Deja Vu. Fucking my young ex employee [MF]

My sex life in my early 20s was full of finding any woman who would sleep with me. In my 30s it became women who worked with me.

I don’t know if it was being in a position of power. Wearing three piece suits. Aging gracefully. All I know was I was getting older I kept ending up with women in their early to mid 20s for the most part.

This wasn’t a brag. Because often times sleeping with co workers or employees led to more drama than it was worth.

Past stories include:

[Rabbit hole with Mia (married)](https://www.reddit.com/r/gonewildstories/comments/b5au4j/hate_fucking_my_married_employee_on_my_desk_mf/?utm_source=share&utm_medium=ios_app&utm_name=ios_share_flow_optimization&utm_term=control_2)

[Lisa, my married girlfriend ](https://www.reddit.com/r/gonewildstories/comments/bdg68d/comforting_my_pregnant_exgf_by_fucking_her_on_my/?utm_source=share&utm_medium=ios_app&utm_name=ios_share_flow_optimization&utm_term=control_2)

[Crazy employee Zoey](https://www.reddit.com/r/gonewildstories/comments/bo41z7/sticking_dick_into_my_young_crazy_former_employee/?utm_source=share&utm_medium=ios_app&utm_name=ios_share_flow_optimization&utm_term=control_2)

[Elena, employee going through divorce](https://www.reddit.com/r/gonewildstories/comments/bjli01/caught_getting_a_blowjob_mf_public/?utm_source=share&utm_medium=ios_app&utm_name=ios_share_flow_optimization&utm_term=control_2)

So you get the idea.

I had changed jobs. Divorced. Put my past behind me. I was a new company in charge of a small division. It was less prestigious but a ton more money and less stress. I wasn’t going to go higher up in this company but that’s not what I needed. I needed calm.

Penny was a top salesperson that I often left on her own. She needed no supervision and never had issues from her. She was 22 and rather new to her role but her quiet demeanor worked for her. She was Spanish/German decent but most assumed she was Italian.

She had long dark brown hair, deep brown eyes. Very curvy, not fat, but not thin in any way. Her tits were massive and she often flaunted them in a professional way. She wore appropriate work suits and never came off as slutty.

So based on my past stories. Probably not my type.

We worked together for 2 years. During the time I was dealing with Sadie:

[conclusion with Sadie](https://www.reddit.com/r/gonewildstories/comments/bzbr1g/fucking_my_pregnant_friend_mf_cheating/?utm_source=share&utm_medium=ios_app&utm_name=ios_share_flow_optimization&utm_term=control_2)

I was casually dating as well and was going no where with them.

But I didn’t look towards work for any type of romance. I had learned my lesson.

Then came News from high up. Restructuring. I wasn’t going anywhere but half my staff was replaced with newbies for me to train.

Penny was moved and I just was sunk. I had gotten pretty lazy as she was able to carry the weight of the division by herself. To make matters worse we had become friendly and I enjoyed the ease of talking to someone sane during the day when our paths crossed.

The following week after her transferred I got an email from her asking to meet for drinks after work. She had important things to discuss.

I went to a small restaurant near my house. She walked in wearing super tight jeans and a top that revealed almost all her cleavage. I had never seen her dressed down before. It was a classy slutty look. I could tell by looking that while casual, the outfit was expensive attempt to look “cheap”.

Penny loved money and she flashed it with confidence of someone who expected to make more with ease.

Our conversation was easy. Catching up. Asking about co workers. Then she dropped the bomb. She had been recruited and was leaving the company.

She wanted to thank me for all my help. She was also flirty with me. Something I didn’t expect at all. I honestly had never thought of her that way.

We parted the evening with a hug and her saying we needed to do it again.

A week later I invited her to my place. We had dinner, talked about life. It was a good evening. Towards the end we were cuddled watching TV on the couch when she asked if I knew she had a crush on me.

I told her I didn’t have a clue and kissed her. It was gentle and calm. It was like kissing someone who just always belonged in your life.

We didn’t say much as we stripped and things progressed. I finally saw her massive tits, well beyond DD cups. They were beautiful and perky for their size. I sucked on them gently and played with her smooth pussy. She rubbed my cock up and down with her hand and sighed.

We made our way upstairs and fell into bed under the sheet. We made out. We grinded a little bit. Our bodies just exploring each other

I pushed her on her back and kissed her passionately. I felt my cock at her pussy with heat just coming off of it. I slowly pushed in. She was tight. I moved in and out and eased into her.

This sweet innocent girl grabbed my head and kissed me and started grinding herself back to me. Her legs wrapped around me.

We fucked hard for a long time. I’m not sure how I lasted, but I did have to pause from time to time to calm myself.

“Want it from behind?” She asked.

Hell yes.

I got off of her and she put herself on all fours and I slide back in her hot pussy. I grabbed onto her hips and began fucking her in a slow rhythm.

“Fuck me harder!” She demanded.

Damn. Where was the quiet girl I worked with.

She moaned. And pushed her ass back to match my speed. I decided to fuck her as hard as I could. Our bodies slamming into each other.

“Yes, fuck me. Fill me up!”

She was a wild woman and I was just along for the ride.

“Fuck I’m going to cum,” I said between deep breathes. Her pussy was like a vice even when slippery.

“You better not waste a drop and cum in that pussy. Claim it!”

It was so dirty and hot that I pushed in and came as hard as I ever had. My orgasm went longer than ever before with any woman and I didn’t know I could release that much cum.

I finished and fell back. She turned around and smiled. She disappeared for a bit but came back all cleaned up I guessed.

“You aren’t too old for round 2 are you?”

Seriously. And old man joke.

We laid together and kissed a bit. Talked a little and I never got soft.

She turned away from me with her side to me.

She looked back and smiled.

“You want my ass?”

What? No seriously. Sweet quiet girl was gone now. Replaced with someone else.

“Fuck yes” I replied.

“Then take it. Just go slow,” she asked facing forward again.

I put a finger in her ass and felt what I rightfully assumed was lube. She went and lubed up???

I ease in.

“Oh fuck that’s a lot,” she said.

I went soft barely getting an inch or two in. She was insanely tight and I felt the heat of her body.

I couldn’t full go all the way and I wanted to fuck her ass hard.

“Can you take a good ass fucking?” I asked in I hoped a sexy dirty way. Not a creepy way.

“I said take it didn’t I.”

I pulled out and placed her on her stomach and re entered her ass. This time I pushed in half way.

“Oh fuck. Oh fuck!” She almost screamed.

I pulled out almost all the way and then back in. More and more each time. After a couple minutes I was all the way in her.

Even though I had just cum I was super close.

I started to slowly fuck her, not too crazy but not normal slow fucking either like I normall would for anal. She moaned and squirmed.

“Cum in my ass baby. Cum for me,” she moaned.

That’s all it took and I pushed in deep.

“FUCK!” She yelped.

I held her down and came hard for the second time that evening. Both her holes now drowned in my cum.

I pulled out exhausted.

We cleaned up and went back to bed and talked more. We fucked again in the morning. I unloaded in her again. I found later that was her thing. She wanted me to cum in her always. She also had zero issues with anal.

Needless to say we got married.

On our wedding day I had her ass and pussy full of cum before she got to the alter. But that’s another story.

I don’t know if I’ll write more. Seems not as exciting to write stories about my wife. We shall see.

Source: reddit.com/r/gonewildstories/comments/c4xye3/deja_vu_fucking_my_young_ex_employee_mf