42 posts tagged with casualsex. (View popular tags)
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Anonymous (34)

Help me not be Silda Spitzer

Met a guy, been dating him, it turns out (I think) he has a hidden life of promiscuity. Help me figure out what to do next. [more inside]
posted by anonymous on Mar 12, 2014 - 27 answers

Should I have casual gay sex?

I’m a 28 year old gay guy. Up until recently I had never considered the idea of having casual sex until now. Should I and if so how? [more inside]
posted by lifeliver7 on Nov 29, 2013 - 15 answers

Should I continue seeing this guy who is in an open relationship?

It started out casual but a few months in I have started to develop feelings - and he still has a girlfriend who he is in an open relationship with. I know I don't want a relationship with him (open or otherwise) as we are too different, but is there any way I can make this work casually without getting too emotionally involved? [more inside]
posted by pennywise_1 on Nov 4, 2013 - 27 answers

When does a casual hookup turn into dating? When does it not?

I have been seeing this guy since December about once or twice a month, and am possibly on the verge of having feelings. Trying to figure out how to reasonably navigate this. Tell me about your experiences? [more inside]
posted by anonymoosemoosemoose on Aug 13, 2013 - 9 answers

I have herpes. I want to have casual sex. How can I make this work?

I find myself at a time in my life when I would really like to have lots of casual sex. However, I have genital herpes. I know I need to disclose this to potential partners, and I know how to do that. I would like to know if there is anything I can do to improve my ability to find potential partners who will not turn me down on the basis of my STD status. [more inside]
posted by anonymous on Aug 4, 2013 - 12 answers

casual hookup etiquette for the post-serially monogamous citizen

After many years of monogamy followed by several years of celibacy (continually enforced by the fact that, out of raw fiscal necessity, I will continue to share a house and mortgage with my ex for the indefinite future), a chance encounter has left me with the opportunity to enjoy one (or, fingers crossed, more than one!) casual hookup(s) with a breathtakingly attractive near-stranger. Can you walk me through this process -- safety, guidelines, what to do/not do or say, etc. -- like a complete newbie? [more inside]
posted by electroshock blues on Mar 25, 2013 - 15 answers

How can I relax, immediately after a hookup?

I definitely don’t want, and am not ready for, a relationship. I do want a bit of fun now and then, except insomnia and overstimulation mix with a bit of post-coital anxiety and mess everything up. What are things I can do to soothe myself to sleep, so I can enjoy the evening I had? [more inside]
posted by anonymous on Feb 22, 2013 - 11 answers

Figuring out guidelines for friends with benefits situation

I am starting a casual relationship/FWB situation. Previously, I'd only had sex in a relationship or a one night stand. What should I be thinking about ahead of time? What are some guidelines/general expectations that you've used in this situation? [more inside]
posted by anonymous on Jan 27, 2013 - 7 answers

Help me hook up!

I haven't had sex in more than three years. I am going out of my freaking mind. One of my New Year's resolutions is that I must end this dry spell. I have a friend with whom I would like to start sharing some benefits. How do I go about this? [more inside]
posted by anonymous on Jan 5, 2013 - 38 answers

How do I make my open relationship a reality?

I'm looking for practical suggestions on finding casual sex in the context of an open relationship. [more inside]
posted by anonymous on Dec 19, 2012 - 19 answers

Tell me about your casual sex sprees

Ladies -- have you ever gone on a casual sex spree? How did it work out? [more inside]
posted by anonymous on Nov 29, 2012 - 26 answers

Late twenties female, sexually inexperienced, who is currently in graduate school with limited time for a committed relationship- would like to find a casual sex partner. How to do this?

Late twenties female, sexually inexperienced, who is currently in graduate school with limited time for a committed relationship- would like to find a casual sex partner. How to do this? [more inside]
posted by anonymous on Nov 27, 2012 - 18 answers

Safety First: The casual sex version

What are your safety tips for casual sexual encounters? (Probably NSFW text inside) [more inside]
posted by KinkySockPuppet on Jun 13, 2012 - 14 answers

How do I get over jealousy in a relationship?

I can't trust my girlfriend. I haven't been able to trust past girlfriends. Help? (snowflake details ahead) [more inside]
posted by anonymous on Jun 11, 2012 - 27 answers

She wants to be EXCLUSIVE? What a weirdo!

I feel like a freak for wanting a long-term relationship. [more inside]
posted by anonymous on Apr 15, 2012 - 31 answers

Shitting where you eat.

I made the very classic mistake of sleeping with a coworker and now trying to pretend nothing happened. What is the protocol for this, because I have suspicions she is breaking it. Medium-long post. [more inside]
posted by anonymous on Feb 10, 2012 - 36 answers

Should I have sex with a guy I'm not attracted to?

I'm single and I've been saying for ages I want to have more sex. I'm getting sick of finding I'm in the mood and not being able to (really) enjoy it. A new guy I met recently has fallen madly for me, and would clearly get physical if I showed any interest in him. Truth is I don't find him physically attractive at all, and I don't think there is any chemistry for me, but he seems trustworthy and an ok person. Assuming he would be ok with sex w/o a relationship, am I crazy to shag him just because I want the sex? Have any of you girls ever done this - what was it like? Worth it?
posted by EatMyHat on Jan 28, 2012 - 33 answers

FWB Best Practices?

