From Stripper to Sugar Baby

By Annalise

Mar 09, 2017

I’ve been working in clubs since I was of age. The money wasn’t all that but it was better than working part time at a greasy fast food restaurant. Usually I follow the rules and keep a strictly professional relationship with my customers but I gave myself a pass for a few flings every now and then. In all honesty, I went from stripper to Sugar Baby. 

Totally Nude

My first night working in an all nude club I was so nervous I could barely speak. I spent most of the night hiding in the dressing room. I jumped on stage every few minutes just to make myself look busy. Just as I was about to call it a night the manager pulled me aside. 
”You haven’t done any dances tonight. Is everything okay?” he asked.


”Yeah. I’m just a bit shy I guess,” I shrugged.

He looked around and lead me towards this guy in a jersey, “Talk to him.” He pointed at the man sitting down. “He’s very nice, a good friend of mine.” I sat queen of England style and introduced myself.  

He grinned charmingly, “I’m Rich.” I looked at him wide eye with bewilderment and smirked.

“No I meant my name is Rich!” he corrected. We almost died laughing.

VIP Status

After some quirky small talk we were in the VIP.  
”Would you like a line?” he said asked as if it was nothing. I’ve never done drugs, but wanted to play it cool. 


”I would, but there are cameras in here and I have to go home soon.” I said reluctantly.  

I gave him a sharp look for a few seconds.  “I don’t mean to make you uncomfortable,” he said. 

The club was thinning out and the morning steadily approaching. He offered me a ride home just to spend more time with me after the club closed. I agreed to the ride, and headed back stage. 

“Don’t worry, I’m not going to try anything besides getting your number.” He said laughing. I made him pinky swear, the request made him giggle even harder.

“Now I have permission to mace you if you try me,” I whispered.

He smiled at me devilishly and replied, “I’ll be in the black Jag out front.”  

Ride Along

I had never been so excited to get a ride from a stranger before.There was just something so reassuring about him. He knew what he wanted and made it very clear. I felt extremely adored and respected by this handsome stranger.   

We met discreetly a block away from the club. I almost started to rethink my decision when he locked in my address and drove off into the night. We cruised over the bridge with tunes blaring, and vibes flowing. It was a picture perfect moment. By the time we got into my area I was craving a Philly cheese steak sandwich, one of my favorite comfort foods.

Rich decided to pull the car over and get me a Philly cheese on the spot. His chivalry was liberating. Made me wonder exactly how far he was planning on taking this. Especially since he said, “You don’t have to worry about anything with me, boo. I’ve got plans for you.” I couldn’t help but to giggle at his lingo. It wasn’t long before we arrived to my building. I took the liberty of punching my number into his phone.

“So I guess that means we’ll be seeing each other again,” he said with puppy dog eyes. I stayed silent, trying my hardest not to seem too smitten. I was.

There are real gentlemen among us after all. Yes, I know it seems too good to be true. Stay sweet and remember your manners and a prince might drive you home, too.