What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Australia
What country and/or city do you live in? Australia
Highest education received: High school diploma
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 40+
How many hookup stories have you here posted before? 0
How long ago did this hookup happen? 8 years ago
What was your relationship status at the time? Dating casually
How would you best classify this hookup? Short fling
How long did you know the person before this hookup? For 1 to 3 years
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? I will call her Kacey. She was my height if not a cm taller, I’m only 173cm. She is an attractive dark blonde woman, a very caring giving person. She had a bum like a latina woman, which I find beyond sexy. Her breasts had been enhanced, but not over the top, they looked perfect.
I meet her through a work friend, his name is Dave. There was a group of us from work that got together often. When I met her I thought she was a nice person and would be great for my mate. Of course, I thought she was very attractive and like most men, I thought about having sex with her.
I will tell you now, that I love the idea of role play. My ex had gotten me into it and had opened up something up in me. Some of my friend’s wives and partners were beautiful women, and I couldn’t help but fantasize about having an affair with them.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was Easter weekend. Dave and Kacey invited us all over to their place for BBQ and Drinks. Kerry loves entertaining, cooking and baking, and mixing cocktails. It was later in the day, drinks were flowing, little groups of people stood around the backyard and the pool. Kasey was talking to Dave sister, Libby.
Libby and I had started something but it didn’t really work out and had decided to end it there before we ruined our friendship. She could be quite up front and I knew as I walked past they were having a sneaky little chat about something dirty. Libby waved me over.
“Tell us how you like to get head,” Libby just blurted out.
“Don’t hold back!” was all I could reply.
Kasey jumped in. “Come on, how do you like it?”
Being a smartarse, “I’m just happy if a woman is willing to be with me.”
That just got raised eyebrows.
“Fuck it,” I said “I find it really hard to cum from head.”
The girls looked at each other, and before they could say anything, I quickly added.
“I’m getting out of here before I embarrass myself more.”
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? I had gone inside the house to go to the toilet. When I came out Kacey asked if I could help her in the kitchen. As I walked in she moved in close to me, I have to say she smelled beautiful, just like the way she looked, her hair slightly curled, jeans showing her nice bum, and a white shirt that was low cut which showed off her lovely breasts.
She absolutely floored me by saying. “I bet I could make you cum with my mouth.”
I mumbled something, she came closer still, I felt her breasts press against me. I thought she was going to kiss me.
“I said, I bet I could make you cum with my mouth.” Kasey squeezed my cock lightly as she said cum.
I finally got what was left of my brain into gear and said “and if you don’t, do you just leave me stranded?”
Kasey undid my belt and jeans, as she went down to her knees. My cock sprang out of my boxers. Unfortunately, I am not blessed with the biggest dick in the world, and I’m not going to lie I’m usually very nervous when I’m first with a woman, but this was going so quick I didn’t have a chance to feel anything but pure horniness. Kasey looked up at me with a cheeky sexy look, pre-cum was already leaking out of my hard cock.
“Someone is wanting their friend’s girlfriend,” said Kasey.
That just about did it then and there. Like she had read my mind and knew my fantasies. Next second I was in her warm mouth, Kasey didn’t hold back, I watched in amazement as I saw her work my cock in and out of her mouth. stopping while I was in her mouth, she would do something with her tongue. I had to hold myself up on the kitchen bench, it was out of this world. I regained my senses for a second and thought about where we were. The house was long and thin, and with everyone in the backyard even if they came into use the toilet we should still be safe. But it was still such a turn on, I love risky naughty sex. Kasey stopped and looked at me, her tongue lightly licking the sensitive head of my cock. She said nothing but I could tell how much she was enjoying this, knowing that she had me in the palm of her hand. She then sucked her right index finger while stroking my cock with her left hand. Then I was back in her mouth feeling her tongue work, her perfect suction, then her finger rimmed my arse. It was more than a surprise, no one had done that to me. I had done it to women, I will even lick a girl’s arse, whatever they wanted I will do. I could feel my orgasm building, I started to pump my hips, her left hand grabbed my arse forcing me into her mouth, I wish I had the words to better describe what I was going through. Kasey just kept going looking up at me, then feeling of her finger rimming me, her mouth around my cock, the situation we were in, my right hand grabbed at her hair as I shot my cum into her mouth. Kasey didn’t miss a beat, I pumped what felt like load after load on to her mouth. I swear my vision went blurry, as I finally stopped cumming. Kasey swallowed my cum, she had not dropped a bit. She stood up and came in next to me, again that smell of her perfume and her breasts on me. I was out of breath, she had her sexy smile on her face.
“Well I enjoyed that, But I wanted to finger your arse as you came. Guess we will have to do it again.” Was all she said, then lightly kissed me and left for the party.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, one
Did your partner have an orgasm? No
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 went back outside where Kasey was – looking after drinks, nibbles, etc. The night was great. The next day I was still in a state of shock I think. I badly wanted this woman now. I really did hoped we could go further. A few days later I did feel bad, but as I said before I can’t help my fantasies about some of my friend’s partners and wives. Kasey and I have made love, fucked, role played fantasies for a while now. It doesn’t happen very often now, as we live in different states. This happened back in 2010, and it was only a few months before I left. We all still catch up, just that Kacey and I get a bit closer when we can.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) No penetrative sex happened
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Hoping or expecting it would lead to something more, Just happened, I don’t know why, just went along with it
How intoxicated were you? A little tipsy/high
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? Only Kasey.
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? Finding out that a friend was nothing like she acted.
What was the WORST thing about this hookup? She was my friend’s partner.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not this encounter.
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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