My First 'DP' (Double-Penetration) Experience - based on a true story
Published June 29th, 2008
If you’re in the lifestyle it’s pretty easy to set up an encounter with a single male. Double penetration, though, is a little different. It’s something I’d been fantasizing about for a long time but I wanted someone we knew a little better, someone both me and my husband would be comfortable with. So when he asked me one day if he could share me with his best friend of course I jumped at the chance.
We hadn’t seen Luke in a while because we’d all been pretty busy, but he’d called at the beginning of the week to see if we were free to hang out that weekend. We made plans to meet for dinner and go out to a bar together afterward.
Luke and Dan had been friends for a long time, but Luke had no idea that we’d started swinging shortly after we’d gotten married. We were assuming that, like most people who aren’t in the lifestyle, he had a distorted view of what swinging is all about. We wanted to get a few drinks in before we started explaining it all.
I was getting ready to go that night when my husband came to talk to me, in the process of doing my makeup (“whore makeup” as he calls it). I’d put on a black skirt, as short as I could get away with at the restaurant, and a low-cut scarlet top. Dan grabbed me and pulled me up against him so we could talk.
“I need you to break the ice tonight. You’re going to have to tell Luke we’re swingers and you want him to fuck you.”
“But you’ve known him forever!” I protested. “He knows you’re a freak, he’ll accept it coming from you.”
“True, but he’s not a swinger. If I just explain it to him and you don’t say anything he’ll think it’s all my idea. Besides” - he leaned over to purr in my ear - “you know it turns me on when you act like a whore.”
I could already feel myself getting wet at the idea. I had to nod in agreement.
“Oh my God she is so fucking hot!” Dan said towards the waitress’ back as she walked away. She didn’t hear him; the bar was noisy, packed full of Friday night patrons looking for a drink and some action. Luke heard it, though, and he looked at me.
“You really are the perfect girl for him, you know. Most women would be offended.”
I looked back at him like he was crazy. “She is hot. She’s got a great ass.” Luke blinked; obviously he didn’t know what to say.
“See, I told you I love my wife.” Dan put his arm around me. “Our waitress isn’t as hot as that one at the beach though.”
“You mean the one from two months ago? Michelle?” I grinned and took a sip of my Cosmopolitan. “That was a fun night.”
“What was?” Luke had been looking back and forth between us uncertainly, but curiosity was starting to win out.
“I think Leigh has to tell you about that one. That was totally her idea.” They both stared at me expectantly.
“We just like to make new friends!” I protested. Dan rolled his eyes. “Okay, so maybe we took her back to the hotel room.” I looked straight into Luke’s eyes and dropped my voice a little. “Okay, yeah, we fucked her. We had a great time.”
Luke blinked a couple times and looked away at his beer before looking back up. “Is this a common thing for you guys?”
“If it happens it happens.” I said. “We’ve picked up quite a few women since we’ve been together.” I grinned at Dan. “We seem to have a talent for it.”
Luke leaned into the center of the table. “How did you guys get started doing this?” he asked, obviously fascinated. Sweet, we hooked him. I thought. Now let’s reel him in….
“It was my idea the first time” Dan said. “I just asked her if she’d ever thought about being with a woman and she said she’d like to try it. So we went out and picked one up.”
“It took a couple tries” I admitted. “I was really nervous at first; I didn’t know how to flirt with a girl. The first time we did it was amazing though.”
“Wow.” Luke leaned back in his seat. “No wonder you guys have been busy!”
I laughed. “Okay, it’s not all the time!” I protested, “Just when we want something special.”
“So if you don’t mind my asking, which do you like better, women or men?”
“She loves her women, don’t you baby?” Dan smiled proudly.
“Well, yeah, but overall I prefer men.”
“So do you ever pick up men then, or is it just women?” Luke asked without thinking.
Dan and I shared a devious grin. Luke was glancing back and forth between us and I saw his eyes get wide suddenly as he realized what was going on.
“Well” – I leaned in really close – “the problem is I’m really picky about men. He’d love to give me a threesome with another guy but we’ve been looking for someone we’re both comfortable with. Someone who’s attractive, intelligent – and ideally really good friends with Dan, so he won’t go crazy over me.” I leaned back and finished my drink. There was an expectant silence.
“Baby, do you need another cocktail?” Dan asked.
“We can always have a beer at the house.” Dan stood up. “I’ll grab the check.”
Back at the house I kicked my shoes off as we came in the door and headed for the couch. I stretched as I sat down, arching my back and showing off my cleavage. Neither man could keep their eyes off me. “Do you want to put a movie in?”
