Hi all. I am relatively new here, and have just been a lurker so far. I've decided to post about my ex wife and how we started off in a hotwife/sharing relationship, but eventually progressed into pretty extreme cuckold situation. Back then, I did not even know what a cuckold was. Anyway, here is the start of my story. I am not sure how many parts or how long it will be.
When I first met Mandy she was in an abusive relationship with a jerk of a guy. At first, we were just casually dating and she was having sex with her soon to be ex and me at the same time. I later learned that they sort of had an open relationship and would regularly bring other girls and guys into the bedroom. I had hooked up with other girls in the past who were dating other guys and I was always kind of turned on by the fact that she was fucking other dudes at the same time. I had been in mostly casual relationships and would always bail before they got too serious. I was no saint, but good enough of a guy not to lead girls on thinking it was a long term "marriage" type of deal. Mandy eventually made a clean break with her boyfriend. I later learned that she only stayed with him as long as she did because of the sex. Apparently he was well hung. We started only dating each other and I was hooked. I could not really help it. Mandy was one of the hottest girls I had ever seen and an absolute animal in bed. As we opened up to each other, I learned that she was pretty wild, and was not ashamed of it. Even at only 23, she definitely had a lot of experience. I thought I had a lot of partners by now, about 30, but she readily admitted that she was around 60 girls and guys, but did not know the exact count. Besides the threesomes with both guys and girls, she once she let a group of guys use her, although she did not remember how many as she was pretty *****. I have always had a thing for "slutty" girls and all of this made her even hotter to me. I loved thinking about all the guys that had fucked my slutty little girl. She also had a nice little collection of sex toys, including some dildos that were fairly large, and had no problem showing and using these with me, well, most of them anyway.
I remember this part vividly. One night while I was at her place in the bedroom waiting for her to come back from the bathroom, I decided I would go into her underwear/toy drawer and grab one of her vibrators to use on her when she came back in. I could not help but notice what appeared to be a large dildo wrapped inside a t-shirt. I pulled it out to examine it and it was huge. It looked as if it was about a foot long and as thick as a beer bottle. I was a little shocked. It was partly because of the size of the toy, but also because Mandy was such a little girl. She was not even 5'2" and could not have weighed much more than 100lbs. I was not sure how to handle it and said fuck it and decided to go with it. I placed it on the bed with the vibrator and when she first came back in she jumped on top of me and did not notice them. Then she saw them and gave it an "oh my god" and looked back at me a little embarrassed. She quickly regained her composure and said "I see you found my big boy, you wanna watch me fuck it?" Before I could say anything she said, "I am gonna need some lube for this" and jumped up to grab some lube from her toy drawer. She lubed the monster up and told me to hold the vibrator on her clit while she started to work it into herself. I watched in amazement as the big head of the dildo parted her lips and slowly made way into her pussy. I ended up taking over and using the dildo and my cock on her in various positions that night. Most the time I was full on fucking her with the toy and could not believe she could take 8-9 inches. I even fucked her ass with the dildo still buried in her pussy. Her pussy was not real tight to begin with, but would always grip my nice sized cock, but by the end of the night her pussy was literally gaping open and even the huge toy was slipping in with ease. This was my first experience with "sloppy seconds", even though it was from a dildo, but the mix of lube and stretching from the dildo made her pussy a sloppy mess around my cock. Also, I could not believe how much she was getting off from this. She was a pretty orgasmic girl already, but the big toy seemed to bring her to another level, not to mention the double penetration.
The toy play became a regular part of our sex life, and I liked the feeling getting "sloppy seconds" after the dildo. It wasn't long before the topic of a threesome came up. This was nothing new to her, but I had never done it. I had come close on two different occasions. Once a friend of mine and I almost doubled a girl, but she backed out at the last minute, and another time I was hooking up with two girls that said they wanted to do it, but one freaked out and could not go through with it when we started to get down to business. We both decided it would be best if we hooked up with a girl the first time. She picked a friend, Sam, she used to work with at the club who I had met a few times and always seemed a little too friendly to me. She was pretty hot too, and kind of the opposite of Mandy, a tall thin blonde with nice perky little boobs, while Mandy on the other hand was a short brunette, with a bit of a bubble butt and nicely enhanced D cups. We repeated this a few times before the topic of bringing another guy into the bedroom came up. She asked if I had anyone in mind, but I was unsure about letting one of my friends fuck my hot little girlfriend. She said she knew a guy, Brad, she used to hook up with and was still friends with, and that he was pretty cool, and we could meet him out at the bar she worked at and just see where it went. We hit it off as the guy seemed pretty cool and not threatening or arrogant, and respectful towards Mandy. After several drinks I gave her the thumbs up and we were off to her place. As soon as we were back at Mandy's place she took charge and quickly started giving the two of us blowjob's, as she was a fairly dominant girl in bed. He had a pretty big cock. It was about the same length as mine, 7 inches or so, but noticeably fatter. I was not long before he had a condom on and was fucking her doggy style while she continued to blow me. At this point we had been together a few months, and I was no longer wearing condoms with her, but we were not about to let someone else go unprotected, just as I had used condoms with Sam. We ended up fucking her repeatedly, taking turns, and doubling up on her, with one in her pussy and one in her ass. It was a little strange at first, watching this girl I was intimate with, fucking and sucking another guys cock, but I learned that I really like sharing her that night, and I really liked watching her get fucked. We were really open to each other and this started the next stage in our relationship.
