Weekend Fling! Friday

...as told by the cursed, but lovely Heather

I like to think I’m a pretty typical twenty year old, except maybe for having a four year old son. Yes, I had a baby boy before I even got my driver’s license. I know, not the smartest way to approach adulthood but there ya go. We all make foolish mistakes and stupid decisions when we’re young, and yes, my mistake was a doozy. And while I don’t intend to get up on a big soap box over the whole ‘pro-life/pro-choice’ thing, all I have to do is look at that adorable little smile to know that decision at least, was the rightest choice I ever made.

Of course, it means I missed out on most of the really neat high school stuff; all the dances and hot parties and ball games and what have you, but that’s just how it goes I guess. Like a couple of idiots, we ran away to get married. We found a little town that was actually willing to believe I was eighteen, or at least pretend long enough for the license fee, and just did it. We wanted to do the ‘right thing’ after I made my decision to keep my baby.

Getting married, as it turned out, wasn’t the ‘right thing’ at all. We were divorced after a short couple of weeks and I was back living with Mom, who to this day is still furious with me. She’s convinced I’m the latest link in the chain of some elaborate Gypsy curse. You see, Mom was only seventeen when she had me and Grandmother was only sixteen when she had Mom. Apparently, this curse dates back a hundred years or so, but Mom’s a bit neurotic sometimes.

She likes to think she spent her whole life protecting me from this ridiculous curse and here I go and get myself knocked up while I’m still in high school. Sometimes I point out to her that at least I got married. None of the other supposed cursees ever managed that. And sometimes I point out that I had a baby boy, not a girl, as all our allegedly cursed ancestors did. She’s never satisfied with any of my arguments, but like I said, she’s a bit of a neurotic sometimes.

She dotes and fusses over Little Billy just like any other grandmother will, though. Well, a very young grandmother anyway. I guess it can’t be easy on a woman, being made a grandmother at thirty-three. Maybe there is something to all that curse talk after all. Maybe not. I guess we’ll see someday. The divorce was no one’s fault really. We were just young and stupid, and not in love at all. Will’s not a bad guy in the least little way and manages to see our son quite a bit, which is great for them both. Little Billy’s eyes light up like shiny little strobes when he sees his daddy, and Will just loves doing his ‘daddy thing’.

He skipped college and signed with a minor league baseball team. He has this macho concept of ‘providing for his family’ but I think his real dream was to play baseball anyway. Who know’s? He might make the majors someday, and wouldn’t that be something. I truly wish him well in it. He’s in and out of town quite a bit but gets to spend more time with our little boy than some fathers do, especially when we work everything out just right and everyone cooperates.

That gives me the chance to have these little weekend flings sometimes. I miss out on a lot of the fun things young women get to do and while I don’t begrudge any of that, I do tend to get a little wild on these flings. Sort of making up for lost time I guess. I don’t have a lot of it to spare just for myself really. I go to college now and hope to go to law school when I graduate. I wait tables at First Bar and sort of intern as a paralegal with a small firm on Fridays. Between all that, a four year old, and a mother who is always mad at me, there just isn’t a lot of ‘me’ time.

Kathleen, though, is simply fabulous with the way she lets me schedule around weekends and little Billy, and I just love her for it. I used to worry about her some, quite a bit in fact. She seemed so sad for so long, but somehow snapped out of it like a rubber band and is even more outgoing than before. And she was especially outgoing before. Poor Jonathan is a shell of his former self now, but that’s just what he gets if you ask me.

Even luckier, the managing partner at the firm where I intern and his positively gorgeous wife have a condo at the beach, and were nice enough to loan it to me one weekend. So I called my really wild friend, Roberta; Bobbie to her friends, and we hopped into her Miata and were off just like that. Luckily, it started. It doesn't always.

Now, Bobbie has just the kind of wild life that I sometimes wish I could have, and I admit to living a little vicariously through the stories she tells of her many exploits. She’s quite the party girl and lives with a reckless kind of abandon, not caring a bit what people might think of her. She truly lives by the seat of her pantyhose and you never know what might be next with her.

