Lord and Taylor Security Room
 

It was nearly 10 years ago and before Phipps was remodeled. The security guard kept following me around the store. I thought he thought I was a potential shoplifter. Then I realized he just wanted to play. He took me back to his office with all the video monitors and we jacked each other off. He had a nice one.

Where else:

Office at work (on the weekend)

In the car driving down the highway

I guess Phipps was the strangest.

Many years ago when I was about 14, I got home from school and no one was home. I thought it would be fun to pull up a chair to the front window of my living room. I did so, took off all my clothes, propped my feet up in the window sill, and proceeded to have one hell of a jack off session.

My house was isolated and couldn't be seen from the street, and we just had neighbors on one side, who couldn't see the window from their house, and I thought they had just moved out of their house that day anyway.

All of the sudden the Mother from next door comes walking right in front of the window, and proceeds to the front door and starts knocking.

I fell to the floor and scrambled to get my clothes on, and finally answered the door all out of breath. All she wanted was to borrow a broom.

I still wonder 40 year later, if she saw me wacking off in the window.
:o

Thus far, the strangest places I've jacked-off in are my office at work, and in my vehicle while commuting home from work.

The strangest place I've ever jacked off? Well, in the dome of a "capital" for one. I was working for an elected official. Between meetings I would cruise about through the government offic buildings when this one time I caught the eye of a facilities administration employee. We cruised into a john, but he said he had a better place. So I followed. Elevators, locked doors and stairs later we ended up in the Capital dome in an ante chamber between the cat walk and the staircase that lead out onto the top of the dome. All we did was jack each other, but it was hot knowing that I was fucking around on government property instead of being fucked over by the government.

Used to beat off in college toilets, library toilets, etc. Love it...

We had an unsanctioned tradition in the USAF that flight instructors would spooge the front seat of an F-15B the first time a new guy flew in it. "I'm making an Eagle pilot!" I quite enjoyed that.

There was one flyboy under my tutelage I was particularly enamored with. Never did get with him the way I wanted to, but I did jerk off in his flight suit and/or helmet on a number of occasions before he donned it. I don't know if he ever was aware of it.

Back in high school, the mother of one of my buddies owned a beauty parlor, and he'd often clean it up in the evening. One time, he got me to help him. We had about 15 minutes to kill after finishing up before his mom came back to take us home, and being the ever-practical and efficient German I am, decided we should shoot off. We hauled 'em out and were stroking away when I had a monumentally capital idea: "Hey! Let's shoot in the hairdryer domes!" Next thing you know, two of the dryers were loaded with horny Catholic high school boy cream. We joked that it was probably the closest the women who would sit under them in the morning have been to cum for at least 3 decades.

In auto shop in high school, one time I snuck into the garage before class and shot straight across the back seat that had been removed from a '57 Bel Air we were working on. (Lordy, I wish I could still "go long" like that!) Unfortunately, the guy I wanted to "discover" it wasn't the one who did. Talk about a wated load!

I was on a crush-loaded, un-air conditioned, NYC subway train one PM rush that got stuck under the East River for almost 2 hours. It was a sweltering summer day, and I decided to step out onto the passage between the cars (it was one of the slanted-front trains that has a balcony-like deck between the slanted end cars). There already was a guy out there, and I could tell he'd been playing pocket pool. I gave him an approving nod, and he resumed. A couple of minutes later, he came toward me, pulled his out, unzipped my slacks, and hauled out my goods. He sucked me some, but was nervous that folks in the cars might see. We stroked each other off, and shot a couple of mighty righteous loads on the glass in the door.

When I was at Berkeley, a couple of my buddies and I had a weekly j/o club that met in the evenings during the spring of 1972 on the east walkway of the Golden Gate bridge. If there wasn't a lot of ped traffic, we'd haul 'em out and spew mid-span; otherwise, we'd go to the Marin end and shoot down from the bridge onto Conzelman. Sometimes unsuspecting bicyclists or peds below got spritzed.