When I first met Mandy she was in an abusive relationship with a jerk of a guy. At first, we were just casually dating and she was having sex with her soon to be ex and me at the same time. I later learned that they sort of had an open relationship and would regularly bring other girls and guys into the bedroom. I had hooked up with other girls in the past who were dating other guys and I was always kind of turned on by the fact that she was fucking other dudes at the same time. I had been in mostly casual relationships and would always bail before they got too serious. I was no saint, but good enough of a guy not to lead girls on thinking it was a long term "marriage" type of deal. Mandy eventually made a clean break with her boyfriend. I later learned that she only stayed with him as long as she did because of the sex. Apparently he was well hung. We started only dating each other and I was hooked. I could not really help it. Mandy was one of the hottest girls I had ever seen and an absolute animal in bed. As we opened up to each other, I learned that she was pretty wild, and was not ashamed of it. Even at only 23, she definitely had a lot of experience. I thought I had a lot of partners by now, about 30, but she readily admitted that she was around 60 girls and guys, but did not know the exact count. Besides the threesomes with both guys and girls, she once she let a group of guys use her, although she did not remember how many as she was pretty *****. I have always had a thing for "slutty" girls and all of this made her even hotter to me. I loved thinking about all the guys that had fucked my slutty little girl. She also had a nice little collection of sex toys, including some dildos that were fairly large, and had no problem showing and using these with me, well, most of them anyway.
I remember this part vividly. One night while I was at her place in the bedroom waiting for her to come back from the bathroom, I decided I would go into her underwear/toy drawer and grab one of her vibrators to use on her when she came back in. I could not help but notice what appeared to be a large dildo wrapped inside a t-shirt. I pulled it out to examine it and it was huge. It looked as if it was about a foot long and as thick as a beer bottle. I was a little shocked. It was partly because of the size of the toy, but also because Mandy was such a little girl. She was not even 5'2" and could not have weighed much more than 100lbs. I was not sure how to handle it and said fuck it and decided to go with it. I placed it on the bed with the vibrator and when she first came back in she jumped on top of me and did not notice them. Then she saw them and gave it an "oh my god" and looked back at me a little embarrassed. She quickly regained her composure and said "I see you found my big boy, you wanna watch me fuck it?" Before I could say anything she said, "I am gonna need some lube for this" and jumped up to grab some lube from her toy drawer. She lubed the monster up and told me to hold the vibrator on her clit while she started to work it into herself. I watched in amazement as the big head of the dildo parted her lips and slowly made way into her pussy. I ended up taking over and using the dildo and my cock on her in various positions that night. Most the time I was full on fucking her with the toy and could not believe she could take 8-9 inches. I even fucked her ass with the dildo still buried in her pussy. Her pussy was not real tight to begin with, but would always grip my nice sized cock, but by the end of the night her pussy was literally gaping open and even the huge toy was slipping in with ease. This was my first experience with "sloppy seconds", even though it was from a dildo, but the mix of lube and stretching from the dildo made her pussy a sloppy mess around my cock. Also, I could not believe how much she was getting off from this. She was a pretty orgasmic girl already, but the big toy seemed to bring her to another level, not to mention the double penetration.
The toy play became a regular part of our sex life, and I liked the feeling getting "sloppy seconds" after the dildo. It wasn't long before the topic of a threesome came up. This was nothing new to her, but I had never done it. I had come close on two different occasions. Once a friend of mine and I almost doubled a girl, but she backed out at the last minute, and another time I was hooking up with two girls that said they wanted to do it, but one freaked out and could not go through with it when we started to get down to business. We both decided it would be best if we hooked up with a girl the first time. She picked a friend, Sam, she used to work with at the club who I had met a few times and always seemed a little too friendly to me. She was pretty hot too, and kind of the opposite of Mandy, a tall thin blonde with nice perky little boobs, while Mandy on the other hand was a short brunette, with a bit of a bubble butt and nicely enhanced D cups. We repeated this a few times before the topic of bringing another guy into the bedroom came up. She asked if I had anyone in mind, but I was unsure about letting one of my friends fuck my hot little girlfriend. She said she knew a guy, Brad, she used to hook up with and was still friends with, and that he was pretty cool, and we could meet him out at the bar she worked at and just see where it went. We hit it off as the guy seemed pretty cool and not threatening or arrogant, and respectful towards Mandy. After several drinks I gave her the thumbs up and we were off to her place. As soon as we were back at Mandy's place she took charge and quickly started giving the two of us blowjob's, as she was a fairly dominant girl in bed. He had a pretty big cock. It was about the same length as mine, 7 inches or so, but noticeably fatter. I was not long before he had a condom on and was fucking her doggy style while she continued to blow me. At this point we had been together a few months, and I was no longer wearing condoms with her, but we were not about to let someone else go unprotected, just as I had used condoms with Sam. We ended up fucking her repeatedly, taking turns, and doubling up on her, with one in her pussy and one in her ass. It was a little strange at first, watching this girl I was intimate with, fucking and sucking another guys cock, but I learned that I really like sharing her that night, and I really liked watching her get fucked. We were really open to each other and this started the next stage in our relationship.