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  Party Girls

  Posted by: IAMMMD55 Age: 17 then Posted on: 10 Mar 2026 5 comments
  10 likes 9 views Category: Masturbation Male-Female Tags: Male masturbation, party, high school, friend's girlfriend, strip poker, orgasm, cumshot

  Actually, this was my first sexual experience with a girl.

  
  At a high school house party senior year my friend (host) his girl friend / FWB and her friend (whom I’d just met that night and immediately started crushing on) had wandered off as two separate duos and we found my friend & his FWB in a spare... » Read more
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  The Last Bath

  Posted by: IAMMMD55 Age: 15 then Posted on: 06 Feb 2026 8 comments
  9 likes 17 views Category: Masturbation Male Solo Tags: Male masturbation, bath, parents

  I’d forgotten about this.

  
  Any men still masturbate while taking a bath?   I haven’t taken a bath in years, just not practical.   But when I started masturbating, I loved doing it in the bath. I could lay there as long as I wanted with no worries and masturbate, which for a period... » Read more
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  Wrap that Rascal!

  Posted by: IAMMMD55 Age: 29 Posted on: 31 Jan 2026 4 comments
  7 likes 8 views Category: Masturbation Male Solo Tags: Male masturbation, virgin, college, condom, lotion, clubstroke

  I’d never worn a condom

  
  Freshman in college, still a virgin, I thought I should get some, “just in case.” A little nervous and feeling a bit foolish, I bought some at the pharmacy in town. Walking back, I’d thought, never having used any, I should (would have to) sacrifice one for traini... » Read more
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  They Mostly Cum At Night. Mostly.

  Posted by: IAMMMD55 Age: Mid 20s then Posted on: 13 Jan 2026 8 comments
  16 likes 26 views Category: Masturbation Male Solo Tags: Male masturbation, roommate's girlfriend, listening to sex, being heard

  A masturbation memory from my mostly misspent (in the sense I probably coulda gotten laid more had I not been so shy) 20s.

  
  I used to masturbate listening to my roommate & his girlfriend fucking. No AC in our apartment. Sometimes, during that summer, just hanging out on weekend mornings, we guys would be wea... » Read more
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  This Gonna Be Good!

  Posted by: IAMMMD55 Age: 22-23 Posted on: 12 Jan 2026 3 comments
  4 likes 16 views Category: Masturbation Male Solo Tags: Male solo, shower, tub, Playboy, overhearing masturbation, roommate, clubstroke

  On another site a poster recently asked “When did your masturbation actually become good?”

  
    Excepting the quite good “sex” with my bed as a teen, I really started to discover how joyful (rather than just necessary & pleasurable for a solid 5 minutes) mastur... » Read more
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  The Simple Pleasure Of Pillows

  Posted by: IAMMMD55 Age: 25 then Posted on: 10 Jan 2026 6 comments
  5 likes 41 views Category: Masturbation Male Solo Tags: Male masturbation, virgin, hotel, privacy, sleeping nude, humping, pillow

  I find a wonderful new way to masturbate. 

  
  Mid-20s, and … still a virgin, I was in a nice hotel on business for a couple nights. My first time ever in anything fancier than a Holiday Inn. And first time ever in a king - size bed. I’d never even SEEN a king -size bed before. I was genuinely per... » Read more
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  A Little Affair

  Posted by: IAMMMD55 Age: 18-19 Posted on: 20 Sep 2025 3 comments
  4 likes 19 views Category: Masturbation Male Solo Tags: Male masturbation, teenager, virgin, humping, furniture, secret

  Not proud of it, but it was good.

  
  I still feel bad about this. Just a little.  Well, OK not really bad. More like, just...yeah. I did it. Embarrassing, yup. Pathetic? Uhh...maybe. But, damn, it was gooood! It's not an actual "skeleton in the closet" kinda t... » Read more
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  Three Is Not Always A Crowd

  Posted by: IAMMMD55 Age: 24 Posted on: 25 Jul 2025 11 comments
  15 likes 47 views Category: Sex Stories Watching Tags: Male masturbation, virgin, watching, friends, fucking, affection, age difference, Aunty

  I'd felt I was odd-man-out that night but... 

  
  I used to masturbate listening to my roommate & his girlfriend fucking. No AC, so in the summer, we’d have the windows & bedroom doors open at night to get some breeze inside. Rooms right across the hall. Everyone could hear everything. &nb... » Read more
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  Pics Or It Didn't Happen

  Posted by: IAMMMD55 Age: 17-29 Posted on: 22 Jul 2025 10 comments
  11 likes 31 views Category: Masturbation Male Solo Tags: Masturbation, crush, bikini pic, lingerie pic, nude pic, lingerie, photo shoot, CFNM, friend, friends girlfriend

  Before the internet, having pics was different.

