by Matthew

Gender: Male
Age: 33
Race/ethnicity: White
Current location: Austin
Highest education received: College degree (eg., BA, BS)
Occupation: Radiologist
Relationship status: Divorced
Religious affiliation: Catholic
How religious are you? Somewhat
Sexual orientation: Heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? In private anything goes
How many sexual partners have you had in your life (including oral sex)? 25
How many hookup stories have you here posted before? 2

The Rich Farmer’s Wife

How long ago did this hookup happen? 13 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…)? Fell in love when it was impossible

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? Cassie was tall, she stood about 5’10” and she was a golden peach color. She was 33 when we met and I was 20. I was going to school for a teaching degree and so was she. So we shared almost every class together, as well as everyone else in this field…we all got to know each other over the years. She was a classy and rich woman that you could tell she was taken care of.  Her husband owned a few farms way out in west Texas and had many farmhands but was always busy running them.  Our school was a good 35 minutes from her house and in the opposite way from his farms.  She drove a nice white Tahoe and I had a white Lexus sport car.  She had been married to her husband since graduating h.s. and hasn’t had a lot of sexual experience. Later I would find out just how boring her sex life had gotten. But she was one of those type whom always dressed nice and smelled nice and never went out in public looking less than her best.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I would sit a few rows over  and I would constantly look at her, especially when she would wear skirts and high heels…all class I would stare at her long golden shiny legs, she must have kept the lotion company in business! I would get lost in fantasizing about her walking up to me and spreading her legs on my desk and flashing me her soft shaved pussy.  Well I would often get caught staring at her legs and I’d look up and see her smiling at me and I flash a smile back and nervously look away pretending to pay attention to class, but soon again I’d find myself lost in her legs again, just to be caught again!  I soon noticed that I would sit down first and she would come and sit directly to the side of me bringing her prude mommy friends with her.  We were looking more at each other and smiling, that turned to winks and licking of the lips and then on to brushes of the legs under the tables in different classes, and then finally I put my hand under the group table we were sitting at with all of her friends (everyone knew everyone here, I was the outsider that didn’t grow up here & I was so much younger than her friends and her) and I gripped her thigh and we locked eyes and she’s looked shocked and moved her leg away.  I was embarrassed and the next couple of weeks were awkward and different from where I thought this thing might go.  It was around thanksgiving and in one of our classes we had to bring different foods from around the world, and when I pulled up to my parking spot Cassie was parked right there too and was on the phone. I opened my door and she saw me step out and hung up the phone.  She smiles and said I like your car when can I drive it? I saw her grab her dish out of the backseat and I shouted “oh shit!” I forgot my dish and she said we have another 30mins till class starts, just go home and get it…well I said that I could use company (I was engaged and lived in a house I bought with my soon to be) and Cassie said she would feel uncomfortable going in my house when I was married and she was too, I said ok then just stay in the car when I run in to get my dish. So it worked and I was shifting gears on my steering wheel and racing to my house (only 5mins away). When I got home I opened the garage and pulled in my car, when I got in I looked at her and smiled and clicked the garage opener to close. I opened my door and said you can stay here but nobody will know you are here, and she got out of my car and followed me in.  I had a nice clean home with modern features throughout.  She was very surprised by my age and my style and what I already had at my age (my car and house and business).  She then knew that I wasn’t some young punk that lived with mommy and did nothing with myself. I think that is what turned her on. I mean I was opposite of what she was in the looks department, I had a brightly colored sleeve tattoo down my right arm and wore jeans and tee shirts with black n white doc martins (wing tips). I was in shape and stood 6′ white and good looking.

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? When we came inside it was a warm change from the outside temperature and I asked her to get the dish out of the fridge while I grabbed drinks. We met up in the formal dining room and put the stuff on the table.  She leaned up against the wall with her hands in her pockets and was nervous saying we should probably get going.  I looked at her and smiled while walking toward her still on my wall. I stared her deep in the eyes and moved toward her long pant covered legs and at the same time I went in for a deep kiss and I gripped her hot pulsating pussy and she let out a whimper of relief and excitement barely holding herself up anymore she said we can’t but kept kissing me and grinding her pussy on my hand! I clearly was taking the dominating role this time as she was trembling.  So I gripped her top button and pulled fly down in one swoop, and she squinted and moaned.  I held her throat pinned against my wall and violently ripped her pants down to her ankles where she was wearing boots. Her pussy was out in the open and my finger was sliding through her quivering but open and wet slit, deeper until I got to her honey hole and drove two fingers in hard and deep. I took my hand off her throat and she gasped for air and I dropped down to my knees and sucked her hairy wet pussy. I was surprised it had hair! I pictured it bald, but later found out that she really had only used sex as a once a month thing and for kids…nothing wild at all.  So it made sense it was hairy…but I loved it hairy anyways so I don’t care at all, it actually turned me on.  I wiped my face and mouth and nose all in her juices…they dripped down my face.  I stood up and she said we can’t do this and I think she believed that, but I picked up my 8″cock and I placed it on her slippery open cunt and waited till she slid down my thick pole.  She bounced up and down and panted in rhythm “we can’t do this, we are married, we can’t do this Matt! Fuck me, I’m in trouble… Fuck me Matt”… I turned her around and with her knees touching and her feet penguin toed and her ass poking out. She gripped her asscheeks and pulled them apart while her face pressed against my wall and then slammed into it once I started beating that tight little bad pussy up. I pulled her long blonde hair and thrust into her shaking and screaming pussy.  Her ass and my stomach and balls slapped a few last times and she let out a loud sigh when I pulled out and put her on her knees and shot my load of cum on her pretty face and mouth. I wiped off my dick on her lips and threw her a kitchen towel and told her to hurry we had to go to class… She did and we got in my car and went back to class as if nothing happened.

Did you have an orgasm? Did your partner(s)? I had one on her face and she had two while touching her in the beginning and then when I fucked her with my hand around her throat.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None, we didn’t talk about it at all

What were your REASONS for having this hookup? We were strongly attracted to each other and we both wanted something we shouldn’t have.  It was dangerous and forbidden

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

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? We fell in love and had daily sex adventures all over town in public places. More to cum later 😉

To whom did you talk about the hookup? How did they react? I told my brother but that was it… She had a best friend she told…later our spouses found out (years later)

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? I know I like turning prudish women into cock hungry slaves now 😉

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

All things considered, how NEGATIVE was this experience? Somewhat negative

Anything else you want to add about this hookup or anything else?: We would take each other families to the others families events and our spouses knew the other and we all got close but we were fucking even in the next room to them at parties and showers and such.

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

What’s Your Fantasy? Click here to be part of the largest survey on sexual fantasies ever!