Head Cheerleader

by Max

What’s your gender? Man
How old are you? 21
What’s your race/ethnicity? Hispanic / Latino/a
What continent do you live on? North America
Highest education received: Some college (currently in college)
What’s your occupation? Student
What’s your current relationship status? In a serious relationship (monogamous)
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? 1

Head Cheerleader

How long ago did this hookup happen? One year

What was your relationship status at the time? Dating casually

How would you best classify this hookup? Long term

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? The Head cheerleader in my high school class, A., was my dream girl and I met her in 8th grade. She is 5’5, has brown hair and is beautiful and Latin and the perfect cheerleader girl next door. I was always in love with her. We were friends in high school but she always dated older guys. I was a football player but never hooked up in high school with Anna.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So we finished high school and I went to college in another bigger city the where we lived. My sophomore year in college I see Anna at the book story early in the semester. I had not seen her in a year. We talked for about twenty min. I walked her to class we exchanged numbers and I went to class. Two days later I called her and we met for lunch at school and we flirted and decided to go out on a dinner date later in the weekend.

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 went out on the date and when I got to her dorm, she was wearing very sexy dress fit her body perfectly. She still has the perfect cheerleader body and look. So we went to dinner and we talked then went for a walk and kissed a couple of times. Around 10:00, A. asked if she wanted to a drink back at my apartment since we’re both 20 and she said yes. We had some drinks and started making out pretty good. Anna was sitting on top of me while we were kissing and she said that we should go to my room before my roommate came home. So I picked her up and we made our way to my room. I was rock solid by this time. She turned around and I unzipped her dress and I took it off and she was wearing a blue thong blue of course and no bra. Her twins are perfect C cups. so with her heels on I picked her up and put her on my bed we kissed some more and sucked on her nipples I took her thong off. I put my tongue on her clit and fingered her until she could take no more and came all over my hand and fingers. She was so into me that and hugged me and whispered wow into my ear. I told I have wanted this moment for years and she said, “I know baby me too.” We talked and I told that I always wanted her in high school she felt it too. But she always had boyfriends. White her heels still on she undressed me and put cock in her mouth and gave me a blowjob like no other then she put a condom on me and we fucked so hard that she was moaning just as much as me we didn’t some missionary doggie and my cum was more than ever before. She spent the night and we had round two in the morning. We went to breakfast then I took her to her dorm around 11:00 am.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? After some more dates and more sex, we became a couple and we are still together the sex is the best and I am more in love. We are still together and we are in love. I always wanted her and I have her and I can’t wait to marry her and have a family which we have talked about.

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), Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

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? Roommate

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The girl of my dreams

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

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? It can happen.

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