Masturbating to People You Know
Posted: Wed Apr 03, 2024 3:01 pm
Do people you know play a role in your masturbation fantasies?
At I3: Because rules and, that’s when I first began to fantasize.
My first fantasies were of my junior high crush. Before I’d just been concentrating on the pleasure. After seeing her in a leotard doing a gymnastics routine one day, masturbating that night was a whole new experience. I’d had a crush on her since 3rd grade, but it was only after I’d been masturbating for some time and then that gymnastics show that I’d thought of HER - or anyone - while “doing’ it.” And I was hooked! At the end of the year seeing her in a sleek one-piece swimsuit I added another version of her to my nascent spank bank.
Funny thing is, I never thought of doing anything sexually with her in these fantasies, just marveled at the memory of how she looked in that leotard and swimsuit. And her face, of course. A couple of my friends had crushes on her as well (I really now think SO MANY guys back then did) and admitted to masturbating to her, too, but I never asked them about exactly what they were imagining. We would just say like “i did it to —— again / last night / in the shower” finding, I think some comfort in our shared longing.
I did have another girl I began masturbating to that year, the 16-year-old sister of a friend. She was cute, attractive to me, but not beautiful. She was also a swimmer and a skier and had, what I thought, to be a fantastic body. We lived in the same neighborhood and I saw my friend & her frequently. One day my friend & i came into his house and I guess she didn’t know I was with him and she was just coming out of the bathroom after a shower as we entered the hall. She was standing side on to us just holding her towel before turning down the hall to her bedroom. We startled her and she said “Oh!” and then just turned and walked down the hall to her room. So I got maybe a 2 second side view of her slender body and small perky breasts and then a 4 second or so view of long legs, bare back, and tight, perfect butt. She was deeply tanned where her bathing suit hadn’t covered her and ass, pale & lovely, seemed to glow as she’d walked down the hall.
She’d never made any effort to cover herself and I guessed, after thinking about it later, but never asked my friend, that she just didn’t care if he saw her nude. I’d blurted out, quietly I’d hoped, when we went into his room “wow, —— is beautiful!” and he was just like “Yeah…,” but didn’t say anything else, and I didn’t either because I was suddenly concerned about how to hide the erection that I suddenly realized was tenting my shorts. We got the tools for the bike and left.
In bed that night as I got into masturbating I lasted only a little longer than my 5 -6 second viewing of ——‘s perfect, naked body earlier that day but not by much and came in the middle of only the third or fourth in-my-mind replay of her standing there then turning and walking down the hall.
A few days later when I saw my friend after school he point-blank asked me if I was jerking - off to his sister. I didn’t see any reason to lie, and knew he’d know I was lying, so I just said “Yeah.” I thought he was going to say “that’s gross!” or “please don’t” but he didn’t say anything. I didn’t have the guts to (or maybe without realizing it, I had enough sense not to) ask him if HE jerked off to her.
I didn’t see his sister for a couple weeks after that and my fantasies (if you can call a minds-eye replay or imagined scene measured in seconds rather than minutes a “fantasy”) were now culminating in a completely imagined view of her full-frontal nude. When I did see her in the driveway as she was on her way out as I was headed into their house one Saturday afternoon, I stopped and immediately apologized for catching her coming out of the shower that day, because I thought it was the right thing to do. She said not to worry about it.
That should have been the end of it. But I got kinda nervous and stupid and told her that she had a great figure and looked fantastic, getting a bit tongue-tied in the process. I mean, that’s actually the word I used “fantastic.” She smiled and said “thanks” and just kept staring at me. I didn’t know what to say then but neither of us was ending the conversation and she was just standing there with the car door open and I was trying not to think of her naked and suddenly thought maybe I should apologize for that, too because I shouldn’t have seen that.
But I wasn’t thinking of apologizing for what I was doing when I was thinking of her nude because apparently I just wasn’t thinking.
“It’s kinda hard now not to think of you nude.”
She didn’t say anything for a couple seconds.
“Ohhh… “ Then she looked like she was deep in thought. “You mean when you masturbate?”
She gave me a little smirk. I wasn’t sure how to respond and I guess suddenly looked a little uncomfortable.
“Yeah.”
“Well, that’s OK.” She smiled.
“Are you sure? Because I won’t do it to you if you don’t want me to.”
She kind of giggled. “You’re sweet. No, it’s fine if you want to think about me.”
“I don’t think about doing anything with you, I mean like having sex.”
“You don’t?”
“No. I know we’re not going to do that.”
“I haven’t had sex with anyone, yet.”
“Yeah, me neither.”
“OK well, what do you think about?”
“Just what you looked like nude… and in a bathing suit.”
“Really? That’s all?”
“Yeah. Well, I imagine what you’d look like nude from the front, too, but I never saw that.”
“And is that what makes you cum, imagining seeing all of me naked?”
