Jeff and I dated occasionally, but it seemed like all he wanted to do was hop into bed. That wasn't what I wanted. We agreed to stay friends but not date anymore.
As my job training continued, I started to get more help from the other men in the office. I'm sure Jeff couldn't keep our relationship to himself. I'd look in the mirror on my desk to watch them and could see the men, and even my boss looking down my blouse, trying to see my tits. My boss never paid any attention to me before that. I continued to wear my sexier bras. I enjoyed all the attention I was getting.
After about a month, my boss decided I was ready to be on my own, and he broke the vendors up from everyone else, giving me some from each person in the office. As he gave me final instructions, I could see him in the mirror, looking down my top. He said, "I'm sure you'll do just fine."
Now that I would be on my own, the girls invited me to join them for a girls-only lunch at the diner. As we ate, each one told me now that I was fully trained and on my own, our boss would call me into his office to critique my progress, and then he would ask for favors. I had wondered why I'd see them go in, then come out a little disheveled.
Each one had their own story, even the girl that was married. He would ask each of them to stand next to him, and he'd explain what he wanted. Making sure they knew their job depended on their cooperation. It went from groping to performing oral sex on him.
The married girl said he had asked a lot of personal questions concerning her sex life with her husband. She said, "The girls warned her previously what to expect, but she had to make a decision that she didn't like, to keep her job. He took it a lot further with me since he knew she was living paycheck to paycheck with an infant at home."
She said, "He would tell me to drop my pantyhose and panties. Then he told me to bend over his desk so he could fuck me from behind. I knew I had a decision to make, even though I wouldn't like it. When he called me in, I knew I had to do anything he asked."
They said, "Your time will come."
Most of the reps came into town for the day and came into the office to discuss specs and pricing. Occasionally they would come in the afternoon and have to stay overnight. I would take them to lunch if the day ran long. Most of them were older, but a few were not much older than me. I was now twenty, almost twenty-one.
As it turned out, the reps who came in the afternoon and stayed overnight were mostly Jeff's. One was Gary, who Jeff had told me about when he and I were dating. He was about thirty, from what Jeff had told me. Jeff told me that when he was in town, he would stay at Jeff's place.
He said, "Gary and I would go out to dinner and party using my expense account."
Gary was due in town the next week. I called him to introduce myself and say that I had taken over the account from Jeff. I explained, "Jeff told me about your arrangements, and I was sorry that you would have to make other overnight plans."
Gary said, "Does that mean I can't stay with you?"
I said, "I don't think my parents would appreciate that."
"Can we still have dinner?"
I thought for a second and replied, "Sure, if you're not married."
Gary said, "I'll see you in the office Monday. We'll get some of the work done, then make plans for the evening."
What did he mean by plans I wondered to myself.
Gary came in Monday around lunchtime and introduced himself. He was ruggedly handsome with dark hair and nice arms. He asked, "Would you like some lunch while we went over a few preliminaries?" I agreed, and we left for the little diner.
I hadn't worn anything special to work that day but still felt sexy. I could feel Gary checking me out with his eyes. When we arrived at the diner, Gary helped me with my chair, leaning in to tell me, "You look very nice today."
I didn't know if he was looking down my top or was just being complimentary. I didn't know what Jeff may have told any of his reps! We went over a couple of things after we ordered lunch, then just had a little small talk as we ate.
We returned to the office and worked on the specs and pricing of the materials. We talked randomly about ourselves to get to know each other. Gary seemed to be very nice, and I was looking forward to dinner that evening. I hadn't been out in quite a while.
He asked, "Is it alright to have dinner at the place he and Jeff used to go? That's where I'm staying."
I agreed. Jeff had told me what a great place it was, but he never took me there. I told Gary I'd meet him at the bar at eight.
He said, "I'll pick you up."
I said, "I'll drive myself and meet you." Thinking to myself, just in case things went south.
I chose a nice wrap dress. It accented my curves nicely but didn't gape open too much unless I decided to loosen the ties. I wore a nice cleavage bra that would accent my tits in the dress. It was thin and completely sheer with matching panties. I thought that if Gary and I didn't hit it off, maybe I'd meet someone else.
When I walked in, all the guy's heads turned. I knew my tits bounced ever so slightly when I wore that bra! Gary was seated at the bar and had held a stool for me. He couldn't take his eyes off my bouncing tits as I approached.
He greeted me with a big smile and said "Hello" as he gave my cheek a little kiss. "What would you like to drink?"
