What’s your gender? Man
How old are you? 39
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Raleigh
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Single
Religious affiliation: Not religious
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 11
How many hookup stories have you here posted before? 0
Ex Wife’s Best Friend
How long ago did this hookup happen? 7 years
What was your relationship status at the time? Single
How would you best classify this hookup? Short fling
How long did you know the person before this hookup? For more than 3 years
Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Amber is a redhead, tall and skinny, fairly attractive. She had been my ex wife’s friend until recently.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Not long after my wife and I split up, we were at the local watering hole. Amber was drunk and when she saw me she came running over and hugged me. I really didn’t know her that well, just as my ex-wife’s friend, and our kids had played ball together. We retreated to the deck behind the bar so she could smoke, and we talked. Eventually I asked her if she had a ride home, and she said she had driven, but she couldn’t drive now. So I offered her a ride to her house.
What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We pulled up at her house and she invited me in. We sat on her couch and talked for a few minutes, until she excused herself to go to the bathroom. While she was gone I was trying to figure out how to get her into bed. (I had been married for 15 years and was clueless). When she came back a couple minutes later she had changed into a blue T shirt that barely covered her ass cheeks. She sat down beside me and I looked into her eyes and leaned over and kissed her. We kissed for a few minutes, and I slid my hand under her shirt. She grabbed my hand and said “not out here. You can see right in here from the street.” We went into the bedroom and closed the door. We went on kissing, standing there in her bedroom, and I lifted her shirt over her head and dropped it on the floor. She was naked underneath. It was then that I realized she wanted this as much as I did. I cupped her little breasts and kissed them, sucking a little and licking around with my tongue, producing a moan of ecstasy from Amber. She put her hands on my belt and slowly sank to her knees, unbuckling it as she sat down on my body. Finally on her knees, she removed my belt and popped the buttons on my Levi’s 501s one by one. By this time of course I was hard as a rock, and she stared at my penis in wonder, then looked up at me. “Oh, my God!” she exclaimed, then put it in her mouth. Standing there with my pants around my ankles and my ex wife’s best friend on her knees giving me a blow job, I began to think that divorce might not be a bad thing.
After a minute or two, I took Amber’s hand and pulled her to her feet. “Lay down,” I instructed, pulling my shirt off and stepping out of my boots. I got on the bed beside her and we kissed some more, then I slid into her. It was ecstasy. We had great sex, switching positions every few minutes: missionary, her on top, doggy style, I lost count. She came several times, wrapping her legs around me and digging her nails into my back. Finally, while I was doing her from behind I grabbed her hips and plunged my entire length in her, ejaculating shot after shot deep into her. Finally I collapsed onto the bed beside her, satisfied with myself at what I had done. “Wow,” Amber remarked. “Becky was a fool to leave this!” We fell asleep with our arms around each other.
The next morning I woke up and got into her shower. When I came out into the bedroom, Amber was lying on the bed, still naked. “Sit down,” she directed, and I did. She sat down beside me and we kissed some more, then slid down to her knees. She took me once again into her mouth and expertly sucked me off. After just a few minutes I knew I was going to come again. “I’m coming,” I announced, fully expecting her to stop sucking and let me come on her chest or my own stomach.
“Mmmm hmmmm,” she answered instead, and kept going. Holy shit, she’s gonna let me come in her mouth! I thought crazily. That sent me over the edge (because Becky would never have allowed that, even after 15 years of marriage). I could feel the head of my dick swelling.
“Feel that?” I moaned.
“Mmmm hmmm,” she repeated, just as the first shot hit her tongue. She didn’t stop though, kept stroking me with her slender hands as I came. “Mmmmmmm” she moaned, and kept sucking and stroking until my penis finally stopped twitching.
“Ohhhhhhhhh,” I grunted. “Goddamn, that was great!”
She made a little face. “You need to eat more pineapple, mister.”
“You didn’t like that?” I asked.
“No, I loved it!” she replied. “It just tastes a little bitter, that’s all.”
“Don’t be.” She smiled and kissed the head of my dick, then stood up. “Ok, I got to get ready for work ”
“Me too.” I stood up and kissed her. “See you later.”
As I drove home I began to realize what I had been missing.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, more than one
Did your partner have an orgasm? Yes, multiple
What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? We went on hooking up for a few weeks, then I ended it because she wanted to get more serious than I did.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Revenge / Getting even, It was easy / convenient
How intoxicated were you? A little tipsy/high
What substances did you consume? Alcohol
How intoxicated was your partner? Drunk/high but not wasted
What substances did your partner(s) consume? Alcohol
How wanted was this hookup for you at the time? Very
Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’
How wanted was this hookup for your partner at the time? Very
Did your partner(s) consent to this hookup? They gave enthusiastic consent
What was the BEST thing about this hookup? Well, I highly recommend coming in your ex wife’s best friends mouth.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes
All things considered, how POSITIVE was this experience? Very positive
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