by Alfonso

Gender: Male
Age: 29
Race/ethnicity: Hispanic
Current location: Down South
Highest education received: College degree (eg., BA, BS)
Occupation: Hospital Worker
Relationship status: Single
Religious affiliation: None
How religious are you? A little
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 1
How many hookup stories have you here posted before? 2

My First Time ever

How long ago did this hookup happen? A Few months

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? So far, a one night stand

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 only knew this lady for a few hours. I met her working at a hospital. She was a patient. But I thought she was very attractive. Her chest was firm, and had a nice butt. She was getting released. and she and I started talking. I liked her, and thought. Wow, she is sexy. So I kept talking. And I offered her a ride home. Taken in the fact I’m 29 and she is 39.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I started it. I talked to her, offered her a ride home. She thought, let’s go get a drink. So we left. And I drove and got her some wine coolers from a gas station. And we pulled away somewhere and talked for a bit. After talking for a bit, I said out loud, f**k it, I’m going for it. I leaned in and french kissed her. She enjoyed it, and we kept talking. She asked if there was somewhere where we can stay. I couldn’t take her home with me, cause I live with my whole family. What would they say? I’d never done this. So I found a cheap, BUT good hotel to stay the night.

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? So she kinda got drunk. And passed out on the bed next to me. I thought, I’d like to screw her. And even felt her butt a bit. Well, morning came. And we kinda made out a little. And she kept calling me sweet, and asked if I was a virgin. I said “Yes, I am” she didn’t believe me. Judging the way I kissed, I said ,”Well I’ve seen some pornos” You can learn from that. And she said after we intimately kissed “Do you wanna try sex?” I said “Sure”. She pulled her sweat pants down, I got undressed immediately. And I entered her, I was surprised how it felt. It felt so good, I started pumping in and out of her. And we had a rhythm going for a good 15 minutes. I had to stop at one point, adjust and kept pumping. And finally I felt something inside developing. I said to her while panting, “Farrah, I’m going to cum”. I then asked where do you want it? She said “Inside, (while panting), Cum inside me”. I pumped harder and I came.

Did you have an orgasm? Did your partner(s)? Yes I did. It felt so good. Honestly I want to do it again. I feel I can do a lot better. She said I was good. I want more though.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None.

What were your REASONS for having this hookup? I saw her, got horny. And I honestly wanted to fuck her. I thought she was sexy.

Were alcohol or drugs involved? If so, how much? Alcohol, on her part. I hardly drank

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? Since I lost my virginity. I was stunned of what I did. Now these days. I say to myself you should have taken her to the shower and fucked her some more. And paid for one more day at that hotel so you can make love all day. I like her, but I guess that’s the fact. She’s a cougar, I came inside her. And she was my first. I want more

To whom did you talk about the hookup? How did they react? No one

Was this a consensual and/or wanted experience for you? For your partner? Consensual, she said I was sweet and good in bed

Do you regret this hookup? If so, why? NO, definitely No. only regret I didn’t fuck her more. I want to though and working on it

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Finding out she was a former model and personal trainer. Explains her toned body and firm tits and butt. Worst part, she smokes. Bad breath

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 or anything else? I want to do her again and again. I like this older woman thing.

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