on a Friday all alone hard and just ready to go. As I proceed to start sweating over Craigslist and double list and back page etc I see a picture of just an Angelic face big ass
An Unexpected Visitor During Business Trip
I was sitting at home when I got a text from an unknown number and name. "How are you doing today. I got your number from a mutual friend of ours. I'm in your town for a few days on
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A Surprise Visit to My Sugar Daddy's Retreat
I got a call from 1 of my sugar daddys that lives 3.5 hours away. Daddy told me his wifey pooh would be out of town for a few days and daddy needed to his his baby gurl. Sugar daddy told me that he
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The Unexpected Visits from Older Gentlemen
I'm a passable crossdresser who is strictly dickly. I adore ALL older top men. I have 6 regular older men that I see weekly. All 6 are married, and the wifey pooh has lost interest in sex. The
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An Unexpected Night at the Local Bar
I am a very passable TS, complete with tits that cost me a small fortune. Iam 5'6 145 pounds I got curves, abs and a firm bubble ass, I still have my cock it's avrage I really only use it
An Unexpected Encounter in the Living Room
I want to come home from work, you on your knees, collar on waiting eagerly by the door. I rip my clothes off, pick you up and slam you against the wall to eat you out. Then I slam my cock deep into
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A Couple Helps Fulfill a New Fantasy
For a longtime I’ve been dressing up but was TOTALLY straight but lately that has been changing and I’m really really looking for a couple to make me the gurl I fantasies of doing !
This
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A Local Daddy's Unexpected Afternoon Visit
I am a crossdressing sissy slut who is strictly dickly. I am 100% bottom gurl who loves n enjoys sexually pleasing top daddys by any means necessary. My throat and asspussy are available 24-7-365 for
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A Surprising Revelation Between Partners
I came out to my wife about 12 years ago. I told her that I was crossdressing while she was at work, and that I had been having sex with a friend of mine. She told me that she knew I was a lil
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A Rainy Night with My Sugar Daddy
Another rainy night sitting at home. Then I get a text from 1 of my sugar daddys. Daddy had a bad day at work and wanted to come over for a relaxing blow job. Of course I told daddy he could come
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An Unexpected Visit to His Apartment
I recently met a guy on DL who was looking for a long term sissy CD. We emailed back and forth for about two weeks. He told me exactly what he expected, and it excited me.
We finally set up a
An Unexpected Encounter with a Charming Couple
Here's one for you all. I'm a petite white passable woman just got a boob job I went for 24b and I work on my round tight ass. I answered a add here couple looking for a passable TS/CD, I
A Unique Encounter in a Hong Kong Hotel
I was staying in a hotel in Hong Kong and checked CL for ads. I am married but love to cross dress and be sexy for a man. I saw an add for someone seeking a caucasian uncut who would cross dress
An Unexpected Invitation from a Couple
I saw a post on here couple looking for a passable crossdresser. I responded and was invited to their place. I didn't know it was a M/M couple till I got to their place. The husband was in his
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An Unexpected Visit from My Suga Dada
Sitting at home on a Thursday morning when I got a text from 1 of my suga dadas wanting to cum over. I was sitting on the couch when Dada walked in. Dada walked over and kissed me then pulled back,
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