Gender: Male Age: Secret Location: N/A
I had strong feelings of guilt over the next few days about what I had done. Everything we did was Jen's idea but I still felt like I shouldn't have done it. I avoided seeing her mom and dad because I was terrified they knew what I'd done and were going to confront me. This meant that I didn't see Jen much, the few times I did she just gave me a smile and we had a short chat. It was cool that she seemed to like me now though and was being friendly.
At first I had thought I would say no if they ever asked me to babysit for her again, but I was jerking off every day to the memory of what I did with Jen, the beautiful image of her pussy and asshole burned into my mind forever. I just wanted to fuck her so badly, or at least repeat the things we had done together.
So after a few weeks of jerking off thinking about Jen and wondering what it would be like to fuck her, the neighbor came round and asked if I could babysit for Jen again at the weekend. I said yes immediately. Hell, I would've paid them to let me spend more time alone with Jen.
I was so excited over the next few days, just wishing the weekend would arrive already, and hoping it would not be a disappointment. Saturday finally arrived and I went over at five like they had asked. Once again they told me to make sure she stayed home all night, I agreed and they left, saying they'd return around eleven.
Jen was already grinning at me as the door closed, and I hoped this meant she was hoping to have more fun with me. I had six hours to try and make something happen, but it turned out I didn't need to try at all. Jen ran up to the window to watch her parents drive away, then ran back to me.
“Let's watch porno!”
“Sure!” I said happily. She ran upstairs and came back with the box, put it on the floor and sat down next to me.
“Hey Ronnie, I was thinking” she said nervously, before hesitating.
“We could play a game.”
“What kind of game?” I asked, hoping she had similar things to me on her mind.
“How about we take a tape at random out of the box and we have to do everything they do on the porno?” she said excitedly.
“Like everything everything?” I asked, wanting to be completely sure what she was promising me.
“Everything everything.” she said with a naughty grin.
“Holy shit! Okay!” I said immediately. Jen was going to make everything I had ever dreamed of come true. I was going to fuck Jen!
“Okay, you pick one” she said, grinning from ear to ear. I went over to the box and grabbed a tape, hoping it would be one with plenty of fucking in it. I dropped it twice trying to put it in the player because I was so excited. It began playing and I went back to sit with Jen. A busty blonde woman was sitting next to a man on a sofa, just like we were.
“Ooh this a good one!” squealed Jen.
After a bit of talking she removed her top. I looked over at Jen and she giggled and lifted off her top. Just like the woman on screen, she had a bra covering her breasts, but the woman's breasts were very large, and Jen's were very small, but they suited her young slender body perfectly. The woman's bra was black and Jen's was orange.
The man started kissing her and Jen looked at me nervously. I leaned in to kiss her and she kissed me back awkwardly. Despite all her talk when she acted like a bitch to me in the past, I don't think she had kissed many guys before, if any. As we kissed she got better though, but the man on the TV took off his pants to reveal his hard cock, so I quickly did the same before Jen copied the woman and bent down to suck on my cock.
As Jen was sucking me, looking to the screen occasionally to check she was doing it just like in the movie, a terrible thought occurred to me. What if there wasn't any fucking in this movie? I loved getting head from Jen, not that I knew any better at the time but she was remarkably good at it for her age, but I don't think I would've been able to take the disappointment if I didn't end up getting inside Jen's pussy that night. The woman in the video picked up the speed of her strokes and sucking though and this worry left me as I just enjoyed the pleasure Jen was giving me as she replicated what was happening on the screen.
After a couple of minutes I could tell I was close to cumming, and I realized I would never be able to make it through the whole tape so I could cum at the same time as the man in it. Sure enough, a minute or so more of Jen's sucking and I told her I was going to cum. She gulped down every last drop of my sperm and asked me if I needed a rest.
“Let's just see what happens next?” I said. We wound the tape on through the blowjob and happily for me the woman removed her bra to expose her large breasts. Until that point I had much preferred big tits like this woman had, but when Jen took off her bra in front of me and revealed her gorgeous little tits, they were instantly the nicest pair I had ever seen. They were small but a perfect shape, and she had the most delicious looking pale, puffy nipples. I hoped the man on the screen would do what I wanted to do, and sure enough he took her breasts in his hands and then sucked on each nipple in turn. I did exactly the same and it was incredible to suck on Jen's perfect little tits, tickling her nipples with my tongue.
The man stopped doing this after only a very short time, much to my disappointment, but the woman then removed her skirt and panties, prompting Jen to do the same, and I was happy to see her pussy again after what was a very difficult wait for me. Seeing it this time was even more arousing because I knew there was a very good chance that Jen was going to allow me to insert my hard cock into it tonight and fuck her.
