How to give a good handjob? And can you give a handjob in his pants?

My boyfriend and I have been dating for almost 4 months. We're both ready to take things farther than just making out and cuddling but I don't know how to. He wants a handjob and I want to give him a good handjob only thing is I've never given one before. Is there a way I can give him an enjoyable handjob in his pants? Or do his pants have to come off? If I take his pants off then can I leave on his underware and take it out from there? Also when he starts to reach his climax is there a way to stop it from getting everywhere? Or if I give one inside his pants would it be messy for him Inside his pants? When will I know when to stop? Should I play with him on the outside of his pants first? Also he wares athletic shorts so I can't unzip it and they would have to be pulled down. Do I just start pulling them down while we're laying down. Please if you know any tips for a good hand job can u leave a comment or go step by step I really want him to enjoy it (also we're eachothers first so we both haven't done this before).
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Most Helpful Guys

  • It’s in general bad to get your sex-ed from pr0n stuff, but some amateur clip of a girlfriend handjobbing her boyfriend might have some actual educational value here...

    Handjobs inside pants are uncomfortable and will become messy once he cums. It’s not easy to catch in your hands if you’re not used to it, so if you want to avoid messing up his clothes you make sure his tool can be directed away from him once he start playing fountain.

    I think it’s all very personal, but I like to be able to have my legs a little bit spread up to the point that my balls are not squeezed anymore between them during such activities, he might have different preferences but pulling his pants down a bit might be nicer for him.

    Explaining how to do this the best way is not easy in writing, you’re really better off watching it. If you’re not into watching online pr0n you can also ask him to show how he likes it himself, I once had a girlfriend that asked me to show her how I do it myself, worked fine afterwards :-)

    If you choose to watch pr0n movies make sure you watch different ones, ‘handling’ is also different if he’s circumsized or not, so make sure you watch the right movies or both of you don’t know yet his foreskin status. I am sure that circ guys might differ from opinion but I think that it’s easier to give a spontenious handjob to a man with a foreskin then a circ guy, but hey, I have no experience here.

  • For me, a dry handjob is useless. Gotta be skin to skin. His pants don't need to come off. Just pull them down, pull down his briefs and you're ready. Using lube would be awkward but if you will use plenty of loton to moisturize your hands before, his perspiration will re-wet them. Stroke him with a simple milking motion. When he starts bucking and breathing deep, switch to a fast flat hand stroke on the underside of his penis until he comes. If you can get him to tell you when he is going to come, cup your other hand over his penis without touching it with that hand so he can shoot into your palm. Best to have a small face cloth in your purse or pocket to mop up with.

Most Helpful Girls

  • Handjobs I give to my boyfriend almost always turn into a mixture of my hands working the shaft while the head of his dick is in my mouth. I find that the spit helps prevent the issue of there being too much friction if I want to speed up for the finish and.. I mean, I'd imagine that oral finishes are a bit more enjoyable than me jacking him off onto his belly or something

    In terms of technique, I try to pay a little bit of attention to everywhere. Including the glans, around the edge of it, the frenulum, up and down the underside of the shaft. In addition to his balls, of course.

    Granted that his dick is sufficiently lubed up and I'm using only my hands, I like to do this thing where I kind of do a slight twisting motion as I move my hand up and down the shaft, then as I get to the top, kind of draw a circle or whatever on the palm of my hand with the head, if that makes sense. It's best to maximize the amount of surface area that receives stimulation so that's become a bit of my go-to move when I'm giving a hj.

  • Giving a good handjob is in my opinion the most difficult thing a girl has to do to his boyfriend since he'll always be the best person at masturbating himself that way.
    Anyways you can start touching him from above his pants but when he gets hard you should pull them down and let his penis out (there is no point on getting all his pants dirty when he will cum and it is kinda cruel if you stop right before he's having an orgasm). To give the best handjob you should find a way to use some lube on his penis or on your hand (especially if he's circumcised; if he is uncircumcised you can just stroke it since he has a foreskin) and start with a gentle massage incrasing the speed of your movement as he gets closer to his climax. When he will be ready to cum you'll see his glans turning red and his breathe may become havier along with some muscular tension. If you want to be sure just ask him to tell you when he gets there ;)

  • just put your hand inside his shorts from the waistband or leg. just do a gentle rub while you kiss and he will cum

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What Girls & Guys Said

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  • Oh, there are SO many different ways to give a good handjob. For example:

    1. Tell him to lie on his back, (naked, of course), legs spread wide and then tell him he's not allowed to move or make a sound until he begins to cum. Then, go slow, really slow. Spend some time tickling his balls with your fingertips. Spend some time slowly going up and down his shaft. Tease the head with your fingertips. By not allowing him to move or make a sound, his orgasm will be INTENSE!

    2. Put a condom on him and give him a handjob while he's standing and you're sitting down in front of him. Tell him to put his hands behind his back and not say a word. Go slow, don't let him cum for a while.

    3. Make him sit down on a chair, and tell him to sit up straight. Giving him an orgasm in that position, (if you go slow) will make for a very INTENSE orgasm.

    4. Go for a drive, make him drive. Order him to drop his pants. Put a condom on him and give him a nice slow handjob while he's driving. As he's driving, tell him to not say a word. Tell him to not look at you, but to look straight ahead. What's hot about that is, when you come to a stop light, people next to you will know what you're doing and they'll smile. Make him cum while you're at a stop light. His squirming will let everyone around you know what you're doing to him. He'll never forget it.

    I hope this helps. nothingtosee@yahoo. com

  • Take it out of his zipper and pump up and down. He'll probably cum pretty fast if it's his first time, and he may cum all over your hand.

  • The best answer I can give you is to watch a couple videos of handjobs that are simply amazing. If you message me I'll send you the links. There's no better way to learn than by watching.

  • run his pants in his groin area.. u will feel the erection. then let it go with the flow next

  • Learn about dick in detail.

  • take it out put lube on it stroke it take cum in your hand

  • Lay him down but make sure he looks up at his penis, put some warm lube on his penis and jerk him off till he comes!

  • He can pop out his penis out just by lowered his pants and underwear honey, that's what my boyfriend do whenever he wants me to do a handjob while we're in his car still.

  • yes try some over the clohes first, it will be messy if he cums and he's the only one who knows when it'll happen. you can do a good one in his pants but it's difficult so use the girl who commented first idea if you can't.