Memorable night with Jen

Many, many years ago, I met Jen at a local bar. She was a very pretty girl who hung out there every weekend with a few others I knew. We danced a few times and sat at the same table. One afternoon, out of the blue, Jen calls me and says she is house sitting for another friend who is going out of town. She wanted me to visit her if I didn't have any plans. I was going to dinner with some of the guys then we were going to the bar but i decided to go see her after we ate. I arrived around 8pm. As I approached the back door, she threw it open. She was happy to see me. She looked hot as usual wearing her cowboy boots, a tight pair of Wranglers, and a loose button down shirt. We grabbed a couple beers from the fridge and went to the living room. I sat on the couch. As she moved a few things, I could see she was not wearing a bra. She had a beautiful set of C cups that I always tried to get a peek at and that night was no exception. We chatted a bit while flipping thru the channels. We'd watch a show for a minute then change the channel to see what else was on (these were the days before On Demand video or even the on screen guide) The more we talked, the more personal the questions and stories became until we hit that awkward lull. We both sat there, her looking around the room and me trying to sneak a peek at her tits. Jen broke the silence saying she was going into Kelly's room to see if she had any movies. She came back with a handful of VHS tapes. Some were movies she bought, some were shows she recorded off TV but mixed in was a porno. I said "let's see what gets her off" and quickly inserted the tape. The tape was not rewound. There was a scene with a woman with decent sized breasts and a natural bush dancing in front of a group of guys. It was pretty hot. As the girl gave guys lap dances, others began pulling out their cocks and stroking. I, myself was getting aroused and had to readjust a few times. As I'm sitting there, I feel Jen looking at me. I never look in her direction. I reach down, undo my pants and pull out my own cock and start stroking it. This was something I'd never done in front of someone but the fact she didn't say anything made it feel so much better. After a little stroking, I turned my head to Jen for the first time since my cock came out. She was staring at it. I put my arm around her shoulders and pulled her head down to my dick. She didn't resist. Her mouth took in my whole member. She started bobbing up and down - taking the whole thing each time. As the scene ended with 4 guys blowing their load on the girls face, I stopped Jen. I was close to cumming but I wanted more. I stuffed my cock back into my pants and told her I was running out to my car to grab a condom (I never thought I'd have sex with her so I was unprepared). Jen didn't stop me. When I came back into the house, I undressed and left everything except the condom by the back door. I walked back into the living room but she wasn't there. I glanced over at the bathroom door but it was open and the light was off. I start walking down a hallway and find her on Kelly's bed - naked in the doggie position with her ass facing the door. I walk in, drop to my knees at the foot of the bed and take in the view of her hairy vagina being presented to me. I insert a finger into her already wet hole followed by my tongue. Her juices were intoxicating. As I finished up, I gave her tight pink asshole a lick too. She gave out a moan. I did it again and this time she moaned louder and wiggled a bit. Then I pressed my face against her ass, licked her hole and pressed my index finger in. She started chanting "yes!" Under her breath. I was so worked up myself that I had to stop. I stood, grabbed the condom and unrolled it on my throbbing hard cock. I was dripping precum immensely. My cock slid into her pussy like it belonged there. As I'm fucking her, I'm inserting a thumb into her ass and she's loving it. She slides her hand under a pillow and pulls out a tube of lube. She hands it back to me. I squeeze a little on her asshole and put some on the tip of my dick. I rub it around a little then push against her ass. Her muscles fought but slowly let my penis in. This was the first ass I've ever been in. As I bottomed out, I held her hips tight and let everything relax. I've never felt such a tight sensation on my penis before. Slowly I pulled back then went in. Back and forth, back and forth.... I could feel my heart racing and the cum rushing to my tip. A few more thrusts and I blew my load. I stayed in her ass until my bones subsided. I laid down next to her. We both were panting and sweating. She reached down to my cock and pulled the condom off. She was playing with my cum that was still on my dick. Jen kissed my cheek then dove back down to my cock - sucking on my limp member until it got hard again. I laid there in extasy. She kept sucking and sucking until I felt another load ready to cum. I let her know and she stopped long enough to say "good" before deep throating my again. As my cock started to throb, she started pressing against my asshole with her finger which caused me to explode in her mouth.