I was leading a corporate retreat in Jackson Hole. Five of us arrived a couple of days early to set things up, and one of the gals booked a private hot air balloon tour for the group. As things would have it, the others had gotten plenty wasted the night before, and I wound up as the only passenger on the trip. I was really glad about that! The pilot had major wood-and-leak inducing good looks; rugged, handsome, amazing blue eyes. He also had a wonderful personality. It turned out he was also a former zoomie, and we talked some about how more sedate and soothing this kind of flight was. When he found out I had done a stint as a flight instructor, he got a really mischievous look on his face. "Ever shoot your wad in the cockpit?" he asked, knowing full well what the answer would be. More chitchat, our dicks came out and I was stroking both of us as we just floated through the sky. I sucked him off and swallowed his load. I then positioned myself to get a clear shot over the basket and spewed down from the heavens. That was one heck of a nice way to "commune with nature." ;)

The strangest places I can think of are:
The shower in the fitness center of our office building
Standing on the edge of the road in a rural area.

The most exciting was going to a news stand and browse the gay porn hoping to get someone to follow me to the bathroom near by. I never worked... But I'd always jack off in the bathroom stall.

I loved jacking off outdoors
 

From the time I was about 13 all the way through high school I jacked off every second I could. Nothing got me off more than doing it in public places. I used to love going out after dark and walking through parks. I used to get completely naked right in the middle of the open park and jack off. I jacked off on swings, monkey bars and everywhere else you could imagine. I also love going to school yard where there was a little more light and a little riskier as well.


One night I was completely naked in the middle of this park jacking off when an older guy about 55 or so caught me while walking he dog. I was completly embarrased but I didn't have any clothes on at all to cover up with. He told me not to be ashamed and that he used to do the same thing when he was my age.
He told me that he used to have a friend who would do it with him as well. He asked if I had a friend who I jacked off with. I was getting turned on by now so I told him the truth and said yes. (My friend never jacked off in parks with me but we used to have sex every chance we could find). He told me him and his friend used to help each other and asked if me and my friend helped each other get off. I told him yes. He than asked if he could help me get off and again I said yes. He tied up his dog to a tree and than made his way back to me, removing his clothes as he came. We were both completely naked now and we took hold of each others cocks. I told him I liked sucking my friends cock and he told me he liked sucking off his friend too. We imediatly got into a 69 position and sucked each other off right there in the middle of an open park.

I also love jacking off in public washrooms. There has been many times where it has led to sex right there in the stalls but the hottest times to me is when me and the guy in the next stall are both jacking off and breathing hard and moaning for each other.

jackin off is my fav thing to do
 

love all the ideas here. I have done a lot of them too! airplaine/bus/train/subway/urinal/stall/ski-lift (with best friend when 15)/ changing room/theatre/car/backyard/sidewalk/balcony/ferry/cruiseship/sauna/steamroom/hottub/work/

How's this
 

Sitting naked on the hood of my carin the back parking lot of a closed shopping mall, being jacked off, and jacking off the bi guy my ex-wife worked with, while she watched. We finished up by licking up each others cum and sharing it with the ex.

Quantity -vs- Quality
 

Like many replies to this question, the shear number of different JO places I have used makes it difficult to pin down the the strangest one.

I have dumped more loads in ABS video booths then I will ever be able to remember, not to mention theatres, bathroom stalls at work or in a shopping mall. I JO at least once in every city I go to as well as during my morning shower of every out-of-town overnight visit.

When I was in junior high, I left my siblings watching TV to JO in the bathroom so I could use the microscope that I got for Christmas to examine my cum.
While in high school, while on a family vacation in the vast forests of northern Minnesota, I took a long walk in the woods by myself. After an hour of exploring, I ended up by the shore of a quiet, secluded bay. The warm sunshine and fresh air had me invigorated and, as usual, horny. Through the shield of brush that partially obscurred my view of the bay, I could see a small boat with two people fishing - it looked like a husband and wife combo, probably in their young thirties. I was standing in a clearing - exposed bedrock big enough to park a car on - surrounded by dense forest, and about twenty feet from the shore. The two people fishing and I were probably the only ones within a mile. I stripped and laid down on the sun-warmed flat stone to sunbathe and it wasn't long before I jacked off and had a puddle of cum on my stomach. Occaisionally I threw a glance their way and I wondered if they could see through the brush better that I had thought - part of me wanted to show-off and part of me was mortified that I'd be caught. Eventually, they pulled up anchor and motored past me. I watched them from my prone position and thought I noticed them stealing glances my way, but it was probably wishful thinking - I fantisized that they came ashore for an afternoon of hot 3-way sex!

