Boss’s Assistant

My boss has had this younger assistant for two years now. She’s a skinny thigh body with long blond hair. Very beautiful and very outgoing. She always wears a dress to work too. Never do I see pantie lines so I assume she’s wearing a thong every day.

This happened back in February. It was just her and I in the office late night. I was finishing up some stuff and she was just organizing some stuff. She came to my desk to talk to me. Out of the blue she asks if I was married. I told years ago I was. She said great because I need dick and I don’t like guys my age for random hook ups. I was lost for words.

Eventually I said I’m quite a bit older then you and she said I know and I prefer that. She walks up to me and starts undoing my belt and my pants. Eventually she’s grabbing the waistband of my underwear to pull them down. As she’s pulling my briefs down to see what’s in them, my hairy dick flops out. I wasn’t hard yet but she immediately noticed I was thick and very hairy. As she’s going down she said she loves older tighty whities wearing guys with thick dicks. My dick got hard as soon as she put her mouth in it.

Only a few minutes later I shot my load in her mouth. She swallowed it all. As I’m pulling my underwear and pants back up she asked if I was willing to shave all my pubes off. She prefers a bald cock. So that night on the way home I stopped at Walmart to get some shaving supplies and magnum condoms. First time I bought condoms in like 20 years.

So come the next day I’m at work, at my desk bald as could be in my tighty whities. Was my first time shaving. It felt weird but felt sexy too. So after everyone else left the office it was just her and myself there. I reached in my coat pocket and put the condom I had in there in my pants pocket.

She was in the back office organizing stuff still so I went back there to see if she needed help. And that instantly sparked a blowjob. I was leaning against the desk with my pants and underwear around my ankles and she was admiring a d telling me how much better it looked shaved bald. I shaved all my pubic hair off. She tossed my thick dick in her mouth and sucked it. Minutes late I told her to reach in my left pants pocket. She pulled out the condom and said you want to fuck me I bet. Not even hesitating she put the condom on my dick.

She stood up. Bend over the desk and told me to pull her dress up. I was greeted by a black thong that was so perfectly in between her cheeks and fit her body so well. I just pulled it to the side. Knelt down and licked her tight hairless pussy. Then I slowly worked my dick in. She moaned like crazy because I was so thick. She has had a thick dick ever. I’m fucking her good and she’s loving it. Then I feel the urge to cum. So in the moment I pulled out, pulled the condom off and shot my load all over her butt and thong. It was a huge load.

Here’s the great part about this story. She’s a 20 year old college student and her dad is my boss. He runs the company. That is his daughter I fucked on his desk in his office. He has no clue I’ve been fucking his daughter all year.

Now days she co es to my house to get dick a few nights a week. Typically after she goes to the gym. So typically I’ll give myself a fresh shave the nights before she comes over so she can enjoy this 50 year old thick dick.

For reference I’m nothing special in my pants. I’m a hair under 6 inches but I got almost 6 inches girth. I am circumcised and I got low hangers.

Reminds me, I need to buy more condoms today. I only got one at home! I wear magnums. Yes she’s on birth control but I always wear a condom with her