Masturbating in front of my boyfriend..need help.

So my boyfriend told me some months ago how much this would mean to him if and when I decide. I want to, and I'm comfortable doing so with him! What I'm uncomfortable about is everything beyond that. How to start, when to start, where to start. And what to expect during and after. Can anyone help me out an explain the details of how this typically goes for you? Do you get asked in the moment, do you tell him, do you surprise him, is it during a casual moment or an intimate moment? Where are you and where is he when this typically happens, does he/do guys usually make comments or is it completely quiet? What do you do or what does he do afterwards? I try to picture the entire scenario in my head so I can be prepared and I just can't imagine it. For one thing making out after (for example) just seems weird to me. And saying something like "hey wanna watch..." Seems weird. Ignoring sex to masturbate also seems weird. The only way this doesn't seem totally weird to me is if he just asked me to do it sometime (mow that I'm ready) but I know he won't. So do you guys have any knowledge and advice to share? Girls do you remember how things kicked off your first time doing this? Thanks
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Most Helpful Guys

  • he is a lucky guy! I love watching women masturbate in front of me, I was seeing a girl who used to make me sit in the wardrobe with the door slightly a jar and watch her through the gap.

    The way I picture it though is you in a skirt watching TV and you just start masturbating not even acknowledging me in the room at first, just looking after yourself then after a little while you turn to face me showing me everything and pushing me back with your feet every time I try to get involved. I want to see your back arching as you moan and you moving around uncontrollably then after you orgasm you give me a blow job leading to sex... That would be awesome, do that! I need a cold shower!

    • She made you sit in the wardrobe? Lol. How did that conversation/arrangement happen? Was there just one random day where she was like, "hey, get in the closet!" Or was it planned and discussed previously? How?

    • she was very controlling in the bedroom. that was one of the subdued things she made me do. she just made me sit in the wardrobe and watch her on the bed. I would masturbate as well.

    • How did you get on with this task, how did you go about it in the end?

  • Set yourself up for oral from below' meaning laying on the floor or bed, knees up and spread, feet flat on the floor, head on a pillow. Do what you do alone with him watching at point blank range and when you are into your orgasm, have him finish you with oral. I sometimes discreetly look at POV closeup girl solo to inspire me when I know a session of sex is coming. Seeing it in person is all the better. Do not act shocked if he either asks you to pee a little while he watches or you (like my lover often does) have an "oops".

Most Helpful Girls

  • Not sure what your living arrangement are but if you live separately and you are in a position to do so invite him over. Already be naked and working on yourself as he lets himself in and from that point on he can enjoy the show until he can't stand it any longer and joins you or gets naked himself and does himself.

    • I like this idea too and we do live separetely..unfortunately he rarely has the opportunity to come to my place (we're usually over at his) and he's too worried about my safety to let himself in. I've suggested it before but he doesn't like me leaving the door unlocked :(

    • He doesn't have a key to your place? This would also work and be an added surprise if you could get into his place ahead of him and begin the games. What a surprise that would be! :)

  • I would do it like this: whenever you're getting intimate, and kissing and you've taken all you clothes off, just kiss him, bite his lower lip and pull back, and kinda whisper in to him "Watch me baby" and then lay back and start slowly massaging your p**** and playing with yourself

  • set it up like a show for him...tell him to kiss you during or when your cumming. keep him close to you if he's asking for this then he must know what to do with you, be ready for his participation this is good I do it all the time for my partner.

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What Girls & Guys Said

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  • I love to Masterbast while my guy is looking! You are really over thinking it!, just when your in the mood to have sex, when he's in the bathroom or in another room dress up in sexy underwear and bra and then surprise him start touching your self and that's going to turn him on so badly and from there you will know what to do it's just a form of for play, and yes you guys should have sex too, your not doing it to finish your just doing it to turn him on and your self that's it

    • This has occurred to me...the problem is (since it will be my first time) I feel like I'll need more time alone getting into it/comfortable ...than the two minutes he might spend in a bathroom or other room.

  • You can ask him to masturbate as well