Mom saw a first...

Discussion in 'Masturbation' started by SandBook, Nov 16, 2025.

  1. SandBook

    SandBook Members

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    Yesterday I was masturbating at my parents' house all afternoon. Seriously ALL AFTERNOON. I was in one of those frustrating spots of being achingly horny but totally unable to get off. After a few hours I went upstairs to use my dildo. When I'm in one of those tough spots of not being able to cum but still too horny to stop, the intensity of sensation and labor involved in using an anal toy is enough to at least tucker me out.

    I was crouching on the floor of my parents' guest bedroom. My ass all lubed up. My BIG veiny pink dildo even more lubed. Trying to get the tip to hit the right spot at the right angle. The door was wide open because I've always masturbated in their house with the door open in case my mom needs me for something or has a quick question. Right as the dildo's tip starts to poke in, I hear, "Hi!... Oh..." My mother is standing right in the doorway and I am facing the door. So, not only is she seeing her 40-something child struggling to shove a big pink dick up their ass, I'm also in a not super sexy looking position with my legs spread and my penis and balls dangling down all weird in full view.

    It was fine though. If anyone is unfamiliar with my relationship with my mom, she's always encouraged me to masturbate and let me do it in front of her as much as I needed wherever I needed to in the house since I was a teen. And since my late 30s regularly masturbates with me and we talk candidly about our bodies and masturbatory habits and sex lives. She knew I used anal toys. She's seen some of my anal vibrators. In fact I let her use one of them kind of like a rabbit vibrator. But she'd never actually seen me put something up there.

    So, she was totally chill. And actually, Pointed out that in the brief time we were trading apologies and affirmations, I had suddenly worked up an erection. Which definitely was because I was being seen doing something she'd never seen me do before. She wanted to stick around and watch and I wanted her to watch if it was gonna finally help me cum.

    She got undressed to reveal quite the wet spot on the crotch of her underwear that had also happened in the time we'd been talking. Lied down on the guest bed near me. I turned around and fucked myself with the dildo while she fucked herself with one of my other toys and we both came pretty fuckin' hard at pretty much the same time.
     
  2. breeder9

    breeder9 Members

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    That’s quite an open relationship between you and you must be really comfortable with sharing the intimacy between you, that’s incredible.
     
  3. 8MZBHVN

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    Got any pics?
     
  4. Sheerhose

    Sheerhose Members

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    Very nice, how I've thought about this with some family catching me
     
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  5. SandBook

    SandBook Members

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    It is. Always has been. We were always naked together. Always took showers together. The first time I masturbated I was really freaked out by the mess and she chilled me out about it. She had a very positive attitude toward masturbation. With me and my sister. But especially with me because she knew a teenage boy who'd just started masturbating is going to do it all the time everywhere and let me know, if I need to do it, best thing is to just get it out.
     
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  6. bbw-lover71

    bbw-lover71 Members

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    We used to be very open about mastubation in my house growing up, I'd often wank Infront of my parents. Sometimes my mum and dad would be as well, I remember walking into see my dad wanking in the living room and sitting down to join him. My mum did the same thing with me on many occasions. The best was when I got a boner watching wonder woman and me and my dad were wanking over Lynda carter
     
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  7. SandBook

    SandBook Members

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    Ah, Lynda Carter. A stone cod beauty! My mom watched me jerk off to Mischa Barton in the OC and Paris Hilton weekly. I never liked jerking off with my dad much. I do it now and then, but it's not that fun for me. Much more of a me and mom thing.
     
  8. SandBook

    SandBook Members

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    My dad and I masturbate to porn mostly. My mom and I masturbate while watching porn often but we always are masturbating to each other. She was the first person I ever masturbated in front of. It was fantastic!
     
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  9. bbw-lover71

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    That's cool, wasn't really a thing we just both stroking our cocks
     
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  10. Transguy

    Transguy Lifetime Supporter Lifetime Supporter

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    God this thread has me hard as a rock
     
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  11. bbw-lover71

    bbw-lover71 Members

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    Me too
     
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