That time I won a prize [MF]

I’ve had a few fairly long term relationships, most with a generally decent sexual component. Just after the break-up with a long term post high school gf (and after an almost unbroken 7 month dry spell that had been preceded by almost daily sexual activity) I was approached by someone in a college class I had. Melissa, physically, was the polar opposite of my ex, with D-cup breasts and a decent ass. She was a little chubby, but that didn’t bother me, as, when in college, I wasn’t the most outgoing person, and the combination of the dry spell and the fact that she approached me led to a frankly not great in any way relationship.

Anyway, the sex was…fairly vanilla, as I was (and presumably still am) more experimental than her and willing to try new things, both in and out of bed. The “kinkiest” thing she would do is ask me to rent some porn from the local video store for us to watch together (damn I’m old). And she would get invested in the story.

Wild sex with my ex-wife [MF]

My ex-wife and I had a lot of problems, but none of them were in the bedroom.

First, the usual descriptions. My ex is a natural redhead, who, throughout our time together, weighed about 100-110 lbs, and has B to small C cup tits and a decent ass. I’m a little heavier than average, with an average sized cock. We usually had pretty intense sex, often lasting 1-1 1/2 hours with multiple orgasms for her. Since I am both a gentleman and a pervert, my bedroom rule is if it feels good, do it. She often got nervous trying new things, but once she got over her initial nervousness, there was very little she didn’t like. This one has all of the fun that happened on my birthday one year…

I jokingly asked her what my present was this year. The answer I received was “Anything you want.”

“Anything? Really?”

“Yes,” she replied, “anything. I’m up for anything, and I want to be filthy. But I want you to wait until your birthday for us to do anything sexual…”

More anal with my ex [MF]

My ex-wife and I had a lot of problems, but none of them were in the bedroom.

First, the usual descriptions. My ex is a natural redhead, who, throughout our time together, weighed about 100-110 lbs, and has B to small C cup tits and a decent ass. I’m a little heavier than average, with an average sized cock. We usually had pretty intense sex, often lasting 1-1 1/2 hours with multiple orgasms for her. Since I am both a gentleman and a pervert, my bedroom rule is if it feels good, do it. She often got nervous trying new things, but once she got over her initial nervousness, there was very little she didn’t like. This one is about the positions we tried during anal sex, among other things.

After our first successful anal, we were like kids with a new toy. We’d talked about what we’d like to do, and basically…we decided to try everything for at least a few minutes. So, think of this as a position guide of sorts, but hopefully way hotter…

First anal with my ex [MF]

My ex-wife and I had a lot of problems, but none of them were in the bedroom.

First, the usual descriptions. My ex is a natural redhead, who, throughout our time together, weighed about 100-110 lbs, and has B to small C cup tits and a decent ass. I’m a little heavier than average, with an average sized cock. We usually had pretty intense sex, often lasting 1-1 1/2 hours with multiple orgasms for her. Since I am both a gentleman and a pervert, my bedroom rule is if it feels good, do it. She often got nervous trying new things, but once she got over her initial nervousness, there was very little she didn’t like. This is about the first time we tried anal sex, which became our favorite thing for a straight week.

Due to several reasons I won’t go into, my ex had to have surgery which forbade us from having any kind of vaginal intercourse for about a month. My ex, being extremely horny, did not take this well, and decided it was time she give into my desires of “more than just a tongue or finger (and she loved a tongue or a finger, but was nervous going further).” She was determined to be penetrated during the month, and I was only too happy to be the one to do it.

Ex-Wife Stories 3: A Little Fun [MF]

One night, I asked the ex if she wanted to have a little fun. She smiled and said, “Sure.”

“Are you going to be my little slut tonight?,” I asked her. “We’re going to do some more things, so go with it, OK? And remember your safe word.” She just smiled as I walked in the bedroom, closing the door. I had already put on something she liked (a pair of satiny boxers she had bought me), and a robe. I sat back down and told her to go put on something slutty. Without a word, she went into the bedroom and closed the door. She knew how much I liked surprises, and how the anticipation killed me.

Ex-wife stories 2: Things Get Dirtier. [MF]

Since you guys enjoyed my previous ex-wife story, I figured I’d continue with another one. After the first story, where she lost some of her inhibitions, we got dirtier. Since I knew she was into certain things, I was able to indulge in some things I’d always wanted to try. She surprised me with some ideas of her own…

We continued to fool around in much the same way as we had been, with a little more of me being in charge. She began to open up a little and surprised me with a costume one night. She and I had gone to one of those porn superstores a week or so earlier and bought her the costume. Since she was the one wearing it, I let her pick, but made it clear that when she wore it, I would treat her “in character” the whole night. She ended up picking out a fifties style costume with a blue poodle skirt, tight white half shirt and a small pink neck scarf. I told her it would be up to her when she wore it, but we would have a fun time when she did.

Ex-wife stories 1: Can’t believe this worked. [MF]

My ex-wife and I had a lot of problems, but none of them were in the bedroom. As best as I can remember, I’ll start with the story of how I got her to lose some inhibitions…

First, the usual descriptions. My ex is a natural redhead, who, throughout our time together, weighed about 100-110 lbs, and has B to small C cup tits and a decent ass. I’m a little heavier than average, with an average sized cock. We usually had pretty intense sex, often lasting 1-1 1/2 hours with multiple orgasms for her. Since I am both a gentleman and a pervert, my bedroom rule is if it feels good, do it. She often got nervous trying new things, but once she got over her initial nervousness, there was very little she didn’t like. One night we decided to try something different, to attempt to remove some of her inhibitions (again, apologies if I forget something or it seems out of sync, this was 3-5 years ago).