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very confused about best friend!

jbfan123

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i have a best friend, we've been best friends for 7 years or so since we were 14, and throughout the years he's always joked about gay stuff and openly talks about playing with himself anally and what not and i bought him a Dildo as a joke last christmas and he's told me he's used it lots so i've always wondered, but he's really into girls and just got his first girlfriend who he's been seeing for a couple of months

last night he stayed at my place and when we went to sleep he was right up against me in a spooning position and i got hard and he didn't move, but started to move back a little bit on it, and then repositioned himself so my hard dick was right up against his 'hole' and i was hot as fuck at this point and was trying to do little signals and see if he'd respond like push up a bit and he was responded at times a little and even went as far as completely rubbing himself on me but made it look as if he was just moving in his sleep, but trust me, it seemed very like he intended to do it!

so i made a move and lightly stroked his dick which he didn't freak out at but just lay there acting asleep, and i wasn't sure if he was asleep or not as if he was asleep i didn't wanna be doing nothing! but i thought what had happened so far indicated he wasn't asleep, and as i stroked him he got hard and i thought if i proper grab it then if he was asleep he'd wake up so i proper went for it and he just lay there still, and i pulled his dick (at this point it was rock hard) out of his boxers with some force and starting jacking him off properly and after i'd finished he still 'pretended' to be asleep.

i wonder if he was pretending so he didn't have to deal with nothing and didn't have to say nothing in the morning, but something a lot lighter than this has happened before and he dropped little jokes last night like 'i'll let you fuck me in the ass, but just wait until i'm asleep'

i'm inclined to believe he would do something like this, but obviously wouldn't want to admit to it because of his gf, and we woke up next day as if nothing had happened and we were same old, it was strange, i don't know what to do!

i know this sounds freaking weird but i made sure i was 100000% in my mind he was okay with what i was doing and he was encouraging it with his body, i don't think there's anyway someone could tug your dick about the way i did and mess about with your boxers that roughly without you being awake.....i hope #-o :-)
 
So try it again, have more sleep over's. I think he wants it, but is afraid to say anything. So just keep it cool, and go slow..
 
He was not sleeping, he knew exactly what he was doing, he liked it, and he wants more!!

I guess he's nervous about it so he wants to pretend to sleep. Well, nothing wrong with that. If I were you, I'd be planning the next sleepover and getting some condoms/lube ready.

...And posting the juicy details back here, of course!
 
There's always the danger that the person you are fondling in their 'sleep' are going to wake up and crack you in the jaw or call 911.

In this case though, you bought him a Dildo He's used it by his own admission. He's told you that you could fuck him, but only if he's 'asleep'. He let you jerk him off while he was 'sleeping'.

He probably is bisexual or at least curious.

The thing is, do you want to have sex with the corpse of your best friend? If he isn't going to even want to acknowledge that you're in the room, emotionally and psychologically, where does that leave you?

Feeling that you took advantage of him? Not actually worth his attention and affection?

My test would be that until he kisses you back, forget fulfilling his narcoleptic rape fantasy.

If he's really serious about getting fucked by you, he needs to be pro-active.
 
Normally, this is where I would point out that it's wrong to play the "I-was-asleep-and-didn't-know-what-I-was-doing" game which is even worse than the "Boy-was-I-drunk-I-don't-remember-a-thing" game.

But in this case, you're setting yourself up for a lot of hurt if you don't take charge and get this all out in the open.

The potential here is to fuck up a 7 year friendship.

The potential here is that he's going to use you as an extra dildo until he gets another girlfriend.

The potential here is that you're the one who will end up being hurt in the end.

The next time your friend makes one of his comments or not-so-subtle hints, call him on it. Ask him if that is what he wants. And whether this time he's going to contribute 50% to what happens. And whether the two of you will just go back to being friends or whether this is going to be something more.

Until then, maybe the sleepovers aren't a good idea.
 
Normally, this is where I would point out that it's wrong to play the "I-was-asleep-and-didn't-know-what-I-was-doing" game which is even worse than the "Boy-was-I-drunk-I-don't-remember-a-thing" game.

But in this case, you're setting yourself up for a lot of hurt if you don't take charge and get this all out in the open.

The potential here is to fuck up a 7 year friendship.

The potential here is that he's going to use you as an extra dildo until he gets another girlfriend.

The potential here is that you're the one who will end up being hurt in the end.

The next time your friend makes one of his comments or not-so-subtle hints, call him on it. Ask him if that is what he wants. And whether this time he's going to contribute 50% to what happens. And whether the two of you will just go back to being friends or whether this is going to be something more.

Until then, maybe the sleepovers aren't a good idea.

don't worry, nothing will fuck up lol

A. i don't fancy a relationship with him, i just wanna have casual sex.
B. he's not even that attractive, he's just got the nicest cock i've ever seen
C. we're the kind of best friends who do each others heads in so nothing more than the odd drunken fuck would happen i reckon
 
don't worry, nothing will fuck up lol

^ Well I guess you already know the course of action you intend to take.

When it all goes pear-shaped, we'll be here to hand you a tissue and commiserate....lol
 
^^ If I keep agreeing with your posts like this Rare, I'm gonna get scared.

OK I'm sure he's letting you do it means on some level he wants it, but the fact that he 'pretends he's asleep' means he's deeply fucked up about it in some way, and eventually it'll blow up in your face.

The fact that the only sexual gratification you're able to get is from guys who pretend they're asleep is...well, I'll leave Rare to find proper words for it but you'll have a lot more fun with guys who will admit to being conscious.
 
Here we go. Coffee time again.

Reminder: Bana... turk kahve.. orta, lutfen.

Do we still have those delicious cinnamon scones?
 
I don't even think this is worthy of coffee, to be honest. I think I'm gonna go grocery shopping.

Lex
 
I don't even think this is worthy of coffee, to be honest. I think I'm gonna go grocery shopping.

Lex

aha coffee i get it now its not as bad as my post lol and i can add so much more to my post in the few days but that just me being stupid and falling for a hot boy but anyway...

For the OP i think what happened with you is really hot. There is no doubt in my mind that he feet that. But to play it safe next time i would wake him up or just make a comment like "well i dont like fucking sleeping people" or something of that sort. Try even waking him up and making a joke about his hard on and ask him if you can take care of it, but dont make it sound like a joke be dead serious. Good luck!
 
just to update. he's become a bit more distant since the start of his relationship, it sucks, he's more than a best friend to me, i need him around to function! but i'll survive, he's kept dropping hints here and there saying such things as 'i'll fuck you when i'm single' lol and i know he means it, his relationship won't last too long, i can wait :)
 
Hey, as long as you're happy being the "guy who gets him off when he's not currently seeing a girlfriend", I guess it's all good. But you could do better.

Lex
 
We'll I think the evidence is right in front of you. Apparently your friend has been dropping clues and he seems to like the attention. Lol that you bought him a Dildo though that so sweet of you ahha. Anyway go for it, I would at least ask him more about it first just to get a peace of mind.
 
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