I met Julie at Sully's Bar in Boston. She was cute, so I decided to strike up a conversation with her.
"Hi, my name is Steve."
"I'm Julie."
"Hi Julie, nice to meet you. You like kind of young to be able to buy alcohol."
"Haha, I'm 22," said Julie.
"Nice, do you work here in Boston?"
"No, I'm a college student."
"No kidding? That's great. What's your major?"
"I'm studying accounting. My goal is to become a CPA."
"Have you done an internship?"
"No, I haven't."
"An internship can be just as important as the degree. I'm actually a CPA and I could use an intern. Do you think you might be interested?"
"That's nice of you but I'll have to think about it."
"Sure, I understand."
We had a few drinks together and I gave the address to my office and told her to stop by anytime if she decides to pursue the internship.
I really didn't think she would come, but when I went into my office on Monday, there she was waiting outside my door.
"Oh, Hi Julie, I wasn't sure you'd show up."
"Of course, any chance to get an internship and beef up my resume, I'll do it."
She came into the office and took off her coat. She was wearing a tight black sweater that really showed off her small but firm breasts. I offered her a seat and she sat and then we began to talk about doing tax returns. She had only ever done her own, so she had a lot to learn.
We worked closely together for a couple of months. We were getting close and she would occasionally tell me about her personal life. She had a boyfriend but wasn't sure if she loved him and he was also not very ambitious. I could tell she wanted to make sure whoever she married would be able to make a good living.
"There's also another guy I sort of like. His name is Red," she said.
"Well why don't you go on a date with him and see how it goes?"
"I'm still a virgin," she blurted out.
"No kidding. Really?" I asked, surprised that she said that.
"Really."
"What are you waiting for?"
"I want a man with experience that can show me everything."
"Would you like me to teach you?" I asked.
"That would be great, but you have to be gentle with me."
"OK, I'd be honored to do it for you and yes, I'll be gentle."
We decided to spend the weekend and rent a cabin in Vermont. I wanted to make it as special and as comfortable for her as possible. The place we rented was in Waitsfield, up in northern Vermont. It was fall and the foliage was peaking. We decided to go to a farm and go on a hayride. After the ride we went to the barn and had some apple cider donuts.
We arrived back at the cabin about 6 o'clock. I had bought some wine and poured us each a glass.
"Are you nervous, Julie?" I asked.
"Yes, a little."
"We don't have to do it if you don't want to."
"No, I want to. I'll just have a little more wine first."
After our drinks we went into the bedroom. The bed was a nice king size one. It looked very comfortable. I told Julie to take off her clothes and lay on her stomach. She did, and then I proceeded to gently caress her shoulders with my fingertips, barely touching her. Then my fingers went down her spine and I caressed it all the way down to her buttocks. There I made little circles with my fingers and got closer to her anus as I did. Then I worked on the back of her legs, occasionally going up the inside of her thigh and would go up as high as the space where her leg connects to her crotch. I asked her to turn over and I did the same to her front. Starting on her neck and sliding down to her breasts. There I stopped and tugged on the nipples for a while. I could tell she liked that. I told her to spread her legs and then I pulled her pussy lips apart to see if she was well lubed up with her own juices. I didn't want her to experience any discomfort. She was wet alright. It was dripping out like a small stream.
"Did you ever see a cock Julie?
"No, but I always wanted to."
I undressed a put my flaccid cock in front of her face. I told her to gently caress it and it'll grow.
"Oh my, it's getting big."
"How do you like the looks of it."
"It's great and it's nice and hard as a rock"
"Yes, that means we're ready to go".
"The first position we should try is the missionary position. Just lay back, spread your legs and pull your knees up a bit." I said.
As she did, I got on top of her and played with the hole of her vagina with the head of my penis.
"This might hurt a little at first, ok Julie?"
"Ok, I'm ready."
I very slowly inserted the head into her. She winced a little but not too bad. She was definitely wet, my cock slid further and further in. I must have broken her hymen because there was a little blood on my penis as I pulled out. It was also a little sticky.
"Are you ok Julie?"
"Yes, so far so good."
I slid in again and then began to pick up a rhythm. Not too fast. Julie took her hands and put them on my buttocks and pulled me in with the rhythm. She started breathing heavy.