Sexy Afternoon Tryst



What’s your gender? Man
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Kansas City
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Engineer
What’s your current relationship status? Dating casually
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Hetero, but not afraid of male to male contact
How many sexual partners have you had in your life (including oral sex)? A bunch
How many hookup stories have you here posted before? A bunch

Sexy Afternoon Tryst

How long ago did this hookup happen? Yesterday

What was your relationship status at the time? Dating casually

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For more than 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? She is a tall and curvy blonde. She has great DD’s with perfectly sized nipples, great hips, and the best legs. I have known her for a while–years. We cross paths and re-engage. We are friends that have sex here and there. She is usually in relationships but comes by when in-between. She is 42.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? She texted and asked what I was doing. I was out in town but heading home after work. This was early afternoon. I told her to stop by and she agreed. No planning, but a great spontaneous meeting.

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? She arrived and we had a drink and relaxed outside on my porch. I live out of town so it is secluded. Time got away, and we decided what to do for dinner. As we spoke, I just got turned on all of a sudden.

I think she noticed the bulge in my pants. She excused herself, went to her car while I sat out on my porch with half a chubby. She returned after a few minutes in a sexy piece of lingerie that allowed her beautiful breasts to hang out and covered her midsection. She was absolutely stunning and sexy!

I stood up and began dropping my shorts as she laughed and smiled, sat down, then pressed her tits together. I went from half to hard in two breaths. She pulled her legs up and spread them exposing her well-trimmed pussy.

I knelt in front of the chair and kissed her. She offered me her nipples, and I gladly sucked them hard. I moved down to her beautiful pussy, and began running my tongue up and down her lips and clit–she was already wet, but I do enjoy eating a pussy, so I kept going. I sucked on her clit, tongue fucked, and fingered her.

She told me she wanted my cock in her, and I stood up, she grabbed my shaft, stroked me a few times with a big smile on her face. I put my weight on my hands on the arms of the chair, maneuvered my tip to her spread pussy with my hips, then pressed into her. Her pussy gave me resistance, but because she was so wet, my cock slid in and gave her that awesome initial “open me up” penetration we all love. She felt fantastic!

I began sliding in and out of her and established a great rhythm. We were both on cloud nine! Talk about hot. Her lips gripped my shaft as I moved in and out of her, her tits were outlined by that sexy outfit, and I could see the pleasure on her face as we fucked.

I liked the position, too, and we continued fucking in the chair until she blew through her first orgasm. She wanted to go to my bed after her first “O”, but we didn’t make it. As we walked to my bedroom’s outer door, we embraced and kissed. I squeezed her ass, and she squeezed mine. She is a great kisser, and I look forward to making out with her.

As we stood and made out, she grabbed my cock and maneuvered it back into her wet, slick pussy. Sliding in was fantastic. We got into a good standing fuck. She was so wet, there was almost no resistance. We pumped our hips together, and she was getting hotter and hotter. She was building up a good “O” but holding off. She then pulled off of me, and my slick juicy cock jutted upward. She dropped to her knees and hungrily sucked my cock clean. She always loved to suck me after being fucked for a bit. I think she enjoys her taste just like I do!

After she cleaned me, we made out on the way to my bed. In the bedroom, she bent over the bed and told me to make her cum. I entered her from behind, grabbed her hips and began pounding her hard. As I fucked her, she put her hands underneath her and began rubbing her clit and putting a fingertip or two lightly against my shaft as I fucked her. I kept pounding her until she began to cum. She moaned and screamed with pleasure as she came.

After she came, we moved onto the bed. I laid on my back, and she straddled and mounted me. I love this because of those great DD’s she has! I wasted no time grabbing those tits and devouring her perfect nipples. Great areolas, and hard nipples–I was on cloud nine–what a hot, beautiful, sexy lady!

She pounded down on me, and after some good riding, I was ready to blow. My cock was fully engorged and ready to fill her up. I asked her where she wanted my cum, and she moaned “shoot it inside me”–gladly!

She kept riding my cock as I exploded! I shot a great load inside that pussy, and she kept on riding. She got even slicker once my cum coated her love tunnel. She rode me to another orgasm, then slid off of me and we lay together. I got a good look at her soaked pussy and my soaked cock. I rubbed her juicy lips, just to fully experience them a little more. They were wet and slick and awesome.

We rested, recovered, basked in the hotness, and laughed. Whew! What a hot lady.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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 spent the rest of the evening together, enjoyed my hot tub, and fucked again. She spent the night, and we fooled around in the morning, too. She is one hot lady.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Tubes tied

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident

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? 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? With her and a few friends who know about her and me.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? Enjoying pleasure with such a great lady.

What was the WORST thing about this hookup? It ultimately had to end. Lol

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No, casual sex is great!

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? I like how we just clicked. We both wanted to enjoy each other.

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? Casual sex is one of those great experiences, I think we all need. Let’s you connect with others and yourself.

What do you think about the Casual Sex Project? CSP is great. A great place to let all those experiences get out.

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