Cuckold Boyfriend Stories

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High School Fun

by jazzyjeff98 on Sep 12, 2017
Erotic Couplings

As I sat in my 12th grade homeroom class, for what appeared to be another boring day, considering I had no homework to do as usual, it suddenly became more interesting. Crystal walked in about 10 minutes late, which was normal for her if she even showed up at all. Our teacher, Mr. Harrison, was very laid back and liberal and pretty much let us do as we pleas...

An Evening with Mr. White

by alexander930 on Sep 14, 2017
Erotic Couplings

We passed by each other in the hallway. I was on my way to a meeting and in a rush to get a seat. Frank, strolled, as he always did, down the opposite way of the corridor. "Yo,yo." He gleamed a small smile in my direction. His broad shoulders and chiseled chin betrayed any attempt he had to be subtle. I'm 5' nothing and he's 5' 10" with massive body compared...

Is That Who I Think It Is?

by dunnohowtosex on Sep 16, 2017
Exhibitionist & Voyeur

Based on a true story I love checking out those webcam sites where you can ogle hot chicks and pay them with tokens to do whatever you want. Only I never paid on principle. There were plenty of places to go for free porn and, if you waited long enough for someone else to tip, the girls usually showed their goods in the free chat. Yet, I eventually gave in...

Sophie's Summer Adventure Ch. 03

by laf199 on Sep 13, 2017
Erotic Couplings

Almost as soon as Brandon closed the door, Sophie drifted off into a peaceful sleep. The next thing she knew, it was morning. Surprisingly, she didn't have the guilt she suspected she would feel for what happened. 'It's not my fault that mother can't satisfy her man,' Sophie thought wickedly as she got out of bed and went to take a shower. As Sophie began...

A Christmas Gift from Irina & Woody

by 1mbibry on Sep 12, 2017
Group Sex

I'm Irina. My boyfriend Woody and I decided we wanted to do something special and different this Christmas. We wanted to give a unique gift that only the two of us could give together. You have to understand that Woody and I are pretty shallow individuals so rather than donating to a relief organization or a homeless shelter we decided to find one person who...

From Kendra to Kyle, with Love

by BrettJ on Sep 1, 2017
Group Sex

Author's Note: This one is a sequel to a story I wrote a few years back entitled "Kendra's Present". I hope you all enjoy this one just as much. * Kendra Christiansen had wandered the entire mall, trying to find the exact perfect present for her Kyle, her boyfriend-lover of the past 3 years. As money wasn't really an object, she'd even considered things l...

Swim Sex: A Coed Team

by mccrea on Sep 1, 2017
Group Sex

It's taken me a long time to actually bring myself to write this story… but I figured that some of you out there would enjoy it. It wasn't until just recently (within the last year) that I noticed myself discreetly checking out other guys in the locker-room, and having wild images flash through my mind. You see, I am on the Varsity Swim team at my universit...

Foolishness: The Sequel

by mikeperk on Sep 14, 2017
Humor & Satire

Prior to reading this account the reader is directed to the original short story entitled 'Foolishness' which is available at the link below. It was still relatively early when he got back to the caravan so he expected to find his wife Mandy watching the television, but the lounge area was in darkness and the set silent. He opened the door of the bedroom...

Poker Game

by Kros0 on Sep 1, 2017
Group Sex

Brad and Luke knocked on the door of their friend Sara's new apartment. She had asked them to help move her in the previous day. It was hard work, but the two men were rewarded at the end to come back the next day to their friends home to a small house warming party. The boys had decided to carpool on the way over, and decided they'd take bets later on who w...

Hello Officer

by Moxon4 on Sep 16, 2017
Transsexuals & Crossdressers

Tricia arose from sleeping in on her day off, she worked a regular office job, and had wrangled a day off. She was in her 20s, and she had let her blonde hair grow out some, although it didn't matter as much since for her job she usually kept her hair in a pony tail, or up in a bun. She normally awoke in the morning next to her boyfriend, Holden, but he was...