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My First Three-Way
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My First Three-Way One Summer after work I stopped off at the bar of an upscale pizza place downtown in our leafy Chicago suburb. (And no, it doesn't start with me picking up some hottie here.) At the bar I see a young guy I knew from a few years before, Mike. Mike was part of a family of four boys and a older sister who were neighborhood friends with my first wife's family. When he was a he came over to my house as a helper with my then brother-in-law, Jeff, and they did some painting in my and Jeff's sister's house. Much of Mike's family moved to Florida, including his sister Laura, who I'd heard turned full lezzie down there. I was barely acquainted with them, but I remember Laura as being a cute blonde with an<b> enormous </font></b>rack. They stayed down there after their Dad died, but his death pretty much disrupted their family. So I wound up talking to Mike and he tells me Laura is back in town. I didn't think much of this, but later in the week I ran into Jeff, who remained a bud after his sister cheated on me and we broke up. I told him that Laura was back in town. At this point my ex-brother-in-law/buddy was divorced and saw his two sons, 9 and 11, on the weekends. That weekend The Taste of Chicago was going on in the city and I made plans to go with two girls from work (just friends, no three-way with them) and Jeff and his two boys. He calls and asks if he can bring a date. Sure, I said. We get together at the appointed time to take the train into the city and, I'll be damned, his date is the aforementioned Laura. In the meantime, the two girls from work stand me up, so it's just me, Jeff, Laura and the two boys. We go to the Taste and have a good time, but Jeff is acting like he always does... an<b> enormous </font></b>asshole. Loud and laughing, he points out hot chicks in halter tops he'd like to fuck. Here is is on a first date with a girl neither us of has seen in 6 years or so, and he's saying "See that little brunette? I'd love to drag her into the bushes and rip her panties off and fuck her." Not exactly impressive for a first date. I think I see Laura roll her eyes a few times. But as we enjoy the festivities I find myself being attracted to this girl. Cute short blonde hair, a nice ass and awesome cleavage. Incredibly buxom, she was dressed for a hot Summer day, not slutty, but she did have the girls on display. As the blazing afternoon wore on trickles of sweat beaded up between her full breasts and down into her shirt, which was now soaked with sweat at the bottom of her v-necked top. I kept looking at her and I think I saw her glancing at me. We had a good time at the Taste and the five of us headed back to the burbs on a late afternoon train. We got back to town right after dark and go back to her place. It's a nice apartment on the second floor over some stores downtown. High ceilings, tall windows, hardwood floors, a transom over the door. But being a downtown building built in the 1920's, it had no parking, making it affordable for a single girl. We all were having a good time, drinking some shots and entertaining Jeff's boys. I was definitely interested in this girl. But Jeff being Jeff he was still making ignorant cracks, including referring to his boys as "peckerheads." They thought it was funny, but Laura and I exchanged glances and rolled our eyes. I certainly was interested in her and I was beginning to think she might be interested in me. At some point Laura was in her tiny kitchen making snacks for us all and I wandered in... deliberately, of course. Well, I was hot for this girl and I thought she might like me. A little bit of kitchen chit-chat an she says to me "I wish he would go home so we could be alone." You don't have to hit me over the head with a club. I came up with a plan almost instantly and told her I'd take care of it. As soon as I could I got my nephews aside and told them I'd give them $5 each if they started whining and telling their Dad they wanted to go home. I'm sure the 11 year old got the gist. And the boys did their job beautifully. Crying that they were bored and wanting to go home, they got their Dad out the door quickly. I probably should have given them an extra ten bucks. Once the competition was out of the way Laura and I got down to some kissy-face and general high-school groping in the kitchen. A little later a nice make-out session on her couch, but I couldn't get her out of any clothes. Some more make-out and such and then it was getting late. She excused herself and changed into some sweats. She looked awesome. Cute face, incredible tits with nipples protruding out of her t-shirt top. Some more make-out and more failure to get further. Finally she retires to her bedroom and lays down. There's some more talk and, frankly, I wasn't sure where I stood. Was she happy with being felt up by a new guy and that's it, or was there to be more? She's laying in her