My first sex party

by Steve Webb

9 Jul 2019 3949 readers Score 8.3 (51 votes) PDF Mobi ePub Txt


In the fall of 2006, I was a single graduate student living in Boston.  Having grown up across the country in Nevada, I did not know too many people in Boston, outside of some classmates.  However, I did have one special friend who I hung out with more than anyone during my time in Beantown.    His name is Neil and at the time, he was a divorced, 49 year old, quite burly at 6’1 230 lbs, short graying hair and very hairy. Neil and I met online a year and a half ago and started as jo buds, but we immediately clicked sexually, and our friendship built into more.  Up until this point, my only sexual experience with another man was with a jo bud  when I was in college.  Neil was the only guy I had ever had sex with.

As I had mentioned, Neil and I clicked immediately.  We saw each other once or twice a week to this point.  I felt comfortable with Neil as he began to push boundaries with me.  I am a bottom, 5’7 145lbs at the time, smooth, short, dirty blonde hair, brown eyes, 6 cut shaved cock. Neil always states that I’m exactly “his type of boy”. It was a perfect match.

During one of our sessions in the fall of 2006, Neil turned on a porn, which is something we usually did when we got started.  We love having the porn on in the background as we fuck.  This particular time, he chose a video of an orgy with 10+ guys.  It was a hot video, at least for the little amount that I was able to see. 

After we came,  Neil and I layed naked in bed and he talked about a sex group he used to be a part of a few years back but kind of fizzled out.  I asked him some questions about those parties and he could tell I was curious.  I had fantasized about an all male orgy plenty of times and Neil could sense my curiosity from my questions. He eventually asked if I would ever participate in one with him.  Though I was internally nervous, I told Neil I had been interested. Neil and I talked about this throughout the rest of our night but never came up again afterwards.  That was until I received an email from Neil 3 weeks later.   

Neil forwarded me an email from one of the members of his old sex group.  His name was Scott and he and Neil were the more frequent participants.   Neil had emailed Scott about maybe getting something going again while also telling Scott and about me.  I read Scott’s forwarded reply with excitement which read:

“Steve sounds really cute. Can’t wait to meet him.  I emailed Edward and Jospeh and they are in. Trying to get a few more.  Let’s aim for two weeks?”

I admitted to Neil that I was nervous but excited.  He understood that he was the only guy I’ve been with and knew this was quite a leap. Nonetheless, once Neil received the official information of where and when, I knew there was no going back. 

The two weeks went by slowly but party day, finally arrived.   The party was to begin at 8pm at a hotel downtown.  Unfortunately, I had classes all day until 4pm.  I couldn’t concentrate at all.   I even snuck to the bathroom in between classes to stroke.  I eventually get home and showered and headed over toward the hotel to meet Neil before heading in.  We’re 30 min early so we grab a couple of drinks at bar across the street before we head over.  The drinks helped but was still nervous as we crossed the street and walked into the hotel.   We get into the elevator and head to the top floor.  We get out of the elevator and find  the room, right next to the elevator.  Scott answers the door and welcomes us and gives us both big hugs as we walk in.  We were waiting on one more guy and expected to have 7 total, including Neil and myself.  Neil walks over and introduces me to the guys he had known from the party and we both met two other newcomers.  The room was a suite, with a living room and one bedroom.  We sat in the living room and chatted and drank while we waited for the last person to arrive.  15 minutes later, the last person arrived and shortly after that, we got down to business.  

Here is a description of the participants.  

Me:  26yo 5’7 145 6cut smooth dirty blonde/brn (bottom)

Neil: 51yo 6’1 230 7cut, gray hair, green eyes, hairy (top)

Scott: 42yo 5’9 175 6cut, bald with dark goatee, brown eyes (vers)

Edward: 55yo 5’11 180, 7cut fit, short gray hair, brown eyes (top)

Joseph: 39yo 5’8 150 blonde/blue 6 uncut (bottom)

Alex: 26yo 6’0 170 brown hair brown eyes 7 cut smooth (vers top)

Tyler: 27yo 5’10 180 brown hair, brown eyes 6cur (vers)

We all start to head into the bedroom and start to strip.   I get so hard looking at everyone get naked in front of me.  I’m so turned on.  Joseph, who knows Neil from last parties, walks over to Neil and they begin to make out.  Scott then walks over to me and we begin to kiss and stroke each other. Scott and I make out and stroke while Joseph and Neil do the same next to us, we all then switch and Joseph and I are now making out while Neil and Scott kiss.  Edward, Alex and Tyler, in the meantime, are now in bed.  Edward is laying back while Alex and Tyler alternately suck his rock hard cock.  Neil then lays in bed next to Edward while Joseph goes over with him and sucks Neil’s nice 7 inch cock.   Scott and I are making out and watching and then he eventually leads me out to the living room.  Scott sits on the couch and I get on my knees.  I look up at him as I wrap my lips around his hard cock.  I get so turned on watching him as he tells me how good i am at sucking cock And hearing the guys moan from the other room. 

