Have You Ever: Been A Peeping Tom?

We know, we know! This is kind of a creepy question. Not to mention, very few people would actually admit if they’ve spied on their neighbors. If entirely necessary, feel free to change this Have You Ever into a Would You Ever. As in, would you ever consider looking through the windows at the really hot guy next door?

Even though I’ve lived in neighborhoods with some pretty hot men, you can rest assured that I’ve never hidden outside and pleasured myself in their bushes! However, I’ve been known to steal a casual glance while walking past their houses. Oh, don’t act like you’ve never been curious! I mean, what if they’re waiting inside, making out naked and holding a sign which reads “Come join us”?

– Dewitt

29 thoughts on “Have You Ever: Been A Peeping Tom?

  1. I have to admit that, yes. I have watched neighbors. Once while living in a high rise apartment in here in Cleveland (I was near the top floor) I happened to look down & out my window and saw this incredibly hot guy walking around naked and hard as a rock. As i watched him walking towards his bedroom, this equally hot woman was laying there waiting for him.

    They had awesome sex for what seemed like an hour, and I must have cum 3 times. Ahhh, the pleasures of apartment living!

  2. I lived in an apt. in L.A., my bedroom window looked across at the next building where this hot straight guy lived. He would turn his blinds that looked like closed to him, but like a picture window to me. He loved to be naked and seems like every night he layed in his bed jacking off. It was hot watching him play with himself and shoot his load all over his stomach. Sure miss not living there !!

  3. I do on occasion. I don’t plan it – it just happens. From my kitchen window I can look directly down at this neighbor’s bedroom. He doesn’t have curtains or blinds and normally he’s just laying in bed reading in his underwear.

    I don’t regularly stare. Normally when I grabbing a drink from my fridge from the corner of my eye I’ll see his pert bubble butt in these tight undies looking at me.

    However this one time I did catch him jerking off. And I mean he was going to town. I was surprised to see his packing a nice tool. And the cum shot! Good lord. It was one of the most erotic moments of my life because it was so awful and dirty and kinky but hot.

    Anyway, I immediately called a friend over and fucked his brains out like 3 times – the recent events just playing over and over in my mind.

    I still see him in his underwear. Haven’t caught him stroking it though. =(

  4. Yes, oh yes I am a voyeur! Love catching glimpses into other guys rooms/apts/houses.

    Used to live in a house that was 2 addresses away from a 6 story condo. Mine was the only bedroom that faced to condo. Not only did I connect with one guy in the condo on the 4th floor (we’d jack off for each other in our windows) but gacve the guys one floor below a New Years eve show for their party.

    Guess I’m a bit of en exhibitionist too 🙂

  5. When I was younger. I used to watch the landscapers from my apt window. I’d jerk watching the young shirtless sweaty guys working. I’d yell out what I wanted to do to them. Too bad they never heard me.

  6. can’t say I ever have. Not that I wouldn’t, just haven’t. but that pic above reminds me of that Prince song “Erotic City.” “I just want your creamy thighs.”

  7. In my penthouse condo I looked right across some greenery to another penthouse as high as mine. The stud living there never closed his blinds – he liked being seen. Too bad he was straight. I saw him fucking some great looking women, but my eyes were on him. He was about 6’2″ and would remind you of David Beckham. It was good seeing how straight guys go at it – but my mind was on only him.

  8. I must admit that I have watched neighbors as well. I once lived in a highrise apartment building, and every night a between 10:30 and 11:00 I could watch my downstairs neighbor jacking off. It was hot watching him stroke. He was not all that hung, but boy would he shoot a load. The sitting room of my current home has floor to ceiling windows and I have been known to give a couple of shows myself. 😉

  9. In my last apartment there was this cutie next door who used to wash his SUV every other day it seemed. Always the same green basketball shorts and never a shirt. I could go upstairs to my bedroom window and watch him the whole time and don’t think he ever saw me. I was convinced he was gay but then this mean looking girl moved in with him and I saw his wedding announcement in the local paper : (

  10. This hunky hung Greek guy who was a waiter at a local diner used to walk around naked all the time with no curtains on his windows and directly across from my apartment terrace. One evening he brought home a buxom woman and pounded the hell out of her – actually all I could see was his big round hairy ass going up and down, but that was perfect.

  11. I love this topic! haha Its one of my favorite! I never stood outside a window and jacked off or anything, but I used to live in an apartment where I could look right into this hot straight boy’s window and watch him changing and stuff…what a turn on. But he ended up going to jail for robbing a local bank. lol And then I moved.

  12. If someone has their windows or shades open and you can see it from your place it doesn’t seem so wrong to me…I have been hoping to witness a free show for years, but unfortunately never lived in the right location with the right neighbors. Standing in the bushes outside someone’s window seems creepy though.

  13. I enjoyed two situations in the same apartment building. First apartmant was on the inside of the U looking directly into the windows of the apartments on the other side. There was a very ripped guy on the other side and down a floor who never closed his blinds and walked around naked all the time. There was even a window in his shower. Later, I moved to the other side looking directly into the apartment building across the street. Same situation as before, but the guy would lay on his bed facing the window and jerk off about ever night. He also watched a lot of gay porn movies which were easily visible. After some time another guy moved in with him and they would have sex – alot. I admit it was hot, but it was also kind of intrusive if I came home after dark and had left the blinds up. Still, I was pretty bummed when they moved out.

