Babysitter Turned Sugar Baby Ch. 03

I had arrived at Mr. Connell's house wearing an outfit he had purchased and told me to wear; a tight pencil skirt and a white, see-through top with black lingerie underneath, with black stilettos. I felt so slutty and sexy, and I had no idea what Sir had planned for our date.

When I got to his home, I saw another car in the drive. It seemed a bit odd, but Mr. Connell had other staff. However the car was nice, like super nice. A shiny silver Maserati. I entered through the front door "Honey, I'm here!" I said. Mr. Connell called out that he was in the living room. I went in there, excited for a surprise from him and for our date, and stopped in the doorway. Another man was there! I had never been with two men before ever! Mr. Connell was the only man I had ever had, in fact!

Vanessa, this is Mr. Thomasen. He is my personal lawyer.

"Okay... hello, Mr. Thomasen," I said, unsure.

Mr. Connell had a strange look on his face, a combination of desire and lust. "I have decided that our... arrangement... needs a contract. That way we both get what we want, both feel satisfied, and we can have clear terms. Mr. Thomasen is here to write the contract and to notarize it for us."

"Oh," I responded, feeling more confident, "Yes, that sounds like a smart idea."

"I'm glad you think so. So James," said Mr. Connell to Mr. Thomasen, "let's go through the contract for Vanessa here?"

James nodded and grabbed the text.

First, Sugar Baby (SB) agrees to once a week dates with Sugar Daddy (SD). SD agrees that these shall be actual dates outside of the home, however SB agress to sex at the end of the date.

Second, SB gives SD all access to her body at all times, to do whatever he wants whenever he wants. This primarily includes sexual organs, as well as the rest of her body. SB is required to have sexual relations with anyone SD tells her to. This may include one person or many at a time. In addition, SB can be gifted to rented out by SD to whomever he chooses. In In that case, the renter becomes fo proxy SD, and the rules outlined in this contract transfer to that person. SD can rescind or change parameters for those SD, however, on what SB can do with these proxies. However, SD is not permitted to force SB to get any body modifications (including piercings, tattoos, etc.), nor is he allowed to ban those chosen by SB.

SD may share photos and videos and images of SB in any position to anyone be wishes. However, those images shall not be put online, and shall be kept encrypted.

This contract can be amended given agreement by both parties, and either party can terminate the relationship at any time. The monthly and weekly stipend must be paid, however it can be increased at the discretion of SD for good behavior by SB.

Mr. Thomasen finished reading and looked expectantly at Mr. Connell. "This sounds great James. Vanessa, do you agree?" I agreed, as Mr. Connell and I had basically agreed to the same parameters on our first encounter. I signed, then Mr. Connell did.

"Now, Vanessa, Mr. Thomasen did a lot of work on this. I think you should thank him."

I was so nervous, and Mr. Connell could tell. His face softened. "Now, my sweet one, Mr. Thomasen has been so helpful. How about you stand up and take those clothes off? Besides," at this he got a devilish look on his face "it's in your contract."

I stood up and began to take my clothes off. Mr. Connell stood up behind me, point out my body. "See what I mean James? Look at these full, large tits." he said, pulling up my heaving breast before letting it drop. He turned me around and gingerly touched my round ass, before giving me a quick spank to make it jiggle "and this fantastic ass too," and swiftly bending me over. "But this, this is prime property," he began to finger my already wet pussy. "She is 18, so new to this, and I've been training her but she is so tight. And if her pussy isn't tight enough, her ass definitely is. She isn't cheap, but she is worth it. I am going to make you my prime trophy, baby" at this he brought me up and kissed me deeply.

"Now crawl to Mr. Thomasen. Go thank him the way you thank me. Be a good girl for Daddy".

"Yes sir," I replied submissively.

I crawled to Mr. Thomasen, and got on my knees, unbuckling his pants. I took out his cock, it wasn't as large as Mr. Connell's, but no less intimidating. I looked up at the lawyer as if asking for permission before placing my lips around his cock. He moaned, then placed his hands on the back of my head, forcing my lips lower and lower on his shaft. He tasted a bit sour, not as good as Mr. Connell. I became acutely aware that I was being filmed, Mr. Connell stood behind Mr. Thomasen with his phone camera, filming my sloppy head bobbing up and down. Mr. Thomasen finally finished in my mouth, and I made sure I performed for the camera, opening my mouth to show all the cum in it before swallowing. I licked my lips and thanked Mr. Thomasen for fucking my face.

Mr. Connell told me to get on all fours on the couch. I did as told, and Mr. Connel positioned himself in front of me, unzipping his pants and letting his enormous cock out in front of my face. Mr. Thomasen positioned himself behind me, and Mr. Connell nodded to him. At once, they both plunged into me, and I orgasmed instantly. Mr. Thomasen rubbed my clit, when felt amazing, before using my own cum as lube to work his finger into my tight asshole. I loved the control: both of them still wearing their suits and fucking me, completely naked on the couch. After a while of being fucked hard by two large, older cocks, I could feel both stiffen in me, before both men exploded. I had so much cum inside of me.

"You're right Jack, she is so so tight. I need to get me a girl like this," Mr. Thomasen told Mr. Connell.

"James, you will have many more chances. After all, Vanessa legally agreed to it," Mr. Connell replied tipping my chin with cum dripping of it to him.

Mr. Connell instructed me to get cleaned up in the warm bath he had drawn for me upstairs, but as I waled away, he commanded me to say thank you to Mr. Thomasen. I turned to Mr. Thomasen the way Mr. Connell had taught me to.

"Thank you Mr. Thomasen, for you cum and for fucking me tonight," and I kissed him on the cheek before going upstairs.