People mentioned sexy looks about two-thirds of the time as the main reason for wanting to masturbate with someone. The next most frequent reason given was to be able to share an intimate, meaningful experience, hoping the experience would deepen their relationship. Other reasons included wanting to see what someone looks like naked, to see what masturbation techniques someone uses, to introduce someone to the joys of masturbation, to learn new techniques, and to relive real or imagined past experiences.]
Since the many contributors to JackinWorld have given me many happy hours of masturbatory fantasies, I'd have to pick one of those fantasies. How about the guy who masturbated in the back seat of a car on his way back from hiking with friends? He rubbed the ridge under the head of his penis between his thumb and forefinger for *two hours* until he ejaculated so much he had to have his friends pull over so he could change. His story was so hot that I've masturbated with him dozens of time in my fantasies. It would be so cool to meet him in person and have him show me how he did it.
- age 26, New York
This Week's Wackiest Response:
The troll under my bed — he keeps stealing my porno!
- age 18, United Kingdom
I'd probably do it with Shaq. Am I gay? Nope. He has big hands!
- age 14, Canada
I would love to masturbate with someone like Jennifer Lopez, or (fake or not) Britney Spears. Can you imagine what it would be like to be able to watch and hear them masturbating in front of you, and being able to do it with them? It would be the *hugest* turn-on. My god, this is how masturbation should be!
- age 20, Illinois
I'm going to give two answers for this — one guy and one girl. There's a guy in my English class with a really well-formed body — nice hair on his legs and perfect calf muscles. I've always fantasized about him naked. For a girl it would have to be Anna Marie Goddard. She's got a perfect body and looks like she'd pleasure herself well. I'd love to see that!
- age 16, Australia
My first love when I was 16 years old — he was my friend's best friend. A group of us went to the movies on Fridays, and I would always juggle the seating to sit between them and rub my leg against his during the film. Sometimes my excitement was so intense I never saw the film. One day, I plucked up the courage to tell him that I loved him. He did not understand. He was straight, even then in his mid-teens. We live close to each other, but I will not attempt to see him. It would spoil my perfect memory of him — an adolescent youth with a perfect smile that aroused a most peculiar feeling in me that can still occur whenever I think about his face. I don't even have his photograph. A female would never understand this feeling.
- age 54, United Kingdom
I would choose my dad. He first taught me how to masturbate years ago, and ever since then I have wanted to watch him do it again. At times, he has watched me through my doorway, but it isn't the same as having him help me. No, I don't think it's perverted or taboo; I just think it would be fun.
- age 16, Georgia
I would choose my cousin. Although we have talked about it and shared many masturbation stories, we have not had any mutual sessions. We are about the same age, so it really shouldn't matter. Besides, this would make for a closer relationship — in a purely trustworthy sense.
- age 20, New Jersey
I don't know about any one specific person, but I know that I would definitely like to masturbate with another guy. I'm not gay or bi; I'd just be curious to see his personal technique, how loud he is, how far he can ejaculate, etc. I've never masturbated with another person (male or female) before, and well, I guess I'd just like to see some different skin.
- age 16, Virginia
When Tom Cruise and Nicole Kidman were together, they would have been the best couple in the world to experience mutual masturbation with.
- age 19, West Virginia
I would masturbate with a female porn star. Since they are professionals, they would know the best ways to get a guy off through masturbation. Plus, it would teach me how to masturbate a woman properly.
- age 13, Minnesota
I'd choose President Bush, because I want to see if he has that same "deer caught in the headlights" look when he climaxes — the one he usually has whenever he's on TV.
- age 21, Illinois
I would choose Laura Bush. We could discuss politics and world affairs, and maybe she would finish the job for me. She seems to be a very sexy woman who knows how to go a good job at what she tries.
- age 64, South Carolina
I walk home from school with a girl. I'd like to masturbate with her. I would show her my house and then ask her if she wants to shower with me.
- age 16, Hawaii
If you were with someone, why would you masturbate? I'd score instead and give my right arm a much-needed break!
