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?
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posted by electroshock blues
on Mar 25, 2013 -
15 answers
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?
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posted by anonymous
on Feb 22, 2013 -
11 answers
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?
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posted by anonymous
on Jan 27, 2013 -
7 answers
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?
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posted by anonymous
on Jan 5, 2013 -
38 answers
I'm looking for practical suggestions on finding casual sex in the context of an open relationship.
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posted by anonymous
on Dec 19, 2012 -
19 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?
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posted by anonymous
on Nov 27, 2012 -
18 answers
I can't trust my girlfriend. I haven't been able to trust past girlfriends. Help? (snowflake details ahead)
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posted by anonymous
on Jun 11, 2012 -
27 answers
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.
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posted by anonymous
on Feb 10, 2012 -
36 answers
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
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.
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posted by anonymous
on Jun 9, 2011 -
22 answers
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.
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posted by anonymous
on Apr 16, 2011 -
14 answers
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.
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posted by anonymous
on Mar 24, 2011 -
31 answers
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.
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posted by anonymous
on Mar 14, 2011 -
45 answers
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.
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posted by anonymous
on Sep 22, 2010 -
26 answers
Unprotected oral sex outside my relationship: is this risky enough to warrant a confession?
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posted by anonymous
on Jul 22, 2010 -
26 answers
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?
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posted by anonymous
on Jul 3, 2010 -
27 answers
Why should I care if there's people in the world who wouldn't agree with the sex I'm having?
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posted by anonymous
on Jun 23, 2010 -
49 answers
What are ways I can compliment my lover in bed when I don't find him as beautiful as he does me?
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posted by anonymous
on Jan 26, 2010 -
25 answers
How can I indicate to potential female partners that I am interested in casual sex with them, and that my wife approves?
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posted by anonymous
on Nov 18, 2009 -
22 answers
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?
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posted by afabulousbeing
on Oct 6, 2009 -
31 answers
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.
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posted by anonymous
on Oct 17, 2005 -
18 answers
