When I was first married, my wife and I would often use various toys and items to masturbate with. We had a number of dildos of different sizes, shapes, and colors. One of her favorites was an oversize gelled one. I would come home from work and she would be lying face down on the bed, naked, and under the sheets as I would enter the bedroom and watch her grinding her hips into the bed. I would sit at the end of the bed and watch her sliding the dildo in and out. I would sometime take over the sliding part and make her tell me who she was thinking about having sex with her. We always had a great time and we always got off so well. I've relied on those images of her filled with dildos, and sometimes, even fruit. Recalling a woman masturbating with toys and things in front of me always gets me off.
- age 35, Pennsylvania
This Week's Wackiest Response:
When my chubby friend and I gave each other 68.
- age 17, florida
When I was with the first girl I ever slept with, I was trying so hard to please her and I had been spending a lot of time on oral. I don't know if she was just ready or if she was tired of my fumbling around, but she screamed (I mean *screamed*) "PUT IT IN ME." Sexy as hell.
- age 29, Washington, DC
The first time I ever put my penis into a girl – we were dating and strongly attracted to each other sexually. Without exchanging a word, we decided it was time to experiment with intercourse. By the way, that girl has been my wife for over 25 years.
- age 49, Ohio
I once had a threesome with a gay guy and a girl. I performed fellatio on the guy and he reciprocated as I stimulated her manually. We went at it for 3 hours, and it continues to be one of the hottest experiences I've ever had.
- age 19, California
In the locker room at my school, the lockers are set up so that some rows back up against the walls and create little corners that give some little bit more privacy than the others. A friend and I have our lockers back in one of these corners. One day, a third friend who has his locker by ours was out sick, so we were there alone. He started asking me where I bought my clothes, so I pulled off my gym shorts, showing him the Old Navy logo on my boxers. He remarked about them and for perhaps two seconds, just stared at the lump my penis made in the front of my boxers – obviously checking me out. Nothing ever came of it, but I like to fantasize about what could have been.
- age 16, California
Often it's my "firsts" that I fantasize about – the first time I kissed my guy, the first time we explored each other's naked bodies, and the big one – when we lost our virginity to one another. Despite our other sexual antics, I was still blown away by how good intercourse actually felt. It was a little awkward and didn't last long, but it was still spectacular. We loved each other and still do. It was sweet and tender, and puts a smile on my face and a warm feeling a bit lower down whenever I think about it.
- age 20, Australia (female)
When I found my brother's camcorder and found a segment of him and one of his good buddies haveing a threesome with some chick. I still wish I had that tape!
- age 18, Colorado
When I was 10, I shared my bed with a cousin a little older than me, who had been repatriated from Shanghai during the war. He showed me how to masturbate. His penis was larger than mine and felt warm and hard (I had just started to grow and had only a few pubic hairs). We were both circumcised. I remember how very black his penis hairs looked. He stroked and rubbed my erect little penis, which was rapidly began to feel like it never had before. I didn't know what was happening to me; the feeling was entirely new. I was quite frightened when suddenly, something seemed to explode inside of me, and I felt this sticky liquid all over my hand as I was playing with my cousin's penis. It was an unbelievable feeling. I shall never forget it and am so grateful to my cousin for initiating me into my life of masturbation. I have other fantasies, but this first time makes the most powerful one.
- age 72, United Kingdom
The one event that I think about most when I masturbate is the time that I went to a homecoming dance with a very attractive girl. At first it was boring, just going around talking, but once we started dancing, the evening got much better. First, I just grinded with her from the back, but after about twenty minutes, she turned around and we started grinding front to front. That just set the night off. We started ignoring the music and just making full contact with each other and making out while we danced. I got home around 2:00 a.m. that night and when I did, I masturbated to the best orgasm and ejaculated the most semen ever. It was a great night!
- age 17, Ohio
I went into boot camp in 1960. We were told that they would not tolerate masturbation. About halfway through the 16-week course a bunch of the guys were in the open showers and two of the young married guys just started to masturbate. This set the whole shower room into motion. During that experience I learned a lot of things about the male body that I had not been told at home. At 62, I still am quite active both sexually with my wife and with masturbation. I recall the navy boot camp scene. Thanks, JackinWorld, for educating the guys; it was a very difficult and a verboten subject when I was a teenager.
- age 62, Ohio
This is going to sound wacky, but there is a girl in my class who can often be found with her hands down her pants. She even masturbates in school! Although I think she's gross, seeing her in skimpy clothing masturbating turns me on. I usually fantasize about one time that she was masturbating while we were watching a movie about apes. She was feeling herself all over – I could nearly see her nipples and I could see her underwear.
