How do I start touching him on his crotch?

So me and my boyfriend have both been careful with what we do. He and I dry hump and make out. He has started touching me, giving me hickeys on my chest and last night took off my shorts and started to stroke my vagina over my underwear while kissing me. He let me get on top of him and I started kissing him on the chest but wasn't sure how to stroke his penis over his boxers. Would it hurt him or does he want me to do it? If he wants me to I don't know how to start or how hard to do it or for how long. I don't want to go under his boxers because he hasn't gone under mine but he kisses over it too. What should I start doing? He usually leads and last night I was taken back by all the things he did and wasn't sure how to respond for pleasuring him. I want to but I don't want to be bad at it.
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Most Helpful Girl

  • U could start off by leaning him back and kissing his neck then lightly tracing the out of his penis over his jeans and lightly grab him it would u off and the guy usually will stop u or tell u how much pressure is good kinda keep it mild not too hard also u could always be the one who get on top of him grinding on him first it won't hurt if u touch him he'll just feel pleasure u could also b like do u like babe tell me what u want kinda thing just relax and have fun

Most Helpful Guys

  • There are very few ways to be bad at it. Obviously you don't want to hit it, lol. Stroke it, run your hand lightly over it, hold it through his boxers and gently rub it. It's not made of glass, it won't break. You would probably find that he'll start moving against your touch anyway, guiding you towards the right kind of pressure and pace.

  • Just be natural and don't be afraid... he likes it as much as you do

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What Girls & Guys Said

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  • Just do what YOU like. He won't mind but do NOT hurt his balls.

  • Why do you want to stroke his penis?
    That's sexist!! 😠😠

  • It wouldn't hurt him. He definitely wants you to touch him. Hold it and rub it gently.