Posted Friday 09/18/2009 11:30 AM in
Stupid Fun by Jessica Chobot
Filed under: sexual healing, dating advice, sex tips
It's that time again. Our sex and dating relationship goddess answers your burning questions.

Q: Do cybersex and/or phone sex count as cheating?
Jess: In certain scenarios it most assuredly does. Said scenarios being that if one becomes hooked to the cybersex/phone sex and begins to prefer it over their chosen mate, then yes-that would be cheating.
Also (and this is more directed at cybersex), if you slip into having an emotional attachment to the individual on the opposite end of that monitor, then – guess what – you’re cheating. It’s one thing to quickly get your rocks off while attempting to type naughty what-nots with one hand. It’s quite another to skip out on real life BF/GF play dates in order to virtually hook-up with some mysterious sweet-talker on the ‘net.
Q: I think my best friend's mom is smokin' hot. Is it wrong for me to make a move on her?
Jess: What’s the age difference? Is she single? Are you single? Is your best friend aware of your desires for suckling on the same nipple that they did?
Technically, there is nothing wrong with it. Still, it seems a tad…I dunno…creepy? Not that there’s anything wrong with a quality MILF or that your preference for Mrs. Robinson types is abnormal or wrong. Just that the whole “best friends” connection is ripe with potential problems and issues.
In the end though, If both you and she are adults about it and if you’re friend is cool with it, then why not?

Q: How can I please my girlfriend in bed if she won't tell me what she likes? Any pointers?
Jess: Is the reason your girlfriend isn’t being more open about her preferences is because when you question her, it’s on the fly? Right before or during sex ? If so, keep in mind that even the most outgoing individual can turn meek under the sheets and by waiting till the last possible moment to suddenly blurt out, “Do you like it when I touch you there? TELL ME! ARRRGGHHH!” might actually be turning her off.
I recommend having a one on one, nice, non-pressured or aggressive conversation with her when you are both calm and relaxed. Maybe on a casual Sunday morning. Or during a pizza and movies night (but not during the movie. -‘natch)."
If you have done this already or she’s staying tight-lipped (no pun intended) about the whole thing, then your next bet is to just try and keep a close eye on her while you guys are bumping uglies. See how she reacts to certain things. Is she breathing faster and heavier? Is she arching her back? (NOT on purpose to be sexy but because it’s good. Believe me – you can tell). Is she more wet all of a sudden? These involuntary bodily reactions means that, whatever you did…it was goooooood. File that little morsel of knowledge away for future humpings. Slowly build up your repertoire and be proud of your newfound sexual prowess.
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