This week’s question brought back fond memories of our carefree single days.


What’s the fastest you’ve gone from meeting someone to sleeping with them?

Jack’s Answer

The fastest I’ve ever gone was probably a couple hours.  I had a few one-night stands in my single days, and most of these were bar pickups.  However, when I was in my early twenties I attended a house party held by a friend’s cousin.  I hit it off well with one of the host’s co-workers and we spent awhile chatting.  Then she gave me head in a spare bedroom.

Although head qualifies as sex in my book, it’s probably not the same as sleeping with someone, which is what the question specifically asked.  Therefore I’ll talk about the first time I picked somebody up in a bar.  I was twenty-one, newly-dumped by someone I really cared about, and feeling somewhat disillusioned.  Also being newly-legal, I’d been regularly visiting bars with friends on the weekends.  I was still living with my parents, and one Tuesday or Thursday night, after a night class, I decided to go to a bar as we had out-of-town family visiting and I didn’t particularly want to see them or socialize with them.

The woman I hooked up with had to have been in her thirties.  She seemed older, mature, even distinguished, but she was probably younger than I am currently.  We sat beside each other at the bar, our legs casually brushing against one another without any conscious effort by either of us.  We made small talk for awhile, about typical topics most of which are long forgotten, but I distinctly remember her telling me that she was trying to get custody of her son, or at least visitation rights.  It wasn’t until I bought her a drink that she told me her name.

After another round, she asked if I wanted to get out of there.  I said yes, and she basically asked me my place or hers, although she didn’t use those exact words.  Hesitant to tell her that I still lived with my parents, I mumbled something half-hearted about having out of town company – which was, of course, 100% true – and asked if we could go to her place.  We did.  If I had to guess, I’d say that the sex began about an hour and a half after she gave me her name, which for the purposes of answering this question would be when I met her, technically.

She wasn’t the best sex I had ever had at that point in my life; likely that distinction goes to a girl I dated casually during my first year of college.  But my one-night stand wasn’t a dead fish by any means; the sex was fun and exciting, and it certainly beat the hell out of going home and masturbating.

Jill’s Answer

Three hours.  When I was around twenty-seven, I went to a club with some friends.  We arrived by eight, were drunk by nine, and shortly thereafter met some guys.  We hung out and danced for awhile, and I had a good time getting to know one of the guys.  Eventually my friends got ready to leave, but I wasn’t ready and he offered to give me a ride home.

Once we were in his car, he asked where I wanted him to take me.  I told him that it was still early, and why didn’t he take me to his place.  (I was enjoying his company, but I really didn’t want him to know where I lived.)  He was visiting from out of town, and staying with friends or relatives.  When we got back to his place, we started making out on the couch, and before long we were tearing each other’s clothes off and vigorously going at it right there in the living room.  At one point I’m pretty sure someone came out to get a glass of water or something while we were having sex.

We fell asleep on the couch, under a blanket.  I woke up sometime later and walked home.  It turns out that his place was just a few blocks from where I was living at the time.

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