When I graduated college I wasn't naïve or a virgin, but I was definitely inexperienced. I had only two sexual experiences. My first was with a boy I was seeing in my junior year, and the second was a one-night stand during graduation week.
Like I said I wasn't naïve, I had plenty of girlfriends with plenty of drama. The problem was that I was shy and conservative, and I attended few parties in college.
My parents were very strict. School and good grades were their biggest priority. Boys and dating were an unnecessary distraction.
All of my hard work paid off after graduation. I was able to get a teaching job at a nearby middle school in September. When most of my friends were still applying for jobs, or signing on for substitute positions, I was setting up my classroom and writing lesson plans.
I met many new friends at my new school, but there were two male teachers who are the primary characters in this story. First was Frank. I met him first and we became immediate friends.
He had a doctorate and was the head of the English department. He was also a published writer. I soon grew to respect and admire him. Even though he was nearly twenty years my senior, we soon started dating. I adored him.
He was nearly forty and not a striking figure, but his quiet demeanor and class won me over. He was actually a very good dresser. Remember, I was only twenty-two and easily impressed by an educated man.
Frank and I became intimate very early in our relationship, maybe too early. I had too much to drink on our second date and we ended up in bed. He had an incredible influence over me, even from the start of our relationship.
I have to admit that he was the one who brought me out of my shell and introduced me to a whole new world. I was always conservative and shy in my actions and dress. Frank helped me to break out.
It started with people. As soon as we started dating he brought me around to all of his friends. We started to frequent quite a few nightspots and restaurants. Although most of his friends were academic people, they were all very nice and quite the partiers.
I soon became conscious of my dress. All of the other women were wearing tight jeans and heels while I wore my usual conservative outfits. They dressed like the pretty girls that I admired, but never had the nerve to emulate.
"Frank, do you like the way I dress?" I asked him one Saturday night while we stood at the bar of a restaurant where we had just had dinner.
He knew that he was treading on shaky ground. "You are a beautiful woman."
"That's not what I asked you. Do you like the way I dress?"
"I don't dislike it," he avoided the issue.
"But you don't particularly like it?"
"Well, you are so beautiful, and you have such a wonderful figure, maybe you should show it off a little more." He cringed expecting me to be hurt or mad. But I knew he was right, and I wanted to dress like some of the other woman, but I didn't know how.
"I know, but I'm at a loss when it comes to fashion. I haven't got a clue."
"I could help."
"You?"
"Well I'm not a girl, but I see what the young girls in school are wearing, and I know what I like. We could go shopping together tomorrow?"
"Really? You would do that for me?"
"Actually I would love to see you in some sexy clothes."
"I don't have much money."
"If you wear what I pick out, I'll buy it. If you really think about it, it would be a present for me."
"Okay." I shouldn't have been accepting gifts from him so early in our relationship, but what young girl would turn down free clothes. "What did you have in mind?"
"Well you could really use a good pair of jeans."
"I could, could I?" I said amused.
"Yes. You've got a great ass. You need a tight pair of jeans to show it off."
"You really think I have a nice butt?" I blushed. No one had ever commented on my ass.
"It's incredible!" Frank was getting excited. "In fact, you would really look great in a pair of thong panties."
"I don't know Frank." I had never worn thongs, though most of my friends swore by them. They looked like they would be some kind of torture device up my ass. Then again most of women's fashion is torture. Just look at high heels.
"Oh yeah. In fact you shouldn't wear anything but thongs. Those grandma panties have got to go!" Frank was getting very excited. I could feel his erection pressing up against me.
"You are getting so hard," I whispered into his ear.
"I know. I'm getting so hot just thinking of you in a thong and a push up bra," he whispered back.
"How hot?"
"I want to fuck you right now." This was unusually explicit talk from Frank, but I had to admit, it was turning me on. I could feel my panties getting wet.
"Here?"
"I wish we could. I want you to do me a favor. Go in the ladies room and take off your panties."
"Frank!" I said with some surprise. I didn't know he could be this naughty.
