My Sugar Baby Experience

By besseypover

68.6K 926 258

Have you wondered what it like in the life of a sugar baby is like? Maybe you don't know what sugaring is. Th... More

How I got into sugaring,
Taking things to the 'next step'
Taking things to the 'next step' PT. 2
Make or Break.
New Daddy?
The Game

Diving head first into the sugar bowl.

11.9K 151 66
By besseypover

Quick note: Please no hate. To me or anyone who might comment. I am telling MY story only to those who want to hear it. I am not here to listen to people telling me what I am doing is wrong or how I can "get out of it". It's a lifestyle choice I have made for myself.


I met Dylan at the Perch Restaurant, it had to be the nicest place I have ever been too. 

I met  Dylan right outside the restaurant, he was extremely well-dressed, usually when I see him he's in a nice tshirt and nice pants. Normal bar wear.

This night he wore black dress pants and a navy blue button down long sleeve. Something about a well dressed man makes him super attractive and I now have seen him in a different way.

I am only 5'5 and Dylan had to be well over 6'0. 

He was 37 almost double my age. But he looked very well for his age, he didn't look to even be in his 30's. 

He knew the owner pretty well I'm guessing because we didn't even have to wait for a table and there were people waiting outside to be seated.

As we sat down he smiled at me,

"I'm glad you wanted to talk more about this, and if you're not interested then I hope it doesn't make you rethink babysitting Jamie."

He ordered a fancy sounding drink and I just got water. 

"You look nice." I told him after the waiter had left our table.

He said the same and he talked about his job and what he did.

*Quick note: I'm not going to mention Dylan's job since I want to keep his identity a secret.

After we ordered our food I decided to be the one to bring up the sugar baby arrangement. 

He laughed when I brought it up and whispered 'sugar baby'.

"It is a sugar arrangement, but I don't expect you to call me 'daddy' or to call you ' baby'."

He went on to explain it all, how he'd open me a new bank account just for him to transfer money into it. And that he'd give me $1000 like he had said the night before.

"When I was looking online-" I never got to finish that sentence.

"Don't think all arrangements are the same. That's why we're having this dinner." He continued to give his 'rules'; No other sugar daddies, we only go out in public together when we're away from our area, I don't tell ANYONE not even my bestfriend and especially not Sarah. 

He had no rules about the money, I couldn't do whatever I wanted with it. Save it, blow it all away, even give it away if I wanted. He didn't care.

I asked him about the sexual aspect, if there even was one.

And of course it was put on hold while our food was brought to us. 

And can I just say, this place has the BEST Chicken Supreme ever!!

I about melted when I tasted my food. 

He took a couple bites then went back to talking.

"I don't expect sex from you, Emma." I nodded to him. I WAS uncomfortable when it came to sex. I had only been with one guy prior and wasn't sure how to react if he were to want it as apart of the deal, I wasn't comfortable having sex for money either!

"But.." He added before taking a drink.

"If that does happen, and YOU want it. I wouldn't object."

I remember the feeling of how hot my face got when he said that, the look on his face, the way his eyes burned into my face. I could only imagine how red my face was.

It all felt so unreal, like it was fake. And some of you reading this may think it is. This stuff doesn't always just happen in real life. 

But as unreal as it was, it was so thrilling, so exciting!

I agreed to the terms he had laid out there. I didn't bring up the sex again after that, since I was unsure of what would happen.

 We finished eating and he called over for the check. 

An older man in a nice suit brought it over to us.

"Dylan, nice to see you again." He said as Dylan got up and shook his hand. 

He gestured to me,

"This is Emma." I stood up and shook the mans hands. 

I was still so nervous.

Maybe because everyone in this restaurant was so well dressed and so fancy. I felt almost out of place. 

And even being dressed in the nicest outfit I had everyone looked at me, like they knew I didn't belong here. 

The man spoke again like he could read my mind, 

"Well, Dylan. You need to take this girl shopping, show her the lavish lifestyle." 

It's almost like this is his place to bring his girls he has these arrangements with.

It almost offended me also how the man low key burned my clothes.

"Of course, Fred. I will back shortly." They said their goodbyes.

Dylan lead me out with his hand on the middle on my back. 

It was crazy how calm I was, sure I was nervous but I wasn't scared or uncomfortable with Dylan.

I kept that thought in my head though "he is married"!

"Leaving so early?" He said as we approached my car.

"Did you have something else in mind?"

He gestured his head to follow him. I did so and we walked up the street.

We stood on the sidewalk for 2 minutes talking before a sliver Mercedes pulled up. 

I knew Dylan and Sarah had money, but until now I didn't know he had this much money. He has a super nice car, with a driver! I have a beat down car that hardly runs.

We drove to a store I never even heard of before and he pulled out his phone and texted someone.

"What're we doing?" I was confused, the store looked run down on the outside like nobody has touched it in years.

"Okay, we're good to go." 

We got out of the car and a man greeted us at the door. 

Once I walked in, this store looked beautiful. It must only be known to super wealthy people because the outside doesn't attract many people.

We brought me 2 dresses to wear when we go to dinner and 2 ay time outfits I can wear when we're together. 

I wouldn't be able to afford ONE of the dresses with 2 paydays of what I get from Dylan and Sarah.

Dylan took me back to my car, before I got out of his car he handed me an envelope and kissed my cheek and told me goodnight. When I got into my car I opened the envelope and I got my first $1000. I sat there in shock for maybe 5 minutes then I drove home.

I was so tired, just wanted to shower and sleep. But I just had to put on one of the dresses and look at myself in the nicest thing I have ever had before.

I tiptoed though my apartment trying not to wake up my two roommates. And went to my room and dug into my bags to pull out the black sparkly dress. I was so long and shiny and pretty. 

I put it on and just looked at myself. 

It might seem weird to just look at myself in the mirror.

But I have NEVER worn anything so nice before. I was a long dress, went to my feet, had a slit in the left leg, was skin tight and showed my curves PERFECTLY! It was strapless and showed just a little bit of cleavage. 

I made the mistake of not locking my door and my roommates walked in..

As I was starring at myself. 

"Woah!" They both said in unison. 

They both ran to me and was touching the dress and was looking at the two bags on my bed.  

"Where did you get all this from?"

I was trying so hard to think of an excuse. I can't tell them the truth, but how else would I have gotten these things.

"Do you have a rich boyfriend?" I agreed so quickly. That seemed good enough for me.

We talked a little bit more and I told them about my 'boyfriend'. 

I hardly slept that night I was so happy. I never knew I would be doing something like this but I knew I'd like it.

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I'm going to keep posting as I write them.

I hope you guys enjoy my story:)


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