Quoting: midwesthotcouple
I met Caitlin while she was a senior in high school, and I was in college. I was fairly well known in my home town because of some athletic success that I had, and she had developed a bit of a crush on me before I even knew who she was. We met at a party hosted by one of my friends; before the night was over, I was taking her virginity upstairs in my buddy's parents' bedroom. We started dating exclusively shortly thereafter.
So how did we get into cuckolding/hotwifing, eh? It all started one night after we both had done quite a bit of drinking. We were at a party, laying on a couch, with my arms around her and her hand massaging my dick, underneath my shorts. One of our friends came into the room and passed out (or so I thought) on the couch with his head at her feet. I began to drift in and out of sleep, all the while Caitlin was massaging my dick and balls. I tried to reach my hand down and finger her, but she stopped me by grabbing my fingers and sucking on them. Another friend came into the room, looked at us, said "whoah" and walked out. Later on that night, I ran into that same friend, who gave me a sly wink and said "you guys are crazy". I asked him what he meant. He said, "It's pretty bold of you guys to have a threesome right in the middle of a party!" Needless to say, I was taken aback.
"What do you mean, threesome?," I asked. He said "well, not really a threesome, but it is quite thoughtful of you to let Bryan (the friend who passed out near her feet) finger-bang your girl while she rubbed you off." I couldn't believe what I was hearing. But the strangest thing happened. Rather than get upset, I got excited. Really excited. A whole new set of feelings I had never felt before came rushing through my head and body; a mixture of jealousy, eroticism, lust, anxiety, bliss, and passion - in short, the most electrified I have ever felt.
I found Caitlin in a different room of the party and confronted her with what I knew. She didn't try to deny it; she just blamed it on the alcohol and the fact that we're both kind of adventerous. She was very afraid that I would be mad at her - but that night started a series of conversations that ultimately ended up with our relationship evolving fairly quickly into what it is today. She has been "playing" with other men for the last five years or so. Caitlin went away to college a couple hours away, during which time our "hotwife" relationship really escalated; I mean, she was away at school, with my permission to fuck and suck other guys all she wanted, as long as she asked me about it first. She had some crazy experiences while at college. Threesomes, foursomes, public sex, giving her professor a blowjob during office hours, you name it, she had my blessing to do it and most likely did it! Since we started dating, Caitlin has either sucked off or fucked over 130 guys, and I wish it was double that.
One of my favorite experiences while she was away at college was also, not coincidentally, her sluttiest experience in my opinion. Caitlin really has a thing for baseball players. One night, as I was driving to visit her, she called me to tell me that I better hurry up and get there - she was at a party with a bunch of guys from the baseball team (two or three of whom she'd already fucked), and she wanted to play some more. I told her to go ahead and start, fuck who you want, and I'll be there in a couple of hours. The next two hours in the car went by in a blur. When I arrived at the address she had given me for the party, no joke, the first thing I heard one guy say to his buddy as he was walking out of the party was "What a fucking hot piece of ass that slut is!" Somehow, I just knew they were talking about Caitlin.
I went in the house and called Caitlin's mobile phone. She answered, sounding tired, and said to come upstairs to the master bedroom of the house, and that she was alone. I hurried up the stairs, opened the door to a couple rooms before I found the master bedroom, and then finally I saw her. She was under a blanket in bed, with a very content look on her face.
As I approached her, she took off the sheet that was covering her, and I was amazed at what I saw. Caitlin was COVERED in cum. I have never seen so much cum before in my life. She had cum in her hair, on her face, neck, breasts, stomach, arms, and legs. I spread her legs open to get a better look. Her pussy, normally fairly small and tight, was bright red, swollen, distended, basically looking torn up. Her asshole was gaping - it was obvious she let some guys fuck her ass too. Cum was dripping out of her cunt every time she moved, into a pile of semen on the bed between her legs. I was hard in seconds and quickly jumped on top of her.
To say that I could barely feel her is an understatement. Literally, we were laughing about it, she could grab her pussy lips, spread them apart, and when I stuck my dick in there, all I could feel was cum and air surrounding my dick - I really had to work it around to feel her pussy walls at all. Even without any friction, the mere thought of what she had done put me close to cumming in seconds. I asked her how many guys she had been with. She told me she had stopped counting after ten. Right as she said that, I blew my gigantic load inside her as well. I helped her shower, and took my girl home to her place.