“A movie?” Luke asked, surprised.
“Yeah, one of my movies,” Dan said, reaching for a stack of pornos conveniently located (just for tonight) on the floor right by the couch.
“Oh, a movie.”
“Yeah, make yourself at home; Dan’s got some good stuff.” We settled in on the couch to watch a blond with a tight ass getting gang-banged by four dudes.
After about five minutes of the movie (fast-forwarded to reach the good parts) Dan reached down and unzipped his pants. He pulled his cock out and started stroking it almost absentmindedly, eyes still on the TV screen. I reached over and put my hand on top of his.
“Do you want some help with that?”
“I thought you’d never ask.”
I slid off the couch and down to my knees on the floor. I could feel Luke watching as I took Dan into my mouth and started to suck. In no time at all he was rock-hard in my mouth and I was drooling as I tried to take him all in. I put one hand around the base of his cock and stroked it as I sucked, cupping his balls. He was breathing hard in time with my movements and it was starting to make me wet. Without looking, I threw my other hand out in the air and made a “come here” motion with my fingers.
Nothing happened. I slid Dan out of my mouth with a “pop” that made him groan and looked up at Luke. “What, you thought you were just gonna watch? Come over here.” He stood up slowly and walked over to sit next to Dan. I stared up into his eyes as I undid his belt and pulled him out.
“Very nice,” I commented as I ran my hand down the length of his cock. I slid it slowly past my lips, watching as he closed his eyes. Dan was watching every move I made as I sucked Luke, taking him as far in as I could, till his cock was rubbing against the back of my throat.
Eyes still on Dan, I reached down and began to lift my shirt off. I wasn’t wearing a bra and it felt fantastic to be naked, cool air caressing my tits. I had to break contact to get it off my head and I switched back to Dan, taking him all the way in my mouth as I grabbed Luke’s dick and began to stroke it.
“Fuck yes, baby” Dan said. “Be my whore, suck us both, come on.” I sucked as hard as I could, rubbing faster and faster, and slipped my other hand down to my skirt to feel how wet my pussy was. I was so turned on, my panties were soaked! I pushed them aside and fingered myself, switching back and forth with my mouth, first one cock and then the other.
I didn’t stop until they were both really into it, thrusting down into my throat. Grabbing a dick in each hand I smiled up at them. “So you boys wanna fuck me?”
“Get those pants off, come on.” I wriggled out of my skirt and panties in one motion, leaving them rumpled on the floor. The men were getting undressed, ripping shoes and shirts and pants off as quickly as they could. Finished, they sat back and looked at my body, while I enjoyed the sight of the two great cocks I was about to get.
“So what do you want?” Dan asked me softly. I squirmed a little bit in frustration.
“You know what I want, baby, come on.”
“But I want to hear you say it though.”
“I want you both at once. I want… you both inside me.”
“At the same time?”
“YES! I want – you know. DP.”
“You guys do that?” Luke sat up a little. Evidently he’d expected something a little more vanilla, like taking turns. I smiled.
“We haven’t done it before. I want you for the first time. I want you both to fill me up, come on.” I rubbed my pussy a little and arched my back. “Don’t make me beg for it!”
“Double penetration, huh? Like a porn star?” Dan was rubbing his dick again as he spoke. “You want us to fuck you like a porn star tonight?”
“I’ll do whatever you want, just give it to me!” I put my mouth down on Luke’s cock again, kneeling down at his feet. I teased him for a moment and then looked up. “Are you ready?” I began to crawl up his body. Dan came around behind me and started running his fingers down my crack, from my pussy to my ass and back again. Grabbing his cock in my hand, I put the head right where I wanted it, rubbing it against my pussy until I was shaking. I guided just the tip inside and then thrust down uncontrollably, it felt so good! I rode Luke as hard as I could while Dan played with my ass, thrusting the tip of his finger inside over and over. “Ah, fuck you feel good” Luke said, hands closing on my tits. I leaned forward into him, wanting to feel them on both sides of me, wanting to be surrounded.
“Okay baby.” Dan put both hands under my ass and lifted it; I sank down on my knees and further down Luke’s cock as he spread my cheeks, his fingers suddenly slick with lube. I didn’t ask where he’d gotten it, just closed my eyes and tried to breathe as he slid first one finger and then two deep inside my ass, curling them in a way that made me gasp for air. I wanted this so bad but now it was about to happen I was scared too – neither one of them was a small guy, what if I couldn’t take it? Did it really feel good?
