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Pegged Again (& Again)

My girlfriend (and sometimes cleaning lady), Conni, and her friend Jo-Jo, began making plans to have their big "strap-on/pegging" party. It took them over a month and multiple changes before everything was finalized. I reserved a hotel-suite for a weekend stay and covered all the costs.

The final guest list, including us, became 3 "thruples," each composed of a single bi-male, and two bi-females with strap-ons. Essentially, me, Conni and Jo-Jo times 3. By the end of that weekend, 9 people would happy, sexually satisfied and have very sore ass-holes.

We all met up the weekend before to get to know each other (non-sexually). Jo-Jo was the "axle in the wheel" - she was the one who knew everyone. She arranged for all of us to get together at the bar where she worked on Sunday night when it was closed. She was good friends with the owner, and he was OK with it as long as we didn't "drink the place dry."

It took a while before I remembered all the names, but I did get to know the other "Butt Boys" (Jo-Jo's name for us). There was Kyle, who's white and a few years older than me, and Teo, who was much younger (20-ish) and Dominican. After a few hours (and a few drinks) I had a better idea of who they were and what they were in to. Kyle, like me, was a bi-friendly dude who liked being pegged. Teo described himself as a very "open-minded gay man" who occasionally liked to eat and fuck pussy.Pegged Again (& Again) фото

Kyle was there with his wife, Andi, and their friend, Dierdre (Dee-Dee); both were white women were in their 40s. Teo's partners were Ashley, who was Indian and also in her 20s, and Sophie, who was mixed-raced (Asian/African/Irish) and in her mid-50s like me.

"Truly a mixed bag," I thought to myself. "Most ethnicity's and ages covered."

After several drinks and LOTS of flirting, by the end of the night, most of us were horny as hell and couldn't wait to fuck.

"I'm really looking forward to pushing something hard and slippery up into your sweet, black ass...!" Sophie whispered into my ear as we gave each other drunken goodbye hugs.

I would definitely have to keep an eye on her.

I went home with Conni that night and we fucked 3 times.

The actual event was due to start on a Friday night, but Conni and I checked in to the hotel suite the night before in order to get a feel for the place and make sure all the preparations were taken care of. The suite was a spacious 2-bedroom apartment where Conni, Jo-Jo and I would stay, the other party guests booked their own rooms. We took the time to re-arrange some of the furniture so that the large living room was converted into a play area. We brought along 2 king-sized air mattresses, large comforters and pillows to lounge and have sex on.

On Friday afternoon Jo-Jo joined us and the first party guests, Kyle, Andi and Dee-Dee, arrived around 8. By 10 everyone was there, laughing, drinking and ready to party.

Most of us brought along lounge-wear or lingerie to change into. Teo and Sophie chose to just be naked (no one was surprised).

Intense flirting eventually led to multiple make-out sessions in the play area. Conni paired up with Kyle and I ended up with Sophie and Andi. I learned that Andi had never been with a black (or any non-white) man before.

Before long we were all naked and ready to go. I was horny as hell, but a little nervous too, especially after I got a look at the strap-on that Sophie chose for the party. That monster was thicker than anything I'd ever taken in my ass (4 inches in diameter)!

"I was thinkin' about you when I chose to bring this one, baby..." she smirked at me.

"It's my favorite..." Teo chimed in.

"I am gonna be so fuckin' sore...!" I thought to myself.

Everything kicked off when Sophie pulled me over to the play area to eat her out. I laid down between her spread thighs and got acquainted with her shaved pussy.

"Let me take care of you too, babe..." Conni said slapping me on the ass and pushing my legs apart. She spread my cheeks and gave me an amazing rim-job while stroking my cock.

Kyle joined our chain and fingered Conni's ass and pussy.

The rest of the attendees soon followed suit. Andi and Jo-Jo took turns giving Teo a blowjob, while Dee-Dee and Ashley fingered each other and kissed on the couch.

"Let's show our 'Butt Boys' some love, ladies...!" Jo-Jo soon announced.

The women all donned their strap-ons. Kyle, Teo and I were instructed to line up side-by-side on our hands and knees in the center of the play area. Each of our partners approached us from the front and back and our asses were lubed and fingered.

Conni knelt behind me, spread my cheeks and continued rimming me, while Jo-Jo knelt in front of me and pushed 'Bam-Bam' in my face for me to suck. Teo and Kyle received the same.

Listening to Kyle and Teo moan next to me as their partners teased and fucked them made me even more horny and nervous than I already was. Sophie was working Teo really hard and making him scream. I was impressed that this short, skinny guy could take that much in his ass, and it made me wonder if I'd be able to handle it. I had the impression that Sophie's performance was also to let me and Kyle know what we were in for.

"Dios mio..." Teo moaned and shrieked next to me. "Fuck me, mami...!"

I was so distracted that when Conni slipped into my ass it shocked me and I cried out too.

"We got you, papi..." she assured me. She adjusted my hips and started to slow fuck me.

