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Memorable Masturbation moments....

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Started by #289712 at 01,Jan,16 05:21
All of us have masturbated an endless number of times, had countless orgasms, a multitude of ways, and an encyclopedic catalog of varied situations. Yet there is always a few times that stand out, for one reason or another. I've got a few. Good,bad, funny, awkward, amazing, whatever! Cast your minds back, and please share with us all one or more of the times you were pants off, rubbing one out, that have stuck in your head ever since!! Can't wait!

Similar topics: 1.MASTURBATION CONTESTS   2.Mutual Masturbation   3.Best orgasm: fucking, BJ, or JO?   4.ABS hookups   5.Post-wank Enlightenment!  

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By Hornycock42077 at 09,May,20 10:34 other posts of Hornycock42077 
I have a jack off buddy who is hit and miss. I had the house to myself, and it was like 8pm. I thought I would try my luck , and gave him a call. I asked if he wanted to come over to watch porn, and Jack off. He surprisingly , he was on his way. The Lure of the big screen, and home alone must have sounded good.. I waited for him in my boxers. Once he showed up, I locked the door, and stripped naked. I really enjoyed being naked in front of him. I set up the vcr and TV all in the nude. I made sure to lay out in the middle of the floor, so he couldn't not see me. I took a slow and steady pace to prolong the pleasure. The first few hours edging had me releasing precum only. But the next few hours, pressing the edge had me releasing cum just not to orgasm. My buddy could see me all glistening, and kept asking if I had came. He usually paid me no mind. I promised to let him know when I was going to cum, so he could watch me. About 7hrs later I couldn't hold it back any longer. I began to moan and squirt leading to the actual orgasm. I grunted with every huge spurt. My buddy stared for every last drop. I stood up next to the TV for the next couple hours to work the vcr. MY huge orgasm dripping down my thighs and stomach. Goodtiimes!

By #603065 at 28,Oct,19 23:15
I will never forget my first time masturbating and trying to blow my load in my mouth.I missed and came on my face, chin and neck. Another time which i wont forgot is when I masturbated with a banana inside my asshole.I put condom on a banana and jerked off.Felt great when I came.

By submissivemartyn at 21,Sep,19 03:45 other posts of submissivemartyn 
My most memorable masturbation moment was my very first one;
I was 14 and used to do a paper round.One day my next door neighbour asked if she could come with me(she was also 14).On the round there was a playground with a big play house,she asked if I fancied a cigarette so we went into the play house and started smoking.As we sat there and smoked I kept glancing over at her and could see her panties, which were on view, and started to get a hard on.I had had them before but was not sure what to do.She noticed my hard on and asked if she could see 'it' so embarrassingly I stood up an pulled my jeans and pants down.She took hold of cock and started to rub it up and down,she did this for a few minuets and it felt really good.Then told me to do it myself and as I was masturbating she lifted up her skirt and took off panties and started to play with herself.I soon had my first orgasm, shooting my cum all over the floor and stood there red faced and embarrassed not understanding what had happened.She giggled and said it was ok and that she had spied on her older stepbrother a few times and was supposed to happen.We repeated this on several occasions and after a few months we even both got naked and she let me touch her small breasts and her pussy whilst masturbating.

By #519017 at 31,Aug,16 15:33
When I was sitting up in bed naked with my woman naked beside me. I had a massive hard on. She asked me how a guy masturbates. She'd never seen a guy jack off! So I lay back and as she watched I stroked and tugged a good one off, making lots of noise grunting and ramming my hips to put on a good show and fondling her boobs as she leaned over me watching. I made sure I took ages and splashed right up my chest. I think I impressed her!
By #595788 at 13,Sep,19 17:58
Sounds the same as my experience. I was sitting naked in bed with my woman in the morning after a night of sex. I was having a good rock hard boner. She asked me to show her how a man did it with his hand. I showed her, making sure I put on a good meaty show making lots of noise, and jerked a good load.

