Teddy and Kitten: A Daytime Date [MF] (M36 + F23) [long] [cheating]

For those of you who don’t remember, Teddy and I met on an app, I learned of his marriage, and we began a torrid affair shortly afterwards. There’s a post [here] (https://www.reddit.com/r/gonewildstories/comments/6oz8g7/teddy_and_kitten_the_first_date_mf_m36_f23_long/) about our first date.

It’s been a little over four months since Teddy and I started talking. A whole summer of growing emotionally close while having to keep the physical side at bay, because of obvious reasons. I had already accidentally, albeit drunkenly, told him I was falling in love with him. A few days later, while separately but equally as shitcanned, he admitted the same. We called it “scary good and scary bad.”

In September, I moved back into the city for school, and suddenly a whole new world opened up. We no longer had to sneak around suburban bars and breathlessly handle each other in the backseat of a car. We could go on dates. Actual, legitimate dates. We often got breakfast, before he had to run to work and I had to bounce between classes. It was wonderful, just existing together in the city like a normal couple. What struck both of us was how natural and comfortable it felt. It had gone beyond just “an affair.”

He slipped away on a Sunday for me, under the pretext of getting work done at the office before he left for a long trip. He was leaving me for three weeks to go abroad with his wife, and though I knew he would have pocket-wifi, we both knew we needed physical intimacy before he left. We went for a long walk to get breakfast, and ended up in a park for a bit, just sitting and talking about everything and nothing. I had kicked all of my roommates out of my dorm, and after breakfast we arrived back to my bed and collapsed on each other. I had been up late with friends, drinking a little too much, and very much needed a nap on his chest. But that’s not what he wanted. He needed to use me, for once.

It started innocently, kissing, slow caresses up and down my torso. He had started growing his beard out for me, and it tickled my neck in just the right way and made my entire side go numb. I loved it. Gentle kisses turned more insistent; he carefully but urgently took all of my clothes off, taking his time to admire what was rightfully his. His hands found my breasts and he bit them and kissed them and squeezed them hard, moaning quietly all the while. He stripped down to nothing and climbed on top of me, pinning my wrists above my head and looking straight into my eyes. I could see the shift happening, from loving to animal. He slapped me, and kissed me furiously. My back arched as his tongue found the sweetest corners of my mouth and I started breathing harder, needing his hands on me, in me, all over.

He sat back on his heels, between my legs, and spread my pussy lips to see how wet I’d gotten. Slowly, he fingered my slit, sliding a few fingers inside to see how I squirmed – and oh, how I squirmed. If I was in a more dominant mood I would have pulled him on top of me and flipped him over onto his back, but today, I waited to be told what to do. He murmured something about how sloppy wet I was getting, before leaning forward to kiss me hard, again. My hands tangled through his hair and pulled his bearded mouth into my neck to bite me again and again as he teased me with his cock. Back and forth, never quite putting it into me, always pulling away at the last second. He looked down at me, waiting for me to beg. He teased me for ten minutes before I couldn’t take it anymore. I begged like I’d never begged him before.

He fucked me hard, my ankles on his shoulders and his cock deep inside of me, until he came, growling and frankly shocked at how quick I’d made him cum. He breathed heavily into my neck and told me that he loved me as he sort of came again, this time harder. He filled me up even more, and sat back on his heels, spreading my lips and watching it drip out. He smirked, pleased, and asked to take a picture of it.

He laid on top of me, holding my face in his hands and kissing me lightly, all over, never once getting soft. I whispered “You’re going to fuck me again, right? Because I’m not done.” He purred, and slid into me again. This time my moans were more insistent, my breath more shallow – I was being greedy, and I wanted more of his cum. He slapped me again, and bit my collar bones hard. I grabbed his face and held it in front of mine, staring straight into the eyes of this beautiful, perfect, married man that I now knew how to control. I kissed him hard, and felt him buck against my thighs and groan into my mouth as he came a second time. I giggled, giddy at the unspoken and unthinkable fact that I had pleased him more in half an hour than his wife had in three weeks.

We collapsed again, together. We re-hydrated, talked some more about nothing and everything, and I settled down into his furry chest. He kissed the top of my head, and folded his arms around me in the biggest Dad hug a girl could want. I think I fell asleep, because the next thing I knew, I was on my stomach, my ass being handled like a piece of prized meat. He spanked me a few times, hard, leaving ever-reddening handprints. He spread my legs apart and slid four fingers into my dripping pussy, and proceeded to do God’s work, because for the first time in probably two years, I came from being with another person. I got off on the sounds that were slipping out of my mouth, the breathless and ragged moaning that ended in a leg-shaking orgasm. He gave me a few seconds before tentatively fingering my asshole, relishing the feeling of the tightness he hadn’t been allowed to feel for eight years. I wanted him to take my ass, but there wasn’t time. He had to be back to her soon. He spanked me again, and ordered me on top of him for the third round. I smiled a small, conspiratorial smile. Three times? I’m going to ruin this man.

He pulled my hips into his, allowing me to ride him but with extra thrusts from below. His mouth found one of my breasts and he sucked and licked and groaned as I rode him, not hard or fast, but consistent. I like being on top. Watching his eyes glaze over as he got closer and closer, focusing on the way his moans got grumblier, growlier, until he exploded into me for a third time, wide eyed in disbelief that I had done the almost impossible and made him cum three times in an hour. But, we’d pushed it for timing. He had to leave quickly and quietly to get home and host a football watching party, with her.

We have plans when he comes back from abroad to spend a weekend together while she’s away for work. More on this story, as it develops.

Source: reddit.com/r/gonewildstories/comments/72abk2/teddy_and_kitten_a_daytime_date_mf_m36_f23_long

5 comments

  1. Wow!! I am happy to see you two really happy! It is a really sweet and loving story and even way sexier that he is MARRIED! I am shocked he didn’t use protection though since I don’t know how he will take a little surprise if you know what I mean. He might have had a vasectomy though. I can’t wait until your next recap!

    I am wondering if there is a little exaggerating though, what man cums 3 times in an hour without getting soft?!

  2. People cheat for many reasons. Look at the most recent post from u/petitedametyran who explains why she does it. I would like to hear “Teddy” s reason for why he cheats. Can we get his side?

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