My Mom’s Boss

The first time I hooked up with my mom’s boss was the past Halloween.

Really an unexpected hookup. It was not planned at all. I went to drop something off to my mom where she works and I happened to talk to her boss who my mom is friends with.

For whatever reason I happened to check my hookup app and saw a guy within feet away. I thought no way but I messaged. Sure enough it was him. So I told him who I was.

He told me to sneak back in and come straight to his office. He’d be in there. There in his office I gave him a bj. He has really nice dick in his pants. After swallowing his load and licking his dick all clean he pulled his tighty whities back up then his pants.

As he’s telling me he’s super discreet I told him your secret is safe. But I told him I want to suck your dick more.

The next day he asked if I bottom. I told him yes and he asked if I could take him. He came over to my apartment and fucked me. It was my first time letting an older guy fuck me and it was some of the best sex I’ve had. He came in the condom and laid there in the bed for a few minutes as his dick went soft

As he dressed he said he’d like to make this an ongoing thing.

Since then I’ve given him a lot of bjs. He really loves bjs. He’s fucked me 3 times so far and I really enjoy bottoming for him. Currently we are talking about going bare. I think it would be hot for him to cum in my butt

That's Juicy! 37
Remove It! 2

# 77329 - by Aiden / March 4, 2025

by Anonymous on Mar 5, 2025 at 8:48 AM

I didn't have to ask my mom's boss to give her a raise he just did because he likes me so much. I had sex with him and it was my first time back when I was 15.
I felt different than my friends growing up and kind of thought about being with another boy but was scared to act on it. When I was helping him on a Saturday counting stock items things just happened and he had sex with me. Everything was new and great, bottoming curled my toes and all of a sudden after only three times I asked if I could suck him.....I really love feeling him inside me in any way and it's been three years since our first time.

(4) (1)

by Anonymous on Mar 9, 2025 at 8:51 AM

I had a manager at one job thru no fault of his own had to put me on a PIP, it was all me for sure and I finally realized how bad I was and probably would have fired me if I was him. Anyways, I had sucked a lot in my teens and college, thought why not try giving him something as a thank you until I was off the PIP. He was in his forties, divorced and slightly overweight and balding, I had heard him joke about lack of women in his life before so I asked him while it was just the two of us around if he wanted to come over to my place and watch a game. He told me he was not really into sports so figuring I had nothing to lose I leaned over and whispered that was code for I will suck your cock until your balls are empty. You should have seen his face then he just said What time? He laid back on the couch while I gave him three orgasms I think that first time, all in row constantly sucking on him. I told him I needed a break and some water before doing it more and he just looked at me and said More!? Really?! took like a half hour break watched the game then went back at it giving him two more. I sucked his cock for several months just about every weekend and was off the PIP in no time thru actually improving my performance proving it out with HR. We were talking a few days after I was off it and I asked him if he was coming by this weekend to watch the game, there was no game on at all, I just wanted to suck his cock again.

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Comments

by Anonymous on Mar 4, 2025 at 1:17 PM

Old gay men are the best. Enjoy yourself young man.

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by Anonymous on Mar 4, 2025 at 2:02 PM

what app did you use?

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by Anonymous on Mar 4, 2025 at 2:20 PM

Be careful letting him
hit it bare! How would you explain to your mom that you are pregnant with her boss's butt baby? Pause for a moment and think about that.

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by Anonymous on Mar 4, 2025 at 6:50 PM

I used ChristianMingle. There are a lot of hot fundamentalist Christian gay guys out there.

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by Anonymous on Mar 4, 2025 at 9:33 PM

Get a raise for your mom at least, don't demand but ask if he could do something about that.

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by Anonymous on Mar 4, 2025 at 11:13 PM

You have to let him face-fuck you and you have to swallow every drop, if you want him to give your mom a raise.

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