I read in CFS that a small park near the airport was a place to hookup with guys, but I had little luck the times I parked there. (I later learned that the shyness that kept me from making eye-contact pretty much torpedoed my chances of success.) Eventually, I explored the area and found some trails that lead away from the parking area into wooded areas. Despite the No Trespassing signs, the trails appeared to have plenty of use, based on the litter I found (candy wrappers, cigarette butts and a few used condums - COME ON PEOPLE - CLEAN UP AFTER YOURSELVES!). One sunny afternoon, I tried again. After parking, I walked over to the stone wall by the ridge and watched a variety of commercial aircraft come in to land. Cars came and went while I was there but no one seemed to be connecting. Another car came in and the driver sat in his car, seemingly waiting for someone or something. While trying to figure out if I should try to approach him, another car entered the parking lot and all his attention was transferred there. He stepped out of his car and moved to the No Trespassing sign while glancing back over his shoulder at the newcomer, who exited her car (yes, HER car) and followed him at a distance. I guessed that something good was about to happen and waited five (very long) minutes to allow them enough of a head start, then slowly followed them in. I walked for ten minutes without a sign of the couple and started to think I had guessed wrong when I heard a noise. They had progressed further down the hillside to a wide spot in the path where she was bent over, holding on to a small tree. They both had their pants at their ankles and he was bangin' away like he'd never get to again. They were probably 80 feet away from me and facing my right, so I had a head-on view of them but they would need to turn to look in my direction. I whipped it out and started to stroke while enjoying this voyeurisic delight. After awhile, I reasoned that anyone screwing outdoors would probably be open other things, like say a 3-way, so I stood up - hard in hand, whacking like crazy - to advertise my presence. I shouldn't have been surprised that they didn't notice me, they were pretty well lost in their fun and the wind blowing through the branches surpressed any little noises I made to try to announce my presence. I was getting close to climax, but I wanted to save it in case my fantasy would come true. I took a series of single steps in their direction so that they could see me from a distance - I didn't want to walk up to them unless they indicated it was OK. After the fifth step I could see that he spotted me: he froze - probably in shock that his 'love shack' had been discovered. He leaned over her back to tell her and they both started to pull up their pants and straighten out their clothes, quickly though clumsily. I immediately regretted acting on my fantasy, for I caused their coitus-interuptus. I'm sure it would be no consolation to them, but I didn't get to cum either. I tried to say "I'm sorry" but I doubt they heard me. I zipped up while quickly heading back to the parking lot to leave.
Come to think of it, I bet she never did allow him to do that again! (At least, not at that park.)

Once in a while I JO in front of the computer, but there's nothing too strange about that, is there?

Jael

PS: I never have to choose between Quantity and Quality - it's ALL good!

PS: NewGuyInMD - that's a pretty hot situation - are there additional stories along that line?

My ex-wife used to love watching and joining me with guys, and that led to some pretty wild things.

maybe I'll start a thread some time and tell about some more of our fun.

Watch Your LanguageQ
 

It’s quite a question. I’ve been jerking off since I was about nine years old, when what had been just an erection suddenly exploded all over me and I realised what a feeling that was.

I’ve done it in all the usual places, sometimes accompanied by guys with the same idea – parks, toilets, cars etc.

I guess the strangest place would be the school Language Laboratory. I was only about fifteen and the lesson was boring. I just stuck my hand in my pocket and was met with a great hard-on, which I couldn’t ignore. So I just went for it, hopefully discreetly, but I think a couple of guys noticed. And it’s not a great idea because you have to try and walk upright afterwards when your trousers are full of the sticky stuff.

Other than that – well I don’t know if it counts, because I didn’t do it myself, but I was jerked off by a guy in a very crowded lift (elevator). He was in front of me and just reached back, opened my flies and by the time we got to the top floor he had a handful. I realised how difficult it is not to shout out when you’re coming.

The only other one I can think of wasn’t a strange place but a strange situation. It was with one of my first boyfriends and I was on the phone to a friend. Not only did I have to talk whilst I was jerking off and coming, but I also had to say ‘hang on a second’ whilst I took a load in my mouth and had to then continue the conversation.

OK, I think I take the cake for Most Bizarre Location. On top of the Lesser Wild Goose Pagoda (Xiaoyanta) in Xi'an, China. No one else was there and I had a quick JO just so I could remember it. Guess this was in 1988... that is, 1,336 years after it was built.

