Boxers Stories

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My Night of Fun

by tosoaronhigh on Oct 13, 2017
Exhibitionist & Voyeur

I had been seeing my college girlfriend Jennifer for almost three years when this happened, we met in third period history, and from then on things went great. We had had some fun over the years, and she had learned that I loved to play games. We played all the normal games, strip poker, truth or dare, and so on. One night Jennifer called me at about eleven...

Truck Ride Mishaps

by ExhibNoob on Sep 14, 2020
Exhibitionist & Voyeur

Kyle threw on sweatpants over his boxers and a tanktop as he hastily woke up. He was riding with a couple of friends to go pick up furniture for one of them named Sarah. He just so happened to have a crush on her and was excited to get to spend time with her. Kyle is 6 ft 3 inches with a slim build. He has dark brown shaggy hair and green eyes. He also has a...

Leave It To Gay Beaver Ch. 02

by sack on Sep 17, 2017
Celebrities & Fan Fiction

After their first sexual experience, Eddie and Wally spooned all night in just their t-shirts and boxers. They were completely exhausted and wanted to reserve a little strength for Beaver's nineteenth birthday party. When they woke up delightfully late, Eddie decided to wear Wally's boxers and vice-versa. They went downstairs and called Beaver up at the Clea...

A Messy Queen

by Messyboy98 on Sep 17, 2017
Celebrities & Fan Fiction

It was late and Micheal and Emilia were about to start their first Wam session. The tension was building, both had been greatly looking forward to this evening for quite some time. The entire Livingroom was filled with many wonderful sticky sweet substances, Custard, yoghurt, squirty cream, rice pudding, semolina, trifles and much, much more! Soon they'd b...

Pleasure in the Bathroom

by famela on Sep 16, 2017
Fetish

It was Hari Raya! A day of joy and jubilation, a festival to celebrate the end of the fasting month. This year, the girls had planned on going to each other's houses by renting a mini bus for the day. Altogether there were 6 couples, each with their boyfriends. One fine Saturday morning, they all arranged to meet at Fizah's house first, in Clementi. Hasliza...

The Seduction of Simon Ch. 05

by sack on Sep 13, 2017
Erotic Couplings

After the sizzling encounter with Simon, Isaac, and Ray, Miss Prim was so horny she knew she would never be able to wait a whole week for more sex. Remembering how good it had been to screw David, her hunky coworker, she decided to leave a note in his mailbox to meet her at 6 o'clock in the janitor's closet the following evening. When David read the note he...

Underwear Friends Ch. 03

by ramon25 on Sep 16, 2017
Fetish

Mark and I had started a regular relationship. We would see each other in gym class four days a week, and tried to keep it casual. Once a week after school we would go to Mark's house for 'math tutoring', but it was really an excuse for us to indulge in fantasies and have sex. Mark was from Texas, and the only guy I knew who regularly wore boxer shorts and...

The Seduction of Simon Ch. 03

by sack on Sep 13, 2017
Erotic Couplings

After her intense session with the four young faculty members at her school, Miss Prim had gained enough confidence to plot her seduction of Simon, along with two of his buddies, Ray and Isaac. As it worked out, she had volunteered to coach a small chamber group...as Simon sang, Ray played piano and Isaac played clarinet. She hurriedly mounted the steps to...

Neighbourhood Terror to Sissy Pt. 02

by Fibaro on Mar 11, 2019
Transgender & Crossdressers

When Mark woke up the next day his parents were already gone, as usual. He was no early riser after all. He made some breakfast, gamed a bit made lunch and went to the skate park. There didn't seem to be any signs that flyers or anything like that had been spread much to his relief. Yesterday had certainly been a scare, maybe it had just been a cruel prank....

Morning Self-Care

by stopsin on Jul 14, 2020
Toys & Masturbation

It was a quiet Friday morning. In the room of a suburban home Michael was wrapped up under the bed covers. Michael's family were out. His sister, a recent graduate in teaching was out at an interview. His Dad, a hardworking small business owner was out at the office. And lastly, his Mam was out at the store. For Michael, it was a relaxing day. He had just co...