She has the kind of boobs I would just die to have myself and loves showing them off with really tight, or really low cut tops. She’s an outrageous flirt and an absolute guy magnet. She tends bar at First Bar and Kathleen was, once again, nice enough to fire her for the weekend so she could go with me. I knew I was in for a wild weekend fling having Bobbie along. On the way there she told me she had let a guy know that she was going to be at the beach this weekend with a girlfriend. He and a friend of his were going to meet us there but had their own place to stay.

“Not my boyfriend!” she insisted over and over. “Just a boy I know and he’s fabulous!” Whatever. I knew it was going to be a blast with Bobbie around. It’s always something with Bobbie.

We got to the condo early on Friday evening and settled in a little. It’s a nice place, very expensive and well furnished, with two bedrooms and a large living area that opens directly on the beach. I was excited just being here. We walked a couple of blocks to this cute little bar where Bobbie gave Andy a ring on his cell to let him know where we were. It always amazes me I can have a four year old son but need a fake ID to drink at a bar, but I guess it shouldn’t. We drank for a an hour or so and flirted outrageously with the bartender and a few guys that came in and out.

There was a young couple, staying in the condo next to ours, sitting at one of the tables close to the patio. The girl waved to us from across the room when we recognized each other. She’s a real knockout with long dark hair, and her boyfriend or husband or whatever is really cute.

That’s when these two gorgeous hunks of men came in the door. They must have seen us wave and thought we were waving at them. They strutted right up to Bobbie and me, and imagine my surprise when the blonde guy gave Bobbie a kiss on the cheek. Well, she wasn’t going to let him get away with that and threw her arms around his neck and laid a lip lock on him that had the whole bar looking. It was Bobbie’s friend Andy, of course, and Bobbie finally introduced all of us around.

Andy’s a big guy, the muscle bound athletic type, and looked really good in shorts and a t-shirt. But his friend, Aaron, was like some kind of rock god. He’s muscular, like Andy, though not as tall or heavy, but with these big, broad shoulders that made me tingly all over and long, curly hair that tumbled down over them in these gorgeous, sexy waves. Whew! He had the cutest little dimples when he smiled too. I’m a sucker for a sexy smile. He didn’t know it yet but he’d already gotten lucky. Or maybe I was the one who got lucky.

We grabbed a table over by that nice couple and set about demolishing a couple of pitchers of margaritas. We chatted for some time, getting to know each other. I think Bobbie had just met Aaron too, and like me, she could hardly keep her eyes off him. Not that Andy felt neglected at all, all four of us were equal opportunity flirters.

We talked and talked, and the talk kept getting sexier and sexier, even raunchy sometimes. It was getting close to closing time when we headed back to the condo. Bobbie and I, having had a pretty good head start, were near to staggering by then and must have been a sight helping each other walk while two big, strong men stumbled behind us just laughing and making jokes about it.

When we got to the condo I volunteered to get us all drinks and was positively delighted when Aaron offered to help, following me into the kitchen. I leaned into the fridge to get us all beers and felt his hand sliding over my ass. I let that hand linger and slide over me while I pulled some beers out and felt my pussy getting really wet, like it wasn’t already! I closed the fridge and set our beers on the counter and Aaron pulled me into his arms.

He must have taken his shirt off as he followed me because there was a very sexy bare chest staring me right in the eyes. He pressed his lips onto mine and I wrapped my hands around his neck, parting my lips for him. He pulled me closer to him, pushing his hot tongue into my mouth and pulling my hard nipples into his chest. I could feel his rock hard cock pressing into my hip and could hardly wait to get my hands on it. We kissed for quite a while, making out there in the kitchen, but eventually we came up for air just as I felt his hands sliding over my breasts.

I knew this gorgeous guy would be fucking me very soon, but I didn’t think my boss’ kitchen was the right place to be doing it, so I told him Bobbie and Andy were probably getting thirsty about now. Aaron knew he would be fucking me soon too. I just love confident men! So he wasn’t too terribly disappointed in leaving the kitchen. He just smiled that sexy, dimpled smile grabbing the beers with one big hand, and we went back into the living room. He scooped my butt cheek with his other hand and I kind of scooted along, laughing.

