"My all-time college crush. Spent hours talking at a bar, just me and her. Her friend came up asking if she wanted a ride home with her. Crush said “no we’re gonna go back to my house.” "

1

"A waitress after her shift ended. I had never met or even spoken to her prior to her serving me black coffee at like 11pm."

2

"My friend’s twin sister."

3

"Classmate from college while we were playing crash bandicoot."

4

"Years ago I worked for a fairly high end mens formal wear clothier. Every year we, at management level would fly to California for a few days of conferences. Also in attendance one year was the guy who did the voice over for our training videos.

I’d never seen or met this guy and he had the most godawful monotonous voice ever, perfect for corporate training videos. The last night there was always a drink-fest, I caught glances with this really cute guy and started chatting, it turned out to be him. He took me back to his room. There wasn’t anything boring about what followed, and I never looked at training videos the same way again after that lol."

5

"Does oral count? My best friend new I was having a bad day and she said go home, relax and have a few beers. I said I don’t think that’s gonna cut it. She asked what I needed to feel better and I jokingly said “about 6 beers, 10 grand, and a blowjob” or something like that. She said she could help with 2 of those things and about an hour later she showed up at my apartment with a 6 pack."

6

"The Lowe’s employee that helped me find some deck screws. It was the first time a girl asked me out. Ended up just being fuck buddies for a year or so till I moved out of state. Best ass I’ve ever seen in person."

7

"A neighbor chick who’s boyfriend stormed off one day because for some reason he thought she’d been fucking me. Up to that day I’d never done anything more than exchange pleasantries in passing with her. 

After he split she came over to apologize for his behavior (I had overheard the argument) and introduce herself. Next thing I know I’m waking up in her big soft bed after an all night romp. "

8

"My friend’s housemate’s friend who didn’t speak a word of English. I smiled at her during a house party then about 2 hours later she grabbed my hand and led me into the spare bedroom."

9

"A Latino mom of 4, who was 20 years older than me. Best sex I’ve ever had. But the life that went along with it was a bit loco for me."

10

"Had the biggest crush on this girl in high school, but we never had a conversation beyond random pleasantries since we were in completely different social groups. Fast forward a few years after graduation I was going to Australia for a while and a friend told me about this girl from our high school who was apparently living there now.

So I randomly hit her up on instagram seeing if she’d like to meet up at all. Ended up spending the entire month with her and we were hooking up pretty much the entire time"

11

"This hot manager at my company. She sat a couple of desks away from me, wasn’t on my team, but we’d made eye contact a couple of times. Anyway, I go out drinking with my friends one night and after I’m a few beers down, I head to the john to relieve myself. On the way back, guess who I see downing tequila shots at the bar.

The liquor in my bloodstream emboldened me with the confidence to approach and greet her. She was pretty drunk too, because she sprung up and hugged me. She admitted that she was pretty depressed after this guy she was seeing just vanished into thin air. After talking for god knows how long, she says “btw I have this really good chinese wine back at my place. Wanna check it out?” We head back to her place and no sooner than the door is latched, do we start furiously making out and taking each other’s clothes off."

12

"I was a nerdy 18-year-old who had only been with one girl. A girl I had just graduated with started a tattoo apprenticeship and I commented on her Facebook post congratulating her. She randomly DMed me a few days later and asked if I wanted to maybe watch LOTR with her.

Hell yeah I wanted to watch LOTR. So she came over to my place and before I realized what was happening we were making out. I just wanted to watch my favorite movie and instead had the best sex ever with an almost stranger. Situation ended up with me having a ferret, a urinary tract infection, and a bad tattoo in a noticeable spot."

13

"Single dad I babysat for. He was 40, I was 24. I always had a HUGE crush on him but never thought it could happen."

14

"A classmate came over to my dorm to study for an art-history test back in university. We hadn’t really had much to do with one another during class, but out of nowhere she asked me if I wanted to study together for an upcoming test. I agreed, and had invited her over to my dorm. Since it was a dorm, there wasn’t much space to study, so we were sitting together on my bed. She was sitting up with her back against the headboard, and I was half-laying on my side kind of curled up toward her so that we could see the same notes.

At some point she started to run her finger along the back edge of my earlobe (which is a big turn-on spot for me). I did not clue in at all though, and said something dumb like, “whoa, you probably shouldn’t tickle me there!” so she stopped and went back to studying. A few minutes later she starts with the slow finger rub on my ear again, so I thought maybe she didn’t realize what I was talking about, so I said, “Seriously, you really shouldn’t tickle me there. It’s a bit of a special spot, and if you keep doing that sort of thing, I may try to jump your bones!” So she stopped again, and we continued studying.

After a few more minutes, she starts up with ear again. I couldn’t believe that she wasn’t getting the message, so I turned to look up at her with the “I don’t know if I’ve made myself clear here” speech ready, but she cut me off by looking directly into my eyes and saying, “So, when are you going to make with the jumping of the bones?” And the clueless-boy lightbulb finally lit up!"

15

"My son’s center supervisor at his preschool…we are both female."

16

"My best friend’s mom. Happened one night while sleeping over when I was in my 20’s & she was in her 50’s. She had been divorced for a couple of years so she was getting kinda desperate & her sex drive way up at that time so she also started getting very aggressively flirty/horny when we were alone together. Me being easily turned on I couldn’t say no.

She wasn’t my first but she definitely was one of the best I’ve hooked up with. She also looked great for her age too. She also had already been through menopause (didn’t need to worry about getting her pregnant) & both of us didn’t have any STDs so no condoms were needed which was awesome."

17