First Time Sucking Cock Stories

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Cum Junkies

by Anal Slave on Sep 14, 2017
Fetish

It all started out when I met my girlfriend Sherry at a strip club, she was an exotic dancer and she worked the back room too. That is where I first saw her, she was down on her knees sucking a young mans cock all the way to his balls. I couldn't believe a woman could suck that much cock down her throat. See, I have a very large cock and know woman has ever...

Girls Like Boys Who Like Boys

by libidinal on Sep 13, 2017
Group Sex

(Note to reader: This is the second in what will be a continuing series of stories about the erotic adventures of the three friends, Jade, Yvette and Steve, two women and a man. The first of these stories, "Two Plus One Equals Fun," has already been posted.) Jade and Yvette were having lunch with Jade's friend, Carol. It had been many weeks now since the tw...

Rm 209: First Sex as a Crossdresser

by MelissaMwaz on Sep 16, 2017
Transsexuals & Crossdressers

This is a TRUE STORY. I've been crossdressing for much of my life, as far back as I can remember. I would even go to sleep as a kid and pray that I would wake up in a girl's body. In the last few years, now that I live by myself, I spent about $1,000 on a whole wardrobe of women's clothes for myself - bras, thongs, dresses, tops, stockings, lingerie, make-...

Mikes First Transgendered

by SamanthaMeyers on Nov 16, 2020
Transgender & Crossdressers

This is an absolute true story. Mike loves transgendered I had just turned 30 and was about 1 year out of my divorce. I was dating a Filipina lady named Mika who was not the best person for a relationship, for many reasons. During our relationship Mika used to take me to this Filipino dinner restaurant which had food and late night live musical shows. Duri...

Extended Tease

by chatbug on Sep 13, 2017
Fetish

I enjoy the times when my girlfriend, Shelly, ties me up and teases me. She's a lovely tall petite woman with long straight red hair. She has small rounded breasts with very large sensitive nipples. In return, I give her what she desires most, oral sex. She gets aroused when I suck on, lick, and nibble on her nipples. Sometimes the sensations through her nip...

Christina Aguilera's Awakening

by jessy19 on Sep 14, 2017
Celebrities & Fan Fiction

It was the night of the MTV music video awards and Christina Aguilera and Fred Durst had just finished singing together onstage. Everyone freaked of course because they are both from opposite sides in the music industry. Some of the most furious people to see this were Eminem and Carson Daly. It had been the year Eminem had written the song "The Real Slim Sh...

Swinging Both Ways

by bistrapongroupstories on Sep 1, 2017
Group Sex

This is my first submission to Literotica, but hopefully not my last. This story involves MM bi-sex, so please do not read any further if you don't like this. I hope you enjoy reading and welcome your feedback... ***** I responded to an advert on a swingers website to join a couple the following day. Their advert said, "we're open to suggestions" so I deci...

Caught in Panties & Dominated Ch. 05

by Tracy69 on Dec 3, 2019
Transgender & Crossdressers

Cast Trace - me Tracy - me, dressed en Femme Rick - head of security at work, had just caught me masturbating at work, dressed as a woman Ken - my roommate Ok, ok, I hadn't mentioned this before, but my roommate Ken is gay. He would flirt with me from time to time, even hit on me, and I pretended to discourage him, but sometimes, late at night in my roo...

You're Mine! Ch. 10

by jim313 on Sep 16, 2017
Group Sex

Recap: As far as I can determine, it must have happened the day I was caught in the rainstorm on the golf course. It was a gorgeous day when I teed off but by the time I was on the fourth hole, the clouds began to gather and the thunder started. I could see lightening flashes in the distance and just then, the heavens opened and it began to pour. Without thi...

A Weekend Visit to the Office

by Marty Fisher on Jun 4, 2019
Transgender & Crossdressers

I usually work from home as I have a very private place with a wonderful view and Lord knows I've put in more than my fair share of office hours over the years. But I do occasionally elect to make visits to the office both during normal office hours and off-hours to make copies, restock my home supplies and have a cup of coffee with a long-term friend or two...