That and the first time I ever wanked of course. Oh yes and the first time I ever masturbated naked with another boy in a swimming baths changing cubicle.

By indianman at 11,Feb,19 11:36 other posts of indianman 
Some days passed one boy aged twenty five years hes masterbating my dick and sucked my dick. He agreed to take my dick at his ass hole. He played with my dick for a long time

By GloriD at 11,Feb,19 08:43 other posts of GloriD 
Very recently. I'm trans and when I started hormones I basically had almost no cum for a month. And if you look at my page, my ability to gush cum is something I'm proud of. At any rate about a week ago my ability to shoot impressive amounts of cum came back! Best wank ever, covered myself with cum, and it hasn't gone away since. The cum is a different consistency though but whatever there's lots of it again. I also have a considerably shorter refractory period, sometimes it's non existent.

By HardAtWork at 08,Feb,19 20:08 other posts of HardAtWork 
My most memorable one was when I knew this female family friend was going to be coming over. We had fooled around a little bit in the past...Touched and kissed her tits... She would just walk in the house when she came over so one day I decided to let her "catch" me masturbating...The wife wasn't home from work yet. So, she walked in and there I was, totally naked with my hard oiled up cock in my hand. She walked in and froze, looking at me, then turned her back so I could get covered up. After I put my clothes back on we sat down and were talking. She said, "I didn't what to do when I saw you there. Should I leave? Turn around to let you get dressed? Or should I help him finish? Of course I told that "help me finish" would have been the correct answer! I tried it again the next time she was going to be stopping over for a visit...

By MyArtwork at 08,Feb,19 19:22 other posts of MyArtwork 
These were fun lol

By 61-69 at 06,Feb,19 10:23 other posts of 61-69 
I was at a nude park last year and kept getting an unwanted boner, so I went into the bushes on the hillside overlooking the park to sort myself out. As it's quite secluded, it's also a gay cruising area. I found a quiet spot but after I'd started, I noticed a clearing nearby where two guys were sunning themselves so I walked over naked with a hard on and just wanked off in front of them as they both played with themselves while watching me. Not a word spoken.

By gingerhentai at 05,Feb,19 19:58 other posts of gingerhentai 
When i went to an adult bookstore to see what it was like. Porn was so so, but just being there made me spill on the floor

By nolongercurious at 05,Feb,19 12:36 other posts of nolongercurious 
Just last night I jacked off, setting on a guy while he fucked me with his cock up my ass, Gawd I came so hard and my load was huge.

By liketoedge at 05,Feb,19 11:49 other posts of liketoedge 
I will never forget that very first time. A nieghbor boy stoked me to my first dry orgasm and I've been hooked ever since. About 5 year later I will always remember to first time I was able to ejaculate...that was a proud day. I also will remember the times i did it with other friends growing up. We were always secretive about it but i will never forget those times
By spermkiss at 05,Feb,19 12:19 other posts of spermkiss 
Such lovely childhood memories. Fooling around with other boys is so normal and is part of growing up.

By knewbi at 04,Feb,19 13:37 other posts of knewbi 
Best wank session was while watching the wife being banged by 4 guys. 2 black massive cocks and 2 white guys. I started as part of the bang but found I wanted to just watch and stroke until it spit...

By #578258 at 28,Jan,19 00:33
I will never forget first time I masturbated and blew my load in my mouth. I was naked in bath.

By leopoldij at 24,Nov,18 18:47 other posts of leopoldij 
I fuck this Chinese girl and then go home
And masturbate to her pics

By #572448 at 22,Nov,18 00:50
I won't forget the first time I blew my load straight on my face.I masturbated and fimished all over my face.I was 14 and first time I felt how warm cum covers my face slowly.