I can’t say I was really shocked when I walked back in. It’s always something with Bobbie, after all. But it was a little bit of a surprise to see Andy, naked, sitting on the couch. Bobbie had her top off and was kneeling in front of him with the biggest hard on I had ever seen gliding in and out of her mouth. She looked so sexy! Her little pony tail swayed back and forth and her big boobs moved to and fro as her pretty head bobbed up and down on that huge cock. She was really getting into it too!

Aaron laughed and set the beers on a little table. “Well, they didn’t waste any time, did they?”

Bobbie stopped bobbing her head up and down just long enough to pull Andy’s cock out of her mouth. She gave Aaron and me a sexy smile as she rubbed his dick all over her pretty face then sucked him right back into her mouth again. Andy just groaned and waved at us, then laid his head back and enjoyed Bobbie’s attention.

“Maybe we shouldn’t waste any time either then,” I said in the sultriest voice I could manage, placing my hand on Aaron’s nicely growing bulge, turning him and stepping into his arms. I was ready to get fucked, and hot for this gorgeous guy to do it! That’s what this weekend fling was all about.

“Maybe we shouldn’t,” he agreed picking me up.

I expected him to carry me into one of the bedrooms but was surprised when he set me down on the couch right beside Andy. Bobbie smiled up at me from between Andy’s legs when Aaron reached up to pulled my shorts off me. I was kind of stunned but lifted my hips up, sort of instinctively I guess, and Aaron leaned in between my legs, kissing my thighs.

I spread my legs farther apart for him after he pulled my panties off and he dove right into my dripping pussy. My leg kind of laid on top of Andy’s and Bobbie gave a wicked little laugh as she kept sucking on his cock, taking him deeper and deeper into her sexy mouth.

Aaron’s tongue slid up and down my wet slit, and while he didn’t exactly have what I would call finesse, he more than made up for it with all the enthusiasm a girl could ask for. His tongue traveled up and down my wet lips and pushed in and out of me like he was really enjoying it. And I was too, believe me!

I moaned out loud, pulling his curly hair and sliding my pussy all over his face when Andy turned my head a little and leaned over to kiss me! I felt one of his big hands slide under my top, cupping my breast and kept telling myself over and over what Bobbie had told me earlier. He’s not her boyfriend, I told myself. Just a boy she knows. And he’s fabulous! Before I knew it, my top was laying on the floor behind us and I was naked as Andy, sucking his tongue into my mouth like it was his cock.

Aaron’s tongue found my clit then and I looked down to see this sexy beast between my thighs, and he was looking me right in the eyes as he pulled my clit into his hot mouth and slipped two long fingers inside me. Oh! I started cumming a little then and realized somewhere along the line somehow he and Bobbie had managed to get naked too. I’m not sure how, his tongue had never left my pussy, but his left hand was sliding over her round ass and her right hand was stroking his long cock, an every bit as impressive one as Andy’s. She still bobbed her head up and down on Andy and was sighing with obvious pleasure.

This was turning into quite the adventure. Andy was kissing me and pinching my nipples and I was cumming like a mad woman all over this other sexy guy’s face. It’s always something with Bobbie, bless her! Watching her stroke Aaron’s cock and suck on Andy’s made me really want some of that for myself. I pulled Aaron up by his long curly hair and traded places with him. I gave him a quick but very passionate kiss, then wasting no time, I moved down his body and got between his strong legs.

I wrapped my hand around his big dick and moved it slowly up and down, smiling up at him. I leaned down and flicked my tongue over his crown and uncurled my fingers, running my tongue down, then up the underside, licking my way from his tip to his balls again and again. Bobbie and Andy were trading places too then, and I smiled up at her while I licked my way up and down Aaron's thick cock.

I let the head of his gorgeous thing slip between my lips and reached over to Andy, wrapping my hand around his fat one. He moaned into Bobbie’s pussy as I started stroking him and Bobbie groaned into Aaron's mouth appreciatively as they kissed. Like a starving woman, I opened my mouth, and holding him in place with my other hand, I lowered my head down on Aaron's cock. I swirled my tongue around his head for a little while then began to move my lips down.