Scott then has me join him on the couch and we get on our sides in 69 position and begin to eagerly suck each other.   After a little while of this, Neil lets us know there is room in the bed if we want to come in.  Scott and I get up and walk back in and I find Joseph on his back with his legs dangling over Neil’s shoulders as he begins to fuck him while Alex sits on the chair next to the bed while Tyler sucks his cock.  

Scott and I now take over for Alex and Tyler and we begin to suck Edward’s cock alternately. I then look to my left to watch Joseph get fucked by Neil and begin to stroke Joseph’s hard cock.  Neil then backs up a bit and grabs Joseph’s ankles and begins to fuck him in long, deep thrusts.  I then bend over and begin to suck Joseph’s hard cock while I see Neil’s beautiful cock slide in and out of Joseph from up close.   Edward then comments on my cute ass while I bend over in front of him and continue sucking Joseph.  

Before I know it, I’m not sure at this point if it’s Edward or Scott but I feel them both get up behind me and feels someone’s hands grab my hips as they bend over and start to lick my hole. I feel them both behind me, taking turns licking my ass while I’m bent over sucking on Joseph’s leaking cock while Neil continues to fuck him.  I then feel Scott’s face below me and starts to suck on my dangling cock, while Edward starts to apply lube to my ass and slowly enters me.  I shudder as I feel his cock slide into me.  It’s the only the 2nd cock, I’ve ever had in me before, the 1st being Neil.   I love it!!!  I get so turned on being with other man while Neil urges him on.  Neil then pulls out of Joseph and has me suck his cock while Edward fucked me from behind.  Scott eventuality stops sucking me and starts to 69 with Tyler next to us in bed.  Joseph now gets up and walks over to Alex, who is sitting on the chair, and sits on his cock.   Neil and Edward keep me bent over and take turns fucking me from behind while the other  lays on their back in bed.  I look to my right while I service Edward and Neil and see Tyler and Scott 69ing and fingering each other and hearing Joseph moan as he rides Alex’s cock and I hear Alex smack his ass and say “ride me you slut”.  I’m taking in everything and am in heaven. I’m mad I never did this sooner.  

After about 30minutes or this, Neil and Edward call Alex and Joseph over.  Alex walks over and then comes into kiss me while Edward and Neil do to Joseph what they were just doing to me. Alex then gets me in my back and slides his dick into me and starts to fuck me hard.   I’m moaning loudly now and am in a frenzy.  Tyler comes over to our edge of the bed and bends over and sucks my cock while Alex fucks me, while Scott bends over behind Tyler and licks his hole.  

At this point, all of us are close.  Alex is now fucking me really hard while I’m on my back curled up beneath him, my legs sticking straight up into the air.   I was so turned on and I begin to shoot a huge load into Alex’s chest as he continues to drill me, hands free.  The room marvels at this and start to watch us more.  Alex then was close to cumming and pulls out of me and I quickly go over to his cock with my mouth and he shots his huge load into my eager open mouth.  Neil then gets me back on my back and fucks me very hard, while Edward fucks Joseph hard from behind right next to me in bed as Scott and Tyler stand over us and stroke.  At one point, Neil is fucking me, while I suck Tyler and stroke Scott.   Tyler starts to get close the same time as Neil.  Neil then moans “here it comes boy” and shoots a huge load into me and stays still, deep inside of me while Tyler shoots his load on Neil’s back as Neil lay on top of me. Scott then goes over to Joseph and strokes in front of him.  He moans that he’s going to cum and shoots a huge load into Joseph’s mouth.  Edward then gets ready to cum and pulls out and comes on Joseph’s back.  

We all lay in ecstasy, at least I felt that way.  I went from only having 1 guy inside of me to 3 in three short hours.   I never wanted it to end.  Unfortunately everybody, but Neil, Scott, and myself had to leave.   We said goodbye to everyone while still naked and we made our way to the living room and had more drinks and more fun.   We stayed up all night and was light out by the time we finally finished.  Neil and Scott came two more times and I came three.  It was to that point, the absolute hottest night of my life.  We checked out and grabbed breakfast together and then went our separate ways.    

Fortunately, this group didn’t fizzle out like the last.  We had a a few more parties together over the next couple of years Neil and I were together, before I graduated and moved back West.   I think of this night constantly and will continue to forever!!