What’s your gender? Man
How old are you? 45
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Philadelphia
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Producer
What’s your current relationship status? Single
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
How many hookup stories have you here posted before? 0
Apris-ski with Lisa
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Group sex
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? Craig was my ski buddy and he and I met Lisa at coffe shop. She was a buxom blonde in her early 40’s
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We watched as she ordered her coffee and to our surprise she sat next to the table besides us. Craig and I talked among ourselves and I noticed she was looking at her phone pics. I caught a glimpse of a picture of her topless. She looked up at me and I was caught. I smiled and could tell she was embarrassed. I joked, “That is nothing to ashamed of.” She nervously laughed and sipped her hot coffee. Since I had broken the ice, we pulled her into our conversation and eventually laughed over me catching her looking at her naked selfie. Craig laughed. “Hey Brian, I haven’t seen them. Not fair.” She giggled and said “I’ll send you both that picture and more when I am out of here to avoid further embarrassment.” We talked a bit more and then we all left. Craig and I pondered if she was toying with us and thought nothing of it.
Later that evening, my phone goes bing and there was that picture followed by some more. Each displaying an adorable blonde with luscious full 42DD breasts. Wow, I thought. Craig sent me a text, “Holy shit, you were not kidding, those are delicious.”
I sent her a thanks and said we should hang out sometime. She responded back, mentioning her busy schedule and that the only time she had free coming up was Wednesday. That was the day that Craig and I were supposed to go skiing, but her slopes looked far more inviting that the ones we were planning to hit.
I told her of Craig and my plans and she mentioned she’d love to come along. I said sure and told Craig we had a ski bunny joining us.
We would pick her up at the coffee place and then head up to the resort. We arrived and she looked super cute. We arrived and Craig and I got our skis from the rental place and asked Lisa what her skiing level was. She laughed. “I don’t ski.” “Oh?” I was puzzled, did she want lessons? She then told us she was a chef and this place had a great reputation for the food and she was going to take a tour while we skied and would meet up with us when we were done.
We skied though the morning and arrived back at the base. I picked up my phone and had a text from Lisa:
“Guys, I got a room at the lodge. I was able to get a day rate via some connections. Meet me in room 404 and relax.”
We smile and literally race to the room.
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? When there we are greeted by Lisa. She made a small snack and even had drink poured. Not a bad way to end a morning of skiing. We snacked and then she kissed Craig and I got behind her and kissed her neck, then her lips. My hands on her hips, kissing the back of her neck, he is in front, hands on her ass. She was feeling the heat of us both.
He unbuttons her blouse as I kiss her passionately. We step back to look at her standing there. She is flush, her blouse unbuttoned revealing her bra covered breasts. She moves towards us and removes our shirts and pulls us towards her. My bare chest on hers as he slips off her blouse and unhooks her bra revealing those delicious breasts. I move down to suck on her nipples and caressing a breast in my hand as he moves to do the same with the other. She looks down at us both working her tits and the gentle moans fall from her mouth getting Craig and I more and more turned on.
Craig moves up to kiss her lips and I take both breasts into my hands and rub and pull slowly on her hard nipples. He then moves up behind her and she feels his hardness in his jeans against her pants and holds her breast into his hands feeding them to me.
Eventually we lift her up into our arms and carry her to the bedroom. There in the bedroom, we lay her down on the bed and pull off her jeans leaving her in just her panties. She sits up as we stand before her at the edge of the bed, she notices us straining in our jeans and reaches over and pulls off our pants and underwear revealing two huge erections.
We stand before her, stroking our cocks, telling her how sexy she is and how much she is turning us on. Her hands soon replace ours. She strokes us each and moves her mouth from one to the other. Our hands softly pulling her hair and playing with her breasts. She licks up and down my shaft then back to him and then look at us with lust in her eyes and rubs our wet cocks over her nipples.
We reach down and pull off her panties and Craig moves between her legs and starts to lick and suck as she works my hard cock with her hand and mouth. She lays back on the bed, pulling me with you. Craig starts to eat her out as she works my cock. I start to kiss down her body as she takes me into her mouth and I pull her legs apart for him as he continues to lick and we take turns tasting her sweetness. We then both start to finger her together and she gasps and a small tremble takes place and she squirts.