I followed the man's cue on screen to bury my tongue into Jen's pussy, and couldn't help myself and ignored the fact that he was only licking the woman's pussy, and had a lick of Jen's asshole too. Jen didn't object though so we had a great time with me giving her oral sex again, and she loved it just as much as the first time.
The man stopped licking the woman's vagina and I watched intently, just pleading in my mind that he was going to fuck her. He fingered her pussy a little, so I fingered Jen, hoping so much that my cock would be the next thing going into her.
Fuck yeah it was! The man mounted the woman and started easing his bare cock into her hairy vagina. Jen laid back on the sofa in the same position as the woman and I thought I was going to die from excitement. I knelt over her and the most awful, dream shattering thought occurred to me.
“Oh fuck!” I said. “We need a condom.”
“Why? He's not wearing one.” Jen said innocently.
“Yeah I know but she'll be on birth control.”
“Oh, but I've seen this one and he doesn't cum in her pussy.”
I thought for a moment, coming very close to saying hell with it and fucking her bareback, but then I thought of how bad it would be if I got my twelve year old neighbor pregnant. I felt devastated but knew I couldn't go ahead with it.
“You could still get pregnant.” I said sadly. “Have you started your period yet?” I asked in faint hope that she hadn't.
“Yeah when I was eleven.” she said.
“I can't fuck you then.” I said. She seemed as disappointed as I was.
“Wait! I can get a rubber!” she said suddenly and ran upstairs. She soon came back holding a condom in her hand.
“Holy shit! Where'd you get that?” I asked, very excited again.
“My mom and dad's cabinet. I've seen them in there before.” she said.
“Won't they know you've taken it?”
“They've been in there forever. They don't use them.”
I was elated again, I could fuck Jen after all. I was nervous about using one of her mom and dad's condoms, if they found it missing they would know Jen had taken it, and it might add up in their minds that my babysitting wasn't as innocent as they thought. My hard cock and the sight of a naked Jen next to me made me forget all about the consequences though, and I grabbed the condom from her hand and opened the wrapper. We rewound the tape to just before the guy entered the woman, and Jen got back into position for me to enter her.
I got the condom on first time, and got on top of Jen for the big moment. She played the tape and as the guy started pushing his cock in, I positioned my penis at the opening to Jen's vagina, and slowly pushed. Just the first feeling of her soft young pussy touching the head of my cock was amazing, and I slowly pushed as gently as I could, but firm enough to penetrate her small opening. I eased the head of my cock into Jen, and the man in the video was already fucking the woman hard, but I didn't care or try to catch up. Jen was looking at me, slightly scared and breathing nervously. I lent down to kiss her and saw her close her eyes so I continued slowly pushing into her.
I felt something inside Jen yield to the the firm pressure the head of my cock was giving her, and Jen let out a small moan of pain. I looked at her and she did her best to smile at me to let me know she was okay, and suddenly I was able to smoothly ease my throbbing cock into her extremely tight vagina. Eventually I made it all the way so I was balls deep inside Jen. She was smiling at me, looking amazed.
This was what I had been waiting for, my penis was inside Jen and it was not a disappointment. Her pussy gripped my cock so tightly, and felt so warm around my penis that I wanted this moment to last forever. The sensation of her warm vagina slowly surrounding my penis that I felt when entering her made me instinctively and slowly pull back out of her pussy before sliding it deep into her again. She gasped as I did this and I knew that sex was the best thing in the world.
I continued to fuck her slowly and I looked down at Jen's impossibly pretty face, and seeing her with her eyes closed, in sexual ecstasy, it occurred to me that we had lost our virginity together. Jen was so unbelievably hot, and I couldn't believe that she had wanted me to be the first guy to ever be inside her.
The thought of this caused me to have the most sudden orgasm of my life. No build up, my cock just started exploding inside Jen. Shot after powerful shot began filling up the condom inside Jen's pussy, so much and for so long that I was scared the condom might burst inside her. Finally I stopped ejaculating, and Jen was smiling at me, happy that she had lost her virginity to me.
My orgasm had been so long and powerful that I was feeling completely satisfied, like my years of sexual urges had all been finally quenched, and I knew that fucking was the only thing that could completely give me release.
Remembering that the condom must be full to bursting inside Jen, I slowly removed my penis from her tight vagina. The tip of the condom was completely filled with cum, and part of me wished I could have shot it inside Jen's body, that was the only thing that could have topped what I had just done.
I took off the slightly bloodied condom, and Jen was looking hot and happy, so I was glad she wasn't regretting it. There was a small amount of blood on the sofa where I had penetrated her, so Jen rushed upstairs to check herself while I wiped it up and wrapped up the used condom to put it in the bins outside.
Jen came back downstairs, still naked and glowing like an angel from her very first fuck.
Part 4 to come.
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