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[F]inally I'[m] F***ing Her | 2016
Jessica was an on again off again girlfriend. When we met I was in college and she was just graduated from high school. As much as we tried to hook up, it just never happened -- though not for lack of trying.
The closest we got that summer was a stretch when her parents were away and Jess was left to care for her brother who was two years younger. On the particular night, we went to the movies and returned to her house where we went straight away to making out and running our hands over each others bodies I managed to slip my hand into Jessica's panties and feel her tiny wet slit, she rubbed my erect cock through my jeans.
After a while I suggested we retire to her room, Jessica led me by the hand, pointed me into her room and jumped into the bathroom.
I took off my jeans and waited in my boxers, Jessica came out of the bathroom still wearing the clingy sundress she was wearing, but holding her bra and panties that she dropped on the bedroom floor.
She headed to the bed, crawled on with her shapely, tight ass pointing toward me, and I moved between her legs and ankles that were slightly protruding off the bed, ran my hand up her smooth legs and felt her extremely wet slit, lifting her sun dress all the way up over her hips, she simultaneously let drop the top that slid down to her waist, letting her nice round breasts and firm nipples be accessible.
I dropped my boxers and began to guide the head of my cock toward Jessica's waiting pussy that she had now used two of her lovley fingers to part and welcome me. The head of my cock touched her labia and I began to slide my cock into her ..... and the garage door opened. Jessica's brother arrived home early. Cock blocked.
We sprang up, Jessica put her dress back on, and I my boxers and jeans.
The brother was suspicious but we were able to convince him we were in her room listening to music and chatting with friends.
Jessica was frustrated and pissed -- basically told me to go home, and I left. Successive attempts throughout the summer proved just as fruitless.
About to eat her pussy -- her best friend comes over. Tried to fuck her again, she gets her period.
Fast forward 4 years.
Jessica graduated college and was living in a fashionable part of the city. I worked in the city and also lived not too far away. We had seen each other once in a while, but never for too long.
One day after work I'm close to Jess' apartment and feeling like just chatting and having a drink, I ring her up. Instead of going out, though, she suggest ai just come up to her apartment, her roommate is there -- who I also know.
I go up to the apartment and just as I'm walking out, Jess' roommate Meredith is walking out. I say hello, we hug and kiss, engage in some chit chat and Meredith takes off.
Jessica is in yoga pants and a sports top, she looks as though she just got back from working out or was about to go out.
Jessica welcomes me, gives me a quick tour of the apartment and suggests I take off my suit jacket and loosen my tie.
She looks unbelievable in the yoga pants, that are low cut on her waist and I'm not sure but I think I see a sparse spray of her pubic hair just peaking above her pants waistline. I see that and get rock hard.
Jessica offers my a drink and we chat, she sits on the couch with one leg under her and I can't keep myself my looking at her tight abs and what I think is her pussy hair.
After about 45 minutes we start talking about old times and she brings up our failed hook up attempts. I bring up her brothers early arrival home and how she was disappointed, frustrated and angry.
"What about me?" I laughed.
"Did you FAP?" She asked.
I looked at her kinda of with a smirk and my head cocked to one side, but did't answer.
I wanted to fuck her so badly.
We chatted some more, and I finally got to that I would at some point would have liked to have one more shot, pick up where we left off that night.
Jessica says "me too." Followed by wasn't it something like this, and kneels on the couch with her fantastic ass pointed toward me.
Jess starts to push down the waist of her pants, and I help getting them off of her and gently swiping my fingers through her wet pussy.
Dropping my suit pants, I release my boner through the fly, and enter Jessica. Finally. Nirvanna.
Unexpectedly she starts telling me how she wants me to fuck her, and that she wants to taste her juices on my cock.
I withdraw from her pussy and face fuck her, coming on tits and arms.
We continue to ahve hook up sessions about once a month.
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