Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Religious affiliation: Catholic
How religious are you? A little
Sexual orientation: Heterosexual
How many hookup stories have you here posted before? None
How long ago did this hookup happen? Two Years
How would you best classify this hookup? One Night Stand that led to more
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? Ruth is a blonde with long hair. I didn’t know her at all before I met her at the restaurant that night.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I am not a player nor have I ever struggled with women either. I could usually have one when I wanted but I don’t have a Rolodex full of numbers either. I have, however, had some interesting sexcapades.
I was out to dinner, been single a while, set up on a blind date by my roommate with one of her girlfriends. That was when she walked in, a DC Metro Police Officer in full uniform with her hair down just past her shoulders. I checked her out a bit because women in uniforms get me going. Two of my ex girlfriends were in the service, Army and Marines respectively. There was also a nurse in there and I once nailed a cable installer – a story I should share in the future.
She had a pretty face but it was hard to see her body at all under that uniform. My date failed to show but I decided to have dinner anyway because this place was hard to get into.
I found myself checking the cop out again, she was arguing on her cell phone for a while. She was then sitting by herself and I sent her a drink and she smiled at me and then came over to my table.
I could tell she was a bit upset but she sat down. She introduced herself as Ruth. I have changed the name for her privacy. She spoke with a southern drawl which I found fascinating. Her boyfriend, another cop, had blown her off one too many times. She was about seven years younger than me as well.
Ruth was a little shy at first, but after a glass of wine she opened up a bit. I said her boyfriend was a fool and that finally brought a smile to her face. She was intelligent, educated, which brought a smile to her face. I asked if she wanted have dinner with me and Ruth said yes.
We talked about a lot of different things, brushed hands a little bit. There was a clear connection between me and Ruth, something I had not had for a while.
I planned to ask for her number, to which she asked if she could go home with me. I was a little surprised, while I fully planned on perusing her she didn’t seem like the type.
What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I am not normally one to meet a woman and fuck her within hours. However Ruth was eager and we started kissing in the parking lot. Ruth said there was something she wanted to do for me, she pushed me down in the back of my car and opened my fly and began to lick my balls and suck my cock. Normally I am not a showman and I am still a little surprised I went with it but I was enjoying myself and it was late and we were alone. I tried to feel her up a bit but that was difficult in the car and she had a bullet proof vest on under her uniform so I couldn’t feel much so I settled for holding onto her head and stroking her hair a bit. Ruth is orally very talented and it took me a while to come but I exploded in her mouth. She rinsed her mouth out and was quite pleased with herself.
I drove us back to my place. Problem was, Ruth kept sticking her hand down my pants and stroking my cock, she said it was to keep it hard but I found it very distracting. We finally made it to my apartment, half an hour away and went inside. I offered her another glass of wine which she downed quickly and we moved to my bedroom. Fortunately my roommates were gone for the weekend.
In my bedroom I quickly took my shirt off and she straddled me and licked my nipples for a little bit – something I have always liked having women do. Ruth asked me to help her out of her uniform. I think at this point she had it figured out that got me going, and I got really exited. I took her duty belt off and out of habit locked her gun up with the ones I own. I pulled her boots and pants off, then worked on her shirt which I unbuttoned slowly. I took the bullet proof vest off and finally got a look at her ample cleavage, she has a tribal tattoo on her left breast. I pulled her panties down and at this point she insisted on finishing stripping me, removing my pants and boxers. I took her bra off and finally saw Ruth in all her nude glory.
She is a gorgeous, very fit woman with the legs and thighs of a runner. She had very soft skin, a pierced navel and gifted with all natural breasts that were far larger than I had thought. I would later learn they were a 38D. She also had a shaved pussy which I liked and a rose tattoo on her hip besides the tribal on her boob, and a large tribal that took up most of her back and I liked these as well. I complimented her body and she smiled a bit.