  
  Well, usually because nothing is happening, right? You’ve just got a pic you can jerk it to. And if you are dating, well, pumping your dick to her pic isn’t exactly a big deal when you’re banging the chick.   As I’d commente... » Read more
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  Neighborly

  Posted by: IAMMMD55 Age: 27 Posted on: 24 Apr 2025 4 comments
  12 likes 60 views Category: Masturbation Male-Female Tags: Male masturbation, female masturbation, overheard sex, neighbor sex sounds, lesbians, hearing neighbor orgasm

  Things done and heard.

  
  In my 20s, I had an apartment in which my bedroom and my neighbor’s bedroom not only shared a wall, but our headboards were each on it.      One night, several weeks after I moved in, I woke up to hear her having sex, I thought, and I quietly masturbated. Whe... » Read more
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  On Cucumbers

  Posted by: IAMMMD55 Age: 18 maybe 19 then Posted on: 31 Dec 2024 11 comments
  14 likes 31 views Category: Masturbation General Tags: Female masturbation, cucumber dildo, male masturbation, baggie pussy, crush, masturbation confession, workplace romance, no sex relationship

  Just some thoughts on the whole cucumber thing. 

  
  Ah, the apocryphal cucumber!     At least, that's how we'd thought of it back when I was a teenager: the idea that the cucumber was actually at times employed by women to satisfy their unmet sexual needs. I'm not sure where a... » Read more
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  Mr. Softy Is Surprised Again

  Posted by: IAMMMD55 Age: 59 Posted on: 04 Dec 2024 10 comments
  7 likes 38 views Category: Masturbation Male Solo Tags: Male masturbation, flaccid, perineum, unexpected orgasm, zesty

  Old dog. New trick.

  
       I was really just a little tense. Not turned-on or horny. It wasn't one of "those" mornings: when you wake up hard, or thinking about sex, or wanting to masturbate. I was just, what? Stressed? Restless? Anxious? Work was a bitch. I hadn't had sex or mast... » Read more
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  I Like Big Bottles And I Cannot Lie!

  Posted by: IAMMMD55 Age: 58 Posted on: 30 Nov 2024 10 comments
  4 likes 49 views Category: Masturbation Male Solo Tags: Male masturbation, virgin, curiosity, inanimate object, studying, college, unusual place, masturbating with clothes on, zesty

  Laying Pipe. Or an unreasonable facsimile thereof.

  
       I was a late bloomer with respect to sex, though certainly with respect to masturbation.       So, you might imagine that as a virgin in my early 20s (I'd had some limited experience with girls, but no actual penet... » Read more
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  Richard's Lust

  Posted by: IAMMMD55 Posted on: 01 Nov 2024 8 comments
  2 likes 65 views Category: Sex Stories Fetish Tags: Male masturbation, lube, Swimsuit Issue, roommates masturbating, masturbation at work, panties, period clothing, mannequin fucking, zesty

  Is there a point at which what is technically masturbation is really for all intents and purposes, sex?

  
  Masturbation: The manual stimulation of one’s own genitals by other than sexual intercourse for the purpose of achieving sexual gratification up to an including the experience of an orgasm.   ... » Read more
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  Chair Fucking

  Posted by: IAMMMD55 Age: Various Legal Ages Posted on: 22 Oct 2024 8 comments
  4 likes 45 views Category: Masturbation Male Solo Tags: Masturbation, chair, college, outside, fail, chair fuck fetish, chair masturbation, zesty

  I think I’ve had sex with more chairs than women.

  
  I know I have.    I think had sex with more different chairs than women.      The experiences have run from the simple - squirting lotion on the smooth seat of the desk chair in my college dorm room, kneeling in fron... » Read more
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  OMG Fun With Fruit 3

  Posted by: IAMMMD55 Age: Late 50s Posted on: 14 Sep 2024 8 comments
  6 likes 46 views Category: Masturbation Male Solo Tags: Cantaloupe, masturbation, orgasm

  My wife was out of town for a few days, and did I play!

  
  So, I was grocery shopping after work and in the produce section I started looking at the cantaloupe with the sudden memory of past indulgences in my single days coupled with the already formed intent to indulge in some serious and hopefully vigorous self-... » Read more