Questions about FWB relationships. We dated a few years ago and had an amicable break-up. We got along in a lot of ways but there were important differences. A few months ago we ran into each other and had coffee and wound up in bed. [more inside]
posted by anonymous on Jun 9, 2011 - 22 answers

Booty to Boyfriend?

Is it possible to turn a hook-up into a real realationship? [more inside]
posted by anonymous on May 31, 2011 - 47 answers

To have, or not to have casual sex: that is the question

Do I have non-monogamous sex "in the meantime"? [more inside]
posted by anonymous on May 12, 2011 - 40 answers

And She is Looking Forward to Trying Some of this Casual Sex Everyone is Talking About

I am in my mid-twenties and, after being in relationships almost continuously since high school, I am finally single and ready to start dating around. I want to start meeting people and maybe have a few one-night stands, because why not? I am a little unfamiliar with how to meet strangers. The discussion came up with some of my friends about wingmaning. [more inside]
posted by anonymous on Apr 16, 2011 - 14 answers

Was this a sign that I should stay far far away from casual hookups?

Was this a disastrous experience because I shouldn't have casual sex, or was it a disastrous experience because it was destined to be a trainwreck? Convoluted details inside. [more inside]
posted by anonymous on Mar 24, 2011 - 31 answers

Good all my life, and... wow.

Met a stranger I want. Should I, and how? Mildly NSFW Dear-Penthouse-style description and query inside, written by a young female person who is a little out of her element. [more inside]
posted by anonymous on Mar 14, 2011 - 45 answers

Losing my second virginity in Vegas.

I'm British, male, in my late twenties, straight, and it's years since I last slept with a woman. Years. I'm going to be in Las Vegas in a few weeks and I'm wondering about resurrecting my lost sexuality there. Please help me think this through. [more inside]
posted by anonymous on Sep 22, 2010 - 26 answers

when do you put on the condom?

condom question... when do you put it on? [more inside]
posted by anonymous on Aug 9, 2010 - 10 answers

How to ask a guy for casual sex?

How should a female bring up the idea of having casual sex to a man? [more inside]
posted by anonymous on Aug 5, 2010 - 39 answers

Oral sex - how risky is low-risk?

Unprotected oral sex outside my relationship: is this risky enough to warrant a confession? [more inside]
posted by anonymous on Jul 22, 2010 - 26 answers

How To Avoid Being A Casual Sex Casualty

Interested in having casual sex, but unable to pull the trigger on propositioning the guy(s) I have in mind. Are my doubts just nerves, or real hang ups? How do I approach these guys? And if you've had casual sex, how did you know it was/wasn't for you? [more inside]
posted by anonymous on Jul 3, 2010 - 27 answers

Casual sex in your twenties might be a no-brainer, but I'm not sure

Why should I care if there's people in the world who wouldn't agree with the sex I'm having? [more inside]
posted by anonymous on Jun 23, 2010 - 49 answers

Seeking advice on suggesting casual sex to a friendly ex

Question on the practice of and etiquette involved in a "booty call." [more inside]
posted by anonymous on Mar 14, 2010 - 12 answers

How do I love thee? Let me count the ways.

What are ways I can compliment my lover in bed when I don't find him as beautiful as he does me? [more inside]
posted by anonymous on Jan 26, 2010 - 25 answers

Nice shoes, I'm married, she's fine with it, wanna do it?

How can I indicate to potential female partners that I am interested in casual sex with them, and that my wife approves? [more inside]
posted by anonymous on Nov 18, 2009 - 22 answers

Somebody to Screw Around With

How do I go about finding someone to sleep with on a regular basis, for fun? [more inside]
posted by anonymous on Nov 3, 2009 - 14 answers

Phase 1: Use Internet; Phase 2: ?; Phase 3: Hook-up.

Recommendations and advice sought for hooking up online in the UK. [more inside]
posted by anonymous on Oct 19, 2009 - 10 answers

A thin line between love & hate?

Why would friends of mine suggest to me that an on & off sexual partner who has behaved to me in an insulting manner may secretly have feelings for me? It strikes me as entirely counterintuitve but is there any logic to it? [more inside]
posted by afabulousbeing on Oct 6, 2009 - 31 answers

No strings attached, please!

Am I in the beginning stages of a "no strings" relationship? Not that I mind. [more inside]
posted by anonymous on Aug 14, 2008 - 13 answers

Apart from that it's an awful idea.

What should I know about trying to have casual first-time sex at a fantasy convention? [more inside]
posted by anonymous on May 13, 2008 - 47 answers

How much casual sex is too much casual sex?

I want a boyfriend. But, in the meantime, I could be having sex with people. Should I? [more inside]
posted by anonymous on Apr 30, 2008 - 20 answers

Rut to Smut - NSFW

Please help us "diversify." [NSFW!] [more inside]
posted by anonymous on Apr 17, 2008 - 12 answers

When is a relationship not a relationship?

When is a relationship not a relationship? A casual-sex question. [more inside]
posted by anonymous on Feb 12, 2007 - 25 answers

please cure a hopeless flutterpants.

I wish to woo. I want to woo. Will you waft to me wooing words of wisdom? [more inside]
posted by loiseau on Jan 16, 2007 - 37 answers

love 'em and leave 'em (breathless and sweaty).

The joys of casual sex! I have recently entered into my first casual relationship, and I want to make it as fun and fantastic as possible. I have lots of questions, and I hope you'll share some of your favourite stories so I can steal the ideas of your greatest lovers. [more inside]
posted by anonymous on Oct 17, 2005 - 18 answers

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