As I drove down the winding backroads of the South Carolina lowcountry, I couldn't help but think about how beautiful this place was. There were major highways that would get me to my destination, but I loved the scenery on the backroads; the open farmland, the moss-covered oaks, and the vegetation filled marshes. The passing scenery helping transport me from the hustle and bustle of Charlotte to the island paradise that is Hilton Head Island.
This has become an annual trek for me. My name is Maggie Thomas, actually it's Margaret but everyone calls me Maggie. I am a pharmaceutical sales rep and each year my company has its annual sales conference at Palmetto Dunes Resort on Hilton Head Island. Its four days filled with meetings every morning and free time every afternoon. There's always plenty to do in the afternoons. The resort has three world-class golf courses, a fantastic tennis center, beautiful bike paths, and a lagoon that is several miles long for kayaking and paddle boarding.
But the recreational activity that I was most looking forward to was a lot more intimate. For the next four nights, I was not going to be a faithful wife, a PTA attending soccer mom, or a conservative church-going lady. I was going to be a wanton slut, giving into the wants and needs of my sexy fuckbuddy. It started two years ago with a single drunken indiscretion. Last year, it was four nights of passion and this year promised to be four nights of total debauchery.
My partner in crime for these yearly trysts was Brian Martin, our sales rep from Chicago. Like me, he is married to his college sweetheart, has two kids, and has no intentions of wrecking his marriage. I love my husband, John, more than anything and I would never hurt him. But, after fifteen years, life at home had become boring. We have two boys, twelve and nine, and our lives revolve around their sports schedules. John and I have a standing sex date every Saturday night that includes the same foreplay and the same variation of the same three positions.
This yearly sales conference has become my one chance a year to let my hair down and live a little on the wild side. For four nights, Brian and I can have the kind of nasty, kinky sex that I have never gotten from John. John and I make love. Brian and I just fuck. This must be what people mean when they say you can "have your cake and eat it too."
Finally, after five hours on the road, I pull into the resort. I parked the car, grabbed my suitcase and headed to the front desk to check in. The clerk quickly found my reservation and after signing the paperwork he handed me the two keys I had requested, one for me and one for my "husband". Brian had his own room, but he wouldn't be spending much time there for the next four nights.
It was almost 5:00 when I made it to my room. Brian wouldn't be here until around 8:00PM, so I called John to let him know that I had made it safely, unpacked my suitcase and headed down to the lobby to meet some of the other sales reps for dinner. After a nice dinner and a few glasses of wine, I headed back to my room. It was almost 8:00 and I could barely contain my excitement for what the night had in store once Brian arrived. I only saw him once a year at this conference, so we had a lot catching up to do.
It was almost 8:30 when I heard the knock at the door. I had been lying naked on the bed fingering my pussy for the past fifteen minutes anxiously awaiting that knock. I jumped up and ran to the door, looking through the peephole to make sure it was Brian. When I saw it was him, I opened the door totally naked giving him my best come fuck me smile.
He never said a word as he pushed past me and into the room. Before I could close the door, he spun me around and pushed me up against the door, knocking it closed, as he pinned me against it and pressed his lips to mine. We kissed passionately, each of our tongues exploring the others mouth, but then he pulled away and led me to the king size bed in the middle of the room and pushed me back onto it.
"My, aren't we in a hurry." I said as he started stripping out of clothes.
"You're damn right I'm in a hurry. I've been waiting for this for a year now. We've got plenty of time for foreplay later. But, right now, I need to ram my hard cock into that wet pussy of yours and fuck away a years' worth of frustration."
With that, he rolled me over on my stomach and pulled me up on my knees, before pushing that beautiful cock into me. There was nothing loving about what happened for the next ten minutes. He just slammed his cock into me and fucked me hard, occasionally slapping my ass. I was already really wet from the masturbating I did before he arrived and it only took me a few minutes before I started cumming. It felt like I was having a continual orgasm as he kept fucking me until he finally slammed into me really hard and held himself there as he unloaded a year's worth of frustration into my waiting pussy.