- age 13, Massachusetts
My first orgasm is the event I most often fantasize about, even though it happened so many years ago. I was about 12 and being forever curious, decided to try on a condom to see what it would feel like. And then – oh wow! – the sensations of slipping that stretchy latex tube on and off my penis were incredible. Actually, I had no idea what I was doing, but whatever it was, it felt incredible. I was a bit scared, not knowing what these strange sensations were all about. I even thought about stopping, but it all felt so good, I just couldn't stop. In moments the pleasures I was feeling kept getting more intense, until suddenly – KABOOM – huge waves of pleasure swept over my entire being. Wow!
- age 51, California
There was a time that I was absolutely desperate to see naked a boy in the year below me at school and whom I had gotten to know quite well on our school bus. He is Chinese and has no body or facial hair; I was intrigued to find out whether he had any pubic hair. I finally got him to play tennis with me at my parents' club and, after a lot of persuasion, got him to have a shower with me after the game. As soon as he took his shorts off, I saw that he had a huge mass of bushy black hair and as he was walking into the showers, he had to bend right down to pick up his shampoo bottle that he dropped. This gave me a great view of his scrotum and penis from behind. When we came out of the shower I noticed that he, like myself, had a rapidly growing erection and he had to get his pants on as quickly as possible to try and hide it. For about 99% of my masturbation sessions I fantasize about this one incident.
- age 16, United Kingdom
I fantasize about any mutual masturbation sessions with my boyfriend – we know each other so well that they are always wonderful. Any time I masturbate, I imagine that it is he doing all the hard work.
- age 23, Tennessee (female)
I masturbate to the memory of my girlfriend and me making out. She took off her shirt and let me slide my erect penis between her breasts.
- age 16, North Dakota
Two events: The first – I had been masturbating for more than two years, but other than a little fondling, had never done anything with someone else, but when I was 16, I slept out with my friend (he was 15) in his dad's cabin cruiser on Cape Cod. That night he gave me my first experience with oral sex, which totally blew my mind – I ejaculated in less than a minute! He then wanted me to return the favor, which I did and it was the first time I tasted someone else's semen! The second – the time I gave my college roommate a massage and when he turned over he had an erection; so I just massaged everything, including his penis. When he ejaculated, I heard splat, splat, splat, as his semen landed on his chest and belly. I was surprised at the huge amount of semen he had; he must have never masturbated. I thought about those two events so often that several years after they happened, I wrote them down in detail so I would not forget and could share them with others.
- age 38, Massachusetts
I once saw two women going at it in a secluded part of a beach when I was on holiday in Portugal. That memory has come to mind during countless sessions.
- age 15, United Kingdom
When I was 21, I was at a bar and met this girl who was absolutely perfect – not an ounce of fat on her body. She was wearing a black mini skirt and black pantyhose, which really turns me on. She and I hit it off, so we went back to my apartment with me thinking I was going to get some. When we got there she told me that she was saving herself for marriage. I wouldn't have asked this if I wasn't drunk, but I asked her if I could just masturbate while looking at and feeling her legs in those pantyhose. She took her skirt off but left the heels on and modeled her tight black control top pantyhose in front of the couch. It turned out that watching a man masturbate had been a fantasy of hers. At least once a week I masturbate to that thought.
- age 33, Ohio
I was hanging out with a female friend in a drainage pipe. It was big enough for a short person to stand in. We are both open about sexual matters and were both very aroused, so I asked her if she would please me orally. She did and was very good at it. So, that is the real life event that I fantasize about the most.
- age 14, Michigan
Until recently, I would think of great mutual sessions I had with a friend as a teen. Now, some 50 years later, a friend and I, both married and with sex slowing down at home, have had a few mutual masturbation sessions. I think about both times, plus add in some of the wonderful hetero sex I have had along the way.
- age 67, Oregon
When I was 15 and a freshman and still rode the bus to school, I would always sit in the same seat in the back of the bus. Two other girls (one a freshman and the other an eighth grader) began a routine of sitting beside me. After a while, they would openly talk about masturbating and using sex toys on each other. One day I kidded around with them and asked them why they'd need to wait till they got home to have "fun" when I was right there beside them. They both laughed and kept smiling and whispering the rest of the way. I will always wish that I could have taken it a step further that day.
- age 17, Tennessee
I've had an active and happy sex life with a store of memories to match, but the one that's stuck with me longest was the day I walked into my son's bedroom to wake him for school – he was 14 then – and I found him lying naked on his back and smiling happily in his sleep. He had pushed off the covers. His penis was fully erect with his right hand across it, the thumb underneath, and two fingers just below the tip. There were a couple of patches of what looked very much like dried semen just below his belly button – he must have done his thing and then drifted off to sleep before wiping up. As gently as I could, I pulled his sheet up to his waist to give him some cover and only then shook him awake. It's hard to explain the erotic power of that scene, even to myself. I think it took me back to my own childhood, when I was first getting to know my penis as something more than just a bit of plumbing that lets boys pee standing up. All I know is that when I masturbate to that memory, the boy on the bed is no longer my son, but it's me.