There's So Much To Choose From!
 

Heck, I've been jacking since I was seven and I "invented" it! It was a boring day. I had taken a walk in the woods, was hot, and tired and my thing had gotten hard so I was playing with myself. It felt so good I kept it up and after playing long enough, this white stuff oozed out.

I had no idea what it was, but it felt so good. I honestly thought to myself that this would be a great thing to tell other people about. Luckily I didn't! My parents would have freaked!

I guess the strangest place would be either on the side of I-40 or in an abandoned picnic ground in New Mexico.

Time was I had to drive from Tennessee to Arizona regularly. I knew every bit of I-40 by heart! One evening, just about sunset I had just crossed into the Texas panhandle when one hell of a lightning storm blew-up in the south. I realized that I would have an accident if I didn't pull over to watch it about the same time I saw the picnic area. It was one of those old-style rest areas, not rest rooms; nit a bunch of shelters not too far off the main road.

While watching the storm pass to the south and smoking a cigarette I saw that someone had used this for a rest of another kind in the none-too distant past and had left their porn behind.

The air was so nice and wind so brisk and the porn so hot that I decided to strip down right then and there and have myself a good jerk session. I finished and allowed the wet breeze to cool me off for a while and then dressed and headed back to the car. Stopping only to leave the magazine for the next weary traveler. It is amazing how a nice slow wank can help you recover your energy for driving.

Another time I was on a trip to Albuquerque. As is my wont, when travelling, I took an afternoon drive to explore on my day off. It was on one of these weekend excursions I came across the picnic area. It was in an old federal park up against the foothills and screened by stands of piñón and creosote.

The air, the sun, the day, the smell of the pine and the sand made me want to get naked and once naked, what else is there to do?

Actually, a couple hikers came along while I was at it. But as they were buck naked themselves and looking at each other lasciviously, it is unclear if they even noticed me.

:D

For me I would say the strangest place I have ever jerked off was in my middle schools hallway. I was one of those guys who used to get to school early to hang out with friends and mess around and what not before class. So any way one early morning I got to school got my books from my locker and no one was there yet none of my friends or nothing. Just the occasional teacher walking by heading to their rooms to get ready for the day. Well any way I was feeling pretty frisky and wanted to do something about it. They had not unlocked the bathrooms yet so I went to a class room near my locker, and all of the classroom doors are indented from the hallway so I could stand in the door way and not be seen if you looked down the hallway. So I stepped into an entrance to a class room and whipped out my pathetic little cock and began to beat off for all I was worth before I got caught. As I was doing it I had heard doors opening and closing so I rushed to get done, but I did not hear any foot steps coming my way at least. When I came I shot it all over the side wall before the door. I zipped up and got my self together quickly. No sooner had I finished then a few of my fellow class mates came around the corner.

The other odd place I would say I jerked off was on the green at a golf course near where an ex g/f lived at the time. I was walking home from her place and upset we did not have any sex. So I was all worked up so I walked over over to the golf course and at night I was all alone so I took my pnats off and liad on my back on the green and jerked my self off nice and slow.

OK I guess that is it from me nothing major, but I just thought I would share.

Probably the strangest place I have ever jacked off was in the supply closet in the locker room of my Health Club. I finished my workout and was feeling really horny. I've jacked off several times in the locker room showers, but wanted to try something a little more exciting and daring. It was about 15 mintues before closing time, so there weren't too many people around. So I thought, hmmmm....the supply closet sounds kind of interesting. I carefully looked around, then opened the door. It was a fairly small room, with a large industrial-size sink, mops, rags, cleaning supplies, boxes, etc. Everything you'd expect to see in a supply closet. I entered the room in my sweaty, smelly gym clothes, closed the door behind me, and starting rubbing myself through my shorts. The thought of someone passing by on the other side of the door really turned me on. I pulled down my shorts, took off my shirt, and starting to slowly stroke my dick. I wondered if anybody else had ever done something like this in here before. I thought this would be a good place to mark my territory! So I continued to stroke my hard cock amidst all of the mops, rags, and boxes until I shot a nice hot, healthy load of cum all over the floor. Some of it hit the boxes and some went into the sink. I stood there for a minute or two, looking at the results of my labor. Then I put my shirt back on, pulled up my shorts, and hoped that nobody was around when I opened the closet door to leave. Luckily, nobody was there. I left the gym that day feeling like I got my money's worth!

