The Affair With My Best Friend's Wife | 2016

This assumes you have read the previous story about the first time I had sex with my best friend's wife. This is split into two parts because of the character limit, but should only be a few hours apart.

And thank you to everyone who sent nudes to compel me to keep going. You're wonderful people.

I was worried there would be a lot of awkwardness in the house after the threesome, but within a day or so things were back to normal. I had one drunken conversation with my friend about it, where he revealed she expected us to keep going, but we were all relieved when it was over. He hadn't expected her to be as into it as he was, but it didn't seem that either of them had any regrets. At the end of the conversation he let slip that now that he had given her what she wanted and brought another man into their bedroom, it was only fair that he bring another woman. I didn't say it at the time, but I had a feeling the girl I was seeing at the time might be down for it, but I doubted she'd be willing to do it without me there.

Anyways, around the house things were much more laid back. She would walk around in just her nighties (underwear and a tank top), and was much more vocal in bed, which I was thankful for. More than once I masturbated while listening to her moan down the hall, or slipped into my room to get myself off after seeing her walk by in her underwear, her voluptuous breasts barely contained within her shirt. I was smitten, horny almost constantly like a teenager. Where I hit my lowest and realized there was a growing problem was when I began to steal her underwear out of the hamper and use them to get off. Now, I've had my sexual adventures and encounters most people only dream of, but there's something to be said for the quality of a good jack off by yourself, where you can selfishly tend to your own needs. I would lay on my bed, nose in her underwear, or with them wrapped around my cock while I took my time stroking myself, and every time I finished I would cum ropes, covering myself and her panties. Afterwards I'd hide them in the hamper or wash them with my load and leave them behind in the dryer.

I was seeing a girl I worked with at the time, and was rapidly losing interest. If I'm being honest with myself I was only really keeping her around for the hassle-free sex and the possibility of using her to get into my friend's bed again. I brought up the possibility of a foursome with her, lying about having already had a threesome with them, and asked her if she was willing. I knew she wasn't innocent, but I was surprised when she said she had never had one, and was too scared to try. I kept trying to push her into it all night, which culminated in an argument with her asking why I wasn't satisfied just having sex with her, and with me telling her the sex was boring. I fully intended that argument to be the end of our relationship, and I went home frustrated and drunk.

I fell asleep on the couch out in the living room, watching late night TV or some such. I woke up with my friends wife buttoning up my pants, and in the groggy delirium I thought she was undoing them, so I put my hand over hers and pressed it against my cock through my jeans. I mumbled something about it being a good start to my morning, and she just sort of laughed, asking "Long night?" and sat down on the edge of the couch. She was getting ready for work, my friend having already left, and was dressed in a dress skirt (she works in an office), but her top was still unbuttoned and I could see her breasts underneath. She still had her hand on my cock, lightly rubbing it through my pants but not saying a word, and I reached up to tug her shirt down on her arm, exposing her bra a bit. When she didn't stop me I started squeezing her tit through the bra. She closed her eyes and just let me, and we went on like this for a bit, her rubbing me and me groping her, until I couldn't take it anymore and started unzipping my pants. She froze up for a moment, looking at my cock as I slipped it out of my boxers, then she reached her arms behind her and unhooked the bra, taking it and her shirt off.

I wanted to cum the instant she put her warm hands around my cock, but I held out, taking a handful of her breasts in my hands and playing with them again while she slowly worked her hand up and down my cock. She leaned over me, her breasts over my face, and I took one of her nipples into my mouth, licking it, playing with it with my tongue. When she moaned I gave an involuntary pelvic thrust, the tell-tale sign I was about to cum, but she kept working me with her velvet hands. When I came it shot out in frantic bursts but she never lost pace, even as it covered her hand, her belly, her skirt. When she finally stopped her hand was covered in my cum, and like a true lady she wiped it off on my boxers, before excusing herself to the bathroom, leaving me dumbfounded.

