Testing a Theory - Cover

Testing a Theory

Copyright© 2022 by SmokinDriver

Chapter 1

Coming of Age Sex Story: Chapter 1 - Brad was sitting in the library when two girls started to read the personals in the local paper. Their giggles caught his attention, so he glanced over to see what they were reading. It was an ad for a man looking for a companion on a international trip. “It sounds like he just wants someone willing to put out for him while he’s on his trip,” one of the girls said. A few years later that memory came back to him because he was now in a position to take a trip and wanted to test his theory.

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa   Ma/ft   Fa/Fa   Coercion   Consensual   BiSexual   Heterosexual   School   Cheating   Sharing   MaleDom   Group Sex  

Has anyone ever done something or said something that made you stop and think about it? It made you do a double-take? Like the first time you saw someone breathe in a balloon full of helium and then spoke in their munchkin voice. I had one of those times when I was sitting in the library during my 8th grade year of middle school. It was 1979. I had the newspaper because I wanted to read about the game from the previous day.

Two girls that I knew stopped by to grab the classified section. I never read the classifieds. They started pointing, giggling and then talking. There was a personals section and one said: Wealthy man traveling to Europe. Looking for a companion to go along. Send a picture and phone number to PO Box xxx NYC NY.

The girls started talking about if they’d go or not and one of them said seriously that she would. I looked up from the sports page and said, “It sounds like he just wants someone willing to put out for him while he’s on his trip.”

Julie said, “Duh. If he isn’t too old or too ugly, I’d go.

Kelly was nodding in agreement. They talked a bit more about it and then went on about some of the other ads in the paper. I was going to point out that they also had jobs in the classifieds and they could get a job and then pay their own way but I let it go and went back to reading the sports page.

That night I thought about the discussion some more and then over the years it would come back to me. I’d heard the joke about a lady who said that she was a lady and not a whore. The guy asked, “Would you have sex with me for a Billion dollars?” She said that she would. His reply was, “Now that we both agree that you’re a whore, we’re now just negotiating price.”

Which brings us to today, March 15,1987. My name is Brad Johnson. I’m on a Plane heading to Bermuda for Spring Break. I’m in the last semester of my Junior year at Florida State, working on a degree in Hospitality Management.

My last name is Johnson but my mom’s last name was Kensington. As in the Kensington Collection. A hotel group started by my great grandfather Eliah Kensington, back in the 1920’s. When the depression hit the US, Eliah was well off and saw the bubble that was ready to pop in the stock market. He made a few million dollars as the country was about to take a dive and run onto hard times.

There were plenty of people that had money and had wealth but even some that were well off lost most or all they had with the crash in the stock market and the economy. He first bought the Gracie Mansion in New York City on 88th street overlooking the East River. He did the same type of thing in most of the major cities. Eliah started what today would be called “Boutique Hotels” for those that wanted quality and privacy over loyalty points and big chain hotels.

The Kensington Collection has 200 hotels with an average of 50 rooms per location. That is 10,000 rooms with an average 70% occupancy rate. Some hotels are larger and some are smaller. Some were private homes or vacation homes, some were once government buildings, train stations, churches, castles or vineyard estates. In some cases the vineyards are still producing wine and are an attraction for the hotel.

I was on the plane on my way to spend Spring Break at the Loren. It only had 45 suites but the location and amenities suited me fine. I didn’t need beer bongs and 10 guys sharing a room on Daytona beach. My grandfather had set up a generation skipping trust for me when I was born. It helped him and his taxes at the time and when I turned 18, I was old enough to be the trustee as well as the beneficiary.

My mom has her own trust and Dad works for the company as COO. They’d inherited a place in New York City where the company is headquartered. I see them at Thanksgiving and Christmas. Other times of the year, I’m attending Florida State. Summers, I do what I want and sometimes go home for a week or the whole summer.

As I flew over to Bermuda, I thought back to that day in the library. I wondered if I took a trip over the summer what kind of women would apply to be my traveling partner. I thought it might be fun to test the theory of what the girls were saying at the table that eventful day.

