Where it happened: His apartment
Langauge: English
Sex: Female
Rating: 5
Category: Straight
It was my second semster in junior college when I met Bill.
I was working on my office administration major and wanted to gain some experience working in an office, so I asked my advisor if she knew of anyone who needed a receptionist/secretary. I was in luck, she did. While I was sitting in her office she phoned her friend Bill, who was an attorney. She told Bill about me and arranged for me to meet him at two o’clock that day. I was sooo excited I was at least interviewing for an internship at best. It didn’t pay, but I got good college credit out of it.
I showed up at his office around one forty-five, but he was running late getting back from lunch. So I waited. At five minutes after two, this tall, strkingly handsome guy walked in the door and he looked at me and asked if he could help me. I told him who I was and he shook my hand as I rose from my seat. He showed me into his office (no, this isn’t when or where we did it, but just hang with me)where we talked about how I knew Ms. Marques (my advisor) and if I liked her and how my classes were going. After that we worked out a schedule for me. We shook hands and I went home.
I couldn’t get him out of my head. I was hoping to God I wouldn’t make an ass out of myself in front of him when I started working at his office.
It was about three months into the job when he asked me to come to his apartment and have dinner with him and some of his friends. I accepted. I showed up at his apartment sometime around six and he led me into his apartment and introduced me to his friends. We ate, we drank, we had a good time. At eleven that night, after everyone else had left, we were alone. The first time I had ever been alone with a man. I’d been alone with “guys” but never a “man” and I was really nervous and I think he sensed it because he said “its okay, I’m not going to do anything to you, I just want to get ot know you. We never have any time to talk”. We talked for about two hours about me and he told me some things about him (he was 39) and then he asked me something I had never expected: he asked if I was a virgin. Shocked I said yes I am. He told me he thought it was cool. “Very admirable” he put it. I told him exactly how I wanted my first time (he was the divorced father of two young kids) and he smiled at me. After that he showed me to the door and I went home. Thinking about this man. I was soo happy I needed to be slapped.
A month after the dinner Bill asked me over to his apartment again. I accepted. Little did I know I would be alone with him the whole time. I was very scared.
When I got there, we talked and had some wine and ate dinner. After we cleaned his gorgeous kitchen we went into the living room where we talked some more. Then he moved closer to me and pulled me closer to him and he kissed me gently. We kissed for awhile then he got up and took me by the hand and let me into his gorgeous band room. His bed was big and beautiful and comfortable. I’m five foot two and he was six foot four so he had a really tall bed. He lay me gently on the bed then he lay gently on top of me (we both are still clothed at this point) when he said, “I know you’re scared”, and kissed me on the forehead and began to undress himself. I just lay there in unbelief in what was going to happen. I knew it was going to happen, but I was still in shock.
After he undressed himself, he began undressing me. When he got to my underwear he gently slid them off and reached over to his nightstand and turned off the lamp. I began crying a little bit when he started fingering me. Being a virgin, I didn’t realize that you could do that. He slid down toward my vagina and started exploring me all over with his hands. It felt good but I was so scared. I guess that was the reason he didn’t show himself to me. Then all of a sudden, I felt something enter me and it was his finger. He kept pulling and pushing it in and out. Which after a few mins started to hurt a little. Then he moved up to my face when he saw a tear fall down my cheek and followed it with his tongue. Then he asked “do you really want me to do this? be sure because there is no going back. I will be as gentle as I can but if it hurts we’ll stop”. I nodded and then he kissed me on the forehead again and when he saw me crying again and said “its okay, you can cry if you need to”. He pulled me tightly and lovingly into his arms and held me for a couple minutes and then he started entering me. That really hurt, but he kept his promise and was as gentle as he could be. Then it was over. Just like that. After that, I still continued to work for him and every now and then he’d leave me little notes saying that I had given him the best sex he’d ever had.
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