This story happened when I was in my 3rd year of University. I was recently single, and the new year had started. See, I've always had a sort of kink for ugly girls, not dirty, ugly, you know those girls with bad faces, that neglect their look, even better being a bit dumb, for some reason this gets me extremly horny.
So far I was never able to have one, average, beautiful girls no problem, but whenever I tried with these : failure. I guess the reason is simple, this is such a fantasy that I panicked and messed it up.
Well, in my new class, from the first day I noticed exactly this : an ugly girl. But even better with one of the greatest ass I've seen. To picture it to you, she was average height, dark hair, blue eyes, small and ugly face, small tits but 10/10 ass that she always revealed in very tight jeans.
From this first day at uni for weeks I would masturbate almost only thinking of her, after each class I would walk behind her just to watch this.
But I needed to act. Fortunately I managed to bond with her and almost immediately got flirty. It took a lot of time, but after months I finally managed to get a date, even better she invited me at her place directly. Obviously You can imagine that I had to masturbate at least twice before the date.
Then the day arrives, I go at her place, it is in the afternoon, she received me...in a party dress ! I couldn't believe it, it was beyond my dreams. She wore a very short, tight black dress ! As you can imagine : instant boner. For the first one or two hours we only had small talks but we could feel the sexual tension in the air.
Finally, at one point she got up to take some cookies she made for me, I seize my luck and got behind her as she was taking the plate, put my hands on her hips and pressed my rock hard fat cock on her ass. She immediately turned with a kinky smile and we started to make out. As she turned I almost immediately grabbed her ass and she touched my cock through my pants.
And then the sex got wild...I lift her dress, she was wearing a black string I pulled it half down and ate her pussy and ass, she moaned as she was holding firm to the kitchen counter, I was in heaven. For some reason the fact that she seemed so slutty while being ugly enboldened me, so I pulled down my pants and shove her face on my cock, she grabbed my ass and devoured my dick. She sucked it for long minutes it was wild, her make-up was fully melt with spit and precum, then I dragged her to her bed and fucked her immediately. I lifted her legs on my shoulders, grabbed her neck and pounded her like a savage, she screamed a lot and I felt her pussy wet around my dick.
I turned her around and fucked her in prone bone while pulling her hair, seeing her perfect ass bounce on my cock was too much, I pulled out and sprayed her ass completely.
But it wasn't over...this date that was supposed to last a few hours became a 2 days fuck marathon. She was actually a real little slut that LOVED sex. She had a large collection of sex toys that I used on her. It was really wild, I finally fucked her ass as she told me she loved anal sex, I had no restraint and went hard on her. I tied her ankles and hand and fucked her face, I glazed her ugly face with cum and continued.
I am safe to say it was the dirtiest and best sex I've ever had so far. We continued our affair for the whole year until eventually I moved to a new city for my masters. I fucked her in all ways possible, I forced her to come ass plugged in class then in evening classes I would drag her in the toilet and ass fuck her like and animal covering her mouth...it was, perfect, go for the ugly ones guys !