A New Player has Entered the Game – [MF]

This is a prologue to the main story. I’m sure anyone who reads this can figure out where it ends up going.

I’ve written about one of the women in this story before – Kat. You can read about her and our past escapades [here](https://www.reddit.com/r/gonewildstories/comments/56arer/anal_manoeuvres_in_the_dark_how_i_m_fucked_my/)

Times passes, and Kat finds herself completely single. She’s still hot as fuck. She still wears the boots we fucked in to work. We’ve spent a couple of nights together since her divorce proceedings started, but she’s not keen on anything ‘solid’ until that’s out of the way.

The new player in this is Kerry. Kerry started working for our company as a fresh faced 21 year old out of university about 10 years ago. Friendly, outgoing, absolute killer curves. Her low cut tops kept the guys in the office happy. She didn’t stay in the company long, but she still stayed in the social group and kept a strong friendship with Kat. Kat, her and me all have similar tastes in music so we’ll regularly go to gigs together, and that’s where this all started.

Kat was staying with Kerry after the gig, and I went back with them for a few drinks. At this moment, I didn’t have any inkling that this was going to end anywhere sexual – Kat and I weren’t going anywhere…plus I didn’t think she’d fancy fucking in her friend’s flat. There had never been anything between Kerry and myself.

After a couple of drinks, Kerry went off to get ready for bed and we could hear the shower go on in her en-suite. Kat did the same a few minutes later and headed to the main bathroom. I didn’t want to just go whilst both of them were away so I thought I’d wait before I said my farewells.

A few minutes later, Kerry came back in and sat on the couch next to me. She finished her drink, and I can’t remember exactly what she said, but it was along the lines of “I’ve never had anal sex that I enjoyed, but Kat told me what you did to hers”. She stood up and took my hand, I remember being quite shocked and just silently going with it. As we left the room, we passed Kat who just had a smile on her face that made me know this had been some kind of plan between them.

Before I had really got into the room, Kerry had slipped her pyjama shorts off and stepped out of them. She bent over slightly, revealing the end of a black rubber buttplug. I don’t think I’d spoken properly since she lead me out of the sitting room, but we managed some kind of dialogue. She told me she’s only ever had anal twice before, and by the sounds of it both times were with no lube and no proper preparation. It hadn’t really been something she wanted to do until Kat told her what we’d done. I did tell her that the only reason Kat and I could do what we did was because she was (and I deliberately used these words) “a bit of an anal slut”. I told her that we wouldn’t manage the pounding Kat got tonight, but we could certainly try something.

We kissed. As we did so, I pulled her pyjama top up and over her head, freeing her breasts. Kerry had a great body – nice plump breasts and a nice round ass. She was much shorter than me at about 5ft4. Dirty blonde shoulder length hair.

I pushed her back towards the bed until she sat down on it. As she did, I dropped to my knees and pushed her legs apart. I could see that her pussy had been waxed or shaved recently – it was smooth. I moved in as she lay down, I gently ran a finger up her wet lips until I hit the clit and, as I did that, I heard her take a sharp breath. I gently pushed a finger into her, closely listening to her breath again. She was tight, the finger got joined quickly by another which brought out a longer moan from her.

I left the 2 fingers in her, and moved my head into her clit. I started to roll my tongue around it. Her moans amplified. Using my free hand, I lifted one leg over my shoulder, Kerry did the same with the other leg…this gave me access to the buttplug. I took hold of the end of the buttplug and started to rotate it as the same frequency as I licked her clit. She was much louder now, I could feel her pussy start to tighten around my fingers as they slid in and out. I upped the rotation of my tongue and the buttplug, and shortly after she let go with a very loud orgasm.

I stood up, freeing my cock from my jeans as I took them off. I stood stroking it as I looked as her breathing heavily. I asked if she had condoms, but she told me that wasn’t happening yet and instructed me to sit down. I did as I was told and sat on the chair at her vanity desk.

