A wild glory hole appears! [m/f] | 2016

Warning: NO dick gets sucked through the glory hole. Sorry if you feel misled.

Right after college, my girlfriend -- let's call her Katie -- was a hot piece of ass. She was a cute little thing: 5'4" tops, no more than 115 lbs. Before I met her, she was a track star, and based on pictures of her from those days, I would not have been attracted to her: just scary chiseled quads. But she had put on 10-15 lbs since, in all the right places. Soft perky tits (they were brand new, having grown in the few years since she quit track) and long, sleek legs.

Katie was one of those blushing virgins with a filthy, filthy mind. She claimed that before she met me, all she had done was suck a few dicks. (How many? Much fewer than 37.) But on the other hand, she would say things at dinner like, "Have you ever considered anal sex?"

"Sure, who hasn't? Um, have you?" I hedged.

"Oh no, that would be disgusting!" she exclaimed. Then she would just go back to eating, pensively, with this inscrutable Mona Lisa smile on her lips.

I had moved away for grad school, so it had been a few months since I had seen her. In the days leading up, she would moan into the phone about squeezing my wrist-thick cock into her tight hole. (To be honest, it had at least as much to do with her slender arms as my respectably-sized penis.) She had to whisper in hushed tones because of her roommate, and complained that she couldn't watch porn. Since I had a roommate too, I told her I'd find a way to watch porn together when she came to visit.

Katie flew in wearing a skin tight T-shirt that emphasized her B-cups. They looked nice and perky on her slender frame. She really liked showing off her legs with a short skirt with the little slits up the side of the thigh. Strappy heels and, as always, her librarian glasses. It was a simple but sexy outfit, the opposite of slutty. it didn't scream "fuck me" so much as, "Could you hold this ladder while reshelve these Kama Sutras?"

I brought her straight from the airport to a seedy part of the city where I had found a grimy "adult bookstore" with "video booths". I indulged her as she browsed their collection of sex toys. Surrounded by rubber dicks, she grew bolder. She was grabbed my crotch appreciatively as she compared it to some dildos, looking around the store to make sure we weren't [or were?] seen.

Once Katie was convinced that the coast was clear, she urgently shooed me into one of the video booths. Katie practically attacked my belt and dropped my pants, while I pushed tokens into a slot. The screen flicked on, and I flipped through the channels looking for a scene that would would fit her tastes. Interracial: Katie wasn't into black guys. Flip. Asian: boring. Flip. Lez... ? I looked to Katie who was stroking me while looking up at the screen with me. Meh. She liked girl-on-girl, but she was definitely in a mood for dick tonight.

Anal. I flipped it immediately, but she said, "Wait... I want to see that." I flipped back to the channel where some porn star was taking it up the ass with thinly veiled discomfort.

Katie ordered me to sit, so I squeamishly sat my bare ass on a curved, plastic chair. She pressed my knees apart and squatted in between them. I looked down to watch her practically unhinge her jaw to force her head down my shaft. Watching her struggle was one of my guilty pleasures, but she was so shy she never liked we to watch. "Keep watching the porn," she insisted. She waited until my eyes were firmly set on the double-penetration on the screen before she went back to work, busily making me hard and slippery.

Finally satisfied with her work, she said, "I want to watch too," and she went to sit on my lap facing the TV. I impatiently pulled her panties to one side, and with my hands on her waist guided her onto my shaft. Her cunt lips were so open and wet, and my dick so slippery from her slobber that I slipped right in with no resistance. I pulled her straight down until I filled her up and bumped against her cervix. I moved my hand to massage her clit, but she impatiently pushed my hand away and started frigging herself frenetically. She wriggled erratically as she sought her own pleasure, so I had to lift her up and down by the waist, stroking her cunt around my cock like I was masturbating.

I remember hardly anything about what was going on on the screen, but there were definitely two guys and a lot of pained shouting by the woman. I think Katie and I were both surprised by how much the brutal abuse of this porn star's asshole was turning Katie on. I spread her ass cheeks apart to gauge her interest, and massaged them in an attempt to tickle her puckered hole. I have to admit, I wasn't ready to touch shit with my fingers, but I wasn't thinking straight. I was totally going to stick my raging hard-on into her filthy, unclean ass. It was going to hurt her, and she was going to like it.

That's when the hand appeared through the glory hole.

Now, I had never visited a video booth before. If I had, I could have avoided embarrassment by bringing a roll of quarters instead of asking for change at the counter. If I had stopped to think about it, I would have realized that their porn-viewing business model didn't make sense in light of the Internet. There must have been a different explanation for their existence.

Three fingers rubbed back and forth over the bottom edge of the perfectly cut circular hole in the wall. I understand now that this was some sort of signal for anonymous sex, but at the time, Katie and I just freaked the fuck out.

Of course, the first thing that happened was that Katie jumped off my dick. I still remember how cute and sexy she looked yanking down her skirt, which has slid up her hips like a belt. Meanwhile, I had been trying to hold it in, so that last sudden stroke as I slid out of her caused me to shoot white streaks all over her skirt. To her credit, Katie momentarily said, "Oh no, you came?" before remembering how terrified she was. I said, "Shit, Katie, let's get out of here." So we gathered her carry-on luggage (straight from the airport, remember?), jumped in a cab and tore off.

For months after, Katie was convinced that someone had recorded our escapades, and would track her down because I shouted her name. And that thought made for some pretty hot sex.

Anti-climactic? Sorry. Maybe next time, I'll recount the first time I actually stuck it in Katie's ass.