Advice

Sex Advice From People On Chatroulette

Pin it

Sex Advice From People on Chattroulette

Laurel, 20

What’s the best way to pick someone up on Chatroulette?
It’s all about first impressions. There has to be something about you that’ll catch your beholder’s eye, because you know their finger is already poised on the ‘next’ button. Find your best angle and flash a big smile. Or try dancing around.

What has Chatroulette taught you about dating?
It taught me that the most interesting relationships are often short-lived. You can’t get discouraged when the person you’re connecting with moves on to the next, there will always be someone else out there looking for the same thing as you.laurel

I’m in a monogamous relationship, but I like jerking off with people over the internet. Is this cheating? Should I tell my partner?
Definitely don’t tell your partner. You are creepy, and if they haven’t figured it out yet, telling them is just not going to help the situation. In a world where technology is rapidly changing our social mores, it’s hard to say if this is cheating. Let’s just say what happens on the internet stays on the internet.

My girlfriend says I suck at going down on her. What should I do?
Make some lesbian friends, read some erotica, pick up Cunnilingus for Dummies. WikiHow probably has an article on it. Just don’t keep trying, it won’t be fun for anyone involved. You can try to ask her what she likes, but remember that girls don’t like to tell you what they really want.

I want to tape my boyfriend and I having sex; how should I bring it up?
He hasn’t asked you yet? You shouldn’t be too worried he’ll turn you down, but this is not something that should be talked about anywhere but the bedroom. Leave the video camera in there next time you two are going to crack open a bottle of wine. He’ll get the hint.

Is texting an acceptable way to cancel a date?
OMG yes. Regardless of your reasons, this conversation is going to be awkward. Be a real asshole and try to keep it under ten words. Don’t bother to spellcheck. In fact, don’t even spell out the word ‘you’. And definitely don’t apologize. You should probably do it on Valentine’s Day.

Do I sound bitter?

I just found out my current girlfriend and my ex are casual friends. The last relationship ended badly. Should I bring this up with my current girl before the ex does?
Did the last relationship end badly because of something you did? You should probably find a way to start some drama between the two girls before your ex finds out you’re dating her friend. Or you could always try apologizing to your ex and mending that relationship so that you can both move on.

Charlie, 28

What’s the best way to pick someone up on Chatroulette?
Usually I like to take my shirt off and smile a lot, it disarms the “partner” that I’m chatting with. You know, so they don’t think I’m gonna be an asshole and give them the finger or whatever. I have mad Chatroulette skills.

What has Chatroulette taught you about dating?
That it sucks.

What’s dating like in a place that’s ninety percent men?
Well it’s good for me, cuz I’m a gay man. Though I get a little hypnotized by the “click next” experience and it ends up just being guy after guy after guy…charlie

What do you think about random encounters with lots of people in real life?
I love them. Just last night I met this boy at a bar and we were flirting hard. My friend came and grabbed me to go to the bar, so I had to ditch the kid I was talking to, but I gave him my last name and he found me on Facebook this morning. And now we’re gonna meet for drinks.

I’m in a monogamous relationship, but I like jerking off with people over the internet. Is this cheating? Should I tell my partner?
I don’t think its cheating. But I think you should totally mention to your partner that you’re jerking off with other people on webcams ‘n stuff. Just as a courtesy.

I want to tape my boyfriend and I having sex; how should I bring it up?
There really is no good way to bring it up. Just take out the camera during sex and see where it goes. Worst case scenario: they’re not into it — so you just keep fucking, but without the camera on.

I woke up in someone else’s bed this morning and I have no idea how I got here — but they’re really hot. Do I ask them what we did? Play it cool? Take them out to brunch?
Chances are, if you woke up in someone’s bed and have no recollection of anything, the other person is in the same boat. I think asking the person what their name is and what neighborhood you’re in isn’t a bad thing. I think it’s funny. I wouldn’t take them out to brunch — that costs money.

Adele, 27

What’s the best way to pick someone up on Chatroulette?
I’m a woman, so it’s not really an issue. Someone I would actually want to date is another story. I’d be interested in seeing how people actually meet/hook up through Chatroulette. It’s like the new Myspace.

What’s dating like in a place that’s ninety percent men?
Gross. Too much penis.

I’m in a monogamous relationship, but I like jerking off with people over the internet. Is this cheating? Should I tell my partner?
No, you shouldn’t tell your partner, but if it gets out of hand, you are going to get caught. Hopefully you are dating someone equally as freaky as yourself, so he/she will think it’s more funny than destructive.

My girlfriend says I suck at going down on her. What should I do?
Well, there’s this thing called the internet… if you can’t figure it out I really don’t know what to tell you. What’s wrong with your girlfriend — how can she criticize you and then not tell you how to do it better? Maybe it’s time to move on.adele

Is texting an acceptable way to cancel a date?
No, always call. Anytime you care about someone’s feelings, you call them up. If they don’t answer, then you can text.

I woke up in someone else’s bed this morning and I have no idea how I got here — but they’re really hot. Do I ask them what we did? Play it cool? Take them out to brunch?
Take them out to brunch. Do that and you’re magically in control of the entire situation.

I just found out my current girlfriend and my ex are casual friends. The last relationship ended badly. Should I bring this up with my current girl before the ex does?
Bring it up casually with your girlfriend. Say you’d really like this relationship to go better than your last, and that’s why you are bringing it up. If you were a real douche to the ex, this may be an issue, so pursue with caution.