- age 38, Illinois
I had just gotten out of my car and gone around to the other side to open the door for a girl who was riding with me. She swung both of her legs out of the door, one at a time; and for an instant, when her legs were wide open and elevated towards me, I caught a glimpse of her golden-brown pubic hair behind the short-shorts she was wearing. Lately when I masturbate, I imagine what it would be like to get to know that area intimately with my penis.
- age 17, Virginia
I fantasize to the time that I found my roommate masturbating into a pair of his tightie-whities. He had them hanging off the end of his erection. It was funny as hell to see his underwear bouncing back and forth with his quick strokes.
- age 30, California
When I was 15, I saw my parents having sex. It was the only time I saw them doing this, but it was extremely erotic. I am not into incest or anything like that, but it's pretty special to watch an act relating to the origins of your existence. Ever since then, when I masturbate, I think of the night that I saw them. It has continued to be atop my list of thoughts to masturbate to.
- age 22, Florida
I fantasize about going to the local health club with my dad and seeing him naked in the locker room. I had never thought about guys before when I masturbated, but seeing him in the shower naked and soaping himself is a sight that I just haven't been able to get out of my head these last few weeks!
- age 19, Texas
I have a membership to a local health club and being naked in the locker room always turns me on, even though I'm not gay. I usually masturbate to the feeling of other naked guys staring at my body, and showering with strangers.
- age 25, Ohio
When I was 16, I went white-water rafting with one of my friends. When we were done rafting, we headed back into the locker room to shower off and go home. I stripped off my clothes and waited for someone to come out of the showers so I could go in, when over one of the curtains, I saw the water stop flowing – so I walked a little closer to be ready to get in. About that time, a tall, very muscular man in his late 20s pulled back the curtains and stood right in front of me drying himself off. He was somewhat hairy, though not too much. He walked out and I jumped in, but soon found that I had an erection to deal with. I quickly got rid of it, ejaculating onto the side of the shower – probably one of the most intense orgasms I have ever had!
- age 17, Alabama
I fantasize about the first time I ever masturbated. When I was 13, I was over at a friend's house; he is two years older than me. Being guys, we started discussing the topic of women and their bodies and he pulled out some Playboys to show me some pictures. He then asked me if I masturbated and I said no, so he took off his clothes and said it was time I did. He then coached me through my first session, showing me how to grip and stroke. It was amazing and I never will forget it. After my first lesson, we masturbated each other; I will never forget grasping each other's penis and the joy of that session.
- age 19, Kentucky
I remember spending a couple of days and nights with two of my female cousins at age 12, in a small cottage at my grandfather's house. Though nothing really happened (since none of us was brave enough to start any sexual activity), there was a lot of sexual tension between us in the evenings. This is something I often think of – what could have happened if I (and they) had not been such cowards? This turns me on a lot.
- age 44, Sweden
Most often, I remember back to my very first masturbation and ejaculation two years ago. My older brother, who was about 16 at the time, took it upon himself to teach my budding body the joys of self-pleasure. Okay, so it sounds corny, but he just took me in his room one night when we were home alone, sat me down, and explained things about puberty, eventually getting to masturbation. I tried it and he gave me tips and a short demo, but that was it, nothing else, but when I recall us together like that and my first orgasm spreading through my penis, it just brings me to a quick climax.
- age 15, Maryland
I rarely fantasize when I'm masturbating alone in my bed; instead, I focus on the pleasure I am giving myself, enjoying the increasing sensitivity in my penis, while my hand glides about it in myriad ways. When I'm masturbating with another person in a chat room dedicated to "self-expression," we focus on giving each other pleasure, commenting on what we would do if we were together in person. Similarly, in the limited telephone sessions I've had with one or two special people in my life, we describe what we're doing or fantasize what we'd like to be doing if we were together. All things told, I'm a rather dull old guy. However, my main reason for not fantasizing about others is that I do not wish to violate their privacy, or what I like to call "their psychic space." Even when my special friends have told me I may fantasize about them when I'm alone, I do not do so; it's a combination of my Native beliefs and my life-long efforts to be "a good boy."
- age 63, Michigan
I remember the time I saw one of my best friends naked. We were changing clothes after a music performance, and the most you'd expect anyone to get down to was their underwear. But when he asked me a question and I turned around, he was standing there completely naked from the waist down – just talking away as if it was nothing unusual. Little does he know, I've never erased that image from my mind.
