What’s your gender? Man
How old are you? 50
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Post-graduate degree (eg., MA, MS, Ph.D., JD, MD)
What’s your occupation? Business Owner Equipment Sales and Service
What’s your current relationship status? Married, wife can’t have sex
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Longing for Love and Sex
How many sexual partners have you had in your life (including oral sex)? 6
How many hookup stories have you here posted before? 2
Service to Remember
How long ago did this hookup happen? October 1st
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Short fling
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? Maria is 5’5″ tall, has dark black hair, dark brown eyes, full lips, a slim waist with beautiful full breasts, and a tight ass. I have known Maria for almost a year; she is our weekly housemaid and is outgoing and friendly. Maria is Hispanic and is very attractive and 36 years of age. I have always been attracted to her and enjoyed looking at her and her figure. I envied her husband and left it at that.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Maria came on Monday to do her weekly cleaning, and she came in the mid-afternoon, around 1:00 pm locally. I was working from home that day to get the quarterly taxes ready and approved for filing and payment along with a few other items for my business. Maria entered the house with her key and looked very tired. I greeted her from my computer desk, as my office is just off the entryway and she smiled at me and said, “Hi John.” I told her she looked tired and she said she was: working lots and not having any help at home. She then went to work, and I went back to my work.
Maria cleaned the three bathrooms, dusted, and cleaned the kitchen. I came out to get a refill of water from our filtered water at the sink with some ice in my thermos, and I could tell she was so tired. I took a drink and set down my glass, and went to the vacuum and started to vacuum. Maria came un-glued and tried to stop me telling me this was her job. I told her to let me help her today, and I was going to help her. I vacuumed the main floor of our 5400 square foot ranch as Maria finished cleaning the three bedrooms and moved to the master.
I was half way done with the vacuuming when I stopped and called out to Maria. I asked her how many more houses she had that day. She informed me mine was the last one; she had done five already. I then asked when the last time it was she had an hour to relax. She couldn’t remember. I asked her to follow me and took her into the master bathroom. We have an 8′ shower with each end having six heads in the wall that stream out and massage and each end has its own rain head hanging down. The bathtub is an oversized garden tub with a Jacuzzi system in it. I told her to shut the door when I left, and to shower or use the jacuzzi tub and relax and enjoy herself. I would finish the cleaning. I was feeling bad for her.
Maria looked at me and said “Really?” “Yep” came my reply. I left, shutting the door to the master bathroom behind me and walked out to the vacuum. As I was preparing to start the vacuum, I heard the water run for the bathtub and then the shower water turn on. I was happy to give her a rest.
For the next twenty minutes, I finished vacuuming and cleaning and then moved to the master bedroom. I cleaned in there, and I began to remove the bedding to change the sheets, etc. The shower had stopped about 20 minutes before, as had the bathtub water before that, though I could hear the bathtub jacuzzi running.
I went and got sheets and brought them into the bedroom. As I re-entered the bedroom, I heard the tub was off, and Maria was poking her head out of the bathroom door She grinned and winked at me, and I could tell she had a towel wrapped around her. At that moment I felt a major sexual attraction to Maria and I decided to gamble. “Want a massage?” I asked. “You can leave the towel on.” Maria hesitated and then broke into a big smile and said “Sure.”
She came out, and I had her lay on the sheets I hadn’t changed. I got some massage oil out and began with her fingers and hands, and worked up each arm to her neck and then down her spine to her nice tight butt. I worked down the back, to her beautiful butt and would rub both cheeks in circles before working my way up. For a good 15 minutes, I worked on her neck, back, and ass. I then moved down to her legs and worked on each leg. Then, I went on to her feet and toes. For thirty minutes, I gave her a full backside body massage and felt her smooth, dark skin under my hands.
I stopped after her feet, and Maria asked “Rub my legs again” and pointed to her hamstrings. I massaged them, and as I did, Maria spread her legs out just a little and sighed. “Okay, all done,” I said. “Hell no!” Maria replied. She rolled over, letting the towel fall off her body and laid on her back, her naked body now facing me. “Rub me all over, John,” Maria begged. Her nipples were hard, and I knew she was turned on. I thought what the hell.
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? “Where do I start?” I asked. Maria took my hands and laid them on each of her large boobs and said “Here.” Her deep brown eyes looked at me both hungrily and with softness. I rubbed her boobs, turning her nipples rock hard and I just couldn’t take it anymore. I stood up and lifted off my polo and my tee-shirt, and Maria sat up and undid my belt, my top latch on my pants, unzipped me, and in one motion, removed my pants and boxers.
I stood naked before her now, my dick rock hard. She moved her hand to touch it and hesitated, and asked “May I?” “Hell yes!” I replied. Maria smiled, and her fingertips brushed my dick turning me on even more. She leaned over and kissed the head, then licked it a few times and then invited me to lay next to her.
I laid down and started running my right index finger around her vagina. Maria was wet, very wet and so I played with that and enjoyed feeling her out as she gently stroke me. I leaned in on her and kissed her, and she instantly responded by kissing me back, her tongue jamming inside my mouth. I couldn’t hold back. We were kissing rapidly, touching, feeling, exploring. We were side by side, so I lifted her leg over my body and positioned myself. Maria was still holding my dick, and she guided it to her opening.
