I won a bet and fucked her hard in the ass [MF]

I met this girl in the gym I work out. Long story short we became fuck buddies. She is a small girl, 19 yo, blonde short hair (almost male haircut), not very pretty face…but…she has a piercing on her nose that makes her really fuckable, she has some kind of weird charm, skinny and short with small boobs, but… a very well formed heart shaped tiny little cute booty which since I first layed my eyes on it I knew I had to put my dick inside it some day.

So we had casual sex once every few days, no anal. Once during pillowtalk after sex I asked her if she tried anal she said never, and doesn’t sound appealing to try it.

Once we had a bet about something and the deal was the winner chooses what he gets. I won and when she asked me what do I want I said I will tell you when I figure it out. (I knew already lol)

So fast forward to our next sex. We are making out in my living room on the couch. Shirts go off, she’s giving me a blowjob. In the middle of it I said “remember our bet?”. She said “yeah?”. I said “I decided what I want”. “And what’s that?”. “I wanna stick it in your ass” I said with a smirk on my face. She laughed and raised her head “You serious?”. “Yes, I am”. Now her big smile faded into a half smile and she said “Oh well, ok, a bet is a bet”. I couldn’t believe my ears, I expected her to say No and I wouldn’t push it, but I guess I was lucky. I stood up the couch took her hand and said come with me.

I didn’t want to fuck her doggy style because I wanted to see her facial expressions regarding it’s her first time. So I put a few blankets on the big table in the living room so her back is comfortable, told her to lay on the table, raise her legs and put them on my shoulders while I stand on my feet. I did a little oral to her to make her hornier then started fucking her pussy. After a munute I said “Are you ready?”. She smirked and said “I guess”. I slipped my cock out of her pussy, it was very wet. I pushed the head against her anus. Her bootyhole was so small and tight. I pushed harder and it started opening, followed by a little “Ahh”. I continued pushing and my head popped inside, then pushed slowly until litlle less then half dick was inside. Her ass was grasping my dick so tightly I could feel it squeezing the blood back. “How do you feel” I said. “Little weird” she said with a tense look on her face. Then I started to slowly fuck her with half dick, her ass was so tight that when I was doing the pull-out stroke it was gripped around the cock and was moving along with it. It felt like if I speed up I will turn her ass inside out like a sock. So I fucked her gently. My cock dried up so she started to feel friction discomfort, I could tell that by the grimase on her face and ocassional sighs, but I didn’t care because this was the hottest thing ever and my dick was rock hard. After a minute a started feeling discomfort too so I pulled out to spit on my cock. I did the pulling out a little too fast and she released a loud “ouch” and said “please don’t do that again”. -“What?”. “Don’t pull out please, try to cum faster, it hurts bad”. -“If you want we can stop”. “No, a bet is a bet, please hurry and get over with it. Oookay, I spit on my cock a few times and I sticked it back in (she flinched). Continued fucking her slowly with half dick for a minute or two then I started feeling like her asshole is becoming more relaxed and loose so I let myself go a little deeper…. I fucked her balls deep but slow. She breathed deeply and heavily, and made sounds with her mouth like when you inhale through the mouth with closed teeth. I was in heaven, slowly thrusting my whole length dick in and out of this cutie’s perfect little butt while she was looking me in the eyes with half opened eyes, mouth half open, making grimases and various sounds of discomfort and heavy breathing. Then I don’t know why, maybe she noticed my glowing face of enjoyment which turned her on, she started touching her pussy and masturbating while i fucked her ass. Then she mumbled something like “Please hurry up”. – “What?”. -“Please cum I can’t do it anymore”. -“Ok, but you have to say ‘I want you to come in my asshole”. -“I want you to cum in my asshole”. -“Say please”. -“Please cum in my asshole!”. -“You have to repeat it all the time or I won’t cum”. -“Please cum in my ass, please cum in my ass, please cum in my ass, please cum in my ass”. While she was repeating this her voice sounded like on the verge of crying. So because I’m a decent mercyful human being I decided it’s time to shoot my loud in her rectum. I slooowly started speeding up as the poor girl was still repeating the words and masturbating, she realised what was about to happen (jackhammering lol), she stopped masturbating and with her both hands gripped hard on my arms while I was holding her legs. Now I started thrusting vigorously, deep and fast… The table was creeaking, her body sliding back and forth the blankets, her tiny little boobs jumping up and down, and….her face…eyes and mouth wide open in shock, squelling loud with every breath, gripping my hands so tight i had little red bruises the other day… I started feeling the explosion is close so I buried my cock as deep as I can and the BOOM – one of the best orgasms of my life, I grunted as my muscles down there were spasming and my dick shooting tons of sperm inside her rectum… She noticed I’m done, stood of the table and went to the bathroom while I colapsed on the couch. She was in there for like 10 minutes doing God knows what (maybe trying to squirt the sperm out of her ass). Then she got out and started dressing herself for going home as she had a class early tommorow. I was too sleepy to speak so I called her a taxi, kissed her and said “See ya” and she left.

Then I started thinking how would this affect our future relations. Maybe she won’t like to see me again, maybe I went too much over the board. Who cares I had the best time of my life now I have to sleep.

So guess what, the other day she called me at around 12, she said she had a class break and was bored. We had some smal talk. I wanted to ask her if she is ok after last night but I didn’t want to be very direct so I said “So how are you feeling today?”. She got the hint and responded “Well, I am ok. But my ass kinda feels like I must not make bets with you anymore hahah”. This response gave me insta boner but I wasn’t sure I can convince her to repeat last night’s sesssion ever again.

THE END

Source: reddit.com/r/gonewildstories/comments/5fy4iv/i_won_a_bet_and_fucked_her_hard_in_the_ass_mf