Hot Italian

by Steve

What’s your gender? Man
How old are you? 52
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Palm Springs
Highest education received: College degree (eg., BA, BS)
What’s your occupation? RN
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? about 60
How many hookup stories have you here posted before? about 10

Hot Italian

How long ago did this hookup happen? 3 weeks

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 less than 6 months

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 38 according to her profile, 5 foot tall, about 140 lbs, so she had some weight on her, but from the pictures she sent to me she had a decent body with some really nice big tits, about a 38DD I would guess, and some nice big nipples for sucking. She had coal-black, mid-back length hair, a beautiful smile, and a great sense of humor.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I met Lorraine on a hook up site about 4 months ago. We texted/sexted for much of that time but didn’t seem to be able to set a time to meet. She kept having problems getting free when I could meet, but we finally set a date to meet for a drink. She told me that she only had a few hours during the day that she was free because her son lived with her and he was only gone a few hours while he was at school.

We finally met up for our drink. She had let me know that we would not be having sex on the first meet, so I didn’t bring condoms or lube or anything else. We shared lab results with each other and promised to bring the results with us for the meeting so I did bring those. I had also let her know that I had been clipped, so I was sterile.

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 met and had our drink and continued our flirting and shared our lab results, etc. She was touchy feely and so I got touchy feely with her; rubbing knees together, hand on thigh, arm around back, and rubbing her back. The bar we were in was dark so we didn’t raise any eyebrows since no one could really see us in the booth we were in.
I finally leaned over and started kissing which she returned passinately. I ran my hand down between her thighs and she spread them. She was wearing a short skirt which showed off her nice legs and when I got to her panties she was dripping. She moaned when I started rubbing her pussy through her panties. She leaned into me and said, “lets get our of here and go to my place.”
I followed her the short drive to her place and she led me up to her apartment. We got in the door and started making out immediately. She reached down and rubbed my now hard dick. I pulled her in right to me and felt her full breasts against my chest.

She led me to the bedroom as we both started undressing on the way. She told me that we only had two hours since her son would be home after that. I laid her on the bed on her back and dove right between her thighs and started working her pussy over, licking between her lips and spreading the inner labia with my tongue, running tentavely over her clit. Each time I hit her clit she moaned and thrust up into my face. I worked my body round so my cock was over her face as I continued to eat her very sweet pussy. Her pussy, by this time, was sopping wet as she came over and over as I licked away at her. She had taken my cock in her hand and began to lick at my head but with her cumming every few minutes I wasn’t getting much attention.

After about her 5th orgasm, I swung around and took my cock and rubbed the head up and down between her labia. She had a huge labia, perfect for sucking on. I asked if she had a condom and she said she did not, but since we were both clean I should just fuck her. I slowly started to slide into her pussy which was not really tight but was tight enough to ensure my enjoyment. It didn’t take long to be balls deep in her and I began to slowly deep stroke her. She begged me to go faster and harder, so I picked up the pace and before long my balls were slapping against her ass. She had another orgasm as I was pounding away. I didn’t want to cum yet so I had her climb on top cowgirl style and ride me. She soaked my groin with her juices as she rode me. She would lean over and I would suck on her magnificent breasts. I would suck and nibble on her nipples and I swear she came 5 times.

I knew we were getting short on time, so I had her get on her knees and I entered her doggie style and pounded into her sweet pussy. I could hear her pussy sloshing away as I pounded into her. I finally felt my balls tightening and I let her know I was going to cum and asked where she wanted it. She told me she wanted it inside of her and to fill her up. I pounded a couple more times and began spraying my cum into her waiting pussy. I kept sliding in and out, only stopping for each squirt of cum. She collapsed down on the bed and I followed her with my cock still deep in her. We laid like that until my cock slipped out. I rolled over onto my back and she took my cock into her mouth and cleaned me up. As she did, I ran my fingers in and out of her sopping wet pussy and watched as my cum dripped out of her. She sucked on me and sucked my balls and fingered my ass. I reminded her that her son was coming home and she said we still had little time and she wanted a little more. She got me hard, climbed on top, and rode me again. I let her ride for a while and then flipped her over missionary and drove deep into her and very surprisingly felt myself ready to spray her again. I asked where she wanted it and she said her mouth and face. I pulled out and placed my cock at her mouth. She sucked it in and sucked me and massaged my balls until I began to unload. She took the first two shots in her mouth and then began to rub my head over her face as I shot several more loads onto her face. She rubbed my cum all over her face and then took my head back into her mouth as I finished cumming. She looked at the clock and said I had to go so she could clean up before her son got home. I got up, got dressed, and left

How sexually satisfying was this hookup? Very

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? Lorraine and I have hooked up 3 or 4 times a week since this happened. We only get about 4 hours together each time and she is always looking for a little more. I love having sex 5 or 6 days a week so this at least takes some of my needs. I think this may work for at least awhile

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization, Discussed STI testing history, Exchanged recent STI test results

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, Thought it was an important experience to have, Power / Dominance, Making new friends, It was easy / convenient

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? no one

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? A very sexy lady that loves sex as much as I do and seems to want it often.

What was the WORST thing about this hookup? Cheating on my wife.

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? I have a history of having multiple fwb at the same time. I have had as many as 4 regular fwb and have even fit in several ladies in between my fwb action. With any luck, I will find a couple more ladies that want some of me inside of them

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