My Best Friend’s Aunt

by Drew Fast

Gender: Male
Age: 26
Race/ethnicity: Hispanic
Current location: NY
Highest education received: College degree (eg., BA, BS)
Occupation: Airport
Relationship status: Single
Religious affiliation: Catholic
How religious are you? A little
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 450
How many hookup stories have you here posted before? 1

My Best Friend’s Aunt

How long ago did this hookup happen? 12 years ago

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…)? First Time
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? Glenda was my best friends aunt, who he lived with when I was in HS.  She was a 22 year old  bartender, who had a small trailer that she lived with my buddy.

Glenda was a short blonde, about 5’2, had d-cup size breasts and had some tats.

During summer vacation, going into my freshman year, I went to my buddies house, but he wasn’t there….Just Glenda who had just got out of the shower and was wearing short shorts and a white tank top (with no bra).

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When Glenda answered the door, she explained that my buddy was out of town for the weekend, but I was free to hang out with her.  I thought she was joking, but she insisted I come inside.

She gave me a soda, turned on the AC (it was a little hot) and offered me a smoke.  As we smoked, she asked me if I had ever been with a woman and then commented on how well built I was.  Glenda then asked if I wanted to go into her room to watch tv.

When we entered her room, she took off her tank top and laid on her back and said to lay next to her.  Glenda then asked me if I wanted a blow job….which I said sure.

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? Glenda gave me a great blow job, she sucked my ball sack and massaged my chest at the same time.  To this point, we still hadn’t kissed.

Glenda then said to me not to worry, went on top of me and slid my dick inside her and started riding me.  We started kissing and told me to suck on her tits…which I did.  The AC wasn’t on in her room, so we both started to sweat a bit.

Glenda then wanted to be on her back and she grabbed the bed frame with her hands and started to moan a bit as we continued to have sex.   She said to let her know when I was going to cum….which I knew was going to be soon.

As I started to feel that I was going to cum…Glenda said no, pulled me closer and said it was ok….and I came inside her….a lot.

Did you have an orgasm? Did your partner(s)? I can’t speak for her, but I came a lot.  She joked that she was going to have to take a extra birth control pill.

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

What were your REASONS for having this hookup? My reason was that I wanted to have sex and at the time I was a virgin.

Were alcohol or drugs involved? If so, how much? None

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? After we had sex, we shared a smoke and she cuddle with me.  We agreed to keep this between us (which we did) and also agreed to do it again.

Glenda and me are still close and we chat through FB often.  We occasionally joke about my first time with her.  I remember it well.

To whom did you talk about the hookup? How did they react? I never told anyone at the time…I was young and she was a little bit older.

Was this a consensual and/or wanted experience for you? For your partner? Consensual

Do you regret this hookup? If so, why? No

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? It was my first time…so you always remember your first.

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

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

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