Literotica, Breaking The Twink Stories

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Spring Break

by onemoreday on Sep 19, 2017
BDSM

"Hey love!" I called out as I entered my friend Conrad's house. My long, black hair bounced behind me, swaying with my Asian hips as I shut the door and plopped myself down on his couch. "Hey Selene! How has your break been?" Conrad asked me, grabbing a cup of water and joining me. "It's going well! It's a shame we only get a week off for spring break, tho...

Public Service: Dear Diary

by LizisReady on Sep 17, 2017
Fetish

Author's Note: If you would like some extra backstory then check out Public Service: Sasha. Disclaimer: This story may contain some things some people may find offensive. **** 04/07/2111 Dear Diary I went to the Service Station on the edge of the city today. I thought it would make a nice change from the one I usually go to. Boy was I ever wrong!...

The Intellectual Pansexual Ch. 06

by PeterDeRuthyn on Jan 23, 2019
Transgender & Crossdressers

"Good morning." Taylor opened his eyes. His mind felt blank, empty, at peace. His cock felt warm and comfortable. As it turned out, that was because Cassie was sitting on it. "Good morning to you too." He moved his hips and she sighed. "This is a very nice way to wake up." "Don't get used to it," Cassie chuckled. "I like your friends' dicks, too, you know...

My First Time with a Man (MTF)

by riancd on Dec 23, 2017
Transsexuals & Crossdressers

*** This is the first story that I've ever written like this, so please go easy on me. *** ***** I had been waiting for the perfect time to take it a step further with a twink that I had gotten to know over the Internet. I am attracted to the twink-type because I'm not a fan of body hair. I shave my own body year round. Ryan lives fairly close by, but my w...

Justin's Secret Ch. 09

by ameliawrites1 on Sep 19, 2017
Transsexuals & Crossdressers

Justin's heart rate picked up as the familiar car came into view, the one that was about to pick him up from outside his college. It was the following Friday afternoon from the night he'd spent with his drunken boyfriend, and he found himself actually spending time with someone that wasn't Jason for once. He made sure to make plans with Jason because of his...

The Teen Jocks Ch. 02

by skywindswine on Oct 22, 2019
Sci-Fi & Fantasy

Editor's note: this story contains scenes of incest or incest content. ***** 41,000 feet above the Atlantic Ocean A flat screen TV plays a American news broadcast showing a handsome looking middle-aged man in a pressed suit and tie, clearly reading off of a teleprompter: "In other news, this following Sunday marks the 10th anniversary of international su...

Muscle Hunk Wrestling Humiliation

by musclehumiliation on Oct 6, 2020
Fetish

Walking into the gym was the greatest feeling. My muscles were flexed and I looked amazing. My name is Brock. I'm 26 years old, 6'2, 230 lbs of pure muscle. My girlfriend, Katie, is next to me. A dazzling sexy blonde girl who is 25 years old, 5'8 and has a fit sexy body as well. She weighs about 140 lbs and has the sexiest 32DD breasts one could see! Howeve...

Cleaning Duty Ch. 04 - Story Time

by RobertJElmhurst on Jul 14, 2020
Romance

Spring break -- the first half, anyway -- couldn't come fast enough. My dormmate Jeremy flew to New York City to see his girlfriend's family. Most of Meghan's sorority sisters had fucked off back to their own homes. She and six of the stragglers would soon be flying to Cancun to soak up some Godly summer rays, but for the first three days, I had her all to m...

Justin's Secret Ch. 05

by ameliawrites1 on Sep 19, 2017
Transsexuals & Crossdressers

The following day after his little snuggle fest with Justin, Jason found himself not being able to stop thinking about the little twink. He had expected when he'd calmed down that those perfect, plump lips would be bobbing up and down his cock, but when Justin got shy and nervous Jason knew he was different. Previously, Jason had thought he was a slut -- n...

Lingerie Night at the Sauna

by montrealjane on Sep 16, 2017
Transsexuals & Crossdressers

Montreal is a liberated place, and its sauna (AKA bathhouses south of the border) are no exception. Sauna St Hubert, one of the smaller ones is particularly creative, with theme nights including lingerie night every tuesday. For my first time, I did not take my lingerie, but I liked what I saw. Around 20 gurls dressed, some passable and dressed to the nines...