A
female
age
30-35,
anonymous
writes:Hi so last night me and my bf were making out and well it just naturally progressed to my hand being down his shorts, but still outside his boxers/briefs. Well while I was there (this is gonna sound extremely embarrassing and stupid)I wasn't really sure what to do?.. it was wet; my hand was on his "bulge"--and that's just what it was to me---a bulge and nothing more. I dunno, I was just really confused as to what exactly I was touching (the shaft, head..)? "Well the easier thing to do would be to actually stick your hand on the real thing and then you'd know what you were touching"---would probably be someone's advice, but thing is I'm not ready per se to touch the actual thing; I'd just rather pet through clothing first and let things build off from that..So my question is, could I just "give him a massage" through his boxers? How should I do that? This sounds stupid, but like for instance I know when a guy's penis is erect, it jutts outward from the body, right? Well I mean, when wearing underwear and getting an erection, is it bent upwards? Where would the head of the penis be??
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reader, anonymous, writes (2 September 2008): Yes, you could just massage his bits through his boxers which might be rather more erotic than actually getting your hands on the thing proper. On the other hand, he might find it extremely frustrating that you've not whipped it out and played with it.
As for which direction it might be pointing, that would depend on how tight his boxers are and which direction it was pointing when he started to get an erection. He would be inclined to straighten it up if it was heading in an uncomfortable direction, which is why you see lots of boys apparently playing with themselves or scratching their nuts. Unfettered, an erect penis will point upwards at about 45 degrees, perfect for a 'knee trembler'. The chances are that when erect, the head of his penis will be somewhere near the waistband of his boxers.
Why not tell him that you're a bit shy about actually touching it, ask him to release it and show you the thing and demonstrate what he'd like you to do with it - once you feel ready for that. It's no time to be shy once you've got your hand down his shorts!
A
female
reader, PsyCookie  +, writes (2 September 2008):
 You know, you could try it and I could tell you how to do it, but your boyfriend will NOT be too pleased! Seriously, you WON'T be doing him favor doing that... he'll want to release his fluids and he might not like it when you tell him you won't do it.
So he might have to cum in his shorts, an idea something I'm not sure he might like (or he might find it kinky). What you coud do is get to the tip of the penis, which is the most sensible area, and place one finger on each side, like picking up a napkin. Then, go in an up and down direction (like an elevator) and keep on doing this to him. To make this easier for you, you could buy him silk underwear.
But what I recommend you to do is dry humping. If you want, you two could be in your underwear, but it's not necessary. I would recommend for you, though, to wear thin clothes at least to get pleasure. Dry humping is like making the sex act without the penetration. Both you and your boyfriend may reach orgasm in this. Now, be warned that this is very intense and I think you should wait a little bit to be with him to do it, but once you do it you would love i.
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