bed, fully clothed and I'm sitting on the edge, trying to see where we're going. She's vague and noncommittal. I say that maybe I should be going, after all, I have a that needs to be let out and I'm a good 4 hours past due. I start to put on my shoes and she says "I want you to stay." I may be hard of hearing, but I heard that. I took off my shoes, my shirt, my pants, socks and shorts and climbed into bed with her. My dick was so hard it could have cut glass. I climbed on her and felt up every inch of her luscious body, pulling off her sweat pants and then removing her panties. I knelt between her legs, naked, and pushed my hands up under her top, grasping her huge tits for the first time. I said "Take off your top," but she wouldn't, self-conscious about her incredible bosom. It didn't matter. I rubbed the tip of my rock hard dick between her wet pussy lips and got my cock wet with her juice. I love doing that, not plunging my cock right into a girl's pussy. Then I rubbed the bottom of my thick rod between her moist folds, teasing her clit with my shaft. Only then did I grab my cock and aim it into her hot cunt, pushing in as her hot, wet pussy enveloped my hard dick. I shoved my right hand under her top and played with a breast, not able to grasp it in it's entirety. Propping my other hand above her shoulder, I pulled her luscious warm body into mine, pushing my dick in her and pounding her cunt with hard unrelenting thrusts. Dropping down on to her body I reached around and grasped her butt cheek and put her leg on to my shoulder. I banged that girl with all I had, sucking one tit, rubbing her luscious bottom and pulling her hard into me. I don't know how long we fucked, but we fucked hard for a long time. Then she started to cum. Her pussy grasped and spasmed and clenched my hard dick. I couldn't hold back any longer and blew a huge load into her hot, wet, steaming cunt. She said she could feel me shooting my cum into her. I rolled off her, exhausted, but we kept playing, me not being able to keep my hands off her voluptuous body. We went to sleep... or, at least, I did. I got woken up in the middle of the night by a back rub followed by another good fuck. Then in the morning I was rewarded with a blowjob and a doggie style hump and breakfast. We sat around enjoying breakfast and each other's company like an old married couple, but I said I had to go. After all, my poor still hadn't gone out. But we made a date for that night. I'd pick her up later that evening and bring her back to my house. I raced home and let my out, who had damn near exploded waiting for me. Good dog, didn't mess in the house. I ran around like a maniac and cleaned all day 'cause I had a date. After all, I was a bachelor and my place was a mess. Probably did the sheets for the first time in a month. I went back to her place that evening and picked her up. She looked adorable. A cute sweater top with deep V front showing off her awesome cleavage and holding an overnight bag. We had some great sex, either in my king size bed or in the waterbed across the hall, I can't remember. Maybe she can fill me in some time later. Still wouldn't take off her top, I hadn't seen her completely naked, but, oh well. The next morning, after another good fuck, we go downstairs and start making breakfast like regular people. We scrounge around my bachelor kitchen, but I had enough stuff to make a decent breakfast, including corned beef hash, which she likes. Lucky me. She's frying up the hash and some eggs on the stove wearing just a big old ribbed tank top and nothing else. Nice and bare-assed. Just like I like it. Then a knock comes on the back door by the kitchen. It's Jeff! He was always the kind of guy who just shows up without calling, asking if I wanted to party. I went to the door, I think just dressed in a robe and shorts, and tell him I'm kinda busy. Just then Laura comes up behind me and puts her arms around my shoulders and says "Hi, Jeff." Clearly she is relishing rubbing it into the guy that she was with me and not him. He gives me a big grin and says "You asshole," but I know what he means. He's still my bud, but I got the girl and not him. So her and I have some more daytime sex in my second floor bedroom, listening to the birds chirp in the tall evergreens outside my window. I take her home and we make plans to get together on our next days off. I go over to her apartment that week on a blazing hot Summer afternoon. She doesn't have air conditioning in her old apartment and keeps the doors and windows open. We start making out on her couch with her door open to the catwalk that goes by. I get her out of her clothes and for the first time I've gotten her completely naked. We wind up naked and fucking on the area rug on the floor in front of her couch. The door was still open and any of the tenants walking by could have seen us. While I'm pounding her on the floor the phone rings. I was about to find out she was the kind of girl who has to answer the phone even if she was being