First Time Glory Hole Stories

352,156 results
Orientation
Length
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Infinite Scroll

Caught and Submission Ch. 02

by mfishdavis on Sep 12, 2017
Transsexuals & Crossdressers

I didn't see Alex for the rest of the night, I stayed in my room, and ran through the events that had just happened. I had just given Alex a blowjob to keep him from letting my 'little secret' of dressing up is girls clothes out to all of our friends. I tossed and turned for over an hour before I fell asleep. I had strange sexual dreams about Alex and his co...

Jen and Stacy at the Bookstore

by dickdanger2005 on Sep 13, 2017
Group Sex

Jen and Stacy had read a lot of stories about adult bookstores and glory holes on the internet and in dirty magazines, and the topic fascinated them to no end. The more they thought about it, the more certain they were that this would be the perfect way to escalate their slutty behavior. They thanked God that they were eighteen and would have no problem gett...

The Brand Ch. 13

by Abraxis on Sep 14, 2017
BDSM

Justice, Faith and Power "The pride of a free woman is the pride of a woman who feels herself to be the equal of a man. The pride of the slave girl is the pride of the girl who knows that no other woman is the equal of herself." - John Norman "It is easier to live through someone else than to complete yourself. The freedom to lead and plan your own life i...

Glory Hole

by slicktina on Sep 25, 2017
Loving Wives

It was going to be a special night. We were going out to dinner. I was wearing a short black dress with black stay-up stockings, a black thong, , black high heels, and a black shelf bra. I like to dress wild so I can tease Doug whenever we went out. He loves to be teased! After dinner, and several drinks we were on the way home when he told me he had a surpr...

A Fine Meal

by AlphaBeatHer on Sep 13, 2017
BDSM

Jean knew that this was no ordinary job before she applied. She had just started college. As is normal, she had been assigned a second year student to help her get to know where things were and what happened. Carole was a really friendly, helpful person and she had become a good friend to Jean already although they had only known each other for a week. The...

Show & Tell - Valentine's Day Glory

by Praipus on Sep 12, 2017
Erotic Couplings

When Beth woke up that morning, a Thursday in late January, a thought popped into her head. It came out of nowhere, nothing to do with a dream or anything that she'd rationally or irrationally contemplated... a random thought.... "I like the taste of men's cum." With school that day, second graders numbering twenty seven, an unusually large class owing to...

Mavis Dracula Visits a Glory Hole

by BuffysInsta on Dec 9, 2019
Celebrities & Fan Fiction

Today, all fucking day, I was horny. Check that. I was horny yesterday and the day before. And the day before that...as long as I can remember, in fact, I've been horny. But especially since I married a human. I never realized how boring sex with a human could be.You would think this wouldn't be an issue. I'm 118 years old-barely legal in vampire years- I ha...

Chris Dunn Ch. 02

by Ginopikken on Sep 15, 2017
First Time

2: Confessional Christine Dunn, MS was employed as a sex therapist at the congregation's Family Life Center. She took cases that the other staff could not deal with effectively. Her deep spirituality and her excellent clinical skills combined to help the parishoners work their way through whatever sexual problems they experienced. She maintained the highe...

My Game with Mistress

by tstuslut on Sep 12, 2017
Fetish

My mistress liked to play games with me. Let me rephrase that, she liked to make me play games for her. OK, one more try, she liked to TORMENT me and often used games that were heavily weighed against me to do it. On Tuesday she told me to be ready for a new game this weekend, and to take care of myself so as not to get sick. She had me take zinc pills to b...

Cross Dresser Dominated Ch. 01

by johnfell69 on Sep 16, 2017
Transsexuals & Crossdressers

I never knew his name. I did remember him, however. He had the thickest cock I have ever seen and probably will ever see. To say it was beautiful was an understatement. It was majestic! Let me backup to the ad I placed on the internet. Where do I start? Well, I have to confess to everyone my deep desire, no, my deep fetish, about wearing women's clothing....