Gay Crossdressing Sissy Discover A Craving For Hot Bbc Cum Stories

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Moving Away Party

by Want2serviceU on Sep 14, 2017
Gay Male

I was a very straight 23 year old guy always looking for some hot pussy. It was my last day at a job I had for 3 1/2 years. I had been a dog and fucked several short term co-workers and very unsuccessfully kept trying to get Karma to let me have some of her super fine black pussy. Over the last year or so it seamed like we were friends but she made it very c...

Exploring my Sexuality Ch. 02

by alexis19901 on Jun 2, 2020
Gay Male

Just a quick recap from the first chapter. I'd made my first trip to a sauna, lost my virginity, got spit-roasted and then another guy came in my ass all before I left. The last guy left me his number and I just couldn't resist. This story will contain some crossdressing. I'd gone back to my normal life for a number of weeks since my trip to the sauna. Havi...

PIXIE Sissy Stripper Ch. 03

by EROTICbearscribe on Jan 6, 2020
Gay Male

Darryl Powers was on his way to one of the two popular nightclubs he owned. His new sissyboi, Benji, was beside him. The boi looked pensive and vulnerable, especially sitting next to Darryl. At 6'5 and a muscled but well-sculpted 230 pounds Darryl dwarfed the, for lack of a better word, 'petite' college boy sitting next to him. Anyone seeing the two pass b...

Losing My Virginity to BBC

by DLBottom4BBC on Feb 6, 2018
Gay Male

This is the true story of how I lost my anal virginity to Big Black Cock. I wanted to give some backstory and that's kind of long but I assure you the read is worth it. It starts before I would actually end up losing my virginity. I was dating a female. For the first year of our relationship everything was pretty normal. But when she went to college and I...

Simple Submission

by LoveIsUniversal on Apr 10, 2018
Gay Male

Heidi had a good life here in Southern California. At the age of forty-three, she had a good job and a lovely house. Living in the city of Arcadia was almost the equivalent of an island paradise. She had friendly neighbors who reminded her why she stayed in such a quiet and clean suburban community. They were good people, the kind that never overstayed their...

Roommate Turned Me Out

by ralphcollant on Nov 2, 2020
Gay Male

It was a typical Tuesday afternoon after my last class for the day. I walked into my dorm room and found my roommate, Mike, watching porn on his laptop. This was not unusual for either one of us. Some of this junk could be quite entertaining. He nodded and said "Hey Tim" as I walked in and then waved me over so I could see what he was viewing. It was some pr...

My Gay Crossdressing Vacation Ch. 01

by Flame666 on Apr 21, 2020
Gay Male

It was mid-January and I was getting tired of the cold and I was horny so I started to think about planning a gay vacation. After a lot of thought I decided on Palm Springs in Mid-February. A bit about me, I am a straight looking and acting man 60 years old slim and fit. However, I love cock and like to dress up in panties and other lingerie. A few years ag...

New Neighbor Ch. 01: Steve Pt. 01

by rimaday on Nov 18, 2019
Gay Male

My name is Steven Vincent wife and I had been married for eight years and lived in a newer middle-class housing development outside of Dallas when this story began. We were one of the original units in the development that now had over 150 houses with plans to double that in the next eight to ten years. We had lived next door to an older couple that retired...

Nephew's Readjustment Pt. 12

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. * The next month went be in a blur for Nicholas. Every couple of days he would experience something new. While he now had exorbitantly more free time due to his...

Room 359 with Rob

by DeeOldman on Mar 31, 2020
Gay Male

I'm Dave. Actually, I'm Dawei, but like most second-gen Chinese Americans I find it's helpful to have an Anglo name. I'm from the Bay Area, working in high-tech targeted mostly at intelligence scenarios. So tonight, like many nights, I'm at the bar of a chain hotel in a town in Maryland, just outside Washington DC. The town consists mainly of low-slung bui...