by Twistamatic

Gender: Male
Age: 30
Race/ethnicity: White
Current location: California
Highest education received: College degree (eg., BA, BS)
Occupation: Sales
Relationship status: Married
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many hookup stories have you here posted before? 8

First Time Orgy

How long ago did this hookup happen? 7-8 years ago

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…)? Fwb+
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? My main partner was Jean whom Ive mentioned in previous stories. 5’10” part native american, bubble booty.

The others are too various to list and I didnt really catch their names

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was attending a gaming convention in washington with friends when I got a call from Jean asking if I was there. We met up with her and hung out. At the end of the day she asked if I had plans that night? I didnt so she invited me to a party later in the night at the host hotel.

We took the elevator up to the top floor of the hotel and went to a very nice almost criminally nice suite. She knocked on the door in a weird way almost as if it were a secret club. The door opened to my suprise of a very attrative black woman in nothing but a thong. The girls hugged and Jean introduced me I think her name was Darla or something. She said rules were that we had to disrobe at the foyer and that it was Byob which Jean had brought something.

I asked jean what kind of party it was and she just smiled saying “the sexy kind”. We walked inside, there was latin and jazz music playing in the background. I could hear some moaning from inside the room. Jean started taking off her clothes as did I. We put them on a table by the door and Jean sat the beer down on a seperate table with others. As we walked into the room, jean reached down and began to stroke my dick which got me rock hard. I in turn started to finger her pussy which was already soaking wet.

As we entered the room we came across a group of men standing in a circle, in the center were two older blondes sucking them off as well as giving handjobs.

I was like “whoa”. Jean grabbed my dick and let me into the living room area where a few others were fucking as well. A few of the people said hi to her. Looking around there were probably 20 people total ranging from 19-31 of pretty much all races. Maybe a 60/40 ratio of men to women.

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? We found a spot towards the back of the room to camp. Jean laid on the ground and spread her legs and said to fuck her. I was like “yes maam!” I jumped in and shived my cock into her pussy and started to fuck away. She moaned loudly. I looked around and next to us was a young white brunette getting dp’d by two black men. She was groaning like crazy.

On the other side two women were scissoring as a few guys watched and jerked off. One was asian the other a redhead with huge tits.

As I fucked she asked what I thought? I told her I had never done anything like this. She kissed me and lifed her hips so that I penetrated deeper.

After a few minutes the red head was laying next to Jean and began to make out with her. She said it was a greeting, it seemed they already knew each other. As I fucked Jean, she sucked on Jeans tits. Going with the flow I reached over and rubbed her ass. She didnt seem to mind. She got up and stood over Jeans head looking towards me (the curtains matched the carpet by the way) and she lowered her pussy down onto Jeans face. Without missing a beat Jean began to lick her pussy. The redhead rocked her hips moaning as she did. I fucked Jean hard as the redhead leaned in and kissed me.

She moaned and leaned back with her hands on Jeans stomach. I took the oppotunity and sucked her large tits. I felt a tap on my shoulder and the asian girl from before asked to join in. I said sure, pulling my dick out of Jean the asian girl pinned up jeans legs on her shoulders and pressed her pussy against Jean’s. She laid down as much as she could on Jean and comboed sucking the redheads nipples and playing with Jean’s.

I noticed the brunnette who was dp’d came hard to the side and the two black men taking turns fucking her ass. One came on her face as the other came in her ass. I lined my dick up and shoved it in the asian girls pussy and fucked her. I would pull my dick out and fuck Jean then return. This alternated until the asian girl came. She got off to grab a beer. During this time a group of men and women were watching us. Two men stood next to the red head as she sucked them off. One of the mens wife kneeled down next to me and played with my nipples. She was a little older maybe mid thirties but she had nice double d’s. We kissed deeply. I could feel Jean convulse as she came pretty hard. I kept going and then came myself not to long after. I pulled out of Jean and sat on my butt. The older woman leaned down and sucked my cock cleaning the cum off. She then began licking Jeans pussy dripping with my cum. Jean came again. The redhead got up and got finger trapped between the two guys near us.

Since her husband was off elsewhere and my dick was hard again I stuck my dick into the older woman as she ate out Jean. I spread her ass and saw her asshole looked like it had been fucked. i asked if I could fuck her asshole. Through moans she nodded saying yes. I pulled my dick out and slowly shoved it in her tight ass. She pushed against me allowing it to go all the way to the base of the shaft fairly easily. As I fucked her an older man came up to Jean and stuck his dick near her face. She began to suck it intently. The older woman rubbed her pussy violently as I fucked her anally. I came pretty hard filling her ass with jizz. She asked me to keep going as she came a minutr or so later.

I collapsed tired. I got up and went to get a drink. There were other little groups like ours spread throughout the suite. The woman giving blowjobs only had one guy left as she was covered in jizz. The other blond was cleaning up.

I grabbed a drink and watched as a black couple fucked in the jacuuzi in the corner if the suite. The black woman who greeted us at the door, Darlas, came up to me and talked a bit. She had known Jean previously from a job. Her husband was the guy in the jaccuzzi fucking someone else. I asked if it bothered her. She said no as she thought sex could be seperated between lust and love. I looked over at Jean who was now 69ing the older woman as the man she was sucking was now fucking her.

She leaned in and began to kiss me suddenly. She rubbed me getting my dick hard again. She grabbed my hand and walked me over to the jaccuzzi and in front of her husband got on her knees and began to suck me off. He watched as he fucked the other woman. He revved up alittle as if in compitetion. I laughed and pulled Darla to her feet, she placed her hands on the jaccuzzi bent over looking at her husband as I shoved my dick in her. We pretty much had a fuck off which still makes me laugh. My dick was getting sensitive at this point but I was able to cum inside Darla. I said I needed to rest. She kissed me then joined her husband in the tub for a threesome.

I sat and watched the action from a couch. A couple was fucking next to me. I played with her tits casually and in return she stroked my dick but it didnt really go anywhere.

Did you have an orgasm? Did your partner(s)? I came a few times. Jean said she came almost a dozen times.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? No i was incredibly stupid. I got checked afterwards and was clean but it was a stupid thing to do.

What were your REASONS for having this hookup? Lust pure and simple

Were alcohol or drugs involved? If so, how much? None for me but i know there were drinks and drugs available. Nothing hard though

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? As it got later into the morning I found Jean with two girls making out. One of them Was darla the other a blond I hadnt seen. Most the people had left so Jean broke the make out seesion and cleaned up. She said she had probably been cum in or on 6-7 tines. We got our clithes and thanked Darla for the good time. She kissed us both and invited us to another event. We said our goodbyes and Jean and I chatted as we walked to her room. She asked if i had fun. I said yes though I dont consider myself a swinger. We kissed goodbye and spent the next day at the con having fun and recounting our exploits the night before

To whom did you talk about the hookup? How did they react? A friends. Reactions ranged from jealousy to disgust

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

Do you regret this hookup? If so, why? Just that I was dumb about the protection

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? Best- sex! Tons of it with beautiful women!

Worst- being dumb about protection

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

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

Anything else you want to add about this hookup or anything else? A few months afterwards Darla had gotten pregnant and the baby was half white so there was a panic that maybe her birth control had failed. She asked me to get a paternity test. But I wasnt the father. Apparently it was the older womans husband which is akward hehe. I actually met the kid a year ago and she is adorable but Im glad I didnt end up the father lol

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