My manager walked in on me [MF]

LONG READ!!

So some backstory, about two months ago I started this new job as a waiter at a small family owned Italian restaurant. I mainly took the second job to pay for college but would soon realize it was a much better decision. My manager, we’ll call her Kate, is the definition of a hot MILF. She’s in her mid 30’s about 5’6 with an athletic build, skinny hips but a big juicy ass and perky d tits. As for me I’m white and tall but built with about an 8” cock.

So about two weeks ago I got to work on a Wednesday it wasn’t too busy yet and it seemed like a pretty normal day. About halfway through my shift I had to go to the bathroom so I went in the back and did my business. Right as I’m finishing up I hear someone coming and then the door opens. It’s my manager. Kate looks at me, eyes wide as she realizes what just happened and then looks down at my dick, which I hurriedly tried to pull my boxers up. She steps in the bathroom and closes the door and walks toward me. She grabs my crotch and tells me that I need to stay after close to have a chat with her, and then she left. The rest of my shift I was losing my mind about what was going to happen and she was constantly starring at me.

Closing time rolled around and the restaurant emptied out and everybody began leaving as I was given the task to clean the whole place. After everybody left it was just me and Kate. I was wiping off tables and she calls me over and tells me to come sit. She was sitting at a table in the banquet room. I sit down next to her and immediately her hand is on my knee. The following conversation ensues:

Kate: Do you know how hard it is to work all the time and never have any time to play?

Me: I think so…..

Kate: well I think it’s time to play a little

Me: what do you mean?

As I’m asking that she leans forward and starts kissing me, at the same time taking one of my hands and putting it on her tit. At first I freak out and try to pull away but eventually give in. She’s now sitting on my lap as were making out grinding her ass on my dick and I’m playing with her tits. I grave her ass and pick her up and set her on one of the tables and practically rip her shirt and bra off. I stand there for a minute mesmerized by her amazing tits. She then slides of the table and gets on her knees in front of me. Kate unbuttons and unzips my pants and pull my pants and boxers down releasing my hard cock. She grabs the base with her hand and gently strokes it a few times before licking up the entire shaft and then taking my whole dick in her mouth and throat. She continued sucking more hungrily and aggressively until I thought she was going to suck my soul out through my dick, but just then she stopped and stood up. We kissed again and she smiled and said “Your turn”. I grabbed her and laid her down on the table and pulled her pants off and admired her shaven pink pussy for a minute. Then I slowly started licking up and down her slit, she was already soaking wet. I have her slit one last lick and then sucked her clit hard and I heard her gasp as she grabbed a fistful of my hair. I went to work on her clit alternating between sucking on it and using my tongue as I slowly slipped two fingers in her pussy. I searched for a few minutes until I founder her g-spot and went to town on it while working her clit. Pretty soon her moans turned into screams as she was cumming over and over again.

After she settled down she stood up and leaned over the table and looked over her shoulder saying “I want you to fuck me like a dirty whore and use all my holes” so I did. I started by pounding her tight pussy, it felt so good as it wrapped around my cock and stretched her out. I was pounding her pussy and pulling her hair back so she was more upright to give me access to her nipples. As soon as I touched her nipple she came on my cock and was screaming like a banshee, good thing everybody else had left. I kept going and I felt myself about to cum and she did too. Between moans she managed to say “Cum in me I want you to fill your whores pussy up”. So I did, I came deep in her pussy and slowly pulled out and watched as my cum slowly dropped out and down her leg. But I wasn’t done and was still rock hard. I pushed her back down over the table and and spread her ass cheeks. I slipped my fingers into her pussy and used our juices to lube up her ass.

As I pressed my tip against her ass she gasped and I felt her muscles tighten in anticipation. Slowly she opened up and my tip slipped in, and holy fuck her ass was even tighter than her pussy. “Is this your first time in the ass” I asked her and she nodded. I kept slowly pushing my dick farther and farther in until I was all the way in, I held it there for a few seconds to let Kate get used to it. I grabbed her hair and pulled her back as I slid about halfway out and rammed back into her ass. She half moaned half screamed as I started fucking her ass but soon turned into sexy moans as she liked it more and more. She was begging me to fill her ass with my cum, but I was going to anytime soon I wanted to take my time popping her anal cherry. So I did alternating between long slow strokes and fucking her ass like a mad man, and she loved it begging for more and more.

After thirty minutes of fucking her ass I decided it was time to giver her what she wanted. I started fucking her faster and harder, her moans increasing in intensity. She screamed out “I’m going to cum!” Right as she did her ass tightened even more and I unloaded another huge load into her ass and completely filled her ass. I pulled her hair back so she was vertical and whispered into her ear “You’re my little whore now” and she smiled and said “Yes baby use me and my holes whenever you want”.

Since then we haven’t fucked again but have been sending pics to each other and texting a lot. If this story gets good feedback I’ll post about the second encounter when it happens!

Source: reddit.com/r/gonewildstories/comments/b0qa0r/my_manager_walked_in_on_me_mf

11 comments

  1. Mid thirties…. Tells you to use all her holes… Natural lube worked out ok.. Anal virgin.. Nope!

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