The stay in Bermuda was relaxing. I didn’t study or have any classes to get to. I slept in late, ate well and enjoyed the pool, beach and scenery of the resort. I hooked up with two women while I was there. I’ve found that only the very rich stay at our hotels. There are very rich divorced women, and families that travel with their children or send their children to nice safe hotels.

The first was a divorced woman from England. She was in the bar the second night that I was there and I sat and talked with her for a while and bought her a few drinks before suggesting that she come back to my room. When she saw that my suite was nicer than hers, she was impressed and in the end I don’t know if she seduced me or I seduced her but when she left in the morning she was regretting that it was the last day of her holiday.

The other woman was from Boston and was in college and on Spring Break with her friend. Her parents were paying for the trip and would rather her be away from the big party scene in Daytona and Fort Lauderdale. They paid for her and her friend to travel to Bermuda and hang out in the safer and more sedate resort.

We met at the pool, then on the beach and later in the bar. Friday night and all Saturday before I flew home was spent in my room naked and sucking, licking and fucking our brains out. We had room service and her friend called a few times to make sure that she was alright. When I packed up to fly home, she was passed out, exhausted, on the bed and I was a happy boy.

Back in Tallahassee, I was ready to try out my experiment. I already had a PO Box from when I was a freshman living in the dorm. It was set up because I knew that I’d be in Tallahassee for four years and would move around some. It was a big box since I didn’t stop by very often and never knew what packages I might receive.

I wrote out a classified ad and then called it in to a few papers. The Orlando Sentinel, Miami Herald, Atlanta Journal and Constitution and Tallahassee Democrat each ran the ad for a week. “Wealthy young man, looking to travel the world for two months this summer starting May 1st. Looking for an adventurous lady to accompany me on the trip. If interested, please send a letter telling me about yourself, a phone number to contact you and a current picture to PO Box, XXX Tallahassee FL.”

Then I just went back to class and waited a week before I started to check my box for responses. Over the next two weeks, I received 72 responses. A third of the pictures were nudes or topless, polaroids of women from 18 to 42 years old. White women, Latin women, Asian women and black women all sent letters with descriptions of themselves and why they wanted to travel the world.

A few jumped out at me. One was very demanding telling me that she wouldn’t be having sex with me but that she should be the one that showed me the world. She had a list of places that I’d take her. Her picture was a girl in jeans and a nice top but nothing special. I just laughed and tossed that one on the stack of rejects.

One woman was from Miami and smoking hot. Her letter let me know that she didn’t have a passport but for the right amount of money she’d travel to me and show me a good time. If I wanted to take her somewhere in the US she’d be happy to escort me but there would still be fees on top of the travel costs. She was obviously a hooker but made me think about a couple of the others that I saw.

One girl was local and wasn’t 18 yet but would be by the time we left for the summer. She’d be graduating but not until a couple weeks after the scheduled departure. She asked if the date could be pushed back until she got out of school or if she could join me after the start date. Her name was Jody and was a sexy thin blonde girl with pretty blue eyes.

Another local that made the list was my age and went to FSU. She was a tall black woman that played on the women’s basketball team. She said that she wanted the adventure and it would fulfill a few fantasies that she had. She sent a picture but not a nude. She was light skinned and had her hair straightened and up. Her long neck and pretty face was very enticing.

A Blonde with big tits in Atlanta and a brunette from Orlando rounded out my top round of candidates. Either could be a model and both were free for the summer to travel. The one in Orlando asked to be called after 3pm but before 6pm. It made me believe that she had others that she lived with that might not approve of her taking the trip. It made me interested in who that might be.

The experiment was working and I was surprised at the quantity and quality of the responses. I first called the blonde from Atlanta, Amy. She was excited to hear from me. She was twenty-two and worked as a dental assistant. When I asked about her job, she said that she’d quit and look for another one when she got back. The call was interesting and I told her that she was a possibility and that I’d get back to her either way.