fucked. As I'm pushing my hard cock in and out of her hot pussy I hear her say "Yeah, uh huh, yes, well he's fucking me right now." It was Jeff on the phone and she had no problem telling the guy that, no, she wasn't up to seeing him right now, she was being fucked by me. Damn, that made me hot... in a male putting one over on another male kind of way. Clearly she enjoyed teasing the other guy with the fact that his buddy was fucking her. We make plans to see each other again, but come that weekend she doesn't answer her phone. Not Friday, not Saturday. I'm guessing, oh well, maybe that was it. I go take my for a walk Saturday night and crash. Sunday morning comes and I get a phone call about 10:30. It's Jeff. He tells me he's had Laura over at his apartment all night and he's been fucking the shit out of her. Clearly rubbing it in back at me. OK, I deserved it. Her and I had been giving it to him about me getting her and not him and now he's returning the favor. But then he says, being the horndog and bud that he always was, "You wanna come over and see if we can have three-way with her?" Well, hell yes. Maybe I didn't get the girl, but this could be fun. So I take a quick shower and run over to his place. I get there and she's kind of sheepish and kind of buzzed. They'd been doing vodka shots. So I do a few shots with them and ask her, point blank, do you want to have a threesome with us? Jeff grabs me and pulls me aside and says something like "You asshole, you're going to ruin everything." But we turn around and she's standing in the doorway of the kitchen looking at us like "Well, are you two guys going to fuck me or what?" So we lead her into his bedroom and, standing up, start pawing her, feeling her up and playing with her tits. She's feeling no pain and Jeff starts pulling her top up. She raises her arms above her head to make it easier to pull her top off and then we start fondling her together, our hands kneading her awesome breasts through her bra. Jeff lets go of her tits and starts to unhook her bra. I hook my fingers into to waist of her jeans and yank her jeans and panties down in one motion. I was so aggressive that I found out later that I put a bloody scratch in her butt with my fingernail. No matter, we laid her down naked on his bed and started feeling her up, playing with her incredible tits while we stripped off our clothes as fast as we could. I sucked one tit and he sucked the other. We ran our hands down her body, between her thighs and rubbed her pussy. We licked her and sucked her and chewed on her neck. She wouldn't kiss us, but no matter, we fondled every part of her heaving, voluptuous body and kissed and licked every part we could. She rolled over and we rubbed her back and ass, pushing our hands between her thighs and fingering her pussy. We got her on her back again and sucked those big tits. I started to move my mouth down her body, licking her tits, then tummy and moved down to get my face into her wet pussy. But she pushed me away, not wanting me to eat her pussy, probably because she'd been fucking Jeff all night before. It didn't matter. I pulled myself up between her thighs and rubbed the tip of my cock between her wet pussy lips. Then I pushed my hard cock into her cunt and started humping her. As I was on top of her fucking away, Jeff got up and stood by her face, taunting her with his hard cock. He kept slapping his dick against her face while I fucked her, obviously trying to get her to suck him off, but she wouldn't do it. I pounded her hard and then blew a huge load into her tight cunt, where Jeff had been the night before. I got off her and she caught her breath. Jeff moved around to climb on and fuck her. She tried to readjust on his bed, propping herself up on her elbows, so I moved around and sat behind her cross legged and propped her up in my lap. Then Jeff climbed up between her spread legs and shoved his hard curved cock into her cunt. I watched as he fucked her, with her head in my lap, the first time I'd ever seen a guy fuck a girl live. He pounded her good, her shoulders pushing back into my chest with his every thrust. Then he grunted and blew his load into her already well fucked pussy. Jeff got off of her, probably said something stupid, and left the room. But after this I was hard again, so I moved around and climbed back on her and shoved my cock into her cum-filled puss. We kept humping in good old missionary style when Jeff came back into the room, naked and holding a camera. He took some snaps of me fucking her. I never got to see them. He's probably still looking at them and beating off to them to this day. Anyway, we finished fucking and, quite frankly, I can't remember how the hell we got home. So that was my first threeway. And I married that girl. When people ask how we met we always tell the story about how I paid off the other guy's so we could be alone. This was just the start. Copyright 2016 DJM. All rights reserved.  |
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