I wold have a hard time thinking of where I haven't jacked off. Done it just about everywhere. I started rubbing my dick regularly when I was about 8. By the time I was 11 and could cum I had my cock out every chance I got. I have stroked and cum in swimming pools, hot tubs, beaches, parks, rest stops, campgrounds, gyms, and once in the family car on a long trip. I was in the back seat with a blanket on me pretending to sleep while my parents were driving. Once in middle school I rubbed one out under the desk during class. In gym class in middle school me and another kid sometimes snuck off together to jack off.

When I was 13 I had to spend two weeks in the hopital with my leg in traction. All I could do was lay on my back. I was used to jacking off 4 or 5 times a day but now I had no privacy and no way to clean up so I was really frustrated. My second day there, the nurse comes in to give me a sponge bath. She closes the curtain around the bed and pulls all the sheets off of me so I am totally naked and of course I am instantly hard. She doesn't say anything about it but as she gets everything ready my cock is twitching and throbbing and leaking precum and it is all I can do not to cum right then. As she is washing me she can tell I am about to explode and kind of teases me about it. Then she asks me how often I masterbate and when I told her she asked me the last time I did it. I told her the last time was the night before I went to the hospital and she laughed a little and said that explained why I was so worked up. Then she told me she needed to check on something and would be right back. She left a washcloth on the bed stepped away leaving the curtain closed around the bed. I think I started to shoot before she even reached the door. I cleaned up the
cum and then she came back in to finish. Every other day for the rest of my stay she would come in, close the curtain around the bed, wait for me to jack off, then give me my sponge bath. Not really a strange place but kind of wild jacking off in a hospital bed with a nurse right on the other side of the curtain knowing what I was doing.
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Chairman of the Board
 

On a 20 foot long conf room table in the Chairman of the Board's office in a Bank in Montgomery Alabama (2am night shift) also fucked my girlfriend there...

Both at work: HVAC blower room. This was the cold air/coils room with the huge barry blower/squirrel cage fans you could almost stand in (if you were short and they were off) that blew the air into the computer room under the raised floor to keep the mainframe computers cool. Kinda like being in a wind tunnel? It was quite cool and noisy. I let my cum get carried by the wind/sucked into the fans. UPS Battery Room The Uninterruptible Power Supply room for the computer room. I was cleaning the batteries and leveling off the electrolyte., and decided to JO., after all I had plenty of rags on hand. lol

in a corn field w a farmhand at my friends family farm. was helping out and we were on opposite end of field about ready to end the day. i was beat so we sat on a wagon to catch my breath and got to talking about stuff. i knew this guy was up for most anything by his reputation, the talk turned to sex and we continued to talk as we short cut through the field. he said he was awful horned up after the talking and told me to look at this. he took it out and started jacking off. i figured what the hell and joined him. too tired to cum, but not when we hooked up about a week later. i normally dont top, but i did w him

I was in a courthouse men's room in a handicap stall watching porn and jerking. It was busy in there with people coming and going. I am pretty sure that people could see through the crack in the door as they walked by. I could see them clearly looking as they passed. I blew a pretty big wad that day.

Adult bookstore
 

I went with my pig bottom faggot Kirk who took me there. We went in the booth and got naked Kirk got down on his knees and started sucking my cock at first while it was soft and in seconds I got hard as a rock cause Kirk is a great cocksucker. I shot my load quickly and then he started chewing on my foreskin and my big fat balls. I got hard again in seconds. This time I lasted a lot longer. I have a big fat 8 inch cock and he made me cum again and once again he swallowed all of it. We went in the bathroom and I pissed in his mouth and he drank it all. We went back out and found another cocksucker and invited him back to Kirk's house which is 5min away. Well first we went outside in his yard while I sat down and both of them went down and started sucking my cock at the same time. One would suck my cock while the other one chewed on my balls. They would switch positions and at one time they were both nibbling and licking my cock one on each side until I couldn't hold back anymore and shot my load on their faces. I licked the cum of their faces and spit it down their throats. After a few more loads of cum they both laid down on the grass and I pissed on both of them. I can't wait to go back to the bookstore and do this again. I hope you enjoyed my story