I glanced up and saw his face buried in Bobbie’s ample cleavage. She gave me a sexy smile as she watched Aaron's cock disappear into my mouth. I kept stroking Andy as my mouth traveled up and down Aaron's shaft, sucking him a little harder. My head moved up and down faster and faster and Aaron’s cock slid easily in and out of my mouth. At the top of each stroke I swirled my tongue around his head then flicked it across the slit. Then, sucking hard, I slid my lips down his shaft, taking as much of his cock as possible into my mouth, trying to get him all in me. I slid the hand that wasn't stroking Andy down to my wet pussy and began playing with my clit.

Aaron's breathing was getting really fast and deep and he moaned as my mouth slid up and down his shaft. I varied the pace, first slow and gentle, then hard and fast, then slow again. His hips were beginning to buck and I knew I was about to get a mouth full of hot, delicious cum. I let him fuck his cock in and out of my mouth as much as he wanted then. I couldn’t wait for his cum!

Bobbie was getting pretty vocal all this time too, but now she pulled Andy up telling him to fuck her and to fuck her now! That must have sounded pretty good to Aaron too because he pulled me off his cock and literally threw me over his strong shoulder! Andy had done the same with Bobbie and we girls were laughing like crazy as the boys carried us down the hall.

I was slapping Aaron on his tight ass and couldn’t help staring at Bobbie’s since Andy was right behind us. I watched his cock bounce up and down as he strode behind us and my eyes bounced between her ass and his cock as I laughed. Again, though I don’t know why by now, I was surprised when the guys carried us into the same bedroom! It’s always something with Bobbie!

While I wasn’t exactly thrown down on the bed, I did bounce a couple of times from being dropped from so high and Bobbie was there too, bouncing right beside me. Even before Bobbie and I could get settled on the bed Aaron was sliding the head of his cock between my legs and Andy was doing the same with her.

I helped guide Aaron’s big dick between my wet lips then laid back with my arms over my head as he took his time sliding into me. And oh, he took forever! I was so wet he could have just plunged right in and started fucking me right away, but he took his sweet time and fed me his big cock inch by slow, glorious inch. And, oh it felt so fucking good!

Andy must have been giving Bobbie the same kind of treatment because our moans were filling the room and she was flailing about all over the bed. Somehow our arms had become entangled but we both just left them there when the guys really started fucking in and out of us. Aaron slid his cock in and out of me faster and faster and would twist his hips left and right as he moved in and out. Oh my God! He would pull almost all the way out and slide his head just over my clit before driving all the way back in deep, I mean really deep, inside me and twisting back out again.

I was already cumming when he kind of turned me sideways a little, to get even deeper, and I felt Bobbies boobs sliding over mine. I lost it then. Here’s this positively gorgeous guy fucking me like crazy and Bobbie is right beside me screaming practically in my face for Andy to keep fucking her harder. She was cumming too, I could tell. God, this was so sexy!

Aaron pulled out of me very quickly and I thought he might be ready to cum all over me or turn me over or something, but he and Andy were trading places! Andy pushed his fat cock right into me and fucked me even faster than Aaron had! I looked over to Bobbie and she just gave me this blissful smile as Aaron pounded into her pussy. Andy lifted my leg and fucked into me even faster, turning me a little more.

I don’t know what it was, but I so wanted to kiss Bobbie then. I reached over and laid my hand just under her breasts as Andy fucked me harder, and they felt so hot, like there were little flames just under her skin. She was leaning a little toward me. I think she wanted to kiss me too! We both closed our eyes and leaned even closer as the guys fucked into us faster and faster. I could feel Andy getting so much bigger inside me and it felt like Heaven between my legs.

Just when I could feel her hot breath on my lips, Bobbie gave a little squeal. I opened my eyes in time to see Aaron pull out of her and lean up on the bed. He brought his cock up to her pretty face and it started gushing hot cum all over her lips and cheek. She yelped with delight and pulled his spurting cock into her hot mouth. I could see her cheeks filling before she began swallowing.

This was too much for Andy too. He pulled out of me quickly but seemed to have better manners, since he was able to slip his cock between my waiting lips before he started shooting hot cum into my very willing mouth. I swallowed his first load quickly and let the next couple fill my mouth before swallowing that too. He kept pumping my mouth full of hot cum and I swallowed every delicious drop, just loving the feel of a hard, pulsing cock in my mouth.

