14 years ago I posted a couple of stories from my first sexual experience, which…
Breaking Bill's sexual hold on Jessica
Its was the 4th of July weekend. I will never forget it! My wife and I had invited her sister Jessica and her boyfriend Bill away with us for the weekend to Napa Valley. We had rented a house and Jessica and Bill agreed and we all drove up to the house together.
When we arrived Friday night, we settled in to the house. There were three bedrooms, a huge livingroom with a tremendous couch and big 42inch TV. We had stopped on the way up at a local store to pick up some wine and beer. We spent the first night drinking in the house. At around 11, Bill had suggested we hit the Jacuzzi. We all we to our rooms to change.
My wife and I made it out back to the Jacuzzi first. As we got in, Bill and Jessica made there way over. Jessica looked really hot! I had never seen her in such a skimpy bathing suit. I tried not to stare but wow!
We all hung out for about a half hour then made our way back inside and to bed. I was pretty awake from the Jacuzzi. My buzz had worn off. My wife had passed out quickly. As I lay in bed, I could hear sounds coming from Bill and Jessica’s room. I could hear the bed squeaking and some muffled moans. I was instantly getting hard at the thought of Jessica getting fucked. I quietly climbed out of bed, opened my bedroom door and slowly walked across the house to their bedroom. I could still hear the bed shaking and I could make out Jessica moaning. I was so turned on.
As I approached their bedroom, I was so happy to see that the door had an old fashioned key hole in it. I got on my knees and peeked through. I could make out Bill on top of Jessica fucking away at her. I strained my eye to catch a glimpse of her tits. I could hear Jessica’s orgasm building until she finally came in a violent spasm. As she was orgasming, she arched her neck and back, raising her hands over her head. Bill lifted his body up and there were her beautiful tits on display for me! The were so round and perky with big nipples. I had never been so turned on. My hand was already stroking my cock. I was about to get up and leave when Bill pulled out his dick, ripped off the condom and sat up. I could hear him say to her “Now suck my dick!” Jessica looked up at him and he said “If you ever want to cum again you had better suck my cock all weekend” I could not believe how he was speaking to my sister in law. But before I could think another thought, Jessica jumped up and took his cock into her mouth. I watched her through the peephole give an amazing blowjob. I had a full view of her tits bouncing as I watched his cock go in and out of her mouth. After a few moments, Bill began moaning and came right in her mouth. Jessica never stopped sucking and did not let his cock escape her mouth.
I blew my load right there on the floor out side their door. I quietly got up and went back to my room and got into bed with my sleeping wife. I was so turned on by watching her sister get fucked then give an awesome blowjob. I jerked off one more time and fell asleep. The next morning Jessica and Bill were already up when My wife and I joined them for breakfast. We decided to hit a few wine vineyards in the afternoon. We all went to our bedrooms to change. I told my wife I forgot something and would be right back. I ran over to Jessica and Bill’s room and listened at the door. I heard Bill and he was saying “Suck it Jessica, suck it!” Damn she was blowing him again! Then I heard him say “Ahh take it all, swallow it all, ahhh good girl.” I was about to leave when he spoke again. My jaw dropped I could make out Jessica saying something about being horny when he said “You know the rule; if you want to cum again you must blow me 5 times, you have four more to go!” Jessica replied “I know, its just that I am so horny.” After hearing this I quietly left and went back to my room. My wife looked at me but I just went into the bathroom and jerked off. I couldn’t believe how the guy had Jessica so whipped. Damn, I could barely get my wife to fuck me let alone blow me!