I fucking LOVE it when she does that!

"Yeah, we're all gonna have some fun..." Jo-Jo chimed in and gave me a deep, wet kiss.

Conni increased her pace and fucked me a little faster. A few minutes later there was someone between my legs sucking my cock and balls, and it didn't take long for me to realize that it was one of the men (they tend to be more aggressive).

It was Teo.

"Got room for one more...?" Sophie asked appearing next to Jo-Jo.

They stood and kissed and fondled each other for a few seconds, before Sophie turned to me.

"I've been looking forward to this..." she said before drawing me into a hungry kiss. The kiss was followed by her placing a hand on my head and slowly guiding her monster-sized dildo into my mouth.

"Suck that dick, baby..." she said joyfully and slowly pushing it into my throat, "take it all..."

When I started to gag all the sensory overload sent me over the edge. I shot my load into Teo's mouth - he swallowed all of it.

"That was a good start...!" Conni said as she pulled out.

I rolled onto my back to catch my breath.

"Thanks for getting him warmed up for me..." Sophie smiled.

She took her position between my legs and applied more lubricant to her strap-on. Before I could say anything she was inside me. I was surprised that I actually took it all in so easily.

Sophie pushed my ankles up towards my shoulders and spread me wider. She leaned into me and went deeper and began thrusting harder.

"Omifuggingod...!" I screamed. "Fukme..."

"Be good to my papi..." Conni said to Sophie. She kissed her and fondled the older woman's tits.

"Don't... worry... Sweetie..." Sophie panted, breaking from the kiss and continuing to pound me. "I'm gonna... take good care of him..."

She proceeded to give me one of the hardest ass-fucking's I've ever had, and I absolutely loved it! My cock got hard again - diamond hard. I was already thinking about my opportunity to fuck her.

"I wanna...-ungh-... fuck you... so bad..." I moaned. My nerves were on fire and my toes twitched and curled under.

Sophie slowed her pace. She looked at me and then at my rock-hard cock.

"Oh yeah..." she moaned, sweat was pouring down her face. "Yeah... I wanna feel that big, black cock up in me..."

She slowly pulled out of my ass and removed her strap-on. She rolled onto her back and spread her legs.

"C'mon, baby..." she panted reaching for me. "Show me what you can do... give me that dick..."

I mounted her and shoved myself as deep as I could go. Soon I was fucking her just as hard as she'd fucked me.

"Fuck her, papi...!" Conni encouraged a few feet away. She was fucking Kyle. He moaned and screamed louder than either me or Teo.

"Is this what you wanted...?" I growled at Sophie. "This dick...?! This hard... Black... dick...?!"

"Yes..." she whimpered. "Oh, fuck... yes..."

I was surprised at how tight she was. She had cum at least twice as I fucked her. I slowed my pace. I was in "the zone" - I wasn't going to cum again for quite a while.

Then I got another surprise. Someone spread my ass-cheeks, inserted their tongue and teased my asshole - it still tingled from Sophie's previous assault. A few minutes later, the tongue was replaced by a long, thin dildo.

When I finally peeked over my shoulder, Andi, Kyle's wife smiled back at me.

"I couldn't resist." she whispered into my ear. "Your ass looks so fuckin' good..."

For a long stretch I slow-fucked Sophie while Andi slow-fucked me.

"Please... no more..." Sophie finally whimpered. Tears ran down her cheeks. "I can't..."

I let Andi know that we needed to stop and she slowly pulled out of my ass. I pulled out of Sophie and she lay there panting and covered in sweat.

"We're not..." she panted, "we're not... done."

I smiled and leaned down and kissed her and then went to the bathroom to wash up. Then I grabbed a snack and a drink in the kitchen. Andi was there sipping a glass of wine. We small talked and laughed for a while.

"So, when you're ready... do you think that you and I could...?" she eventually smiled and ran a finger along my semi-hard cock.

"Lead the way, my dear...!" I smiled back.

I followed her into one of the bedrooms and she closed the door behind us.

"I don't really want an audience..." she smiled nervously. "You know... for my first one..."

"First Black Dick Shyness" I thought.

I nodded and we kissed. She gave me a VERY enthusiastic blow-job and I ate her pussy.

"Do you want to be on top?" I asked.

"N-no..." Andi answered nervously. She laid back and spread her legs wide.

I mounted and entered her slowly. She was actually trembling and I tried my best not to "scare her" any more.

"Omigod... that's some... really good dick..." she moaned softly.

I did my best not to disappoint. We moaned and fucked really hard.

We were so into it that neither of us noticed when her friend, Dee-Dee, had entered the room.

"Go Andi...!" she said after watching us, "First Black Dick... woo-hoo...!"

She continued to watch and "comment" until we were done. We then chatted for a few minutes before I left them and went to clean up again. I joined Sophie and Teo in the kitchen, where she made us one of her "specialty" cocktails.

Andi and Dee-Dee joined us.

