Hole In The Wall Stories

361,178 results
Orientation
Length
Source
Infinite Scroll

Sabrina In The Shower

by happilymarriedguy on Sep 13, 2017
Exhibitionist & Voyeur

When Naomi and I first started going out together, she was sharing a rather nice split-level apartment in the city with another girl. One evening I went straight to Naomi's from work and needed to take a shower before we went out. I turned on the taps and stepped into the big oversized shower recess. About halfway through, I dropped the soap and while bendi...

Just a Night Out Ch. 09

by Loving522 on Sep 15, 2017
Exhibitionist & Voyeur

Just a Night Out Ch. 9: The Finale You push the shower door open, and help me out. We step on the soft carpet as you reach for an oversized towel to dry your girl. You take the towel and wrap it around me, drying me softly, kissing me, wrapping yourself against the towel feeling the softness against your body too. You drape it over my shoulders as you grab...

The Runt of the Litter... Pt. 03

by Kent100 on Sep 12, 2017
Transsexuals & Crossdressers

This story originally only dealt with the topics of gay sex and incest, mostly suited for a long jack off story. As the story has taken a twist, while it's still man on man sex, it also involves cross dressing. So I am entering this in Transsexual and Crossdressers catgory. If these topics offend you, please avoid it. If there is any interest in it, let me k...

The Chink of Light Ch. 04

by Drmaxc on Sep 14, 2017
Exhibitionist & Voyeur

It was nice hearing Chloe complaining again about the size of the spy hole to her room and explaining the reason she wished it larger, "If you could get your hand through the wall then you could, you know, do things, and I could put my hand through the wall to you and do other things! You could even stick your penis through to me. Now that would open possibi...

First Time Sissy at the Gloryhole

by Stephen_Heathcote on Sep 16, 2017
Transsexuals & Crossdressers

Once I realized that I liked to wear panties, I wanted to be seen in them. But I didn't want to be seen by anyone that I knew. That would be too embarrassing. I drove to the next city over and walked around with the satiny fabric caressing my cock beneath my clothes. I had dinner. I shopped. It was fun having a secret, but the excitement wore off quickly. I...

The Bookstore Ch. 1

by Kimber37 on Sep 15, 2017
Group Sex

I was going to the bookstore for the first time. My mind wandered back to the thought of it all day; I had trouble concentrating on anything else. I was elated, scared and horny all at the same time. I felt giddy all day as time passed as slowly as dripping molasses—I was ready for my adventure to begin. Tonight, a stranger's cum was my goal. I wanted it. I...

Wii Sex, 2120 AD

by interrobang on Sep 16, 2017
Erotic Horror

The door to the men's room swung open, and a tall blond girl with fishnet stockings and a very short skirt strode in confidently on her stiletto heels. Pink halter top clinging to slender waist, her hips swayed with lots of meaning as she pushed open the door to a stall, turned, and looked over her shoulder. She smiled at the man behind her and shut the door...

Owning My Favorite Cam Girl Ch. 05

by SaveFerrisBueller on Jul 24, 2018
Group Sex

We woke early the next morning after Sarahs online adventures and decided to spend the day together. She prepared a light breakfast and since I always carried my gym bag in the trunk of my car, we decided to go for a run. The Los Angeles weather was perfect and Sarah looked amazing as always, wearing a black sports bra and pink Nike Pro compression shorts. H...

Gloryhole

by russello on Sep 13, 2017
Group Sex

Annette sat alone at one end of the wobbly barroom table, wondering how she had let herself get talked into coming here. She didn't like noisy drunks, and she didn't like loud music. She didn't like alcohol, and she didn't like being flirted with by drooling morons. She didn't like her sister's friends, and, though she tried not to admit it, she didn't like...

Locker Room Glory Hole

by guyman123 on Sep 19, 2017
Group Sex

It was the end of the semester, and I had to make up some days I missed in gym. At the end of the day, I went back to the gym to make up all the time. It was just me a few of the nerdy kids who find ways to get out of doing a lot of work, and this Asian girl named Mina. We were both seniors, 18 years old (I knew this because I sat behind her in English, and...