Penis Sleeve Stories

89,213 results
Orientation
Length
Source
Infinite Scroll

01, 02: Good Morning

by Callidora on Sep 13, 2017
Transsexuals & Crossdressers

A dim awareness of hair in my mouth. A pillow squashed under my cheek. There is lamp-light but sleep makes even the light seem dark. An arm stretching across me, heavy, a hot face, too hot, at my chest. But the rest of me is cold and I want to move but I don't move. I know I need to talk something out with this person on top of me but now it is too late, we...

And When I Return Ch. 07

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Fiona and Diane were sitting on the sofa sharing some wine, waiting for Anna to come around after his "petite mort". An unused joint lay on the table and a large vanilla scented candle flickered and smoked beside it in the dimly lit dungeon. Diane was still fitted with the strap-on but she had cleaned it with soap and alcohol, and that was good, because it b...

Rani and Her Hidden Treasures

by adamaxilla on Sep 13, 2017
Fetish

The story begins at a Quik Mart in upstate New York. **** 1. Watching Rani reach. It all started innocently enough as far as I was concerned. I would stop at a gas station on my way to work and pick up the morning paper and a cup of coffee. The only reason I began stopping at this particular place was that it was easy to get in and out of. The reason I co...

Cindy's Offering - Nuptials

by KatlynTemplar on Sep 16, 2017
Romance

By late March of 1976, I had become good friends with the guy a couple of doors down. Danny was living with my girlfriend's best friend and we had gone through some interesting times with our women over the last few months. The couple got engaged on Christmas day, but they never set a date to walk down the aisle. I teased Danny about his nervousness to get m...

Young Sarah

by pard74 on Sep 11, 2017
Erotic Couplings

Sara was amused. "Kinda fidgety, aren't we, Mac? Little woman's not home, and here's this young chick you already know wants to get laid, and you haven't got a handy excuse." "I don't need one," Mac said, trying to capture some elusive confidence. "Nothing's going to happen unless you try to seduce me, in which case I'll drive you home." Sara just smiled a...

Heather Catches Me Ch. 03

by jerrycross on Sep 18, 2017
Transsexuals & Crossdressers

I pulled into Heather's driveway around 6:00am. I had been told the day before to be there in good time as they had a very special day for me planned. As I got out of the car and headed to the door I noticed a UHaul truck backed part way in the garage. Wondering what exactly they had in store with that, I kept heading to the front door. I rang the doorbell a...

Step-Mother has a Secret

by call_me_dana on Feb 12, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** "Rachel ... Wait! I can explain." The curtain had already closed and she was gone. I looked in the changing room mirror and my untucked bulge was quite evident. I hurriedly re-tucked, stepped into my leather skirt and into my heels. Looking at the pretty young woman who had been...

Punishment

by candide121 on Sep 16, 2017
Anal

So what shall your punishment be, my pet? I come home from working an all night shift to find you in your room, watching a XXX DVD we bought together a few weeks ago, your legs parted wide, your hand between your legs, fingertips rubbing over the bud of your clit. Your eyes, as I walked in, were riveted to the display on the TV screen, a well-toned nymph wit...

The Jeweler Ch. 02

by Tarbut on Sep 16, 2017
Toys & Masturbation

My wife Barbara went on the pill, her breasts enlarged from 36C to 38F, so she wanted me to have her nipple chain lengthened, as it didn't dangle beautifully anymore. I told her that the best thing to do was to ask Alice, the jeweler, to do that – I couldn't meet her wish, as I had to fly for my job's sake, and stay abroad for about two weeks. I could only...

Red Riding Hood

by Golarick on Sep 16, 2017
Sci-Fi & Fantasy

Red walked through the forest carrying her small basket of goodies for her grandmother. The forest was dark and foggy, the cold mist drifted between the trees and wafted across the path, making it hard to see too far in any direction. Red was a little nervous because even though she had walked this path many times, there were stories of beasts living in the...