I threw Ruth on the bed and she giggled. I licked and sucked her breasts for a few minutes and then paused to put a condom on. Thinking back, Ruth would have probably let me keep going but I wanted to be safe. I stuck my cock in her, a good fit, and rode her for about forty five minutes using the backboard of my bed as a brace and grabbing her breasts and leaning down to kiss her once in a while too. Ruth was also quite flexible from yoga as I discovered and had her legs wrapped around my back for a while. From her screams and moans she was clearly enjoying herself and I believed Ruth orgasmed twice. I finally came and had to relax for about an hour during which we cuddled. Ruth and I went one more time that night, this time with her on top facing me. I held my hands on her hips and let them wander a few times up to her breasts and I grabbed her ass a bit too. She also liked to lean forward and let her boobs hit me in the face. I came a little too quickly for Ruth’s tastes as clearly she was enjoying herself and getting off on being the one in control. I gave her oral until she came, screaming and moaning my name.
I don’t remember if I asked her to stay or not but when I awoke the next morning Ruth was there, nude, and sleeping face down on my chest. I slipped out of bed and made Ruth breakfast. I am, after all, a gentlemen. The smell brought her out of the bedroom nude.
I won’t share our entire weekend long sexcapade, that will take a full novel I may write in the future. However we fucked numerous more times in every room in the apartment practically. We tried doggie which we both really liked, had a lot more oral. I gave her carpet burns on her back and ass from a time I took her on the floor in my living room. We tried a few kinky things, using some whipped cream and Hershey’s syrup I found in the fridge. We also used her cuffs once. While she was into it, I was not, so she backed off. We also had shower sex twice.
We also talked a lot about all kinds of things, from the weather to past partners and the future. We wore no clothing almost the entire weekend, but her police uniform came into play a few times.
I took a Viagra at one point. I am not as young as I used to be. By this time Ruth was letting me take her whenever I felt like. I waited about half an hour, until just the sight of her nude sitting a few feet away from me got me hard. I pushed her against the wall initially and we made out and I kissed her neck. We barley made it to the bedroom. I took her this time, put my cock in her again and rode her for every bit of ninety minutes. I am in good shape, work out all the time, but I finally collapsed on her from exhaustion and rolled off of her. Only problem was while we had both orgasamed more than once I could not get soft again for a long time, and it neared that dangerous four hour mark.
Monday finally rolled around and Ruth had a tour. We went in the shower together, no sex this time, and she gave me a passionate kiss and promised to call and then left.
What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Ruth said she was on the pill, but I used condoms out of habit to be on the safe side.
What were your REASONS for having this hookup? I was very attracted to her and horny.
Were alcohol or drugs involved? If so, how much? A few glasses of wine each, enough that we were uninhibited but not drunk. I also had that one Viagra during the course of the weekend.
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? I was sore for days and had fingernail marks on my arms and back from Ruth. Ruth and I were pretty much a couple for about eighteen months. She broke things off with her boyfriend. While we were sleeping together, I was monogamous the entire time. We were not official for about another three months.
Sexually Ruth is very adventurous and open. We tired a lot of different positions, fucked in a hot tub at a hotel, joined the mile high club together, and tried a few things from the Kama Sutra. I even once shared a threesome with her and another woman, another story I will share.
Ultimately Ruth and I split up. I had a chance to work and do research with a titan in my field but that meant leaving DC and moving to Boston. Initially Ruth was going to relocate with me but she was offered a promotion to Detective and moving would have meant starting her career over after five years. We tried to make long distance work for a short time but it just wasn’t working out
My feelings for Ruth are still quite strong, I can admit I am still in love with her. Before the relocation I was considering asking Ruth to marry me and I like to think she would have said yes. She was very good with my son by a previous relationship and the first woman I had ever even thought about children with.
I still miss her, and other than a brief dalliance with a grad student, I should share that story too, I have hardly looked at another woman in the past five months. Ruth is coming to Boston in a few weeks for a conference, and has asked to see me. I am hopeful as to what the future might hold.
To whom did you talk about the hookup? How did they react? As Ruth and I were a couple for a while, everyone knew about us. However only my roommates here were quite impressed with me. I also told one close colleague who was a little jealous.
Was this a consensual and/or wanted experience for you? For your partner? Very much so and Ruth was at first just looking for some revenge sex and to let loose a bit.
Do you regret this hookup? If so, why? Not at all
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? Great sex with a great person who became my girlfriend. It was the most intense sex-filled weekend of my life. Worst part was how long it took to come down off that Viagra. This didn’t change my view about casual sex, only I learned it could lead to more. I also had no idea women could enjoy sex as much as Ruth.
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 or anything else? I am very supportive of this kind of research and will share a few more stories in the future.
You have a hookup story to share? Submit it here!