Craziest Circumstances for Sex

we were driving home at night, and she pretended that she was sleeping by lying her head down in my lap, while i skillfully positioned my jacket over her head - plus her dad didn’t look back to see what was going on.

let’s see… one time at party in high school my sister came downstairs while i was flat on my back and my (ex) gf was giving me head… my sister flipped on my lights and screamed… i just looked at her and said “Excuse me, do you mind?”.

And not so awkward, but still worth mentioning was the time I got on with above girl while driving a standard down a highway… i had to open the sunroof so her head had somewhere to go…

This may not be the coolest, but it’s definitely the creepiest.

My senior year in high school my girlfriend at the time and her parents invited me to come along with them on vacation. We all had to share a hotel room and surprisingly, her parents were alright with my girlfriend and I sleeping in the same bed. As soon as her parents were out we ended up having sex in the bed that was about four feet away from where they were sleeping.

You’re a brave brave man Josher.

Daox that reminded me of the time I had sex with my friend’s mom in high school. We came home drunk and I said “I’m gonna go sleep with your mom.”
I don’t think he heard me, and he passed out. I went in and just started making out with her like I was suppose to be there. That was an awesome night and he got over it pretty fast.

Damn, I should write a book or something.

Merlin, if I ever happen to sleep with any of my friends’ moms, I will bring it up at least once a week for as long as I know them.

Once I was at a friends wedding and there was this chick, she was like 42 years old. Im only 21. I talked to her for 2 minutes and then we walked outside and had sex behind the bushes.
Coincidentally a coworker of mine was also having sex in the bushes 20 yards down. Everyone at work found out, haha that was funny.

Once at the movies, I went out with this really hot chick. During the movie I put my hand on my thigh and she told me it turned her on. What a slut. Anyways I put a rubber on and had sex with her in the theater. I think the people in front of us knew what we were doing.

At the gym, there is a fitness assessment room with a lock on it. I took this girl I was seeing in there and we had sex.

In the car, boy is that uncormfortable. I hate having sex in the car. But when you live at home and your only 21 you have to have sex in the car a lot.

Merlin - so how old was his mom?

His mom was late 30s. I was 17 or 18 at the time. I still see her sometimes, since me and him are still friends. And since then she has remarried, so I get to talk to her husband too. Needless to say it’s a bit awkward. She was quite the MILF back in the day, though.

Blowjob in a bar with about 30 other people sitting around. It was in Angeles City, PI and things like that were pretty normal there in the 80s.

Sitting in the dark talking to my sister and gf, gf give me a blowjob.

On the sink counter in a women’s changing room at a pool. Two women started to walk in, saw us in the full length mirror behind us, closed the door and left.

In the men’s sauna in the same clubhouse while waiting for it to heat up.

Numerous blowjobs while driving.

Fucking on one bed in a hotel room while another couple was sleeping in the next one.

Blowjob while sitting at the edge of a creek in a campground with people walking by within 30 feet. My shorts had loose legs so it was pretty easy to hide what was going on.

In the middle of a covered horse riding arena we’d just finished wiring the lights in. Some people use champagne to christen things…we fuck in them instead.

In the back of a pickup truck at a trail head. We were starting a pack trip the next day and the horses were all settled in for the night and so were we. Some cowboys drove up about halfway through and damn if their headlights didn’t illuminate the situation. We finshed while they were looking for a place to park.

I missed a few but those are the highlights.

This was fun idea, really took me back, and made me realize I’m getting pretty boring.

At sixteen, and with no place to go, my first and I threw blankets out the window of her folks house, drove to the skatepark, broke in, and knocked boots on the transition of the vert ramp.

Next would be on the deck of my bro’s neighbor. not too crazy, but very exposed. Sunny day, next to the lake, Vermont is beautiful!
Fuck this going to be the VT theme. back to the floor of a fiberglass boat, relatively small lake, sun shining, people sreaming back and forth, and two hours later fiberglass splinters in your ass.
Driving back from Burlington, one hand on the wheel, the other beaver diving, two minutes later in a Charlotte field getting ridden in the back of a Volkswagen.(insert MallRats joke)

Finally, my summer fling and reconvened last X-mas in Costa Rica. She being a local was getting free shots of Calcique and feeding them to me, couple minutes later, utilizing the only stable surface on the beach, I leaned back against a big tree, leaned her towards the ocean, and hit it doggy until she nearly fell forwards onto the rocky beach…Nogs

In high school, my ex and I ended up getting it on in the passenger seat of my VW Bug convertible (top up, unfortunately) during a drive-in movie.

