First Time Blowjob Stories

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The Youth Center

by pureliquidevil on Nov 3, 2016
Erotic Couplings

You work in a very popular youth center called "Hyrule Castle", after the famous video game series. It's for young people, usually straight out of high-school, who are still unsure about the direction they will take in life. So for the time being, they want a place to hang out, drink, experiment with recreational drugs and just party in general. In...

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Here Cums the Bride Ch. 01

by ILookLikeJailBait on Apr 11, 2018
Exhibitionist & Voyeur

After dating and having weekly sex for more than a year, Kelly finally gets Brian to buy her a ring as a promise of his love and get down on one knee to propose. As he had been doing for more than the past year, when he wasn't taking Kelly out to dinner or to a movie, Brian was having sex with her at his place or at her place. What was really good and sexua...

Fairmount School Sex Ed Ch. 02

by zachattack163 on Mar 30, 2020
Erotic Couplings

All characters in this story are over the age of 18. ***** All the students proceeded to enter the classroom and removed their clothes. The teachers were standing at the front of the classroom and they were already completely naked. Mrs. Winters addressed the class, "now class for today our lesson will focus on oral sex. Now who can tell me what it means...

First Blowjob

by LISABABYDOLL on Sep 17, 2017
Exhibitionist & Voyeur

AS ALWAYS, A COMPLETELY AND UTTERLY TRUE STORY: I'd wasn't even dating Francis when we first hooked up. We worked together and although I was living with my boyfriend of 6 years, things were clearly on the out with him, and suddenly this new man had appeared in my life. We were both 27, had the same outlook on life, more importantly wanted the same things o...

The Best Head of My Life

by Pornofan420 on Sep 13, 2017
Erotic Couplings

I remember it like it was yesterday. That's largely because I took notes the morning after. Didn't want to forget any of the important details. Not when it's, hands down, the single, solitary, BEST blowjob I've ever been gifted with. Not good. Not really good. Not above and beyond the call of head. Some sexual moments, when they happen, are so sublime you...

Head For The Hills

by tonyholt on Sep 1, 2017
How To

I had always had trouble taking a load of cum in my mouth. I couldn't stand the thought of swallowing, and trying to hold a guy's juice in my mouth left me choking and gagging. Sometimes a trace of puke would rise, and then I would have to let go of the cum, "cum" what may. The results were usually not pretty, so I avoided giving head. My first male suck-of...

Anal Sex with Stranger on a Train 05

by SusanJillParker on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 5 Peter finally meets Roberta again, the love of his life. In just a few minutes, Robert returned to the room dressed as Roberta. Giving him a sexy cross dressing show, by her feminine antics and charms, she obviously enjoyed being watched by Peter. With a shake of her head and with a flourish, as if releasing her sword in Zorro, the gay blade, sh...

End of Semester and a New Job

by KevinandDawn on Sep 16, 2017
Group Sex

Dawn had been working a job that she hated, and had finally found a new job. Her last day of work also happened to be my last day of a long and difficult semester. My final final ended at 4:00, and we decided we would have plenty of reasons to celebrate. We hired a sitter to watch our kids, and told her we would be home by 8:00pm. The night before, I secre...

After School Ch. 01

by Faye_Skylark on Sep 25, 2017
Erotic Couplings

The bells had just rung out signalling the end of the school day and the throngs of students at Madison Ashley Senior High spilled out from their classes and slouched their way across the campus. The usual groups and social clusters began to assemble as the students filtered out to car parks, bus stops or stopping to loiter along the way. Everyone was in th...

Not Your Average Reunion Gangbang

by Johnsexlife on Sep 13, 2017
Group Sex

I have had a relatively tame sex life only having bedded three women during my first 58 years of life while my latest wife has had sex with 65 men she will admit to and I suspect the real number is much higher. A big part of our love making is her relating how all those sexual encounters occurred or her reading Literotica or Penthouse letters especially tho...