Best Pals



What’s your gender? Man
How old are you? 18
What’s your race/ethnicity? Native American / Alaska Native
What continent do you live on? North America
What country and/or city do you live in? Alberta
Highest education received: Some college (currently in college)
What’s your occupation? None
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Gay/lesbian
Any other term(s) that describe your sexuality or sexual identity? No
How many sexual partners have you had in your life (including oral sex)? One
How many hookup stories have you here posted before? None

Best Pals

How long ago did this hookup happen? 3 years ago

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

How would you best classify this hookup? Fuck-buddies / Booty call

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? I was 14 years old at the time my best friend named Tristen was 5’5 he had a smooth slender body he was awfully skinny at the time he had short black hair that covered a quarter of his forehead he almost looked emo I met him in kindergarten I felt comfortable and confused about him we hung out a lot. Although I was a lot chubbier than him, I weighed 145lbs and had long loose brown hair.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It wasn’t until the night of June 1st, 2014 when it happened my uncle hired me to babysit his newborn it was unexpected but when he picked me up at my house, Tristen was in the vehicle my uncle apparently picked him up on the road to my house. So, a few hours later me and Tristen are laying on the bed in my uncle’s room while the baby was sleeping in her room we were talking about aliens and a story came up that was unbelievable so I laughed and said “you were probably tripping major balls”. After that we both knew what was happening because we both slowly turned to each other repeating that same line but softer each time

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? It kept on until I grabbed his cock over his pants he let out a quick scream but still let it happen I was rubbing his pants feeling his cock get hard that’s when I slipped my hand down his pants and shorts feeling his pubes rub against my hand I felt deeper until I grasped his dick he had a thick cock for his age so I stroked it uncontrollably. Tristen noticed my struggle so he unbuttoned his pants and zipped it down after he pulled out his dick and let it flop out of his pants but did not pull his pants all the way down. At this point, we are both laying on our sides facing each other still with clothes on but I’m the only one jerking Tristen off so he tried unbuttoning my pants but I stopped him and turned around so I wasn’t facing him I passionately stuck out my ass for Tristen. So, he grabbed my hips and rubbed my ass with his rock-hard boner making me feel more comfortable. Tristen then reached his arms around my body and unbuttoned my pants and zipped them down he grabbed the sides of my legs over the pants and made me slither out of them. So, I’m lying on my side with no shorts or pants with my ass sticking out Tristen is behind me and he grabs my cock jerking me off I lightly moan for him and back my ass up against his cock while holding me tight I rub my ass on his boner he scoots back a couple of inches and that’s when I used my left arm that I wasn’t laying on to spread one ass cheek. Tristen spit on two of his fingers and rubbed my asshole up and down with it he was rubbing in little circles around my asshole loosing it up then his finger finally slipped in it hurt my ass as so I moaned loudly I felt his long finger slide all the way in he then pulled it out.

We both stood up after that we took off all our clothes and Tristen laid on the bed grabbing his own cock and pointing it in the air without saying anything I crawled on my hands and knees on the bed I put my hands over his body then I got up and put one leg over his cock and squatted over Tristen spreading my ass cheeks with both hands he suddenly grabbed my hips and tugged my body down onto his pelvis my as was filled right away I then moaned at the top of my lungs “Ah Tristen” he sat there and replied “what are you okay” with his light voice I soon got more horny like an animal in heat as I felt my asshole adjust to Tristen’s penis he forced me back up onto his cock and I used my body to lift myself up as well. He then tugged me down again I moaned once more getting used to the feeling of Tristen’s thick long warm rock-hard cock rubbing side to side in my asshole without pulling it up I swear it hurt me a lot but I loved Tristen so much I let him fuck my asshole without anything in return. so, he turned me around squatted kneeling on his cock with my hands on his smooth sexy chest I started trying to bounce on his cock I slowly made my way down then up faster each time Tristen saw my rhythm so he grabbed my hips and pulled me towards him. So me and Tristen are fucking on the mattress has on his back and I’m spread over sitting on his dick with my hands on his smoothly sexy chest I’m in pain moaning with my eyes closed facing the ceiling while Tristen is grabbing my hips in a rhythm that went in a circle I would slide my ass down and he would pull me down the same time shoving his cock in my asshole and pulling my ass forward with that rhythm we both started fucking harder the bed was squeaking and I was moaning so loud the baby woke up . we put it back to bed then we went back to the room I jumped on the bed got on my knees and rested my arms on the backboard arching my back so far, I couldn’t stick out my asshole any further Tristen then stood on the bed behind me grabbed both of my ass cheeks with his hands squishing them he slapped my pitches hardest I screamed high pitch as I stated I’m a bit chubby so I have breasts and a fat ass.

Tristen kept playing with my ass and slapping it so I grabbed my ass cheeks spread my ass so far, I couldn’t keep my head up I fell face first onto the pillow. Tristen then quickly spit on my ass hole and rubbed it with his cock being so thick he put his torso over my ass and grabbed one to the headboard of the bed and rammed my ass hole so hard little chips of dry wall was falling off because the headboard was smashing the wall. While my asshole was filled with me flat on my face I was moaning hard trying to get Tristen to stop be then suddenly stopped and said “Kendrick get your sexy fat fucking ass sticking out for me put your hands on the headboard and arch your back for me baby and I’m going to mount you and grab your tits and fuck you from behind.”

Tristen did just that we struggled to gain support but we couldn’t stop Tristen’s thick cock in my fat fucking ass was totooood I kept moaning still not getting used to Tristen’s cock as he pounded my asshole feeling his balls slap my fat ass he squeezed my big tits hard. I came all over the mattress the second he used all of his cock be forced it all it and I felt my asshole get filled with his hot wet cum and my ass juices he backed up and started licking my asshole juices and his cum. We both laid down he was flat on his back with his arms crossed behind his head on a pillow I went and crawled beside him cuddling my head on his armpit he grabbed me and pulled me up beside him and started kissing me softly then I added tongue it quickly turned into a French make out session I hugged him got real close laid my head on his chest stuck out my ass he then started rubbing it and pulled me back up beside him and said “I fucking love you, you sexy fucker” I smiled laid beside him and rubbed my tits he noticed and started playing with my tits banging them around and sucking my nipples we then fell asleep on my uncles bed he was wrapped around me and my ass was on his cock we slept until an alarm woke us up we then got dressed and we honestly fucked again but that’s another story we became fuck buddies we fucked in school in bathrooms in the bush and also I am the only one taking it in the ass because I love it and I love Tristen as he grows older and his cock gets thicker to this day his cock is 9 inches from the shaft.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

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? I feel that I want to be fucked by someone else maybe a third cock

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Boredom, Just happened, I don’t know why, just went along with it, It was easy / convenient, I didn’t want it but was unable to stop it

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

What substances did you consume? Marijuana, hashish

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

What substances did your partner(s) consume? Marijuana, hashish

How wanted was this hookup for you at the time? Not at all

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 didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? They let it happen

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I love getting anal

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, I’ve learned more

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

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

Anything else you want to add about this hookup? No

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Not much

What do you think about the Casual Sex Project? I honestly loved it

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