The Bet_(6)

Many years ago, I was completely in love with my best friend Jim. Actually, I was first friends with his wife but knew they weren’t happy. She would tell me all the time that he was a sex machine, always wanting it and with crazy positions. Every time I was in between boyfriends, I would wonder what Jim’s cock would feel like in my pussy. I never acted on it out of my loyalty to his wife. I knew he cheated a lot and sometimes I thought it was with her blessings.

He called me one day to tell me that she had finally left him. Went off to Paris to find herself and wasn’t sure if she was coming back. I figured I would let him mourn a bit and then I would see if he had any interest in me. Well that might have been a mistake as Jim decided to chase anything in a skirt, anything except me. Now Jim was a very handsome man. Dark hair and bright blue eyes. He had a killer smile and a body to die for. He knew he was sexy as hell and sure had many women all over him. I decided that I would stay as his buddy since some of Jim was better than no Jim. I guess I forgot to introduce myself…. My name is Gemma, I think my mom was stoned when I was born (her being a flower child and all and meant to say Jenna but mumbled Gemma instead). I am short, around 5’3, with a big chest (34 D) and blonde hair. I have been told I have a great body by men and women alike.

So, Jim and I stayed buddies and dated and fucked other people. One thing we always fought about was sports. We were not originally from the same area and didn’t agree on one sports team. I loved the Indianapolis Colts with a passion while he was a Charger’s fan. YUCK. One Sunday we were at the bar watching football when of course we got into our usual disagreement about which team was better. He bet me a very expensive bottle of wine that his team would have a better record than mine. I joked that I would take that bet and raise him presenting it naked. He laughed and said I was on!

Of course, both teams did shitty that year, but my colts just squeaked by with a better record. I was getting a very expensive bottle of wine and I got to see Jim naked at the same time. Everyday I was wet with anticipation that he was going to come over and strip off his clothes. Every shower found me shaving my pussy oh so bare since I knew that’s the way he liked it. Every night found me playing with myself and my rabbit vibrator thinking that tomorrow was the day. Well tomorrow never seemed to be the day and a full month went by before I called him screaming that I wanted my wine.

Jim told me to come over the next day after he finished his yard work and he would present me with my wine. I think I frigged myself all night in sweet anticipation of finally seeing the penis that his ex-wife said was a monster. I know I had two fingers up my pussy and my rabbit on my clit in a continuous orgasm during that sleepless night. I was an exhausted freaking mess.

I tentatively knocked on his back door later that day and willed my pussy to stop dripping through the sexiest pair of panties I bought just for this occasion. He opened the door butt naked and I almost fainted. While he wasn’t hard yet, he was freaking beautiful. Now I know male genitalia isn’t usually described as pretty but his penis staring at me made my nipples grow hard and my pussy leak. He was big and very thick and very very manscaped. I licked my lips in delight and hoped I would be able to wrap my lips around that shaft later. Well sooner rather than later, I had waited for years.

He turned around and he fake tattooed the Colts logo right smack dab on his butt. I just started laughing and grabbed my bottle of wine. Figuring it was now or never I grabbed his butt and asked to see that logo to make sure it was official. He asked if I wanted to take a pic and I said yes. I put my face right down by his butt and snapped a picture. I noticed his penis started to get hard and I leaned over and stroked it with my hand. He started to moan and I reached under his butt and rubbed his balls. He turned around and asked if I was sure. There was nothing I was more sure of right then and there. If that man wasn’t inside of me, I was going to combust.

He scooped me up and put me on his kitchen table and started to unbutton my pants while I tore off my shirt. He commented on how sexy my bra and panties were before they were torn off my body. He opened my legs and started kissing around my thighs. I was in heat moving on the table like a crazy person. He finally put his mouth right on my clit and I arched my back right off that table. I literally saw stars. My pussy completely flooded all over his mouth and I found myself shouting how much I needed him. He added two fingers up my pussy and watched me explode in a haze of bright lights. He sat down on the bar stool while I tried to land back on earth. I just stared up at his kitchen celling for a bit wondering if I could ever cum down from that high.

I finally leaned up on my elbows with my legs still spread wide on his table, my juices leaking out under my ass. I watched him stroking his penis and finally blurted out that I wondered if he tasted as good as he looked. He grabbed my ankles and pulled me down the table right in front of him and told me to let him know. I quickly got off the table and kneeled right in front of his crotch. I deeply inhaled the scent coming off of his body and felt my weary body zinging back to life. I kissed up his left knee and kept on my upward march until I was staring at his weeping penis. I licked off the pre cum marveling in the taste of him. I was about to suck Jim’s cock into my mouth. I had wanted this forever and now it was happening. I kissed around his balls and blew a quick kiss on his asshole. I was so tonguing that baby later. I kissed up his shaft and gobbled his giant dick in my mouth. I worshipped his cock with my mouth. How long had I dreamed about this cock right where it was? I kept thinking this better not be a dream.

He pulled me up and positioned my soaking wet vagina right over his enlarged head. Finally, he lowered me down and I felt his body joining mine. God, I had never felt so full. How on earth did his ex-wife not want this up her pussy all the time. He bounced me on his dick and I felt my boobs flying in his face. He lifted me up so his cock was holding me up and walked me over to his couch. I could not keep my legs spread enough for him. I needed him so far up me. He sat down on the couch and told me to turn around. I had never had sex like this so I was unsure until he slid back up my pussy and told me this was reverse cowgirl. he kept one hand on my boob and the other on clit as he jerked up deep in my body. I leaned over putting my hands on his knees and tried to watch his penis going in and out of my vagina. I could feel his planted dick hitting my cervix and I knew nothing had ever been so far in me. He whispered in my ear that he couldn’t hold on much longer as he wanted to fuck me for years. Hearing that I just burst again on his dick screaming out his name. He followed soon after exploding his creamy cum right up into my waiting womb.

We stayed sitting on the couch joined in our laps and he started kissing my neck. He whispered how he was still hard and wanted another go at me. He kept me in the same position and pumped up into my body some more. I had never had that happen before. Usually when guys come, it’s all over. He flipped us over and got on top of me in the missionary position and quickly put his dick back up my pussy. He humped hard up into me grabbing my breasts at the same time. The feel of his pelvis bone on my clit made me scream out in surrender. His balls kept hitting my ass and I knew we were both about to go over that hill again. We shouted out our release at the same time and I thought my bones were jelly at that point.

We ended up fucking all weekend and yes, I did give him a rim job and he did fuck my ass. There was never talk of birth control and all acts ended with a creampie in my unprotected pussy. It wasn’t too much of a surprise a few weeks later when the pregnancy test turned up positive. We stayed friends with benefits on and off throughout my pregnancy. But he wasn’t the type to stay faithful and I wasn’t sure I wanted to share him. Our daughter was the spitting image of him and we went on to have another child two years later. Our son has the middle name Colt, but I doubt we will tell him the real reason he is named that.