I slip my wet fingers out and cradle her head in my lap feeding her my fingers as he slowly enters her with his cock. My hands softly caress her face and breasts as he fucks her. I watch him fuck her and she pulls him in deep. Lisa’s hand then reaches back for my cock and she strokes me in unison matching his cocks rhythm. He then looks at me and I read the non-verbal signal. He pulls her into his arms, cock still deep inside and lifts her up. I assist and cradle her ass as she rides him while he is standing up.
She riding him this way is making his knees weak, so he turns and falls on the bed with her on top of him. She rides him hard and I sense he is having a hard time not cumming she bounces on him with those big tits shaking in his face. I lift her ass slightly which causes Craig to slip out and I quickly replace his cock with mine filling her deep as I take her doggy style.
I feel my cock plunge into her as she moves to take Craig into her mouth. I fuck her as she glides her mouth up and down his shaft. We continue to work her from both ends and we increase our desire and she begins to feel our combined heat. I slap her ass as I fuck her harder, pulling back your hair as I leverage and watch him fucking her face
She screams out that we are getting a tad too rough, so we respond to her plea and slow down the pace and I begin to feel her twitch and grasp my cock with her tight pussy.
Not wanting to cum yet, I slip out and move down and start to eat her ass. She continues to suck him and her moans get louder as I tongue her butt. I then begin to finger fuck her pussy that is still pulsing from my cock.
Lisa is screaming with pleasure, so much so, that she can’t suck Craig’s cock, so he gives her a rest and positions himself under her and licks that swollen clit as I work that ass. He is sucking that clit and those lips as my and his fingers explore her. I pull her ass cheeks apart to fully tease that ass with my tongue. We slowly work our way back up to her face. Massaging her ass and back as we move up her body. We take turns kissing her, she tasting her creaminess off our lips, we roll her over. All of us glistening and aroused as our hands work her breasts as we kiss her. Our hard cocks throbbing at her side.
We ponder a bit of what to do and Craig and I smile at each other. Craig looks at me and I laugh. I pull her legs apart and start sucking her toes as Craig moves and slides his cock back into her wet pussy. I hear her moan and his moans as well. I watch a bit, stroking my hardness rubbing my cock over her nibbles and lips. He is fucking her hard and deep. She pulls her tits together and he tells me to titty fuck her as he fucks that wet pussy that is soaking his cock.
Ever since I saw that pic at the coffee shop on Monday, I had visions of my cock between those beauties and it looked and felt fabulous as my cock was sandwiched between her breasts and as I glided between them she would lick the head of my cock and grab my ass. All the while I could hear Craig was fucking her and I could feel the warmness in her chest as he was getting her close to orgasm.
She clinched and pulled Craig in and no longer were we in control. She was fucking him, rocking her hips while squeezing her tits together as I fucked them, and licking her nipples which was sending me over the edge. We could no longer hold back and I heard the deep moan from Craig as he came, her pussy milking every drop. Her face flush and in the throes of orgasm, I released my hot load all over her breasts.
We laid there, our bodies tangled as we came down from the sex high, tenderly touching and kissing. Craig then got up and started to run the shower to clean up. Lisa and I made out like high school kids, her body still warm and sticky with my cum.
I took Lisa’s hand and we joined Craig in the shower to cleanse the sex sweat and cum off of us. As we soaped each other up, I decided I need that pussy one more time, so I glided my cock into Lisa and Craig worked her soapy tits. The water continued to cascade down upon us and Crag dropped his knees and I positioned myself so that he could lick her clit as I fucked her.
My cock was deep inside her once again and my hands grabbing on her tits, his tongue darting over her clit as the warm water and steam surrounded us. It didn’t take long before she was once again cumming.
She quickly dropped to her knees and took both our cocks telling us she wanted to reward ourselves one last time. We smiled and she licked and sucked us each pulling us closer and looking up at us with devilish intent. She felt us getting close and worked us just right to the point where we both came all over her at the same time.
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? It was wild, like a day at an amusement park. We left it up to her to keep in touch as that was what she asked and we were all cool with that.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Withdrawal, Condoms, Birth control pill / patch / ring / injection / implant, Discussed STI testing history
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Thought it was an important experience to have, Making new friends, Just happened, I don’t know why, just went along with it
How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it
What substances did you consume? Alcohol, Marijuana, hashish
How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it
What substances did your partner(s) consume? Alcohol, Marijuana, hashish
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? Not many, just those involved
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? Her joy
What was the WORST thing about this hookup? None really,
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? nope
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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