Ashley Always Wins

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lfullback
lfullback
1,301 Followers

"Take your cock out," said Ashley. "Stroke it while you eat my ass." I obediently pulled down my shorts and began stroking my massive hard-on. With my head comfortably being smothered by Ashley's butt and my cock in my hand, I was in bliss. I couldn't believe how much I was enjoying myself. I stiffened my tongue and worked the tip inside of Ashley's tight pucker. She gasped and furiously began working her clit. I worked my tongue in a small circular motion.

"Cum," said Ashley. Her words were hushed and strained. She could barely manage to get a full sentence out. "Cum.... Cum with me." Her body tensed up and then began to shake. I continued to lick her while her orgasm grew and grew. She squealed as her climax took over her senses. She bucked her hips and rocked herself back against my mouth.

Only when I was completely sure that her orgasm had gained complete control of her did I stand up. With my cock in hand, I stroked myself as fast as I could. I watched Ashley writhing in ecstasy in front of me and I quickly felt my own orgasm begin. I placed a hand on the small of her back to steady myself as I felt a familiar tightness in my balls. Just as Ashley's orgasm was winding down, I began shooting my hot cum onto her ass. She had grown limp with exhaustion as stream after stream of my cum splattered across her ass.

After my orgasm finished, we remained motionless, barely able to keep from collapsing from the aftereffects of our powerful orgasms. Ashley was quite the sight, bent over the net with her pants off, her ass covered with cum. She reached behind her and began rubbing my jizz all over her butt, working it into the soft skin as if it were lotion. She licked her hand clean and found her clothes. She stepped back into her tights and skirt and made sure she had everything on straight. Then she looked at me, smiled and said,

"See you next week."

We continued our weekly challenges for quite some time. I often challenged her for penetration, but she never let me win any of those. I did get more blowjobs, and sometimes she would even get me off even if I lost. I never did get to fuck her though. This led to many, many nights of being kept up fantasizing about Ashley's pussy around my cock... wondering if Ashley was even her real name.

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lfullback
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954Hard954Hard3 months ago

Mmmmm. The way you describe her, she indeed sounds delicious. In my mind, in chapter two, she continues to dominate you competitively and reaps the rewards of your tongue. But one day you get a rematch in tennis. While you are destined to lose badly again, you don’t care because licking her sexy ass is amazing. But unexpectedly she turns her ankle. She finishes the match but you beat her. She is limping badly. You pick her up and carry her back to your place. Because she is in pain, she stubbornly complies to you taking charge and helping her. While at your place, you take care of the semi-helpless “Ashley” tending to her injury. Once she is feeling better, you remind her that she lost the rematch. In a reversal of roles, you literally drag her to your bedroom and throw her on your bed. Ashley begs you to let her go. She claims that you only won because of her injury. and admits she has never ever beer fucked in the ass. Too bad. You turn her on her belly, strip off her hot little skirt and panties. She tries to fight you off but you hold her down and lick her asshole just the way she likes it. With your rock hard cock you then take her virgin asshole and fuck the life out of her. From that point further you take charge of the relationship. She meets you at your apartment every week dressed like a slut as you require and you use her submissive mouth, pussy and ass for your sole pleasure. And you don’t care if her real name is Ashley or not.

not1foryounot1foryou4 months ago

Awesome story of college adventure!

Ashley is not her real name!

AnonymousAnonymous6 months ago

Loved it.

sotarosotaro8 months ago

But did he ever train more so he could get inside?

cmj711cmj711about 1 year ago

Very clever, I really enjoyed it. ;)

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