Other than that, Im pretty boring compared to you guys.

In my girlfriends blazer at the hospital parking garage after my dad had an angioplasty.

On the top deck of a cruise ship at 3:00 in the morning with waves splashin

On top of a old civil war tower in the middle of july, it had about 1000 steps

On top of a ski-ball machine at Chucky Cheese on my birthday at closing time with my gf

69’in the front seat of a compact car, parked right in front of a stop sign on a crowded street in NY. windows are not tinted.

my ex used to come over all the time around 9 each night and we would bang in my bedroom, door closed of course but my parents bedroom is about 10 feet away no joke, and theyd be reading or whatever at that time.I lived in a tiny house. could definately hear soem moans.

banged some chick back in freshman or soph year of high school only to find out later that night one of friends did the same. thats not all, when we were goin at it (i had just slipped ‘inside’), her father awoke from his nap and walked in. I didn’t like the girl and didn’t want to bother so I just bounced, not sayin a word to him!

some good road head comes to mind on sunny summer days, but nothing too crazy.

but thats nothin compared to some of the rest of you though!!

this thread made me realize i need to get a lil crazier!!

My girlfriend(now my wife) and I were in Margarita, Venezuela. We had a few drinks in the club and were horny. So in the taxi back to our hotel, she decided to climb on top and we had sex in the cab. Luckily she did not have panties on as she knows that I like that. The cabbie just looked in the mirror and kept driving. He didn’t say anything so I gave him a good tip.

Damn, compared to some of ya’ll I’m tame…

Banged a girlfriend’s cousin with her, another friend, and her dad in the same room.

“Christened” the high school’s 50 yard line about 10 min after the game had ended and the stands were still clearing. The basketball court’s center logo thing and the cafeteria lunch counter one lovely Saturday afternoon before the Prom committee arrived to decorate. And the doorway of every class in the senior hall between 2nd and 3rd period (took about a week to accomplish).

Snuck onto an ex-boyfriend’s commercial fishing ship and got it on in the top bunk while the rest of the crew was sleeping. Then headed for the galley and Captain’s quarters.

On top of a water tower (do not attempt if you have a fear of heights - I’m not and it kinda freaked me out).

In the coach’s hot tub (“Now, don’t go having any parties while I’m gone…”).

Numerous front and back seats, cars in motion or not. OH - funny story. I tried to do some ‘off roading’ in my '76 Maverick and high centered it (duh). What else is there to do but fuck at times like that? Too much road head to count.

Behind the front desk of a hotel with the desk clerk while my folks were at the pool.

Given head in the middle of the dance floor with 150+ people standing around us and cheering several Halloweens ago.

Given head in the middle of a crowded bar patio (10pm on a Friday night in the heart of the ‘nightlife district’). On a park bench a block away that same Friday night about an hour later. And then again in the front seat of my car an hour later.

Got head while dancing (was wearing a skirt, picked up and sat on the guy’s shoulders facing him) and finished the deed against the stage.

Nightclub bathrooms.

Gee, I need to get out more.

I was wondering how long it would take you to show up ~Karma~ lol! You are one horny babe!

All good tales.

Club/bar bathrooms aren’t all that crazy in fact it’s fairly common…still alot of fun.

In The Tunnel in NYC while many people were passing by free to see whatever.

In some guys swimming pool at the beggining of this summer while a HUUGE party was going on.

In the champagne room at a titty bar (not the same a prostitution) I dated the girl for like 3 months.

With the maid while my parent were home in the half-bath downstairs.

~Karma~

You’re still the coolest chick in the cave.

As for me…

Pretty tame overall
-At a nightclub in Guam while the party raged on.

-Lots of front and back seats, tailgates, and truckbeds.

-The bathroom in a motorhome whilst tailgating at a concert.

-A couple daytime hotel balconies

-an outcropping of rocks at Garden of the Gods in Colorado.

-Probably my best accomplishment is having the mile-high club membership, achieved while enroute from LAX to Rota Spain.

Really good thread.

Lets hear more stories!

During high school my ex and i used to fuck in my jetta with the back seats down. It was like a bed, but the thing that makes this story a little crazier is that the whole gym class and cafeteria could see my car “bouncing” because it was in the parking lot during my lunch break. Sometimes my friends would come up to me and be like “joe you car was shaking at lunch today” funny shit.

When i has nowhere to go we used to go to the old person home parking lot and fuck there. Funny thing is that one day we were fucking and i look out the window to see a crowd of old people looking at us. I didn’t tell my gf till i was done because i knew shed flip and want to leave.