I didn’t let his cock out of my mouth until I was sure he was finished cumming and I had swallowed all he had for me. And then I still wanted more. I kept giving that beautiful head little butterfly kisses, rubbing his dick all over my face. He laid back on the bed beside me and I turned to Bobbie just in time to see Aaron lie back beside her too. She had shiny drops of cum on her lips and cheek, and some on one of her big nipples. I so wanted to lick it off her then and share it with her in a big kiss. Like any girl, I’ve thought about it before. I was just thinking about it lots more right then, that’s all!

But her eyes were closed and she was breathing hard, and I guess that moment had sort of passed. Probably a good thing, I’d never done anything like that before and didn’t know if I wanted to freak Bobbie out like that or not. This was new enough for me. The four of us just laid back on the bed together, kind of catching our breaths.

Bobbie got up to go fetch our long forgotten beers and stopped in the bathroom on the way. I was kind of thinking it might be good to go pee too but it felt so nice just lying there. Especially when I felt a hot hand on each of my breasts and a pair of warm lips on either side of my neck. The guys pulled me straight onto the bed and I sighed contentedly when I felt Andy get between my legs again and slip his hard cock inside me easily.

Aaron knelt on the bed beside my head and smiled down at me as I turned to take his cock into my wet mouth. I sucked his cock with all the enthusiasm he had shown my pussy earlier as Andy slid his big dick in and out of my wet pussy. It was so sexy having two cocks at once!

That’s how Bobbie found us a few minutes later when she came back in with our beers: her not-boyfriend fucking in and out of my wet pussy while his sexy friend had his way with my hot mouth. She wasn’t upset one bit. She just lay beside me laughing and used one hand to play with her pussy and the other to tease her nipples while she talked dirty to the guys as they fucked me.

She would even give us directions, having me get on my hands and knees and the guys trade places. I was sucking Andy's big dick while Aaron fucked me furiously from behind when Bobbie got herself off right beside me. She’s really loud when she cums!

That’s when she had Andy lay down on the bed and had me straddle him. She held his cock up for me as I slid my pussy down on it, sighing like a little slut. She gave me a little peck on the cheek then and went out of my view. I started pumping up and down on Andy’s fat cock and heard Aaron moan behind me.

I turned my head and saw Bobby sucking on his cock and started moving faster on Andy, but she reached a hand on my back then and slowed me down. She took Aaron’s cock from her mouth and eased him toward my tight ass, giving me the wickedest little ‘Bobbie’ grin. Oh my God!

Bobbie held me still and Andy pulled out of me a little as she slowly eased Aaron’s cock into my tight little asshole. I moaned like a mental patient as they gently but firmly pushed his long hard cock into my ass. Andy was nearly all the way out of my pussy when Aaron finally got all of his dick into my tight bottom. And then they began moving slowly together. Oh! Andy pushed in while Aaron pulled out, then again faster, then faster again. I started cumming in buckets and yelled for both guys to keep fucking me. To fuck my ass! Fuck my pussy! And they did fuck me, faster and faster!

Bobbie was using both hands on her pussy now, cumming with me while these two gorgeous guys fucked my pussy and fucked my ass harder and faster. Both guys, having just pumped full loads of cum into a pretty mouth, were able to fuck me into multiple orgasms long before even getting close to cumming themselves.

I was a quivering mass of orgasm when I felt Aaron start shooting hot cum into my tight ass. Bobbie was right there with us, cumming herself, telling Andy to fill my pussy up with his cum. And he did just that! His cum jetted into my pussy, sending me even farther off. Feeling both guys’ cocks pulsing and pumping hot cum into me at the same time was just too much for me and I collapsed on top of Andy as Aaron gently eased his cock out of my ass, still squirting hot cum on my back.

I must have passed out or fainted or just fell asleep, I don’t know. But I woke up alone and it looked like the sun was coming up. I finally got up to go pee and everyone was gone. I peeked into the other bedroom and Bobbie was sleeping there alone. She looked so cute, all curled up and naked. I must have wakened her as I backed out because she whispered sleepily, “Hey Sweetie, did you enjoy it?”

“Mmm hmm,” was the best I could do as I thought about that crazy night.

“My turn tonight!” She smiled and rolled over to go back to sleep. It’s always something with Bobbie!

...to be continued on Saturday!!!