Thread: [Non Fiction Stories - First Time] Catching and watching my wife and best friend
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Old 06-15-2017, 05:40 PM
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Default I bet my ass, literally

So, I am out and I meet this cute guy that has looks and attitude. Dancing, flirting and teasing he learns what I like and has a way of making me want him even more. We repeat this for a few months of meeting out and we get to know each other pretty well but we never hook up despite a lot of sexual talk and tension together. One night he comes by the house after I was already in my flannel jammies just lounging around the house. It was an abnormally cool evening and I was even wearing a thick robe over my jammies. I tell him he should have called and that I am already ready for bed and he says that was what he was hoping for. We go about our usual banter of teasing and joking around with him trying to get me out of my robe and flannels and me saying it was not going to happen tonight, then he says, “I'll bet you before the tonight’s over I will be fucking you in that hot little ass of yours with you begging me for more.” Never one to back down from a dare or a bet here was our exchange to the best of my recollections and memory of the night.

Me: “yeah right, I don't think so, mister.”

Him: “oh it's going to happen and you know it babe. I'm going to destroy that little tight ass and leave it stretched out and full of cum. Once I am finished I'll leave you in the bed with a half-gallon of fireball to remember me with.” He laughed after sitting, back full and assured of himself.

I had some confidence that it was going to be an early night for me so, I kept up the teasing. Assured of my victory I increased the bet.” If you lose you owe me a month’s supply of all the fireball I want If you win and get my ass tonight I will be your sex slave for one full day, anything goes, no rules. “At this time he and I had not ever hooked up yet.

Him: “oh hell, you serious? I'll take that bet any day. That ass is already mine, just begging for my cock to invade it now.”

The next few hours we hung out flirting and joking around. He was an amazing kisser and had me incredibly wet. We were sitting on the couch and he was kissing me when I felt his crotch and could feel the bulge of his penis beneath his jeans. It was obvious he was hard and equally as turned on as I was in the moment. I felt him untie my robe and push it open, I did not resist or stop him and I fumbled with his snap and zipper on his jeans. His tongue was deep inside my mouth as his hand moved inside my pajama top and began pulling on my hard erect nipple and I finally manage to get my hands on his rock hard cock that felt like a hot steel rod. My top was off along with my robe and his hand was pushing down my waistband as I felt a finger push between my swollen labia, I was so incredibly wet his fingers easily pushed inside me and I could not help but moan as he continued to kiss me. His fingers felt so good inside me I wanted more and could not stand it anymore as I pulled away breathing hard and saying:

“Fuck me, fuck me hard, I want you inside me.”

Him: “Do you want me in your pussy?”

Me: “Yes, just fuck me now.”

Before I knew it I was stripped naked and leaning over the back of the couch on my knees as I felt his cock push inside my pussy and he began pounding me from behind as his hands grabbed my hips. The feeling was overwhelming and I began having mini climaxes around his shaft. I was really into it when I felt him pull out of me.

Me: “Don’t stop, fuck me….”

I felt him behind me and felt him pressing against my ass hole, I just wanted him inside me and cried out “Fuck me” as he slowly pressed his hard shaft into my ass. He did not take his time, he buried his full length as deep inside me as he could and gave me a pounding that pushed me over the top and brought me to an incredible orgasm.

He left me with a full anal creampie and my pussy filled with a load of his cum. The half-gallon of fireball was not left as promised lol. We have not set a date for me to pay up on my part of the bet of being his sex slave but it sounds like it will be fun when it does happen. Attached are some closeup shots captured from our home security system.
Attached Thumbnails
Aiming at the wrong hole.jpg   Anal Play.jpg  

Balls Deep.jpg   Here it comes.jpg  

In deep.jpg   Next cock in line.jpg  

Pulling out after creampie.jpg   Pulling out of her pussy.jpg  

Remember our bet tonight.jpg  
Attached Images
 
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