No asking here, I wanted this Latino beauty. I slowly began to thrust my 7-inch dick inside of Maria. She gasped as I entered her, and we kept kissing. She whispered, “Do me.” For the next fifteen minutes, I thrust in and out of Maria, slowly going in, slowly withdrawing. Maria got turned on by this, and gradually we increased our pace. Finally, as my dick was out of her, Maria rolled over and mounted me, and drove my dick deep inside of her.
Maria was now in control, and she started going faster and faster. My dick seemed to swell the faster we went and as I felt my cum rising. This turned Maria on, and finally, she began moaning “Oh yeah, Oh yeah” and then “Yes, YES, YES YES YES!” Maria collapsed on top of me, and I kept thrusting my dick in all the way and partially out before driving back in. I was ready so after about four thrusts like that, I exploded my cum deep inside of Maria, and she held me close and kissed me over and over. Our love making had taken forty minutes or so.
We lay side by side, and she smiled and said, “Damn you’re good.” “You’re incredible,” I told her truthfully. “Again?” Maria asked and ordered. She went down and started giving me a blow job as I began to eat her out as we assumed the 69 position. For fifteen minutes we enjoyed ourselves and got each other ready for round two.
This time Maria started us out with me straddling her naval as she took my dick and some oil and put my dick between her boobs and then using her hands, squeezed her boobs together and told me to fuck her boobs. I did this and it felt so damn good I almost came on her. Maria stopped me just short of that saying, “Later, I want more of you.” With that, we moved into the doggy position, and I again kept a constant motion of in and out on her, turning her on.
After 5 minutes of doggy style, Maria flipped over on her back, and spread her legs and said “Fuck me, fuck me hard.” Again, Maria grabbed my dick and this time inserted it inside of her vagina, and we began to fuck. Maria wrapped her legs around me and then moved them to where her legs were on my shoulders, straight up in the air. She looked at me and I kept fucking her. She suddenly stopped squeezing my dick as it entered her and with her arms wrapped around me said “Make love to me like I’m your wife.” Well, that was hard. It had been five years since I had screwed my wife, due to her health, but I knew what she meant and wanted.
Slowly now, I made love to her, enjoying her body, touching her, kissing her hands, her fingers one by one, kissing her as I thrust in and out and she squeezed using her pussy muscles. I increased the pace slowly and I could tell Maria was again heading for orgasm. Faster I went, and she matched me, staring into my eyes, holding my eyes to hers. Maria moaned “So good” and then again “Oh yes, YES! Cum in me NOW!” Her legs dropped to my sides, and her arms fell to the bed as her orgasm swept over her.
With that “NOW” Maria squeezed and I felt her orgasm as she quivered under me and I ejaculated over and over and over and over in her vagina four or five times. Maria used her vagina now to squeeze and milk my cum out of my dick and into her. I laid on top of her, my semi hard dick still inside her vagina as we kissed. I went to roll off of her, and she wouldn’t have it. She milked my dick with her pussy muscles for the next several minutes, ensuring all my cum was in her.
Then we laid together, side by side, my legs and her legs, my arms and her arms all interwoven together. Our sweat was mixing from our skin that was touching all over. I looked at her, and smiled and asked, “Are you relaxed?” “Yes,” she replied. “The most relaxed I’ve been in a long time.” She kissed me and looking at me said, “When will we fuck next?” “Not just a one time fuck?” I asked. “Damn, you’re too good for just one time. I want us to fuck a lot more,” she said. I looked at her and asked, “When do you want to?” “Thursday, all day,” she said adding “I’m off.”
We got dressed, and Maria gathered her things and at the door, she kissed me, passionately. I helped her carry her stuff to her car, and she got into her car. She looked at me and said, “I cannot wait for Thursday.”
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? We met today, early in the morning with my wife out of town on business in Las Vegas. Maria arrived around 8:30 a.m. and we made love and fucked until 8:00 p.m. tonight when she had to leave. Maria asked me after our first round of sex today if I fucked my wife. I told her no and why. Maria said “Good,” and added, “I want you just for me.” I asked about her husband, and she said, “He’s an ass and screws other women, so I don’t fuck him anymore. I don’t want any diseases.” She stays with him for her kids, but she wants us to keep fucking together for a long time. I’m fine with that. I really like Maria. I am REALLY attracted to her, and our sex is incredible.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), To feel more desirable, To cheer myself up, I was feeling lonely, It was easy/convenient, Wanted to get laid
How intoxicated were you? Not at all (no alcohol or drugs)
How intoxicated was your partner? Not at all (no alcohol or drugs)
How wanted was this hookup for you at the time? Somewhat
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? The sex! Maria is incredible in bed, and my desire for a long-term partner to enjoy having sex with ensured she enjoyed it as much as me. I know if Maria is happy, I will never worry about being happy sexually again.
What was the WORST thing about this hookup? That our sex has to end and we have to leave the bubble of casual sex and go back to the reality of this world.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Feel better about myself, and knowing a woman 14 years younger than me finds me attractive and that together we are incredible. Our sexual relationship will last for some time I believe and if not, I know now I can find another partner out there.
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? Just that it was incredible and I hope I captured that.
What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? The least stress I have found is when I am engaged in casual sex with a partner who I am friends with, and we have sex together with no commitment. I like commitment, but once in a while to dabble in casual sex with another improves sex with your committed partner.
What do you think about the Casual Sex Project? It is interesting to read how and where people connect and have sex.
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