By licksipsuckit at 03,Jan,16 07:32 other posts of licksipsuckit 
lve masturbated so hard it was life changing, *lix*
By t-rex at 03,Jan,16 21:48 other posts of t-rex 
Tell me more about it ??? 😊
By licksipsuckit at 19,Nov,18 20:54 other posts of licksipsuckit 
l'll message you and tell you more, its not something l tell many about, but definitely life changing *lix*

By wycowboy at 19,Nov,18 16:42 other posts of wycowboy 
I was walking home from a bar one night, drunk, and decided to cut through a golf course. As I was going through I realized I had an erection and decided to rub one out. I pulled off my pants and stood there wanking until I had a very good orgasm. That's when I noticed I was at the edge of the course and there were house nearby, close enough to have seen me. I don't know if anyone noticed (and don't care) but there were lights on in several windows. I like to think someone saw me and also had a good orgasm watching.

By leopoldij at 18,Nov,18 21:06 other posts of leopoldij 
I was challenged by a female colleague to masturbate in front of her when we were alone in the office. I did. No Sex involved. She just wanted to watch and I showed her. Of course, the idea of exposing myself and masturbating for a girl who'd never seen my cock before made me so horny that I shot a really huge cumload. When I finished she was saying wow, can't believe it. That was the most memorable masturbation session relatively recently. I've had many in the past though.

By #572188 at 18,Nov,18 20:53
I will never forget my mom's face when he came in my room just as I started ejaculating.I heard door opened, but it was too late.She saw my cock shooting my warm load all over myself.

By yeahright at 31,Aug,16 22:42 other posts of yeahright 
This one needs a little back story and a description of my bedroom. When I was younger the house we lived in was set up so that my room and my sisters room were next to each other with a bathroom between them that we shared. We each had a door in our room that led to the bathroom. My room was set up with the foot of my bed only a couple feet from the bathroom door. The bed was in the corner with a wall at the head and along one side. Well I had come close to being caught by my mom a few times but was always able to cover up and make it look like I was just watching TV or something. One day when I was 16 I think,I had just recently gotten home from school. I had football practice that afternoon so I had just finished up in the shower. Since I had the bathroom connected to my room I always just showered, dried off and walked naked to my room without worrying about anyone seeing me. Well this particular day I had done just that and was sitting naked on my bed leaning against the wall. I was sitting cross ways on my bed so that I was only a couple feet from the bathroom door and decided to rub one out. I was getting really close to cumming and I heard what I thought was my s-ister moving around in her room and then in the bathroom. I didn't think anything about it cause she always knocked if the door on my side of the bathroom was closed. Anyway I was just about to reach the point of no return when the door opened and my mom walked in with an armload of my laundry. Needless to say there was no turning back at that point and we made eye contact just as I started to cum. She just stood there eyes wide and mouth open while I shot a huge load on my stomach. She just stood there looking between my face and my cock/load I had just shot for a couple seconds then put the clothes she had in her hands down on the bed next to me and walked back into the bathroom closing the door behind her. Nothing was ever said by either of us about that but she sure made sure to knock before she came into my room after that.

By #479725 at 03,Jan,16 12:31
I've masturbated in the peep shows before...it was something new to me...the funny thing was It was in a sex shop and I had bought the lube at the front desk before stepping foot into the peepshow booth...another funny thing was when I came I ended up shooting cum on the skip button lmao guy at the front desk asked if I enjoyed myself, "yup sure did buddy" clean up in booth 5
By spermkiss at 03,Jan,16 21:09 other posts of spermkiss 
Pardon me for sounding blasť, but jacking off in a movie booth is old hat. Most men have done this.

Now kick it up a notch and go to a peep show with glory holes between the booths. Put your dick thru the glory hole and get sucked off by a total stranger on the other side.
By bella! at 03,Jan,16 21:25 other posts of bella! 
spermkiss, may I ask a question, please? In an adult store that features peep shows and glory holes between the booths, is there any type of "rules" or "etiquette" observed?

