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#221
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Staying at a higher end hotel in San Diego earlier this summer. We spent a night out hopping between a few breweries and ended up back at the hotel. We went to the rooftop pool and bar to find it closed. No one was up there but us and it was quite nice atmosphere. She sent me to the room to retrieve drinks. We laid on a chez lounge together looking at the city lights and chatting. Eventually we started to make out and I began to grope her. I figured she’d stop me but she let me rub her tits and after a minute she reached down to strike my hard cock through my pants. She was wearing a black dress with thin soft material. I was grabbing and squeezing her ass through the dress. I was getting so worked up. I reached lower and ran my hand up her leg and squeezed her ass cheek and she was wearing a thong. I pulled it aside and found her pussy to be soaking wet. I slid my fingers inside to lube them up. I worked on her clit a bit and alternated between that and fingering her. She gripped her arm around my neck hard and hit her lip as her body clenched and she came. I sat up and looked around and no one was there. I undid my pants and pulled my cock out and slid it into her in the spoon position. I fucked her like that for maybe five minutes. Groping her big tits and thrusting in and out of her. I said I was gonna cum and she pulled away and lowered her head to my cock and sucked me off until I came.
This was our first public experience since we were younger. But very hot. The next day we went to the pool during the day and an older couple was sitting on the lounge we had fucked on about ten hours earlier. We had a laugh about that. |
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#222
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Years ago when Amelia and I first 'became intimate' I would quite often end up fucking her across her kitchen table, taking a particularly perverse delight in the knowledge that a couple of hours or so later, she'd be sitting down to eat there with her old man when just a little earlier, she'd been face down over it, screaming in orgasm!!
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When I say 'older women' that's older than me, not just my daughters! |
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#223
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#224
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I don’t know if unique, but definitely bizarre. After college, the first year I was going from girlfriend to girlfriend. This one I met at a party and had a one-night-stand turned into some more nights. We didn’t date as much as we’d go have dinner as a prelude to sex. This night we were on the street by her home making out in my car. She still lived at home so we couldn’t go there, we were too far from my place to drive in the state of passion we were in. We needed it now.
She suggested the cemetery at the end of the street the next block. Weird, yes, but I was also a horny 22 year old. New drove down, and went sort of near the back, driving with the lights off. I had a blanket in the back, so we got to it. We didn’t do it on any graves (seen too many cheap horror movies), but still a bit creepy. When we finished, we got back in the car and started to talk. Suddenly, some police car lights flipped on and an officer walked up to my window. Told him we were just talking and he gave some little comment about plenty of places to talk, and I know what goes on here, and told us to leave. Still wonder if he watched us having sex and decided to let us finish and get dressed. Also guessing not the first time she went there. |
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#225
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A confession box, at an old large church we visited on holiday..
No priest(?) on duty, and plenty people milling about,. it was very cramped, but fun! Hell, here we come. lol |
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#226
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It was a fairly low-rise apartment we were in, 3 storeys high perhaps, and one night after dinner and some wine we were on the balcony of the apartment with her against the railings, me behind her, feeling frisky as she sort of ground her bottom against my cock. My hand was up her sun dress, playing with her pert little bottom, working my way around towards her wet pussy. Wet not only because she actually was wet, but because it was a particularly hot, humid night, even by Spanish standards and we were both, already perspiring. I sort of expected that we'd slip out of our clothes and make love in the bedroom with the air con cooling us, but one thing led to another, the next thing is that my shorts are around my ankles and then off, and I've got a semi hard cock pressed against her bottom. She pushes back and leans forward until her head's resting on the railings, and her skirt's up over her waist, beautiful pink cheeks on display, and a little trickle of sweat coming down her back. I thought we'd end up doing it doggystyle, but whether it was the wine, the warm air, the natural lubrication of sweat, my now hard cock slid against, and into, her virgin ass. Until then she'd never encouraged ass play, let alone anal, but suddenly I'm balls deep in her ass and, rather surprised by it, and half expecting her to stop me, blew a full load into her as she was stroking her pussy...and that in turn led to her cumming very quickly. In terms of duration, it can't have been much more than a couple of minutes. She stood panting against the railings and whispered at me 'you weren't meant to put it there and I wasn't meant to let it happen but by God that was good'. Now, on subsequent evenings she repeated our location, but with her ass again 'unavailable' and it was doggy for the remainder of the holiday. I wasn't complaining, but some more anal fun would have been marvellous. |
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#227
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How about in the back of my girlfriends parents station wagon, with her parents driving and her two sisters in the middle seats! We were on our way back from a Florida vacation where her parents kept us apart all week. We screwed daily before the trip and we couldn't stop ourselves.
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#228
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We had spent the day shopping, hanging out at an arcade, getting kicked out of a casino for being underaged, and just enjoying a day off of ranch work. It was getting dark when we left for the hourish ride back. About 20 minutes into the ride their mom and the foreman are absorbed in conversation, my buddy and his brother seem to be sleeping, and I thought his sister was sleeping too with her head on my shoulder as she had not said anything or moved in quite a while. I was wide awake for some reason. Garth Brooks "That Summer" (song about a young boy working on a ranch where he is made a man by an older woman) came on the radio and I felt his sister move (apparently she was not sleeping). She reached over and unzipped my wranglers, reached in, and started playing with my dick. Then she pulled it out and started giving me a slow hand job. I was scared shitless that someone would wake up and notice. Then she dropped her head down to my lap and started sucking me gently and quietly. As I got close I was trying to control my breathing so no one would notice. My friend still had not figured out I was fucking his sister (or at that point she was fucking me as I was new to the game) and his mom never found out. I finished and she did not let a drop spill while I was working to stay quiet and crossing my fingers a car did not come the other way and light us up with headlights. Neither of us said a word and she went back to resting her head on my shoulder where I think she eventually fell asleep. It is probably a top ten experience even today 25ish years later.
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#229
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On the floor in a sleeping bag in my girlfriend's living room as we pretended to still be asleep while ear dad watched tv in front of us while he was on his recliner when we were 19. Best part was it was anal so we had to struggle to be quiet. Or at a night concert in a park in Lake George. My GF at the time sat on my lap while we sat on a blanket, and she wore one of her dresses with a nice easy access rear zip. Not only did her dresses create a stir (look at my posts and you'll see why) but they made it easy to fuck her without anyone really figuring it out. Also did her up her ass in the ruins of the old hotel on top of Overlook mountain by Woodstock. Had another gf I reamed on the outdoor patio of the Long Center in Austin late one night, on the section that lights up from below with various colors randomly.
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#230
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Not sex, but I was climbing a mountain in Italy and when we got to the summit my girl dropped to her knees, pulled my cock out and sucked me off. I could hear the goats bleating not to far away. Hopefully some Italian shepard got a look from the bushes.
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