  14. I walked down Seattle streets – living in Vancouver BC – and saw a basement apt with two guys just a pounding each other with a fury. Then then toys and ropes and s&m started. I took out my tool – 3 am and kept
    right up until I heard myself forgetting to
    shut up and i was a little too loud as the twosome became a 3 some. I was cumming and
    so excited as the two guys went up and down
    this hotties fat dick – harmonica?

    I shot in seconds and it came on their window. But I so regret not shutting up.
    It was just getting better and better.
    But the 45 minutes was brilliant.
    I broke the rule of silence to the 4th wall.

    #2
    I had a roommate who used to keep the door to his room open a little – just enough to see in without forcing the door. One night
    he brought home 4 big muscled tops – he was 25 and strikingly beautiful as a chiseled man himself. A line of 4 guy who were standing in a line – as he was being fucked against where in a line up ended by the wall exactly by the door. He looked at me – and knew I was getting off on it as much as he was. It was a test. It was a invite!

    Each naked buff butt basher waiting for their turn and all staying until the last guy blew his load. But the door open so I saw him clearly and the topmen 50% – oh, yeah. One or two saw me. Didn’t give a damn.

    We soon went into hosting sex parties.
    I hosted brilliantly. Providing what was needed, a bell at midnight and a special role play, leather whipping or hot wax demo with my roommate was optional in the living room as a diversion.

    He entertained brillantly. He seduced a lot of men to come over just for him – who stayed and made a night of it. Sometimes into the next morning. My friend inspired people to feel free and happy to fuck and play. Talk and enjoy. Rest and even ask he and to do scenes they made up on the spot
    We all had fun. Peak of my life.

    18 months later he was transfered x country.
    I had to say with the scenes he introduced
    me to – and the great people we invited – I was in tears when he left. I was so new to group sex, and breaking all hangups.

    #3
    For fun we went to a sex basement party – started a 13 person dog pile fuck/suck and rim party, crawled out of it and sat and watched with glee.

    NOTE OF INSIGHT
    When having a sex party and someone, a specific guy (or two) is totally forcing things or not working out, creepy or just not feeling right in your gut … take him aside in a kind way, just mention that you believe things aren’t working out at thisi time. He leaves politely or not, and thank him for coming not matter how it goes. Low key.

    It lightens up the entire party and folks love to return to a safe space that they feel is protected and respected.

    My roomie said I taught him about fearlessness and being polite in asking people to go to get the perfect mix.
    I learned that with a highly confident person my own confidence was incredibly sexy. Also that my inner slut is a beautiful thing. Now I create differently.

    Truth? – I have never had such fun.
    Best sexual playtime recreationally of my life. It’s electrical to even think of his name.

    I loved him. I didn’t know that because we were so damn busy in weekend sex parties.

    People say I should write a book. No – it’s not neccessary. But in short vignettes like here – it’s a pleasure to share.

  15. YES, not really meaning to do so, but i think most are a bit of voyeur inside us….. a few years ago, a hispanic family withsingle mother, older teen boy and younger teen gal lived next door, on the side of the home i was sharing with 4 roomies, there one bedroom window faced our side gate and garage…. when i would go to put out the trash at night, i could easily see into the bedroom of the teen boy (no curtains, no shade)
    i tried not to peep in but i was curious, and a few times i saw him naked, dressing/undressing, beating off his big thick uncut cock, and once fucking the shit out of his teen girlfriend…. he was “jailbait” but it was still hot and i jacked to the thoughts about it once in a while

  16. YES, not really meaning to do so, but i think most are a bit of voyeur inside us….. a few years ago, a hispanic family withsingle mother, older teen boy and younger teen gal lived next door, on the side of the home i was sharing with 4 roomies, there one bedroom window faced our side gate and garage…. when i would go to put out the trash at night, i could easily see into the bedroom of the teen boy (no curtains, no shade)
    i tried not to peep in but i was curious, and a few times i saw him naked, dressing/undressing, beating off his big thick uncut cock, and once fucking the shit out of his teen girlfriend…. he was “jailbait” but it was still hot and i jacked to the thoughts about it once in a while

  17. Does it count if you are in the same room? In my freshman year of college, my straight, and incredibly hot roommate would sometimes wake me up when coming into the room late at night, and he always changed into gym shorts before bed, i didn’t mind.

  18. Does it count if you are in the same room? In my freshman year of college, my straight, and incredibly hot roommate would sometimes wake me up when coming into the room late at night, and he always changed into gym shorts before bed, i didn’t mind.

  19. offcouse, i have a great view from my window, and i have 2 sexy neighborn, really hot, kind of black, and one of them have beautiful green eyes, sometimes, when they come out to the balconi only wearing them boxers, and i have a part of view to the room of one of them, sometimes he forget to close the courtain and let people watch him get dress.. 😛

  20. I haven’t been lucky to of had neighbours to watch however I used to live on the 11th floor of a series of high rise flats that were 20 storey high. I used to have a pool table in the front room along side a long double window and I used to get my partner to bend over it while I fucked him we used to do it as it turned us both on big time. I would leave him there once I seeded him with his arse pointing up for whoever wanted to see and then I would go back and fuck him again.

  21. I was in a hotel in a foreign city and I looked out the window and there was this guy and gal going at it. I turned off the lights, pulled up a chair and enjoyed the show. Could not see too much but did see his ass going up and down. It was clearly a hook up because after he finshed he pulled up his pants and left!

    Another time I was in a hotel and in the middle of the night I started hearing noises in the room next to me. Could not see but I could hear it going on and on. Kept wanted to go knock on the door and say let me join in or keep it down!

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