I live with my sister, her old roommate and a random guy. Now my sister and this girl have been roommates for 3 years and me and this girl have always been flirty. Since we've been living with each other the flirtiness has gone out of control. We are giving nightly body massages, always grabbing each others asses and constant kino.

Basically, I want to fuck my roommate and I'm almost positive she wants to as well.

So what do I do? How can I get to where I can f-close her? It's hard to bring up because I don't want things to get weird. I'd also want to hide it from my sister since they've been friends for so long.

What do I do???

why would you hide it from your sister? that's stupid.

this girl wants to fuck you.

just handle the logistics. have your sister and that guy out for a night.

do the massage thing and go from there. just don't make it look as you prepared for that. make it seem it just happened and you both couldn't control yourselves.

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I have to return some videotapes...

Try to leave the discussion out. You just have to start slow kino and lead up to it.

Send that random guy and your sister out.

And do what you have to do.

Just don't make it look as if you're too eager to hop in the covers with her.

Plan the thing, but make it look like it happened on its own. Basic rule.

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" You're born alone and you die alone and this world just drops a bunch of rules on top of you to make you forget those facts. But I never forget. I'm living like there's no tomorrow, because there isn't one. "

Yea I understand that. It shouldnt be hard isolating ourselves in a room one night when they both are gone or in their rooms. We all have individual rooms so that shouldnt be a problem.

The issue I am having is..how do I escalate from it being a massage into the mindset of "ok, we are going to have sex now."

Should I start lightly kissing her neck/back as I am massaging her? Or what? Idk what to do to get us into that mindset.

I appreciate all the advice!

Let me, as an old wise party-pooping man , give you another sight on this.

If you are going to hook-up with her (although she wants it too), this 4-people-living-together-combination will end.

I don't know how much you value this.....suit youself

Exactly if you fuck her, not ending stress and drama, do not eat were you shit!!!!! Specially if you planning to bring home other girls

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Don't shit on your own doorstep is the phrase.....

Are you joking?

This girl has been begging you to fuck her for weeks. Just DO it already and stop thinking about it before it gets awkward!

You guys give each other late night body massages and you can't figure out a way to go from there? I honestly don't even know what to tell you bro.

And...
In short, you don't. Women (particularly ones you haven't fucked yet) almost never make such an extreme jump from massaging straight into being ready to have sex. You take baby steps and move forward putting one foot in front of the other.

Here, I'll make it easy for you.

1) Setup another one of your late night massages
2) Begin massaging her and getting her turned on
3) Say, "Take your shirt off." and take her shirt off
4) Massage a bit more, say, "Take your bra off." take her bra off.
5) Unless you need me to show you how to put a condom on too, you can take it from there

OR if that's too scary, just get her to massage you and somehow get it so that she's straddling you while you're on your back. Grab her ass and HOLD her there while telling her she'd better stop turning you on or you can't be held responsible for what you do next. Look her in the eyes when you say it and say it with a slight smirk. Then just start making out with her.



one of those will work for you. Message me if you have any questions....Good luck bro

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Sex with a roommate....bad idea. I don't care how willing she is, things may end up BAD. Save yourself some headaches and from the need to move or find a new roommate.

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