Really want to give a handjob but don't know how to get it going?

Question

We been dating a few years now, and only recently started kissing and stuff on the bed , we are in our 20s but I have had some serious problems with wanting to do things like that due to past experiences so to my boyfriend kissing and stuff has been a long time coming But now I really am interested in giving him a handjob and all I've thought about recently is how to go about it and I don't know how to go for it especially because we haven't done anything like this before and it's not really a case of talking to him either as I feel like it would be awkward to say oh by the way I'm suddenly feeling sexual How would you go about it?

RJJ33666 · Accepted Answer

While the problem is very evident, I think this is a great stage for you. A lot of women do not reach this stage in a romantic relationship, you as a person wants to try something sexual with your significant other can be seen as a very good opportunity. I think the best thing to do here is to go with the flow, try to schedule a day when you both are free and open so that you can start a small date. A date between a couple is the best basic method to get to something sexual but make sure to do the date at home. That's because when you are at home, you can be romantic and you don't have think about anything else if you want to start something sexual cause you have all the privacy you want, all the space as well and not a lot of problems. Try to set up dinner, then you could have small talk and then you can start a little flirtation and then teasing which would naturally lead to something sexual. Another way could be a cozy movie date at home, you both can cuddle up together and it would be very romantic. You don't need to completely wait for the movie to end unless its something you both love to your hearts, as you have cuddled up you can get closer and closer until you can start a make out session with him, do make sure that when you start kissing him, you keep him concentrated on you so turn the TV off as smoothly as possible. Then after that since you guys are already in a cuddled position, it should be easy to move your hands around his crotch. Don't remove his penis too fast, stick to the kissing and rubbing the crotch for a while and then go for a handjob.

But do make sure to make it clear, you are only giving a handjob now, if he wants more then to wait a little bit more.

Anonymous · Accepted Answer

You’re building it up too much, making it into more than it is.

It’s as if you’re going to make an announcement, “babe, I’m going to give you a handjob now” and suddenly cue up some music or something.

All you need to do is reach over and start playing with his dick while you’re kissing or making out. I’ve had some girlfriend’s just reach over and begin stroking and caressing my balls and dick while we’re just relaxing watching a movie. And they do it all nonchalant and casual like, and before you know it you’re thinking, “God you’re a good woman...🥴🤤”

Anonymous · Accepted Answer

Put your hand on his thigh and give him a mischievous smile. If he doesn't catch your hints, you should ask him if you can see it? When he pulls it out have big eyes and be complimentary about and play with it a little. Then start stroking it. Slowly at first, then gradually increasing the pace. Until he cums. Once he cums all over your hand bring it up to his face and make him lick your hand clean.

Guy13 · Answer

Place hand around it. Move hand up and down. Practice on a tampon….

ohshee · Answer

I'm on my way to work right now if you did me I will teach you out

summiter · Answer

Guys love handjobs. Get naked with him and start by gently touching him all over his penis. It obviously will get hard quickly. Be gentle wit his balls and just lightly start stroking focusing around the tip. Better yet get him to show you how he does it.. yes all guys masturbate and are experts with their penis. Try some lube.. it makes the hj feel way better.
Do you want him to return the favor?

spartan55 · Answer

Beat it like it owes you money.

Sevenpointfive · Answer

easy. when you're kissing and rubbing each other, let your hand creep down his pants. grab his dick and start the handjob. if he seems interested then unzip/unbutton them and jerk your little heart out

Avicenna · Answer

Don’t worry about being awkward- it gets easier with practice

AviatorTom · Answer

While kissing, slide your hand down to his crotch, squeeze his penis through his pants and gently stroke it. If he likes that, then unbuckle his belt, unzip his pants, pull out his penis and start stroking.

UniquelyBasic · Answer

Just tell him you want to go further than just kissing. Im sure he would appreciate the offer. I mean its a handjob, how could he not want that from you?

GoodGuyBreakingBad · Answer

Ask him what does he like and go by as it feels to him

Zweihander9005 · Answer

Using both hands is really nice, makes me feel huge. I’m sure your boyfriend would love it too.

bowenw · Answer

I suggest just moving your hands down and do it. I doubt he will object.

EvenFlow · Answer

Has he attempted or tried discussing any sexual kind of things with you?

jeremy_09 · Answer

He will already be hard as a rock when you even mention it, just move your hand up and down gently and he'll tell you whether he wants it harder (he will) and faster (he'll want that too). You will get very fast results the first time, and a lot of sperm shooting out. Bring some tissue to clean it up, but more exciting (for him) if it goes all over you or your clothes. Bring some KY jelly in case he wants it slippery. I like without, a lot of guys like slippery.

1step · Answer

Touch it over his jeans that would make him really uncomfortable and put your hand inside or open his zip a little he would do the rest and kiss him while doing it or else it would become a blowjob in no time cause it is something he would have done many times he needs to get horny and released as soon as possible to stop it from going any further the longer it drags lower the chance of him cummig

Wise4myage · Answer

Always carry lube.

kellytheman · Answer

Well maybe start kissing and slide your hands between his legs with his pants on still and try to find his penis and when you think you found it give it light squeezing or tugs to get him aroused. Then when you feel he is really hard and aroused unzip his pants and slide your hand between his underwear and pants and do the same. Then when your ready to see it stroke it takes all his clothes off and maybe yours too and take some lube maybe baby oil or maybe just your saliva and stroke faster and harder with every stroke till he cums. Also maybe talk dirty to him and encourage him to cum.