After we got changed, we picked a few vineyards to try. I was the driver for the day. I drove off the first vineyard. We had a nice tour and my wife, her sister and Bill had a few glasses of wine. I noticed Bill and Jessica disappear for a while then resurface. I thought to myself that must be blow job #2. After a while I drove us all to another vineyard and we took another tour and the three of the had more wine. Again I noticed Bill and Jessica walk off together. Damn I thought she must be blowing him again. My cock was so hard at the though of Jessica sucking Bills cock for a third time. We stayed for another two hours at he vineyard as the three of them had more wine. I was watching them all get pretty drunk. It was getting late so we headed off. We stopped off at a small restaurant. We ate dinner and the three of them had even more wine. I have never seen my wife drink this much. We made it back home around 10pm.
The three drunks decided we should put on a movie. My wife suggested we should all change into comfortable clothes. She headed off to our room. Jessica and Bill headed to their room as I lingered in the livingroom. When they closed the door, I heard bill saying “Slow down girl,” to which Jessica mumbled “This makes number four!” All I could hear was slurping sounds. I walked over to my room as my wife was coming out. I changed quickly and heard my wife calling for her sister. A few minutes later Jessica and Bill stumbled out. Bill had some smile on his face. I put in a movie as my wife handed out a glass of wine to everyone. It was a bottle from one of the vineyards we had been to earlier. I was finally going to have my first glass of wine and boy did I need it.
I was the last one to sit on the couch. It easily held four probably could hold 6 or 7. Bill was sitting at one end with Jessica at his side and my wife was sitting at the other end. I sat down in the middle next to my wife. The movie started and about half way through, all three of them were passed out drunk. My wife was passed out to my left leaning over the side of the couch. Jessica was directly to my right and was leaning over Bill who was at the far right leaning of the end of the couch. I wasn’t paying much attention to anyone until Jessica began to squirm. She rolled over towards me and laid down. Her head landed right in my lap. I didn’t move, I looked over at Bill and he was lightly snoring away. I put my hand on Jessica’s head and began caressing her head. I looked over to my wife and she was out cold.
My cock was so hard feeling the pressure of Jessica’s head lying on it. As I continued to stroke her hair, she reached out one arm and wrapped it around my leg. She was still sleeping but must have been enjoying the feeling.
The movie ended. I didn’t want to get up. I was really enjoying having Jessica’s head in my lap. I could feel her squeeze my leg every so often in her sleep. I turned off the TV. It was pitch black dark in the room. I figured if anyone woke I would pretend to have fallen asleep. The only problem was my cock. It was throbbing! I want to jerk off so badly, I was so turned on thinking of Jessica. As I sat there, I was running through visions of Jessica sucking Bills cock four times today. When all of a sudden I felt Jessica stir.
I didn’t move and pretended to be sleeping. I felt her hand move up and over my crotch, her hand stopped on my rock hard cock. I thought shit I hope she doesn’t freak out. A few seconds passed that felt like hours, her hand was still on my hard cock. She started to move and I though, great she is going to get up and leave. When suddenly her hand went up to my zipper and began pulling it down. I froze, down came my zipper, her hand reached in and took hold of my hard cock, she pulled it free from my boxers and in an instant I felt a hot wet sensation on my cock. Oh my God, My cock was in her mouth! It felt so amazing!
Her head never lifted up from my lap, I felt her tongue circling the head of my cock as she gently sucked on me. I reached my right hand across her body and stopped on her breast. I put my hand under her shirt and cupped her naked breast, pinching her hard nipple between my thumb and index finger. It was too dark to see anything but her breast felt perfect and her nipple was hard. Jessica was giving me a slow sensual blowjob. She was taking my cock slowly deep down her throat then pulling back so her lips wrapped around the head of my cock and then slowly took my cock down to the back of her throat. I could not take any more. My balls ached and my cock was throbbing. My wife had not blown me in months. Finally, as she slid my cock into the tightness of the back of her throat, I unloaded stream after stream of cum into her mouth. She kept her lips tightly sealed around the head of my cock and flickered her tongue around the opening of my cock as I continued to cum in her mouth. She swallowed every drop. As my cock went limp in her mouth, she let it slid out. I could not see her but I heard her whisper in a drunken slur, “That makes 5, now its my turn” as she got up and stumbled into her bedroom.
