I was an inconsiderate asshole towards a frumpy recent-ex-wife and got lucky.

My friend Steve is a functional alcoholic with a few close friends. On weekends if I don't have plans I join him and his friend Mara for a beer or two. Mara is married to a professional scuba diver who's usually gone for long periods of time, so she's always around.

Mara is a nice girl with soft brown eyes and always a slight smile. She is a sweet girl with genuine intentions and her husband always in mind. When we hang out, we usually skype with her husband who's usually in some off-shore hellhole. There's a running joke where I pretend Mara's real name is Maranditha, and I'm generally a punk towards her.

Last night Steve called me up and mentioned that Mara is coming over for some board games and booze, so I said right away that I'd join them. Steve mentioned that Mara's sister, Kayla, was coming over too. That's weird, I thought – I didn't know Mara had a sister.

I had a good mood when I went over to Steve's place, and said hi to them, making sure to say Maranditha to Mara's face. She introduced me to Kayla, using, and I quote "and this is that asshole who pretends not to know my name" as the first greeting.

Okay, I can deal with this, I thought to myself. I told Kayla "I like to mess around – it's a long-standing joke we over-use". Kayla was about 5'10 with a distracting, frumpy, thick neck like her sister, but a beautiful smile, thin waist, long strong legs meeting a pair of wide hips, and bright green eyes that seemed sincere, and just hot enough to make you want to face-fuck.

We enjoyed our night, and played Cards Against Humanity. Mara had already put me in a goofy mood so I was kind of dicking around, and made a reference towards Kayla's marital status. Big mistake. Everyone quickly made it clear that Kayla was technically married but in the process of a legal divorce, and that it was a sore subject. I tried hard to laugh it off and act unphased as usual, but I couldn't help feeling the awkward.

The alcohol eventually caught up to me, and drunken-me decided that this topic was a "great" one to use at parties. I made a joke about Kayla being an ex-wife, and event told to the whole party that "a good looking girl like her would never lose her husband, so long as she lets him fuck her in the ass". The phrase makes me cringe even now.

Long story cut short, Kayla was more patient and open-minded than my friends were, and she seemed to like my sense of humor. It was time to leave, Steve called her and Mara a taxi, and as they left… Kayla asked me, face to face, if there's any good pizza around. I said "yeah, sure, I know a place" and made sure to speak to the room when I said "I'm pretty hungry too, how about we split one and I'll grab you a taxi afterwards?" No one else was interested in coming with – perfect. We walked to a nearby place and sat outside under a heater and I drunkenly devoured pizza while she giggled and ate like a woman.

I found out she was a couple years older than me, and has been with the same guy for a few years, but she knew for sure it was over. I started to feel more and more attracted to her.

Eventually, and very much with hesitation, I offered to have her over. I said "I don't find it intimidating – I would honestly love to have you over for the night, no obligations" and she lit up. She said she doesn't have any belongings, but as long as I don't mind her getting comfortable, she would love to have some human interaction.

I found that a bit strange, but didn't want to get into it and ruin my chances. Instead, we just went to my house. I gave her a clean towel and a pair of my boxers to wear. She paused when I handed them to her, and she said "….please, come with me?" and who the fuck would say no to that?

My shower doesn't have a door, so this bit wasn't particularly sexy, but we stood naked face to face and giggled, shifting around awkwardly under the shower head for 10 minutes, and she even let me wash her breasts. What a fantastic feeling – so warm, perky, and soft. They stood at attention for me like nothing I've had before. We quickly got out, giggling in our state, but I was slowly sobering up. I got in bed with a massive erection and waited for her to make a move.

She took her time in the bathroom, but eventually came out, walked next to the bed, and quietly stripped the boxers off, letting them fall to the floor, before climbing under the covers. Seconds later a tiny, warm hand grasped my erect cock and squeezed forcefully. She said to me "I got tired of letting him have it. From now on, I'm going to take a cock in whatever hole I want, whenever I want." I pounced on her and kissed her aggressively.

She was touching and pulling on my dick all the time while moaning into my mouth. I could feel my hard member leaking precum all over her lower stomach and vulva, and some of it was getting on myself. "Turn over" I told her, and she laid flat on her stomach. I forced my dick into her snatch and fucked her this way, with my both of my hands on her head, my lips on her ear, my fingers in her mouth, and me bouncing on and off of her butt for what seems now like a very short time. "I'm going to fill you up" I growled in her ear, and she bit down on my finger and nodded hard "YES". I reached under her and squeezed her right nipple, and when she flinched I whispered "good girl" and fucked harder and harder and harder, before my tipsy self finally managed to achieve orgasm and unload my cream into her.

I pulled out and, quite literally, laid next to her and fell asleep within 20 seconds. And by then, she was out, too.

Source: reddit.com/r/gonewildstories/comments/3trl34/i_was_an_inconsiderate_asshole_towards_a_frumpy