The last was another that intrigued me. Her name was Tiffany and she was a teacher. She was off for the summer and wanted to travel and see the world. She was married to a plumber and had been for the last five years. They had no children and her husband had been her highschool sweetheart. She needed to get away and see the world before she settled down and became a mom or family woman for the rest of her life. She needed the adventure.

Tiffany was tall, with long straight dark hair, brown eyes and a killer body. Her breasts were small but looked good on her body. She sent a picture of her topless in just a pair of panties. Her body was twisted so I could see her breasts and her well shaped ass. I hadn’t planned on women that were married or willing to quit their jobs but it made for some interesting thoughts as I contemplated my next move.

There were some that were just a “No” even if there were no others to compete against. I thought that maybe I should write them back and let them know that they didn’t make the cut but then thought about parents, boyfriends or husbands that might see the letter. I could call but then I’d have to listen to them complain, cry or beg and I wasn’t up for that. I decided to be a dick and just not reply.

I called the ones that I was interested in. Tiffany in Orlando and Amy from Atlanta. I also called the two that I liked that were local. Jody was the younger girl that was only 17. That meant that I was 4 years older than her but at 21 years old, she was currently off limits. I thanked her for her letter and we talked for a bit about her school and my school.

She finally said, “I saw that you were local and decided to send you a letter to see if you’d call. I don’t have a passport and couldn’t sneak away for two months without being disowned. I appreciate you calling me back. It made my day.”

“If you’re serious about going with me, I’d take you away for a weekend and not leave the U.S. If you wanted to see New York, Chicago, Boston or some other city we could get away.”

There was a long pause as she thought about what I said. She said, “Really? You’d take me on a trip. We’d fly in a plane and stay in a hotel?”

“If I’m in town, I’d be happy to. You’d have to be 18 so I didn’t get in trouble. What would you tell your parents?”

“I’d leave a note that I was staying the weekend with a friend and would see them after school on Monday. I do it often enough. My birthday’s this week. This weekend my parents will want me around for cake and ice cream. How about the following weekend? I’ve never been to any of those cities.”

“We can call it a date. Do you want me to pick you up at school or somewhere else? I’ll check to see what’s going on in the different cities and can either let you know or surprise you. Unless there’s a particular place that you’d like to go to.”

“Any of those places would be great. There’s a Burger King a block from school. It would be better if you picked me up there. What should I bring?”

“Bring a small bag with any makeup and personal items. If you tell me your size, I can pick up any clothes so you don’t freak out your parents or wrinkle your dress.”

“I can put a few things in my backpack as if I was going to visit a friend for the weekend. It’s cool that you’d buy me clothes. I’m a size two. If you’re buying a bra, I’m a 30B.”

“I’ll pick up a few things and we can shop in any city we decide to explore.”

“Now I’m getting excited. This is so cool. Is there anything else?”

“My name is Brad, I’ll pick you up at the Burger King near your school. Tell me what time you’ll be there so I can look at flights. I’ll be driving a black BMW convertible.”

“I get out of school at 3:00 and can be there by 3:15.”

“I’ll be there at 3:15, a week from Friday.” I gave her my phone number and hung up the phone.

I sat back in the chair. A girl that I’d never met was willing to lie to her parents, meet me at a restaurant away from her friends and get on a plane with me just because I was willing to buy her a ticket. She knew that sex was expected as she was one that sent me a topless photo. I’d buy her a bra and some sexy clothes. I felt funny but she was 18 and not much different than a freshman starting out in college in a couple months. It was she that was sneaking around, just like the married woman in Orlando. It seemed like their problem, not mine.

I then called the other local girl. She was a little older and more confident when she spoke. Angela was a light skinned black girl. She played on the school’s basketball team. She was interested to see if I’d call but had basketball camp over the summer and didn’t have a passport so it was more like she was daring herself. She didn’t send a nude or semi nude photo but did send a picture.

She was 6’1” and played shooting forward. She was fun to talk to and we were both having fun. I finally asked, “So if you couldn’t go with me around the world, were you hoping that I’d take you somewhere for a week or a weekend in the states? Or did you just want to come over and have some fun?”