- age 19, New York
I'd pick my stepbrother — he makes me *so* horny. When our parents aren't home, he'll walk around in his boxers (once with an erection), and all I can do is fantasize about ripping his boxers off. He also sleeps naked. Someday, I plan to walk in on him "accidentally" while he takes a shower.
- age 16, Iowa (female)
Wonder Woman. She's a brickhouse. She's the one, the only one, — built like an Amazon.
- age 22, North Carolina
I am Moslem and I would love to masturbate with any boy in my class who has not been circumcised. Having lost my foreskin when I was quite young, I am fascinated by the uncircumcised penis and what it must be like to masturbate with all that extra skin to glide back and forth over the penis head. When we are in the showers after swimming lessons, I often stare at my naked friends who are uncut and fantasize about masturbating with them.
- age 15, France
If I could go back in time, I would choose a close friend I had in the 7th grade. We had many good masturbation sessions together. We were completely open to each other, and we felt no guilt or embarrassment by masturbating together or watching each other do it. If you can call mutual masturbation with a schoolmate a sexual relationship, it's the best relationship I've ever had — even though today, I'm absolutely straight and interested only in women.
- age 50, Denmark
I would masturbate with the sexy porn star Asia Carrera. I would choose her because I have masturbated with guys before and have no problem getting a guy to do it with me again — but I never have masturbated with a woman before, so I'd pick her.
- age 17, Canada
I would masturbate with a former female co-worker. She and I talked about our sexual experiences, inluding masturbation, but we both chose to remain faithful to our spouses. She once took me to a store and showed me the kind of vibrator she used. I continue to fantasize about her when I masturbate.
- age 61, Texas
I would masturbate with the Spice Girls. I always have fantasies of Ginger undressing from her British-flag dress, throwing it on me, and then giving me a lap dance. This is the first time I have ever told anyone this!
- age 16, California
My old boyfriend — we were together for two years and separated recently, but I keep hoping we'll get back together soon. I miss him so much.
- age 18, New York (female)
My mom — she has seen me masturbate a few times and ejaculate once. She's cool about it, so maybe...
- age 15, Florida
My doctor, because I think he is so cool. I would love to have my semen go all over his office floor.
- age 32, North Carolina
It would have to be a twin, who would know me the best. Twins would experience the same pleasures.
- age 15, California
Trisha Yearwood, no doubt about it! There's just something about Trisha that turns me on every time I see her or hear her music. I don't know if it's her body or her smile or her voice, but I almost always get an instant erection. I'd love to show off for her someday.
- age 20, Michigan
My 14-year-old brother — we are very close and often see each other nude. I've seen him erect a few times and would like to masturbate him and have him do me.
- age 16, Florida (female)
I would love to hook up with my best friend from grade school and masturbate. He moved away when we were both in 6th grade. We always had fun playing with our erections, but we never masturbated to ejaculation together. Neither of us was mature enough then to do so, although we were getting close. I'm married now, but after all these years I still would love to "compare" our penises again.
- age 43, Washington
I'd love to masturbate with my 17-year-old sister. We have play-wrestled before, and at the same time, fondled each other. I guess the next thing would have been mutual masturbation, but I think neither of us had the guts to say anything. We just kind of laughed it off. But I do sometimes masturbate with her in mind.
- age 15, Florida
Probably my dad — he's a great looking, very masculine guy. He's seen me masturbate several times, and I've seen him do it a couple of times. We both have fairly large penises and low hanging, hairy scrotums. They look exactly alike. We've never masturbated together, although when we walked in on each other it was no big deal. I just think it would be cool to share something that "manly" and personal with him. Besides, I'd like to get a close-up look at him ejaculating and see his sperm, considering that's the "stuff" I'm made of — literally.
- age 24, Texas
M.J. Ecker, of course. I would masturbate with the editor of this site because he obviously knows a lot about masturbation. He could be my JackinCoach and give me JackinAdvice. That would be great.
- age 14, Florida
I'd masturbate with Janis Joplin (alive, not dead!) because her voice makes me quite horny. Or, I'd do it with my friend's girlfriend. I'd kill for a sexual experience with her; besides, she's a lesbian. Yum!