We both collapsed onto the bed to catch our breaths. Then, after a few seconds, Brian rolled onto his side and started kissing my neck and playing with my still hard nipples. He kept kissing my neck and shoulders, working his way to my breasts and finally me right nipple. As he rolled his tongue around my nipple, I felt his hand moving down my stomach and finally the tops of my thighs. He eventually worked his way between my legs and I felt a shiver through my entire body when his fingers finally touched my swollen labia.
He gently rubbed from just above my asshole all the way to my clit before returning to my ass. I could feel the mixture of my juices and his cum being spread all over my pussy before he plunged two fingers into me making me moan in pleasure. Brian then finger fucked me briefly before removing his fingers and bringing them to my lips to offer me a taste this erotic mixture of pussy and cum. The taste of us together was so sexy and nasty that I sucked his fingers in my mouth, pretending that it was his beautiful cock.
This elicited the exact response I wanted as Brian pulled himself up and straddled my chest, pressing his cock against my lips. He didn't need to tell me what to do. I swirled my tongue around the head before sucking it into my mouth. Still wet with cum and pussy, his cock was driving me crazy. I sucked as much of his cock as I could reach into my mouth and then worked myself into a good rhythm bobbing my head on his hard cock with his hand behind my head pulling me into him further.
I could feel Brian's body inching further up towards my head until his knees had my arms pinned above my head and his cock pushed into my mouth to the hilt. Unable to move my arms, I was at his mercy as he grabbed my head in both hands and fucked my mouth as hard as he could. I was a slobbering mess with spit drooling down the sides of my mouth and chin while he facefucked me before blasting a huge load of cum into my mouth and throat. It was way too much, way too fast for me to take it all and his cum was leaking out with my spit, covering my cheeks as it seeped from my mouth. I was still trying to catch my breath when he pulled his cock from my mouth and lowered his balls to my lips. He still had my head in his hands as I sucked one ball into my mouth, messaging it with my tongue before releasing it to suck the other one. The whole time, his flaccid cock was laying against my nose and left eye, twitching occasional as I sucked his balls.
I maneuvered my head so that I could flick my tongue and lick the sensitive area just beneath his balls and in no time at all, he was rock hard again. Brian finally released my head and crawled off of me. "As much as I want to fuck you again right now, that's just going to have to wait until I eat that beautiful wet pussy of yours. He stayed on his knees and rotated himself, throwing his leg over my head until we were in a sixty-nine. I could feel his tongue licking the lips of my pussy from my clit to my ass. He knew just how to tease me with just the tip of his tongue before gently sucking on my clit. He licked my pussy really good before working his way lower and bathing my puckered little asshole with kisses and licks, making me wetter than I had been all night.
He eventually worked his way back to my pussy, licking and fucking me with his tongue. He had also worked a couple of fingers into me while he was licking. I could feel my orgasm building, but I was determined to hold off as long as I could to enjoy this for as long as possible. Just when I thought I was about to regain control. He slipped his middle finger out of my pussy and pushed it into my ass. I have never let anyone fuck my ass, but damn that felt good. Brian had this thing he did where he would stick his middle finger up my ass while sticking his thumb into my pussy and kind of rubbing them together. He knew this was a sure way to have me cumming hard in no time.
I was still fighting to hold off my inevitable orgasm, when on top of that little finger thing he was doing, he started sucking and licking my clit like a madman. All if this was just too much and I felt my whole body start to spasm as my pussy flooded his mouth and hand with juice. Brian just kept on licking and finger fucking my pussy and ass as I fell into a long string of successive orgasms until I think I actually saw stars.
I must have passed out for a second, because one second, I felt him licking my clit and the next thing I know he's on top of me with my ankles over his shoulder while he's pounding me for all he's worth. After cumming twice, he lasted a lot longer this time and fucked me for what had to be fifteen or twenty minutes before he started screaming. "Oh fuck! I'm going to cum again! Oh Fuck" With that, he flooded my pussy with his cum for the second time tonight.
When he was finished, he rolled over on his back to catch his breath. "Damn baby, you don't know how much I've missed you. You are absolutely the hottest fuck I've ever had. "
We laid there and snuggled for a while before he got up and got dressed to go back to his room. The one thing we had never done was actually sleep together. We were both scared that one of our spouses might try to call our room and we wanted to be in our respective rooms to cover our tracks.