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Old 03-07-2022, 11:00 AM   #61
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The riskiest place I have masturbated is on our seafront promenade on a bench naked on a sunday morning and was watched by a total stranger .
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Old 03-07-2022, 10:48 PM   #62
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my riskiest place was on the side of a busy highway with cars n trucks going by
i masterbated n came on my rear bumper
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Old 03-11-2022, 02:15 AM   #63
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Public library was probably the most daring... I even have some pictures of it...

Public or work toilets, as you are locked in a cubicle, I do not count as "risky"... The other funny jerking were the ones in the shop changing rooms... Either fully naked or in girls clothes... Chances of someone trying to pull the curtains are not big, but still, much higher than in the locked cubicle
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Old 03-11-2022, 10:46 AM   #64
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Quote:
Originally Posted by xtremedomme View Post
Where's the riskiest place you've masturbated? A place, where if you'd been caught, would have had serious consequences

For me, it was at a client's offices... I'd been online chatting with some of my boys during a meeting and got so wet and horny that I just had to cum... so I went to the ladies room and got off. There were several women who'd come and gone during my time in there... so if I'd been discovered, it would have been a disaster for my business reputation.
This is a difficult one for me as there have been so many and most its just been sheer luck I didnt get myself into trouble .
Parks , carparks , footpaths , public toilets etc .
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Old 03-12-2022, 12:14 AM   #65
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Probably one of the riskiest ones was at a nude beach. I had quite a good look on a quite hot lady and I was laying on my belly rubbing my cock in the sand and at some point I came.
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Old 03-12-2022, 01:03 PM   #66
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The most risky for me is my car in a big parking lot. Easy to lift the skirt a bit and play. If I can keep my eyes open the no one notices. Mostly people are not near me. There was a time when I was doing it and a bunch of people were walking by every minute or so. Just couldn't stop myself.
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Old 03-13-2022, 08:19 AM   #67
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In a drive through car wash with a car in front of me, a car behind me and my girlfriend next to me daring me to do it.
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Old 03-13-2022, 08:25 AM   #68
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I really can't remember why I did this one, but the most risky is whilst stood at the urinal on a ferry crossing from France to England. It wasn't to dover it was a much longer ferry from further down in France somewhere so the ferry was around 5hrs long.

The second is behind a tree in a forest. To end a long length of chastity I was told I may only cum if I do it on a tree, so I chose to drive to a forest and video myself cumming on a tree. On it's own that shouldn't have been particularly risky at all but for some reason I seemed to choose a time when cars with dog walkers just kept arriving and they all seemed to choose the route that went right by me.

Edit: I actually answered this already 15YEARS! ago.. 2007, and it was a much tamer answer of masturbating in a public shower block.
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Old 12-12-2022, 07:19 AM   #69
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hot tub in hotel
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Old 12-12-2022, 08:32 AM   #70
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Few risky places, in fields in broad daylight, sat on pavements at night next to roads with no clothes on at all, not even shoes or socks, my clothes being across the road in my flat. Riskiest though was probably in my street in broad daylight naked apart from shoes when I was 18.
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Old 01-22-2023, 09:11 AM   #71
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I have so many I guess lol, I have masturbated in all kinds of places, one very close at being caught was when I was looking after a neighbors flat and I stripped naked, masturbated on their bed and cum in a pair of the woman's shoes. Got my clothes back on and went back to my place to see them pull up only ten minutes later
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Old 01-22-2023, 09:34 AM   #72
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Question reminds me especially of two places:
1. Library of university. Booked a room for some study by myself. Was a late friday-afternoon. Needed some relief after a long week of studying. Was a window next to the door, through which I could had been seen.
2. Bubble bath/Hot tub next to pool of hotel.
Was already little bit horny when going to the pool. Went straight to the bubble bath, as i dont really like swimming. Was not a very big room and the bath was behind the pool. Was sitting there, when a hot guy joined me in the bubble bath. Felt my dick growing, especially when he left the bath and laid down on one of the 'sun beds'. Realised couldnt get away as my bonor wouldnt going to dissapear. Weared a swimshort with a velcro clossure at the front, so opened it and wanked until orgasm. Was my only option for escape.
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Old 01-22-2023, 01:57 PM   #73
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I masturbate frequently in hotel rooms with the drapes open. Usually, I stay in higher class hotels on an upper floor - often there are buildings across the way, but never been caught, that I know of.

One time, though I was in a cheap MOTEL (door faces outside, window at walkway level) - had to get off the highway because of a snowstorm so chose the first motel I saw.

Showing heavily outside. Nearly empty motel, went to my room, left drapes open, got naked, as usual, and found a porn magazine under the mattress. Pulled covers back and laid on the bed, started thumbing through the magazine, stroking my cock. Thought it was low risk because nobody was around. After a while, looked up and man and woman standing at the window watching me (lots of snow on their coats, so probably were there a while). Startled, I pulled the covers over me and they walked away and I finished my business.
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Old 01-23-2023, 01:06 PM   #74
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2 places that are close ties.
1. locker room at the gym. Not bathroom or shower but open lockeroom. Was very Horny and did a very quick rub.

2. In a store that shared changing try on areas with men and woman. It was the traditional one with simple door but very open. It was the type that an employee counted items you brought in. I was very horny after brining in a few woman's outfits. There was a few woman in line behind me. I got instantly hard when I tried them on. I did a quick rub and shot a large load. I used my socks to clean up everything well. I also bought everything so checkout person only did a quick count. But she smiled at me. No clue if smile was items or if she heard anything.
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