- age 16, New York (female)
It would be my best friend because I have seen him in the shower, and from time to time we have talked about masturbation. His penis is a little bigger than mine when it's soft, and I would like to see how big it is when it's erect. He has red hair, and I think that's cool. However, I am not gay — I am completely straight!
- age 22, Alaska
I would love to masturbate with Prince William. He seems like an enigma. I would also like to know the size of his penis and confirm that he is uncircumcised. Anyway, it would be such an honor to masturbate with royalty.
- age 16, Singapore
I would choose a really hot celebrity — Justin Timberlake readily springs to mind. I certainly wouldn't mind seeing what he's got hidden in his pants. However, as much fun as that might be, my real answer would have to be somebody completely different — my high school crush. I had the biggest secret crush on a certain guy for the longest time (about two years). Eventually, he moved away and I never found out what happened to him. I don't even know if he knew who I was, or whether he's gay. Even so, I'd like nothing better than to spend a little time getting to be intimate with him. I'd love to be that close to him, to see him naked and erect, and for him to see me naked and erect, each pleasuring the other all the while. Part of me still regrets that I never got an opportunity to be with him.
- age 18, California
I would probably want to do it with my friend, because he is a lot like me and thinks the way I do. He wouldn't think I was gay or anything. I would also want to do it with any of my friends because I just want to know how other people do it. Moreover, I just think it would be fun.
- age 13, New Jersey
This might sound slightly weird, but I would have adored masturbating with my father. He was so cool about nudity, as I am. I'd be intrigued to know what made him tick. I would love to have gone to the sauna or steam bath with him. I wish I'd gotten to know him a little better during my puberty. We could have been so much closer and bonded more than the slightly crazy way we seemed to; it makes me miss him even more.
- age 30, United Kingdom
I would masturbate with any horny boy who would let me see and touch his penis. I am so horny right now that I'm masturbating as I type.
- age 14, California (female)
I would masturbate with my clone, because we would know exactly what each other's likes and dislikes would be. That would be very nice.
- age 17, British Columbia, Canada
When I was in 8th grade, I was friends with a boy who had the locker next to mine in gym class. One day after showers, he sat down naked on the bench as I was leaning over to tie my shoes. I got a great view of his genitals and masturbated to that memory for years afterward. I'm engaged now, and enjoy masturbating with my fiancée — but if I could share an experience with anyone, I would go back to 8th grade, invite my friend to my house, and explore our budding sexualities together.
- age 25, Illinois
I would masturbate with my uncle. I have seen him at the gym, and unlike me, he is circumcised. He is also the one who explained masturbation to me when I was about 12, and told me that it is nothing to feel guilty about. However, it will never happen, because neither of us is gay.
- age 14, Michigan
One of my school friends is Malaysian and extremely shy. However, I find him quite attractive — probably because of his oriental features. It would be great to have a long masturbation session with him (ideally in a warm shower or bath) and bring him out of his shell. I fantasize that this would be his first-ever orgasm, and that he would thank me for giving him the best feeling of his life!
- age 14, United Kingdom
I would masturbate with my friend from high school. Looking back, he tried several times to masturbate with me, but I was too timid to respond. I always wanted to, but I was afraid of what he'd think of me. Now I realize that he just wanted to have a good time!
- age 23, Ohio
I would probably choose my friend. We always talk about masturbation and have discussed doing it with each other or to each other, but never have. I'm not sexually attracted to him, but the idea of doing it together turns me on. I wouldn't choose a woman because it wouldn't end in masturbation, but in sex.
- age 16, New York
I don't have any particular person in mind. I would simply enjoy masturbating with a bunch of guys who enjoy being men and don't have any hang-ups about sharing this great experience. Being naked with your buddies and watching each other — from the first sign of erection, through pumping away at your penis, to the finale of shooting your seed — would be an incredible bonding experience for me. I think every male should experience that at least once in his life. You would know without a doubt that all men truly are brothers.
- age 47, Ohio