- age 17, Iowa
I was in the 4th grade when I came across a family friend behind our livestock feed room masturbating. He was the father of one of my classmates. I was completely intrigued by the size of his penis – it seemed huge to me. He eventually caught sight of me and told me it was okay for me to watch him. Being curious and really aroused, I got closer to him and he could tell I was really drooling. He asked if I wanted to touch it, so of course, I said yes. I did and I have never felt that feeling again – what a surge of arousal! He then put his hand over mine and proceeded to masturbate until he ejaculated. This was over 50 years ago – today he would be arrested! However, he never forced anything on me and just responded to my interest. He never touched me himself and it never happened again. That said, this feeling is what I try to achieve every time I masturbate, but I never even come close!
- age 58, California
I was in a tent with my best friend. We were camping about 100 miles from home (both of us 16 at the time, our parents let us do just about anything we wanted as long as we stayed out of trouble). I was horny as I usually was after more than 24 hours without masturbating, and I figured he was asleep, so I decided to get off. I started, trying to be quiet. It was hot, we were under a double sheet on top of our sleeping bags, when suddenly, I felt a hand on my thigh. He whispered that he'd be willing to help, so I had my first mutual masturbation experience with him. It was such a rush, and the orgasm was incredibly strong. I'm 45 now, but I still masturbate to that experience.
- age 45, Virginia
When I go for a masturbation session sometimes I like to think about the times that I would get out of swim practice just a little early and walk into the locker room just as the wrestlers were finishing. That way, I could get to my locker and change just as they all walked by naked to go take a shower. I have a perfect view of the shower area from my locker, so I usually take quick glances to be able to see the many circles of penises just calling for attention. It's an easy way to get a free show and then run home and think about as you're going for a quick, pleasurable masturbation session.
- age 17, New York
I remember sharing a room with my buddy; we had single beds side by side. It was extremely hot, so we both slept naked with no covers. He has 8 inches and I've admired it many times, but nothing has ever happened between us. I would lie in the bed next to him and masturbate steadily for two hours, stopping and starting, not even trying to be quiet. I am sure he woke up and watched but pretended to sleep. Two days later he showed me the sperm in his shorts where he had a wet dream and asked if we could do it at the same time but not watching each other, just communicating our progress to each other. It was fantastic and I often replay this in my mind while pleasuring myself.
- age 49, Canada
I have a vivid memory that happened when I was around 11 or 12. I was at the local swimming pool with my family and had to go into the men's locker room to use the restroom. My dad was always fairly modest when I was growing up and I don't ever remember seeing him naked. As I came into the locker room, I saw my first naked man. The thing that most intrigued me was all the dark pubic hair he had around his penis. I hadn't started growing hair yet. I think at that age, any kind of nudity is amazing. Although I'm straight, I still think about that vision sometimes as I masturbate.
- age 43, Texas
When I was in college, my roommates and I went to a park on campus late one night. We were the only ones around, it was a cool summer evening, and the park was secluded; so we all peeled down and enjoyed the night air, throwing Frisbees, and having a good time. At one point I walked over to one of my roommates and he was standing there with an erection. That turned me on and I got one, too. Neither of us masturbated that night (as far as I know), but recalling that image of both of us standing there "at attention," I fantasize about us masturbating together.
- age 45, Georgia
My cousin and I are six months apart and I guess we learned about masturbation at the same time; so of course, we had to show each other. It was great fun and from the time we were 11 or 12 until our high school years ended, we masturbated together as often as we could. While our parents were visiting, we would be doing the deed together out in the woods – or any other place we could find. I think of those times even now to enhance my pleasure.
- age 62, Tennessee
I always think about the first real party I was at about two years ago. There was one girl about 18 who was so drunk she was running around with no clothes on. She started to masturbate and caress herself and started to give oral to another girl. That night I went to the bathroom and had to release some tension. To this day, I still think about that party.
- age 17, Alberta, Canada
At a local sporting event I attended with some friends, I went to the restroom and noticed the wet floor as I entered a stall. Shortly, someone entered the stall next to mine and I found that in the water on the floor, I could see him unzipping his pants and taking out his penis. I finished, left my stall, and noticed one of my friends at a urinal, who said that another of our friends was in the stall next to where I had been. When that guy came out, I couldn't look at him straight; I had seen his penis! But then, he could have seen mine, too. I had already been attracted to him, but now the thought of us seeing each other's penis makes a great turn-on for some of my masturbation sessions.
- age 19, Australia
A memory I have fantasized the most about – not so much now, but before I met and married my wife – was the first time I was naked and aroused in front of someone. I was sitting on my couch and his face was inches from my erect penis as he stared at it. Rarely have I experienced such a mix of nervousness, exposure, and arousal as I did feeling his eyes on me at that moment, and it drove my masturbatory fantasies for months afterward.
- age 28, New York