I leaned forward into Luke and buried my face in his neck as Dan placed the head of his dick right on my asshole. We all took a deep breath. “Ready?”
“Do it, baby” I said, eyes closed.
Dan slid in slowly and I arched my back, lost, trying to press back to him and down on Luke at the same time. As soon as he was all the way in I knew I had been right, I couldn’t take it – it was too much, I was going to come as soon as they moved. I was absolutely at my limit and I loved it.
“Are you okay?” Dan asked into my ear.
“Oh, fuck yes, baby” I said, my voice sounding ragged in my ears. I slid up half an inch; I was going to beg them to fuck me but the feeling of both of them inside me was too much to take, I couldn’t say anything at all, just gasp for air. Luke’s hips bucked up into me at the same time as Dan started to slide back out, and I’m not usually a loud one in bed but I let out a moan like I was dying. I still couldn’t find my voice. I wanted to tell them to fuck me, fuck me harder, make me your whore, but all that was coming out was “OH God, OH OH OH…” over and over and over. Four hands were on me and two different rhythms were demanding my attention. I could hear their breathing getting louder as we all lost control.
Dan slowed down for a minute, steadying me with his hands, and we all caught our breath. “Fuck it feels so good… don’t wanna come yet…” he slid himself slowly in and out and I knew he was watching it, watching his dick slide in and out of his wife’s ass, seeing both her holes stuffed full of cock… I moaned and squirmed around on them, craving more sensation.
“Can we – can I” – Luke said, and then didn’t say anything else. They paused for a moment to let me catch my breath.
“What do you want?”
“I’d love to try your ass,” he said, grinding against me. “If it’s all right…” He looked a little confused, like he wasn’t sure who to ask – how do you ask your best friend if it’s okay to fuck his wife in the ass anyway? - And I took pity on him. Also I really wanted to feel it.
“Okay, everybody up.” We all separated and stood up and I laid Dan back down on the couch, climbing on top of him. I sank down on his cock and felt Luke feeling around behind me, playing with my asshole before positioning himself to slide in. As he pushed in it rocked me down onto Dan and I kissed him passionately as I wriggled between them, trying to thrust myself onto two dicks at once.
Luke cried out once as he pushed in and then went silent, thrusting; I started to moan again, I couldn’t help it. I was feeling one cock slide in as the other was sliding out. It was a totally new sensation for me and I couldn’t control my reaction to it. Below me Dan was murmuring a constant stream in my ear “-come on baby that’s right come on come for me feels so good you feel so good my little whore come for me baby come for us" I gripped his arms hard and tried to ride him, tried to ride them both, but I was trapped between them and didn’t have any leverage. All I could do was squirm helplessly and let them fuck me; but they felt so good it was sending me over the edge anyway.
I almost screamed when I came; it was sooner than I expected, and so much more intense. I was totally lost in the sensation; dimly I could feel them all around me, still thrusting, but I was in my own world. I felt Dan go shake and go still right after I did. He told me later that I came so hard my pussy went incredibly tight; that he could feel the pulse of the orgasm in my body and it sent him over the edge almost immediately. Luke must have felt it in my asshole too because he came not long after that; I was dimly aware of him thrusting a few last times after we went still and then collapsing on top of me.
Luke slid off almost immediately; I sat up after a few minutes and tried to stand but sat right down on the floor. My legs were still shaking. I was sweaty, messy, and totally full of cum. I smiled, completely relaxed, up at the two of them. “Wow. Just… Wow.”
“Yeah, I agree.” Luke said from where he’d slumped back onto the couch. Dan jumped up and went into the kitchen. He came back a minute later with three shot glasses frosting in his hands and handed one to each of us. It was ice-cold tequila.
“To Leigh’s first double penetration,” he said as he raised his glass. I laughed.
“Cheers!” We downed the shots.
“So what do you think?” Dan asked me. “Did you enjoy it?”
“What, you couldn’t tell?” I laughed. “Guys, it was fantastic, thank you both.”
“Thank you both for including me!” Luke said. “That was amazing, I had no idea you guys…. So was that the wildest thing you’ve ever done?”
“Well, not really,” Dan said, getting comfortable on the couch again. “This one time…….”
We stayed up for a little while, the movie forgotten in the background as we talked about swingers and all the things they like to do. Finally we were all ready for bed and Dan and I stumbled back to the bedroom leaving Luke on the couch with the promise that we’d do it again sometime. But I knew I’d never forget my first time.