by M

Gender: Male
Age: 32
Race/ethnicity: White
Current location: Oregon
Highest education received: College degree (eg., BA, BS)
Occupation: Bookkeeper
Relationship status: Divorced/Single
Religious affiliation: Christian Non-Denominational
How religious are you? A little
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 22
How many hookup stories have you here posted before? Two

Veronica

How long ago did this hookup happen? Ongoing

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…)? I am Not sure

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? Veronica is an attractive brunette, long hair and quite fit,  She is five foot five with nice large breasts (38D, I took a quick peek at one of her bras). She is also about five years younger than me, in her late twenties now.  She is my roommate’s cousin.  I would say I knew her pretty well, she works as a paralegal and we have similar tastes in movies and music and food.  She has visited a number of times over the years and the past three visits we had hooked up and quite a few times during her last visit a little over a year ago.  I had always found her quite attractive and intelligent but had always been hesitant to go near her because of her relationship with my roommate.  She had grown up with his family (Mom not in the picture and father who is still in the Army and often stationed over seas) and he considered her like a younger sister and I didn’t want to risk my relationship with him.  Our first hookup was I believe about four years ago now right after Veronica’s divorce (she had been married to a man twenty years older to her in her early twenties).

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Been a while since I posted on here so here is a quick update.  In the more than a year since Veronica had last visited I had been in a relationship with a controlling and difficult woman which I can describe as little more than toxic for about ten months.  I had also learned of the existence of a daughter with an ex and have been hooking up with my daughter’s Mom off and on since the holidays.  She doesn’t want a relationship, just to fuck every once and a while.
Since her last visit I have found myself on occasion thinking of Veronica.  The sex had always been great and hassle and complication free.  I had checked her Facebook every once and a while and knew she had been in a relationship with a large muscular guy which I can’t compete with for most of the time since her last visit.
I found out about two weeks before that she was coming to stay with us.  My roommate is a long haul trucker and only home a few days a month so he had called to give me the heads up.  I found myself looking forward to it and Veronica and I started texting.  There was nothing overly sexual at first just catching up until she sent me a photo of her new tattoo.  It was a butterfly on her lower back and she was wearing no more than a thong.  I found myself eagerly looking forward to her visit.
She arrived in the afternoon and there was no pretending this time.  She put her things in my room, saying she would move them to the guest room when my roommate got home in a few days.  She openly undressed in front of me, turning away and I will admit to trying to get a peek at her rack (her breasts are incredible, best I have ever gotten my hands on),  She said she needed to shave her legs, in my experience women only do this when they plan to have sex.  She also wanted dinner first.
We chatted a bit and had dinner, moved to the other room and made out on the couch a bit before heading to the bedroom.

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? Now I wanted to add that Veronica and I were hardly two people unfamiliar with each other’s sexual tastes and proclivities.  We undressed and made out naked for a bit and I played with Veronica’s breasts and sucked on them.  She showed me her tattoo which I liked and asked of what i thought of her pussy since she was now shaving and waxing it and was smooth down there which was my preference.  She told me she had started doing it for her last boyfriend and hadn’t stopped after they had broken up.
My back was bothering me a bit so Veronica asked me to lay down and she began to kiss me and worked her way down.  She began to suck my cock and licked my balls a bit and did this until she got me quite hard.  She then mounted me and began to ride me.  I put my hands on her waist and moved them to her breasts and she would let me play with them a bit before moving my hands back to her waist.  I repeated this and leaned up and kissed her and she would lean forward and kiss me and let her breasts rest on my chest.  She was eager and enthusiastic.  It took me a while to finish and we both got really sweaty and I got pretty loud and Veronica moaned a bit but didn’t orgasm.  We both fell asleep soon after.
We went again in the morning.  I awoke a little before her and began to finger her and this woke Veronica up.  I got her good and turned on and wet before penetrating her.  We both orgasamed around the same time and afterwards took a shower and had breakfast.  I’ll keep this to a single night but we have had sex quite frequently in the time she has been visiting.

Did you have an orgasm? Did your partner(s)? I did both times, Veronica did during the second time.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We discussed that we had both tested clean recently and Veronica took her birth control after dinner.  We didn’t use protection during sex and she let me finish inside her both times.

What were your REASONS for having this hookup? Veronica was willing and we were both horny and I was looking for complication free sex

Were alcohol or drugs involved? If so, how much? We did have a glass of wine each at dinner

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? Veronica has been here three weeks and she has slept in my bed every night.  We have has sex quite frequently, to the point the other day she complained her pussy was sore.  She is due to stay two more weeks.  She told me three days in that during the warm summer months she likes to sleep nude or in just boxers and has done so.  She also likes to walk around naked in the morning.  I feel great and it’s nice to have someone around again.  Basically we have been like a couple and have gone to dinner and the movies as well.
I decided to tell my roommate who handled it pretty well.  It has been kind of hard knowing there is an expiration date on this, Veronica lives fifteen hours away by car and plane flights are expensive.  Neither of us is also interested in long distance and travel and time away is what did in my marriage.  However I can talk to her and she doesn’t try to control or manipulate me.
However we did discuss possibly continuing after Veronica goes home.  Giving up the sex would be hard but we talked about phone sex and web cam.  Now I find myself considering this and realizing that this is no loner complication free.  However I am strongly considering it.

To whom did you talk about the hookup? How did they react? I told my roommate who said he had suspected the last time we had visited from how we were acting around each other.  He advised both of us to maybe try really dating and continuing after she goes home.  I was worried about jeopardizing my relationship with him, we have been friends since freshman year of high school and he let me move in at the lowest point of my life, right after I had left my wife.  However he has been very good about this.

Was this a consensual and/or wanted experience for you? For your partner? Yes for us both

Do you regret this hookup? If so, why? A little, as emotions have gotten involved and it is no longer complication free.

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 would say that it has been having great sex with a gorgeous woman who I am very attracted to physically and mentally.  I think the worst thing has been knowing there is an expiration date on this and I know that Veronica is leaving in two more weeks.  Not knowing if we will continue after then or not has also been hard, and should we not I have a feeling that Veronica and I will never be together again.
This has changed my view of casual sex, after this experience I am not sure there is any such thing as we had both planned on this being casual but emotions have crept in and I find myself thinking about her constantly.
I do however feel great and looking forward to the day now, and I like waking up next to Veronica.

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

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

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