I'm curious, if the man in the booth next to "you" decides he wants to pop his cock through the glory hole, are "you" then obligated to suck him off? If not, is there some type of signal that is sent to the "poker" that would indicate that there's no interest? If I do you, do you do me....is reciprocation encouraged?
By spermkiss at 05,Jan,16 01:15 other posts of spermkiss 
Sure, you may ask a question. JUST ASK SPERMKISS.

Yes, there are "rules" and "etiquette" with regards to glory hole sex (mostly unspoken), just as there with all other interpersonal relationships. And of course, there are louts who do not follow them.

I'm going to begin my answer by saying that there are two main types of men who visit peep shows with glory holes.

The first type is just going for orgasmic release. Being a lady you might not fully appreciate how men are. But when a man is young (or even mature) and his hormones are raging, there are times when he just HAS to get his nut off. He's tired of jacking off and he's just GOT to get off with another person. So he seeks out a glory hole for an anonymous BJ. Often these men are heterosexual and they don't WANT to know who's on the other side. They want to be able to pretend that it's a woman.

The other type, of course, are cocksuckers, mostly gay, but also a few who self identify as straight (and who probably really are) who want to GIVE an anonymous BJ.

If a dick comes thru that the cocksucker doesn't want to suck, he'll just ignore it, or perhaps he'll get up and leave. The man will get the idea and withdraw it.

Is there reciprocation? Very rarely, perhaps even almost never. You see, there are these two groups, the men who want to be sucked and the cocksuckers. Frequently a man will cross over from one group to the other, but usually not with the same man.

You get me started and I do blab on, don't I, but I hope this answers your questions.
By #479725 at 05,Jan,16 22:58
Wow...definitely going to bringing up a notch...sorry
By spermkiss at 06,Jan,16 12:23 other posts of spermkiss 
Good for you, man, and be happy. Don't be sorry unless you're sorry that you haven't done it yet.

Glory hole sex is Pure Sex. It's sex solely for the sake of having sex. There's no pussyfooting around, no rationalization, no pretense that it's an expression of affection. It's just sex, totally anonymous, you don't know and cannot even see the person on the other side. Try it.

By spermkiss at 03,Jan,16 21:12 other posts of spermkiss 
On stage at a bandstand in a park in the middle of the night. I had stripped down out in the seating area and left my clothes on a bench. I went up on stage wearing only my shoes and socks and rubbed out a load.
By bella! at 03,Jan,16 21:13 other posts of bella! 
You are one wild man!

By Arexa at 01,Jan,16 06:09 other posts of Arexa 
I flicked my bean on a rollercoaster once. That was pretty memorable.
By #289712 at 01,Jan,16 06:49
That's awesome! Pretty wild ride! Crazy place to hit your clitoris, and all the poor around too! 10/10
--------------------------------------- added after 9 minutes


By t-rex at 01,Jan,16 15:58 other posts of t-rex 
Did you have on a dress, skirt, or shorts ?
By Arexa at 01,Jan,16 21:42 other posts of Arexa 
I'm a pants person but I've been known to fully abuse the advantages of having a hole in my pocket...
By t-rex at 03,Jan,16 18:55 other posts of t-rex 

By bungeman at 03,Jan,16 17:55 other posts of bungeman 
wearing female clothng and masterbate on top level at shopping centre carpark...best ever yesssss

By #289712 at 01,Jan,16 06:02
One of many for me starts pretty everyday, I was naked, laying on my bed, lubed up, watching porn and stroking my slippery dick. All was well until right at the crucial moment. Just as I was about to finish, tensed up, at the peak of my orgasm, the first cum dribbling out of my penis, I pulled a tendon in my groin! It was so painful I couldn't walk properly for weeks, and it dogged me for months!!
By t-rex at 01,Jan,16 15:57 other posts of t-rex 
Lol, sorry totally not funny, have pulled one too, but you have to laugh now at the timing
By #289712 at 01,Jan,16 18:45
Absolutely! Talk about extremes! From massive peaking orgasm to excruciating pain instantly. Told my doctor I got a leg cramp in bed. Don't think he believed me,he knew what I was doing! Haha

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