Cum Soaked Underwear Gay Male Stories Stories

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Wife Admits to an Unusual Fantasy

by david_f on Oct 9, 2018
Loving Wives

This story has bi male sex in it so if that offends you stop reading now. It's in the Loving Wives category because that is where my Loving Wife took us. This is a true story that actually happened one night. If you are curious about how this happened after nearly twenty years of a strictly heterosexual marriage then continue reading. It's not a homosexual s...

Minnesota Misery Ch. 10

by ChinkyNobody on Oct 8, 2019
Erotic Horror

Author's note-All characters in this story are at least eighteen-years old. *** "Jamie, your partner will be Jasmine." Mrs. Brown said, directing her words to the seated eighteen-year old boy. Jamie emitted an heavy sigh before rubbing his face with his hands. He said, "This would be better if I could complete the project as a one-man army." Mrs. Brown d...

Life on the Ranch Ch. 02

by phoenixcinders on May 30, 2018
Transsexuals & Crossdressers

The story leaves off just after Amanda finished taking Kyle's virginity by force. I highly recommend ready part 1 first! ***** "You're not going to tell her about what we just did, right?" She said as she lifted an eyebrow. All I could do is nod. "That's a good boy, now hurry up n' get your things and sneak out the back. I'll distract Steph," she comman...

AliExpress and Sissy Downfall Pt. 02

by His_fag_wife on Oct 15, 2017
Transsexuals & Crossdressers

Charlie had really done it this time, deciding on his first big self bondage session in his hotel room after picking up all his kinky goodies he bought on AliExpress. Then his wife had surprised him by joining him for the weekend and found him, fully dressed as a Sissy slut, make up, wigs, high heels the lot. Locked in bondage at his own hands. Now she was a...

Office Cumslut Ch. 01

by DrLuverotica on Sep 12, 2017
Loving Wives

FRIDAY MORNING "Are you going to work dressed like that Jo?" My wife was dressed in black, sexy high heels, black stockings with a pink 1920s style pencil line up the back of them, pink frilly satin panties (she hates thongs) and matching push up bra. "Yes I am hubby," she purred, as she pulled a navy blue, short pleated skirt over her hips. "Is there s...

Crossdresser Evolution Ch. 03

by pantyhigh on Jun 12, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties, though there was still a feeling of shame surrounding it. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's pantie...

Thai Travels Ch. 05

by S_Queen on Dec 28, 2017
Group Sex

Hello again readers. Welcome to another chapter of my erotic travels through Thailand. If you've joined me without reading the other segments, I'd suggest doing so for contextual reasons. Having said that, this is a standalone encounter, albeit with familiar characters. If you've read my other chapters, you'll be well versed by now on my abilities to give in...

Gay up until My First Thai Massage

by hungjewpapi on Sep 17, 2017
First Time

This story is based on a true encounter. I was gay up until I was 19. I knew I was different as a kid and as I got into my teenage years I started to experiment with older guys. I was a good looking kid/teenager however very oblivious to it. It wasn't until I was about 18/19 that I realized I was actually good looking, nice body and what would a lot consid...

How to Get Your Characters Naked

by sack on Sep 13, 2017
How To

After having read hundreds, maybe thousands of Literotica stories over the years one nearly universal flaw has become increasingly apparent: the way the characters undress is not handled as well as it could be. Either clothes are dispensed with in one sentence, or the seduction description is sparse or otherwise unsatisfactory. The purpose of this little ess...

Kissing Crossdressers Pt. 02

by Candyboi on Sep 13, 2017
Transsexuals & Crossdressers

I awoke the next morning still dressed in Carla's purple panties, stockings and matching bra. The rampant rabbit and the dildo were beside me on the bed. There were traces of the lip-gloss on the duvet and the heady, pungent smell of cum. Carla's panties were stained with the stuff. I figured I had a lot of cleaning and clearing up to do. I felt a sense of...