He ordered us a cocktail, and then we talked for a couple of minutes. I would catch him glancing at my chest to see if my top would open up so he could see in. Alas, I had it very secure.
Gary ordered us another cocktail and asked us to be seated for dinner. We ordered, and as we ate, we engaged in small talk. Nothing about work. I enjoyed talking to him. We seemed to have a lot in common. We grew up with very similar backgrounds. Small town, small, close-knit family, enjoyed watching and playing sports. We also both loved being near the water.
As we talked, the DJ began playing tunes. We moved to one of the sofas near the dance floor. It was early, and one was still available. After a couple of songs, Gary asked me if I'd like to dance. It was a fast dance, and as we moved, Gary's hand brushed across one of my nipples very lightly. I assumed it was an accident, but it made my nipples poke out through the thin fabric of my bra and dress. I knew by his eye position he could see them, but there was nothing I could do about it.
We stayed on the floor and danced to a few more songs. The accidents continued to happen, only more frequently. My nipples became very erect. I was enjoying him playing his little game.
I said, "I need a break."
He escorted me off the floor with his arm around me. His hand rested against the underside of my breast. We sat down and ordered another cocktail.
Gary said, "I'm enjoying your company a lot more than I did Jeff's."
He couldn't take his eyes off my protruding nipples. I excused myself to go to the lady's room. I only wanted to loosen my dress enough to show more cleavage. When I returned, I made sure to sit to his right to give him a good view. I wanted to turn him on as much as I was. When he looked, I could tell right away by his eyes he knew exactly what I had done.
We danced some more, only now, he danced closer. His hand brushed my tit more firmly, once pulling my dress open. My breast was exposed for all to see. Was this a test? I guess I had loosened it a little too much. I didn't mind. It felt good having his hand brush my tits. The thought of someone else seeing my tit was exciting. I am somewhat of an exhibitionist at heart.
A slow dance played, and we held each other tight. Soon his hands were on my ass, pulling me into his hardening cock. I pushed back to meet him. I started thinking about him ramming his manhood into my very wet pussy. As we danced, we maneuvered toward the sofa to save Gary from showing his erection to everyone.
As soon as dinner time was over, they lowered the lights for those who were staying. Gary soon put his arm around me. I leaned in close to him on the sofa. He began rubbing my arm lightly. I cuddled up to him.
He said, "I'm enjoying your company."
I replied, "I am enjoying yours also." I lifted my arm, reaching over to put his hand against my breast. He didn't object, only gently massaged my tit and nipple.
We danced some more. When a slow song was over, he asked me if I'd like to go to his room for a nightcap. I readily agreed, wondering what took him so long to ask.
When he opened the door, we headed straight for the couch, which was directly opposite the door. I reached behind me and pulled the ties holding my dress together, letting the front come apart. Gary turned around and gasped when he saw me. Pulling me to him, he kissed me passionately. We sat on the couch as we made out, with him touching and kissing me everywhere. When he got to my pussy, he pulled my panties off with his teeth. I then enjoyed a good tongue-lashing.
I needed a drink and asked Gary to order one for us while I used his bathroom. I freshened up my pussy and took my bra off, putting my dress back on but not tying it.
We were back on the couch with Gary kissing and sucking my tits as he finger fucked my hot pussy. The doorbell rang. Room service was here. As Gary got up to answer the door, I began pulling my dress around me to cover up. The delivery person would be looking right at me.
Gary said, "Why don't you leave it open and let him see you? It would turn me on."
I had never even thought about doing that before. at that moment, without thinking, I opened my dress back up, exposing my tits and pussy for him to see.
Gary used the peephole and told me it was a young guy. I sat there, very nervous, against the armrest, trying to look comfortable as Gary opened the door wide. I realized anybody walking by could look in and easily see me, which added to my excitement. The young guy looked in and saw me. I thought he was going to drop the tray of drinks. He immediately looked away. Gary told him not to worry, put the tray on the table and look all you want. He closed the door to sign the tab.
I was blown away when Gary asked him, without asking me, "Bobby, would you mind giving her a full body oil massage while you are here?"
The young man lit up, "Sure, I'd love to. This is my last delivery!"
I didn't know how Gary knew his name. Then I saw his name tag. Gary told me to take my dress off and lay down on the bed while he got the oil and warmed it up.
I don't know why, to this day, but I did what he said. I took off my dress and stood nude before a stranger. He would soon be running his hands all over my naked body.