Kerry rolled off the bed and dropped between my legs. She ran fingers around the head of my cock, it was already covered in precum. I could tell from how twitchy my cock was that it didn’t need much teasing. Kerry told me to let her know when I was about to cum. She ran her tongue over the head of my cock before taking it in her mouth. She quickly built a rhythm, working down to about half my length before pulling back up. Regularly she would break to cover my cock in her saliva before going again. Gradually she took more and more of my cock before holding all of it in her mouth and throat. No gagging or choking, but I didn’t want to move just in case. She alternated from the hard sucking, to the full deep throat and all the time covering it in more and more saliva. I started to feel the orgasm coming, and told her. She moved back up to having about half my length in her mouth and continued to suck hard…after a few seconds I came. She stopped sucking and held just the tip inside her mouth, her hand furiously wanking my cock as I felt like I was pouring cum into her mouth. When I finally stopped, she sat back on her knees and swallowed before smiling at me.

I took a couple of minutes to get my composure back, and she headed for the bathroom to wash her face. I followed her in, pressing into her ass as she bent over at the sink. I started to grind, knowing her buttplug would be moving as I did it. Our eyes locked in the mirror as I did so. I reached over into the shower and turned it on, and the bathroom started to get steamy. I pulled her away from the sink and, whilst kissing her, pushed her back into shower. We stood kissing under the hot water for a few minutes, her hands wrapped around my cock, my hands moving between her ass, pussy and breasts.

I turned her around before dropping to my knees. I grabbed the end of the buttplug and started to pull. Kerry started to moan loudly again. I pulled harder, gently twisting until her asshole opened. As it did, I let go of the buttplug and it fell to the floor, I quickly buried my face into her ass, pushing my tongue into the hole before it could close completely. Kerry moaned, screamed and swore at this point. I worked my tongue around, using my hands to hold her round cheeks apart. This went on for about 10 minutes, I would occasionally force a finger into her ass to open it again. I could feel Kerry’s hand working at her own clit.

“It’s time” I said, Kerry jumped out of the shower and grabbed a towel, I followed. As she reached the bed, she pulled a bottle of lube and condoms from her beside drawer. I told her to get on her knees and she did after placing the towel on the bed. I squirted a generous about of lube onto my fingers and I started to push them into her ass, once I had lubed her up, I pulled on a condom and positioned myself behind her. As soon as my cock touched her asshole I felt her tense up, I pushed on to see if she’d relax but I couldn’t feel it happening. I just about got the head in, but I could tell that her moans weren’t comfortable. I pulled out and tried more lube, but again she tensed up. She kept apologising, but I kept reassuring her it was ok. One more try but I knew it wasn’t going to happen. I quickly change condoms and entered her pussy from behind. I went hard on her, her pussy was tight, but was also soaking so I knew she could take it. I pressed my thumb into her ass as I fucked her, she was loud and getting louder. I grabbed her hips, and I joined in with the noise, telling her I was going to cum. I started to pull her back harder, difficult when everything is covered in lube, but after a few moments I exploded again.

We lay on the bed for a few minutes. She was annoyed that she didn’t get anal properly, but I told her it would take time. I got up to clean myself up and I jumped in the shower to wash off. When I came back, Kerry went in after me. This was where my mind turned back to Kat, had she been listening.

As Kerry showered, I pulled my boxer shorts back on and went out. There was a TV on in the sitting room. I could see that Kat’s boots (not the sex boots, just ankle ones) and her jeans were on the chair. I looked slowly round the door.

“Hi” I heard her say. She was wearing a long tshirt and had a blanket half over her. I sat down on the coffee table across from her. I asked her what happened to keeping out secret to ourselves? She said she’d drunkenly told Kerry one night that we’d fucked and, when sober, had spilled more. I asked her if she heard us, she nodded. I asked her if she liked it, she nodded. I asked her if she had orgasmed, she shook her head. I told her she should carry on. She pulled her tshirt up and slipped her hand in her panties, all the time looking at me. I told her I was going to fuck her friend again, I stood up and walked out of the room. I got quite a kick from doing that. I got back into the room as Kerry came out of the bathroom, leaving the door open, I walked over to her and kissed her again.

We had sex again, a bit less intense than before. Kerry rubbed her clit to orgasm as she rode me shortly before I came again.

The next morning, we made breakfast with Kat. Nobody mentioned the previous night until I was about to leave. Kerry got up from the couch to see me out, and I pulled her into a kiss – a long, deep kiss, my tongue rolling over hers. After I finished, I pulled Kat up from the couch and did the same, knowing Kerry was watching.

“Next time, we should all be in the bedroom” I said as I headed out of the room.

To be continued…

Source: reddit.com/r/gonewildstories/comments/6z8d7g/a_new_player_has_entered_the_game_mf