"Take them off and give them to me."
Normally I would deny such a request, being that I was a little shy about these things, but I had a couple of drinks and I was enjoying his naughty behavior. I went to the ladies room and in one of the stalls I striped off my panties from underneath my skirt.
I felt very sexy walking back to the bar without any panties on under my skirt. When I got back to Frank he held out his hand. "Where are they?"
"Frank!"
"Give them to me." I reached into my purse where I had stashed them, and placed them in his hand. He made no attempt to hide them, but brought them to his nose and smelt them.
I could swear that every man in the place was watching Frank smell my panties.
"They're wet."
"You're getting me a little crazy with all of this sex talk"
"You want me, don't you?"
"Yes!" I blushed again. He didn't say anything. He just took my hand and escorted me to the back of the bar.
We found a little nook with a small table and bar stools. I sat at one of the stools and Frank moved in between my legs. I had to hike up my skirt a little for him.
Frank kissed me hard and I opened my mouth to accept his tongue. I never expected this type of spontaneous behavior from him. I really liked him, and he was turning me on.
He slipped a hand between my thighs, and before I could stop him, his fingers were at my labia lips.
"Frank!" I whispered, but it was too late. His finger was inside of me. I let out a shudder and closed my eyes. I loved when he touched me, and doing it in the bar was delicious.
Two can play this game, I thought. I reached out while he finger fucked me and I unzipped his fly. After a little manipulation, I was able to get his cock out of his pants.
We were masturbating each other right there in the back of the bar. The place was dark and crowded enough so that no one was watching what we were doing. They thought we were just another couple making out.
But then Frank did something even more unexpected. He hiked my skirt up even higher, and he moved up to me.
"Guide me in."
"Frank no!" I said as he hiked my skirt up so high that you could see my womanhood.
"Guide me in," he said as he rammed the head of his cock up to my lips. With my help, he pushed inside of me.
"Oh God Honey, you're fucking me right here in the bar!"
"You like it don't you?"
"Yes." I admitted as he thrust into me again.
"Is anyone watching?" I looked up from our embrace and at first I could see no one noticing us, but then across the bar I saw a young handsome guy looking at us. He motioned towards us to his date, and she looked up and smiled.
"There's a couple watching us. Should we stop?"
"Do you want to stop?" He asked, but he didn't stop. It felt so good and the idea of them watching turned me on more.
"No," I admitted. Frank was in front of me, so they really couldn't see much, but they knew we were fucking.
"You like them watching, don't you? You little slut."
I watched them watching me, and I actually made eye contact with the guy. Our eyes were locked as I started to orgasm. I think his girl was getting pissed, but I didn't care. In my mind Frank and that good-looking guy were both fucking me, and I came over and over again.
"Oh Cheryl, I'm coming." Frank whispered as I felt his hot come throbbing into me.
Within minutes we had straightened up and were laughing as we ran out of the place. Handsome guy gave me a wink as we passed and his date gave me a "You slut" look.
I didn't care. It was one of the most erotic things I had ever done. Frank was so turned on that we didn't make it back to his place before he pulled over and we did it again right on the side of the road. I started to realize how kinky Frank was.
The next day Frank took me shopping. We must have hit ten stores in two malls looking for a pair of jeans. I tried on at least one pair in each store and had to do the requisite butt check for each pair.
When we did find "the pair" Frank was very pleased. I had to admit that I did look good in them, although I thought they were too tight. We bought two pair.
We also bought a few miniskirts (including a high waisted leather miniskirt which I loved), leggings and a few tops. All of the things we bought were either very tight or very revealing.
That also included the lingerie we bought. It was all so pretty, but it was very skimpy. It took me a few days to get used to the thongs and push-up bras.
I loved it. I loved the fact that Frank was in to my body so much. I had never had a man so consumed by it. It made me feel very sexy and beautiful.
All in all, he spent a fortune on me and my clothes began to fall into one of three categories: conservative stuff that I wore for work or with my family, normal stuff that I wore around, and sexy stuff that I wore for Frank.