“Oh, yeah!” I think I said that with a bit more enthusiasm than I should have and realized that just having the conversation with her was turning me on.
…
At I3: Because rules and, that’s when I first began to fantasize.
My first fantasies were of my junior high crush. Before I’d just been concentrating on the pleasure. After seeing her in a leotard doing a gymnastics routine one day, masturbating that night was a whole new experience. I’d had a crush on her since 3rd grade, but it was only after I’d been masturbating for some time and then that gymnastics show that I’d thought of HER - or anyone - while “doing’ it.” And I was hooked! At the end of the year seeing her in a sleek one-piece swimsuit I added another version of her to my nascent spank bank.
Funny thing is, I never thought of doing anything sexually with her in these fantasies, just marveled at the memory of how she looked in that leotard and swimsuit. And her face, of course. A couple of my friends had crushes on her as well (I really now think SO MANY guys back then did) and admitted to masturbating to her, too, but I never asked them about exactly what they were imagining. We would just say like “i did it to —— again / last night / in the shower” finding, I think some comfort in our shared longing.
I did have another girl I began masturbating to that year, the 16-year-old sister of a friend. She was cute, attractive to me, but not beautiful. She was also a swimmer and a skier and had, what I thought, to be a fantastic body. We lived in the same neighborhood and I saw my friend & her frequently. One day my friend & i came into his house and I guess she didn’t know I was with him and she was just coming out of the bathroom after a shower as we entered the hall. She was standing side on to us just holding her towel before turning down the hall to her bedroom. We startled her and she said “Oh!” and then just turned and walked down the hall to her room. So I got maybe a 2 second side view of her slender body and small perky breasts and then a 4 second or so view of long legs, bare back, and tight, perfect butt. She was deeply tanned where her bathing suit hadn’t covered her and ass, pale & lovely, seemed to glow as she’d walked down the hall.
She’d never made any effort to cover herself and I guessed, after thinking about it later, but never asked my friend, that she just didn’t care if he saw her nude. I’d blurted out, quietly I’d hoped, when we went into his room “wow, —— is beautiful!” and he was just like “Yeah…,” but didn’t say anything else, and I didn’t either because I was suddenly concerned about how to hide the erection that I suddenly realized was tenting my shorts. We got the tools for the bike and left.
In bed that night as I got into masturbating I lasted only a little longer than my 5 -6 second viewing of ——‘s perfect, naked body earlier that day but not by much and came in the middle of only the third or fourth in-my-mind replay of her standing there then turning and walking down the hall.
A few days later when I saw my friend after school he point-blank asked me if I was jerking - off to his sister. I didn’t see any reason to lie, and knew he’d know I was lying, so I just said “Yeah.” I thought he was going to say “that’s gross!” or “please don’t” but he didn’t say anything. I didn’t have the guts to (or maybe without realizing it, I had enough sense not to) ask him if HE jerked off to her.
I didn’t see his sister for a couple weeks after that and my fantasies (if you can call a minds-eye replay or imagined scene measured in seconds rather than minutes a “fantasy”) were now culminating in a completely imagined view of her full-frontal nude. When I did see her in the driveway as she was on her way out as I was headed into their house one Saturday afternoon, I stopped and immediately apologized for catching her coming out of the shower that day, because I thought it was the right thing to do. She said not to worry about it.
That should have been the end of it. But I got kinda nervous and stupid and told her that she had a great figure and looked fantastic, getting a bit tongue-tied in the process. I mean, that’s actually the word I used “fantastic.” She smiled and said “thanks” and just kept staring at me. I didn’t know what to say then but neither of us was ending the conversation and she was just standing there with the car door open and I was trying not to think of her naked and suddenly thought maybe I should apologize for that, too because I shouldn’t have seen that.
But I wasn’t thinking of apologizing for what I was doing when I was thinking of her nude because apparently I just wasn’t thinking.
“It’s kinda hard now not to think of you nude.”
She didn’t say anything for a couple seconds.
“Ohhh… “ Then she looked like she was deep in thought. “You mean when you masturbate?”
She gave me a little smirk. I wasn’t sure how to respond and I guess suddenly looked a little uncomfortable.
“Yeah.”
“Well, that’s OK.” She smiled.
“Are you sure? Because I won’t do it to you if you don’t want me to.”
She kind of giggled. “You’re sweet. No, it’s fine if you want to think about me.”
“I don’t think about doing anything with you, I mean like having sex.”
“You don’t?”
“No. I know we’re not going to do that.”
“I haven’t had sex with anyone, yet.”
“Yeah, me neither.”
“OK well, what do you think about?”
“Just what you looked like nude… and in a bathing suit.”
“Really? That’s all?”
“Yeah. Well, I imagine what you’d look like nude from the front, too, but I never saw that.”
“And is that what makes you cum, imagining seeing all of me naked?”
“Oh, yeah!” I think I said that with a bit more enthusiasm than I should have and realized that just having the conversation with her was turning me on.
…