Gay White Boi Stories

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Just Another Confused 18-year-old

by ChestersBoi on Aug 18, 2017
Gay Male

This is a fantasy story that involves unprotected sex between two virtual strangers. Hey, guys, this is fantasy. Back in the real world, play safe. * I was just another confused eighteen-year-old. And, boy, was I confused. I'd hang out with my mates but, more and more, we wanted different things. Most of all what they wanted was to chase the girls and, so...

It Could Be Worse Ch. 08

by eviltwin52 on Sep 14, 2017
Gay Male

Working for Leon has its perks. Once in a while, when business is slow, Leon will lock up early and have his white women put on a private show. A daisy chain of white women eating white pussy for the amusement of Leon and a few select friends is usually a prelude to a wild fuck session. My role during these private events is to serve drinks and with the...

Jungle Fever Ch. 2

by ozeboi69 on Aug 31, 2017
Gay Male

I woke to the feel of sweat trickling run down my chest and my eyes flickered open to reveal the sun greeting a new day, it's warmth already noticeable. Had it all been a dream? I went to rise and found myself halted by invisible bonds. I couldn't move! Snapping to full consciousness, I looked down. Nothing. Just my moist body, sitting upright against a...

Versatility on the Court

by puzziboi on Mar 18, 2020
Gay Male

Matt Wenzel was awakened by the sound of his live-in girlfriend rustling through her drawer. "Babe," he yawned. "Just turn on the light." He rolled back over and pulled the covers over his head. He desperately wanted a couple more hours of sleep. The 32 year-old corporate budget analyst had stayed up later than he'd intended last night fucking the petite chi...


by eviltwin52 on Aug 18, 2017
Gay Male

This story is dedicated to Kept Sissy who was so instrumental in helping me understand my urges. I was in the final phase of getting my Doctorate in psychology. My dissertation was to be on the difference between transgender boys, homosexuals, and sissies. You see, the transgender feels as though they were born with the wrong physical sex organs whereas i...

Willing First Time Submission

by nowiamhere on Aug 18, 2017
Gay Male

Enjoy the following story, inspired by a chat I had on the net. I wish it were true... * The wonderful thing about the internet is that it gives you an anonymous freedom to explore. Lets face it, more people are looking at porn than ever before, because it is accessible form home. I am no different. At 30 year of age I am an average looking guy with a girl...

The PA's Interview Pt. 02

by 1suitedbi on Sep 14, 2017
Gay Male

PART 2 - INDUCTION You look up at me and clear your throat, "Yes Sir, I would very much like to take up the position as your PA, Sir." "Very good Gary, now I suggest you go through to my washroom and tidy yourself up." You quickly rise from my desk retrieve your suit and head for the washroom. I am on the phone when you return, I gesture you to take a sea...

Jungle Fever Ch. 4

by ozeboi69 on Aug 31, 2017
Gay Male

Moaning. It escaped from Boi's lips like a gentle breeze passing through the tree tops. Groaning. I couldn't tell if the sounds he emitted were of pleasure or despair. His eye's closed, lips parted only enough for the sounds to escape, Boi's facial muscles were contorted in a way difficult to read from my vantage point above, where I stood tied to a tr...

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...

Hot Chat with Daddy Top

by BartSavagewood on Aug 31, 2017
Gay Male

Transcript of a hot IM chat I had with a top describing to him my first time: *************************** Dad: tell me about your first time.. with David the doctor Boi: well this was about what 10 years ago Boi: I was 22 Boi: and living with my gf at the time Boi: things were not going well Dad: okay Boi: so we were breaking up and needed to sublet...