"Just so you know..." Dee-Dee whispered to me after a while. "Andi isn't the only one who would enjoy some good, black dick..."

"And just who is this other person in such dire need of some BBC...?" I asked, certain that she was referring to herself.

"I've heard that 'dear hubby' has often made mention of wanting some too..." she said nodding in his direction. "He even made mention of YOUR BBC in particular..."

Kyle was resting on the couch talking to Jo-Jo and Ashley.

"Oh really...?" I said, thoroughly surprised.

It had been a long time since I'd done a guy-on-guy thing. I'd actually given it up in pursuit of more pegging opportunities, which I prefer.

"Hmmm...?" I thought to myself, looking over at Kyle again. My cock gave an un-expected twitch.

"That would be so fucking hot to watch you ass-fuck him..." Andi said, joining in on the conversation.

I looked at both of them and shrugged. They both smiled and walked away, and I went back to my conversation with Sophie and Teo.

A few minutes later Andi called me over to the couch where she sat next to her husband. Before I said anything, he took a hold of my cock and started to stroke me.

"I hope you don't mind..." Kyle said as he got on his knees and took me into his mouth. Andi and Dee-Dee started to play with themselves as they watched.

"Mira...!" Conni suddenly chimed in from the other couch. "Are the White folks up in here tryin' to take all my choc'late...!?"

She was having her pussy eaten by Ashley. I shrugged in reply.

Kyle was actually pretty good (for a guy), and it was obvious that this was not the FIRST dick he'd ever sucked. It wasn't long before I was rock-hard again.

"Lube time..." Dee-Dee announced. She and Andi were definitely getting off on this just as much.

Kyle turned and knelt on all-fours, while Andi spread his cheeks and applied lube to his asshole. He was also rock-hard.

"Go... slow, please..." He was just as nervous and taken by the "mystique of BBC" as his wife had been earlier.

I knelt behind him and slowly entered - he was very tight.

"Holy fuck...!" Kyle gasped. "He's so fuckin' big...!"

He continued to scream and cry out as I fucked him.

"Fuck yeah...!" Jo-Jo cheered.

"Take that cock, baby..." Andi growled in his ear as she pulled his hair. "Take his fat, black cock in your tight, White ass...! You fuckin' love it!"

"Omigod - yes...!" he cried out.

Kyle's legs eventually gave way and he fell flat onto the air mattress. I fell on top of him and kept fucking him. Dee-Dee and Andi held his arms and legs.

"Fuck him!" Dee-Dee snarled. "Fuck him good!"

At this point, everyone in the room seemed to be getting off on seeing me ass-fuck Kyle.

"Fuck me... fuck me..." Kyle sobbed, his voice was raw and hoarse and tears ran down his face. He was grinding into the air mattress.

Teo was jerking off. Jo-Jo and Sophie were fingering each other. Ashley was strap-on fucking Conni. Andi and Dee-Dee were still getting off pinning Kyle down so he'd be thoroughly ass-fucked by me.

We were ALL getting off.

Eventually I felt the familiar tension in my balls. My leg muscles tightened.

"Aww fuck...!" I cried out as I shot my third (and final) load of the night into Kyle's ass. Sporadic cheers broke out around the room, for both me and Kyle.

I was done... My ass-hole and cock would have self-imposed "no entry" signs for at least 10-12 hours.

The next day a few of us got together for a late lunch. The party (Part 2) was set to resume at 8 that evening.

That evening things were more laid back. The general mood and the guests were less intense and "goal oriented" than the night before. Even Sophie was more "chilled out."

"When I was younger..." she explained sipping one of her cocktails, "I would have proudly spent a week fuckin' the shit out of every person in this room... tonight, I might only bang one or two of you..."

She smiled and winked at me after her speech. I remained on "Sophie Alert."

To my surprise, and relief for my ass-hole, only three women (Conni, Jo-Jo and Ashley) wore their strap-ons. And an even bigger surprise was that they only used them on each other.

"Did you like fuckin' my man last night, mama...?" Conni said sitting on the couch with Andi on her lap and grinding on "Ass Tamer." "You like my dick as much as his...?"

Andi was too preoccupied to answer as she rocked back and forth. She gasped and cried out when Jo-Jo entered her ass and they double-teamed her.

A while later, Ashley drew all our attention when she did her best to vigorously fuck the hell out of Dee-Dee. I was actually concerned that they might blow out the air mattresses.

Kyle and Teo disappeared into the 2nd bedroom. Kyle's loud moans told us everything we needed to know.

Sophie and I spent most of the night drinking and trading jabs and innuendos. She gave me a few sloppy blowjobs and I ate her and fucked her once on the kitchen counter.

"You better use this..." she whispered to me later. She passed her number to my Smartphone, making sure that Conni didn't notice.

I haven't used it... yet.

The last guests, Kyle and Andi, left around 1. Arrangements had already been made with Conni to meet at their place in the coming weeks. Kyle had intentions to fuck me this time.

We'll see how that goes.

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