I should have felt guilty, me coming into their bedroom appeared to be a one time deal, and not something that was to take place without him there, but knowing that she wanted me back made me feel vindicated somehow. I had felt something when I was inside of her, and it seemed so had she.

I had a text message from the girl I was seeing waiting for me when I went back to my room, making up for the fight from the night before. I was in another world, I didn't even care or need a foursome, and was prepared to drop it, when she told me she would be willing to try it if I was there and we had rules. That night I told my friend that she might be interested, but also her conditions. They had met her before when I had come home with her, and he said he'd run it by his wife, who I hadn't talked to since the handjob.

It took less than a day to get an answer: they were in, so we sat down that night over dinner and all talked it out. The rules were the same as before, though my girlfriend didn't know about our previous trist (though my friend did make a joke about getting new sheets). No kissing, anal, or creampies. My friend didn't know anything about my past bi experiences, which I was thankful for, and luckily neither of them were really interested in watching us go at it. We set the "date" for the coming Saturday, and the remainder of the week things went about as usual.

The night of, the two girls went off to "prep" in the bedroom, leaving me and my friend out in the hall in our boxers. We exchanged a nervous laugh, feeling like gladiators about to go into the pit, and then he got strangely serious with me.

"Are you sure you're comfortable with this?" He asked, and I had to avoid his eyes when I answered. That was probably the first time I felt a twinge of guilt, but it was quickly overcome by more carnal needs.

When the girls yelled they were ready we came into the bedroom. It was nearly pitch black, except for a few candles, but it really set the scene. They were both on the bed next to each other, wearing only their underwear, their breasts out in the open. My girlfriend was small and thin, with bleach blonde dyed hair and a few artsy tattoos dotted around her. Her breasts were smaller, but perky, and she knew how to throw a good fuck. His wife was heavier, with large, wonderful breasts and the slightest bit of a tummy I could tell she was self conscious of.

We paired off almost immediately, walking up to each others spouses. I watched as my girlfriend pulled down the boxers of my friend, nervously taking his cock in her hand, and we made eye contact before she looked away and took his cock into her mouth. It was wrong, but it turned me on. Then I felt the velvet touch of the wife digging into my boxers, and when she took my cock into her mouth I found myself biting my lip. She circled the tip of my cock with her tongue, teasing it, before taking the length as far in as she could. Without thinking I put my hands on the back of her head and guided her along. Beside us, my girlfriend was working his shaft with one hand and sucking on his tip. She seemed to be warming up to him, despite her nervousness. I looked back down at the wife, at her hand sliding down into her underwear, and knew she was ready for some attention of her own.

So with my hands on her shoulders I slid my cock out of her mouth and pushed her back onto the bed, slipping my hands into her underwear and pulling them off. As they slid off her feet she spread her legs, ready for me to mount her. Beside us, my girlfriend was getting down on all fours, her ass up, while my friend peeled her panties off, burying his face in her ass. I started thinking I should return the oral favor to the wife, but as I lowered my head between her legs she grabbed me by the chin and tilted my head up, forcing me to look into her "fuck me" eyes.

The moment I pressed my cock against her pussy lips I could feel how wet she was, practically dripping, and soon as I entered her she let out a lustful moan, gripping the bed sheets as she looked up at me. She hooked her legs around my back, drawing me in as close as she could, and was already at work pumping her hips into my thrusts. I remember grabbed her by her sides, slight love handles, and pumping into her as she threw her head back against the sheets, her entire body shaking with the force of each thrust. As her breasts bounced beneath me I leaned down, taking her right breast into my mouth, sucking on her nipple, and from beside me I saw my girlfriend lean in and do the same as she took it from behind. We locked eyes, in what I later found out was her reaching out to me for comfort while some stranger fucked her, but I was caught up in the heat of the moment, feeling myself about to cum, and in one of my most selfish moments, I looked away. I tried to pull out but, feeling this, the wife held me between her legs, taking each thrust as I came inside of her for the first time.