Stuck In Hole Stories

360,263 results
Orientation
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Infinite Scroll

Sis-In-Law

by GRTee on Sep 14, 2017
Erotic Couplings

My sister-in-law, Fran, was younger to my wife Philly by five years. She was as petite as my wife, slightly shorter by an inch or two but a little plumper. At the time of writing this story she was about 38 years old, married with two children, a girl of 10 and a boy of 8. She was still pretty slim for her age with nice full tits that sloped gently downwards...

Anniversary Adventures

by Dallface on Sep 17, 2017
Loving Wives

My wife really likes to make a big deal out of our anniversary. Each year she makes sure that we are able to get away for a few days of relaxation and usually some great sex. She always picks somewhere new for us to go to each year and her big thing is keeping it a secret from me. After 17 years, you would think that she would start to run out of ideas, but...

The Gloryhole

by wizard666 on Sep 13, 2017
BDSM

Brad and Janet had been together for many years and although they had an open relationship, they had never been to a party like this one before. As they drove to the house, Janet was trembling in nervous anticipation. She had never done anything this adventurous before, but despite her fear she could still feel the excitement building! Janet had worn a slink...

The Purpose of a Glory Hole

by DirtyMeStoryTime on Sep 13, 2017
Fetish

I started playing with glory holes when I was young. For all they knew, it was another guy, a grandma, or some other deviant. Little did they know who was really in there playing with the penis they stuck through a hole in the wall. I remember how it all got started. One day, we were taking a family trip to the mountains. Since the drive was long and had v...

Prowl

by Marlene on Sep 13, 2017
Transsexuals & Crossdressers

I was on the prowl so to speak: that is I was looking for something interesting. Something interesting and hot in the sex department. Sometimes (quite often in fact) I just have to have something nasty and strange. This was certainly one of those times. I guess I should tell you that Iā€™m 31 years old, 6ā€™1ā€ tall, 165 pounds with auburn hair, green eyes, nicel...

Charming the Charmed Ones Ch. 02

by GameTime on Sep 19, 2017
Celebrities & Fan Fiction

'Hello?' Came a sound at the door. 'I heard some screaming, I just thought...' Rose McGowan poked her head in the door and saw the three naked bodies. 'Oh my God! What the fuck are you doing!?' 'Oh relax!' said Holly, still scooping cum off her face. 'Yeah!' Alyssa added, licking the cum off her lips. 'I mean, you're fucking the director!' 'What?!' said R...

Ogg the Caveman

by PenanceS on Sep 1, 2017
Humor & Satire

Ogg looked over at the setting sun and realized that he was horny. At least that's what he thought it was, he didn't really know as this was 64 million BC, and to his knowledge, digital clocks hadn't been invented yet. Ogg looked for something to hump; all that he really wanted was something so that he could have a little release. He went over to a tree and...

Pound Cake

by cowboy109 on Sep 1, 2017
Group Sex

The first time Ernest Irving saw Elizabeth Smith was at the incline. The incline was a paved path that curved to the hilltop. A lot of students studied and sunbathed on the grassy side of the hill. Elizabeth was trying to get off her bike because the incline was too steep for her. As she swung her leg across the bike, the ankle cuff of her pants got caught o...

Jenn & Friend Have A Bang

by Potrat on Sep 16, 2017
Group Sex

Hi, my name is Jenny. I'm a petite 105lbs., perky 34B's, and long red hair. I want to tell you about last weekend when I went to my first frat party. I'm just a freshman so I went with my friend, Tiffany who's a sophomore, blond, incredibly pretty with a killer body. I was a little shy at first but after a few drinks of punch which had grape juice, 7-up, an...

I Came, I Saw, I Conquered

by Chrono on Sep 16, 2017
Anal

Let me tell you about a time about one year ago. This summer would be very interesting, as it would consist of my second trip to Europe. What was even better is that I was able to convince my parents to let my girlfriend to come (who is now my ex). Let's face it, I'm a jealous person, and I feared that in the month I would be gone, she would have found someo...