“You haven’t even bought me dinner yet? What kind of sugar daddy are you?”

“I have a food card for the cafeteria.”

“So do I. I’m on scholarship. Why don’t you take me somewhere nice?”

“I’ll pick you up and take you to one of the finer places in town. Should I wear a suit? Do you want to get dressed up?”

“My roommate is bitching at me about going out with someone I’ve never met. She says it isn’t safe.”

“She can come along and be your chaperone.”

I heard her put her hand over the receiver and talk to her roommate. They went back and forth. Angela came back on and said, “Tracie will go with us. Can you give us an hour to get ready?”

After she told me that she lived in the athletic dorm and told me what door they’d be at, I told them that I’d be there in an hour. They were both tall and athletic as expected. Tracie got in the back and I held the door for Angela.

We drove down to Andrew’s for dinner. We didn’t have reservations but they had a few empty tables. After we were seated the girls both ordered whiskey sours and I ordered a vodka martini before dinner. When the girls picked up their menus I told them to order what they wanted. I was happy to have dinner with two lovely looking ladies.

Angela said, “Thank you. Have you eaten here before?”

“A few times. The potato crusted grouper is good, the steaks are good. I haven’t had a bad meal here yet. Everything’s good. Just pick what looks good to you.”

“I was looking at the chicken stack,” was Angela’s reply.

Tracie said, “The New York Strip looks good to me.”

“That’s a good choice. If you want any appetizers or a salad, you should look at those as well.”

When the waiter came with our drinks, we skipped the appetizers but all wanted a salad. The girls ordered their meals and I ordered the chicken marsala. We all took a sip of our drink and the table was quiet.

Tracie broke the silence. “So you put an ad in the paper to see if you could get some slut to go away with you for the summer. How did that work out?”

“It was kind of an experiment.” I told the story about when I was in middle school and the time with the girls in the library. “I wanted to see if anyone would respond, how many would respond and what types of people would respond. I had two that just called me an asshole and couldn’t believe that I’d even suggest something like I did. I had 72 responses. About 25 sent nude photos or topless photos. All of them seemed to know that I planned to share a bed on the trip.”

“Do you still have them all?”

“I have them in piles but the trash pile isn’t in the trash yet.”

“How many did you call?” Angela asked.

“There were four that I was interested in. They all have problems.”

“What’s my problem?”

“You don’t have a passport. You have other commitments at the time we’re supposed to be going.”

“Oh. What about the others?”

“One also doesn’t have a passport and won’t be 18 until Wednesday. One will have to quit her job. One is married but was up front about it. She had her ring on in her picture.”

Tracie asked, “And you still picked her?”

“Husbands, jobs, parents and roommates didn’t stop them from writing letters. There were some students that had passports and were off for the summer. They just didn’t do much for me in their letters or pictures or both. One was smoking hot but was just a hooker and said that she’d come with me for cash. I could pay by the day, week or month, plus travel costs.”

“What do you expect from Angie for the meal tonight?”

“Well it’s actually two meals. Yours and hers but I’ll take what she offers me. We didn’t make any agreement or set expectations before we went out.”

Angela asked, “Do you have a roommate?”

“No. Are you looking to move in or just looking for someone to pawn Tracie off on?”

She smiled and giggled. “I just wanted to know if we went back to your place, would we be alone. I kind of liked the fantasy of someone that is a stranger and all that.”

“I won’t tell you anything more about me. I can blindfold you as we drive to my place if you want. I don’t have a blindfold but we can use Tracie’s shirt.”

“I don’t know your last name. Just Brad. It will feel naughty when I get back to my dorm.”

Tracie started to say something but Angela just gave her the look and she got quiet. I wanted to poke at Tracie and said, “Are you planning to come watch or did you want to go home after dinner?”

“I’ll think about it. It isn’t safe for her to go off with you.”

“You could write down my license plate number.”

“You could have stolen that from another car.”

“Are you studying Criminology?”

“Business. Angie is studying accounting.”

“Both are good degrees. I’m studying hospitality management.”

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