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What’s your gender? Man
How old are you? 29
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: Some college (not currently in college)
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Heterosexual

Business Trip Virgin

How long ago did this hookup happen? One week

What was your relationship status at the time? Same as current status

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

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? She is 19, maybe 5’5″ very tight petite body, a little over 100lbs, long gorgeous legs a firm little round ass small but perky boobs, blonde hair and blue eyes, over all an insanely adorable and sweet little country girl, her southern accent alone drove me wild. I didn’t know her at all aside from what she posted on social media, we both followed each other’s pages but that was it.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My company had sent my down to North Carolina for the week to do some job training with our parent company, I’d flown down on a Wednesday and was set to fly back on Sunday. They set me up in a mid-range hotel in town with a bit of money to cover other expenses, the room was pretty generic with a queen bed, a microwave, coffee maker, small TV and a washroom. There was two other co-workers as well but they had their own rooms and weren’t really my kind of people so when we wrapped up work stuff we did our own thing at night. Saturday was just sort of a freebie day to do whatever around town, some guys from the parent company took me out and showed me around had some beers and dropped me off around 6 pm, There was a pub across from my hotel that I had been eating dinner at, I ordered my meal, a drink and posted up a few pictures from my day, about 10mins later i got a private message from her asking what I was doing in her town, told her I was there on business we chatted a bit then she asked if I had any free time and said she’d show me around, I told her I appreciated the offer but I didn’t want to ruin her Saturday night but she insisted so I told her what hotel I was at and she said she’d be there in roughly 20min, when I left the pub I ran over to the convenience store and figured it was probably wishful thinking but I grabbed a box of condoms just in case. She showed up at my hotel in an old beater Jeep Cherokee, my jaw almost hit the pavement when she got out though, her hair was a little messy, she had on this loose fitting stripey white top, the kind with an elastic collar that stretches over the shoulders that covered to her belly button then a pair of very short tight cut off daisy dukes with the pockets showing and a pair of cowboy boots, we introduced ourselves then she told me to hop in, her southern accent was so sexy it was killing me. We grabbed some fast food then went for a drive down a little dirt road to a lake with some picnic tables, she grabbed a cooler from the back and pulled out a 6-pack and handed me one, we ate and talked, I was milking my beer but she was throwing them back, we finished our food and she said we should go for a swim as she began to remove what little clothes she had on down to her bikini, I was speechless and trying not to stare too much when she ask what I was waiting for, I looked at her and said I didnt bring any shorts she just looked back and said “Ya are wearing underwear aint ya? Basically the same thing ya know” I looked at her and all she said was “Well?” I said fuck it and stripped down to my boxers as she cheered me on and ran to the water, she’d been a little flirty all night but I couldn’t tell if she was interested or just naturally flirty, once we were in the water she started getting touchy and playing around more, we finished off the 6 pack and decided to leave, after her putting back 4 beers she was a little drunk and I offered to drive, she tossed me the keys. We got to the hotel and she thanked me for driving then suggested we could hang out in the room for a bit until she sobers up more, I agreed but could tell by the smirk on her face what she really wanted.

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 got to the room and iimade my move and kissed her, she kissed me back and we kicked off our boots and moved to the bed, our lips locked the entire way, we started groping each other, she yanked my shirt off then I pulled the string on her bikini top, she let our a soft moan as I licked and caressed her firm 19yr old breasts her nipples got hard instantly, as we laid there going at each other I ran a hand down her body and unbuttoned her daisy dukes, I licked my fingers then slid them in her shorts, she took a deep sharp breathe as my fingers ran across her bare shaved slit. She just continued kissing me, she was already wet as I began to rub and finger her pussy, she was very easily excited as I worked my fingers she began to squirm and moan no longer interested in making out as I rubbed her faster and harder, soon she was begging me not to stop as she bucked and thrust herself at my hand then she blurted out “oh god, fuck I’m gunna cum!” she began to shake and lost control finally collapsing to the bed and panting heavily, once she caught her breathe she hit me with a deep passionate kiss then in that sexy southern accent says “Oh…Ma…God! I’ve never had a guy do that before, your fingers are like magic.” We began making out again and I undid my jeans then she took over and slid a hand in my pants and grabbed my now throbbing cock, she felt it up then quickly retracted her hand, i didn’t think much of it and we kept kissing, I pushed her shorts off and she did like wise with my jeans, with my cock out in the open she broke our kiss and just stared at it with a concerned look on her face and froze, I asked if something was wrong but she just glanced at me like she needed to say something but couldn’t then looked away, I asked if it was condoms she was concerned about and said I had some but she just shook her head shyly , then suddenly she blurts out “I’m a virgin,” I looked at her a bit shocked and excited but did my best to hide it, I asked what she had done and she said she had only given her last two boyfriends a couple hand jobs and one blowjob, I told her we could stop if she wanted but she said she wanted to do it already cause she was tired of all the boys she knew constantly making passes at her in hopes they could say they were the one that popped her cherry. We started making out again now completely naked, she started rubbing my cock and i played with her pussy, i knew she’d need to be worked up so, i went down on her and she was a little hesitant but i promised she’d enjoy it, i licked her juicy pussy and clit frantically and slowly worked a finger inside her and once again she had another shaking orgasm, as she struggled to catch her breathe she couldn’t stop praising my skills, i laid down next to her, licking her juices off my lips, she kissed me and looked me in the eyes and said “I’m ready” i asked if she was sure and she eagerly shook her head yes, i grabbed a condom and she watched as i rolled it on, i crawled over her missionary style and lined my head up with her opening, rubbing my tip against her wet lips, she shivered then told me she wanted it. I began to push in and she gasped and pulled away, I let her calm down then went again, I got the tip in and she was incredibly tight, we worked at it for about 10-15 minutes, then it happened, she let out a cry and my cock pushed in, i stopped to ask if she was fine and she smiled and told me to continue, I fucked her slowly and within about 5 minutes she was bucking and having yet another orgasm. I was honestly a little shocked how easily she got off. I continued for another 5-10 minutes until she was losing her shit again, I couldn’t hold back anymore and blew my load, we laid there unable to speak, she grabbed her phone and went to the washroom to clean up, she came back and said “I hope ya don’t mind, but I told my momma I was spending the night at a girlfriends place, I figured we could fool around some more tonight.” She hopped on the bed and we began fooling around again, when I was hard again she said she wanted to try being on top so with a little guidance she straddle me and began riding me cowgirl, she rode me to orgasm then we finally passed out.

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 woke up in the morning, fooled around a bit more, had a shower together, she was a little tender but she gave me a blowjob, wasn’t the best but supposedly only being her second BJ it wasn’t the worst I’ve had. We went out for breakfast then said our goodbyes. She was a total sweetheart and if we lived near each other I’d consider things with her but given the reality there is simply no future there.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Making new friends

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

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 gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? couple buddies

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The sex was great but seeing her enjoy it and being her first made it pretty good.

What was the WORST thing about this hookup? Being her first time things were a little slow paced

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

You have a hookup story to share? Submit it here!