She Kept Asking For It

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? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 50+
How many hookup stories have you here posted before? about 10

She Kept Asking For It

How long ago did this hookup happen? 5 years

What was your relationship status at the time? Dating casually

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than a year

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? Jean and I had been talking with each other for about a year. We had met on a dating app and while we both seemed to want the same thing, she lived a little too far away for a convenient hookup. We had never exchanged pictures but I knew that she had the same objectives as I did… to get laid.
When we did meet she turned out to be Native American, about 4 foot 10 inches, a little overweight, but not too bad, smallish tits, probably about a large A cup or small B cup. nice ass.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were online chatting and she kept prodding me to come see her, she promised to make it worth my while. She had been asking me to come see her for a couple of months and this time I finally decided to take her up on it even though it was almost 2 hours to her house. It was a Friday afternoon and I didn’t have to go to work or meet up with anyone. I had a couple of other ladies that I was seeing regularly but I had not committed to either of them that I would come to see them.
I climbed in the car and drove to where she told me to meet her. I got there and no one was there. I called her and asked what was going on and she said to just come to her house and gave me directions. I drove another 15 minutes until I got to her house. She invited me in. She lived in a little studio-like apartment where the bed as the couch that we were sitting on.

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? She got us a beer and we sat on the couch/bed talking and sipping our beers. After about 5 minutes of talking, she got up, got between my knees, unzipped my pants and worked my cock out from my pants and inhaled my cock with her nose in my pubes, deep throating me within 10 seconds of taking my cock into her mouth. She sucked my cock, rolled my balls in her hands, sucked my balls, stuck a finger in my ass and worked my prostate over and before I knew what was happening I was filling her mouth with huge loads of cum… She swallowed it all, not a drop lost.
She pulled me to my feet and took off my clothes and stripped down and then pulled the bed out from the couch. She pushed me back onto the bed and straddled my face and dropped her pussy onto my waiting mouth. I worked her pussy over as she ground down on my face. I stuck my finger up her ass as she worked her pussy on my face. She came big time and soaked my face with her juices. She rolled off and I rolled on top of her. I stuck my cock back in her mouth and then dangled my balls over her lips, she started sucking my balls, first one and then the other as she stroked my cock. she pushed me back and straddled my cock and slid slowly down on my thick cock moaning as she impaled herself until she worked it completely inside of her. She ground and pounded and ground until I felt her cum on my cock. She was definitely the wettest pussy I had ever encountered soaking my groin, dripping down onto my balls, down my ass crack and saturating the bed under us. I told her to get on all fours, I lined up and in one shove pushed my cock all the way in. She was moaning very loudly at this point and just got louder as I proceeded to pound her pussy until I filled her pussy with my cum. I pulled out and she immediately sucked my cock back into her mouth. She had me hard again in a very short period of time. She got back on all fours and told me she wanted me in her ass. Who was I to argue? I lubed up her pucker with her juices and slid my cock back in her pussy to lube up with her juices and my cum. I placed my cock head at her opening and started to slowly work my head in when she pushed back and took all of me in at one time. She gasped. I held tight in her ass while she got used to my thickness. I began slowly working in and out and she yelled at me “FUCK ME HARD.” I started taking no pity on her ass and started really abusing her ass. I had just cum so she was in for a ride. I pounded for what seemed like forever, sweat dripping off of me I eventually filled her ass with a load of cum.
I rolled off and laid down next to her. We both fell asleep for a while. I awoke to her cleaning my cock with a towel, then sucking me back to hardness and then straddling me and riding me. We fucked several more times until I finally had to go, it was after midnight and I wanted to get home to rest since I knew I would be meeting one of my other ladies Saturday

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

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? I never did make the trip back to see her although she kept asking me to. It was just too far to drive for a piece of ass, especially since I had two other ladies within 20 minutes of me that gave me outstanding sex whenever I wanted it. If she were closer I would have continued to see her

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, Didn’t want to disappoint my partner, 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? Great sex,

What was the WORST thing about this hookup? had to travel too far

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? no

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

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

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