I sat there for a moment. Jessica thought I was Bill. She had no idea that she had just blown her brother in law. I looked over at my wife and she was still out cold, I looked at Bill and he was still out cold. I thought for a moment. I couldn’t believe my luck. My sister in law had just sucked and swallowed a huge load of my cum and had thought I was her boyfriend. And now she was waiting in the other believing she would finally be allowed to cum. It was so dark and she was so drunk. Could I go in there and fuck her? Would she think I was Bill? I couldn’t pass up the opportunity. I looked over one more time at my passed out wife and her passed out boyfriend. I got up and walked towards Jessica’s room.
It was so dark but I found the bed. Jessica was lying there. I heard her mumble “Please let me cum, lick me, lick me” She sounded so drunk and desperate. She had no idea it was not Bill. I crawled into the bottom of the bed. I could not see but I felt one of Jessica’s naked legs then the other. She let out a moan as I touched her naked skin. I ran my hands up her naked legs towards her stomach. She was completely nude, no panties, no bra. I gently kissed her knees as I lay between her legs. She spread her legs completely. I licked and kissed her inner thighs to torture her a little. She was moaning softly. I heard her say “Please Bill I am so hot and wet, you must let me cum.”
I crept up to her pussy, I kept my face just far enough away for her to feel my hot breath. I was enjoying her sweet scent when all of a sudden I felt her hands on the back of my head. She pushed down with all her might and sent my face straight into her wet sticky cunt. As she did this she pressed her hips up at the same time and was fucking my face! I lost my breath for a moment as she had her cunt pressed so tightly against my face. I regained my composure in a second and stuck out my tongue. I began licking her pussy as she moaned in delight. I slid my tongue as far up her cunt as possible. She was so wet. I felt her squeeze my head as she moaned and then all of a sudden I felt a rush of hot cum flow into my mouth. I kept licking and sucking I had to swallow three times She was actually filling my mouth with her cum. I have never been with a woman who came as much as Jessica did. She kept cumming and cumming for about 5 minutes.
She slowly regained her composure. I slid up toward her face. I said “Now we are even, thanks for the blow job before.” Jessica stammered, she had definitely recognized my voice. She said, “Mike? is that you?” Before I could respond, she said, “that was the most amazing orgasm of my life” and began kissing me. I felt her tongue enter my mouth. We kissed for a long time running our hands over each others bodies. I got on top of her beautiful body, my cock was touching her pussy, I hesitated realizing I did not have a condom. Jessica sensed my hesitation and pulled my cock into her pussy. She felt amazing, she was so tight and wet. I pumped in and out of her slowly. I could feel her cumming on my cock. She squeezed me tight and whispered, ” I have never felt a naked cock in me before, it feels so fucking good.” I wanted to cum so badly I started to pull out of her and she stopped me. She rolled me onto my back and whispered, “I have never felt a man’s cum inside my pussy, please cum in me! Please cum in me!” I was trapped beneath her as she straddled me with my condomless cock inside of her. I could not pull out even if I had wanted to which I did not! Within moments I began to get closer, Jessica could hear me getting closer and began fucking my cock like crazy. After another few thrusts I exploded right inside her pussy. I heard her moaning, “it feels so hot oh my God” As she came again. She collapsed on top of me with my cock still inside of her.
Jessica rolled on to her back and told me, “we are definitely going to have to do this again” I asked her “what about your sister and Bill?” She said “I won’t tell if you won’t.” I kissed her on the lips and said “I won’t tell.” We laid there for a while. I told her we had better separate and she reluctantly agreed. As I got up and dressed, I leaned over and said “Don’t forget you still owe Bill a 5th blowjob.” She pulled down my pants and grabbed my cock. She sucked my cock until I came in her mouth. She slide me out of her mouth and said “The only cock I am sucking for the rest of the weekend is yours and I guess you have realized I love to suck cock!”