A submissive moment [f]or the reserved college intern who had never [m]asturbated before. | 2016

"I don't think this is the way to your house" she said as I pulled on to the main road.

She was 24 years old, 5 foot tall, and maybe 125 lbs. I'll call her "Rita" for discretionary purposes. Rita was a half Chinese native from Peru. She attended college in the US, and somehow ended up across the country interning at my place of work. You wouldn't know by looking but she always wore a thong, and it complimented her perfectly round ass. Smooth legs and a flat stomach seemed to be accented by her caramel skin. She was definitely proud of it. But she was self conscious breasts. They were somewhere between an A or B cup, but she had the largest puffiest nipples I had ever seen. There was nothing about her body I couldn't appreciate. I had worked with her for a month before anything had happened. From day one, I knew she had a crush on me, but I had been seeing someone else at the time. The day after a nasty breakup I realized I was not emotionally prepared to deal with it, and I had decided alcohol and this girl would help me through it. That first night/weekend is another story I could share.

Getting back to the point, during our sex filled month together, she had confided that she had never masturbated in her life, and had no interest in toys. It seemed like a crime to me that such a beautiful and sexual women deny herself such a fundamental joy in life. After two weeks of suggestions and requests it was obvious that she was just too self conscious and repressed to even consider it. I had decided to do something about that.

Her car was damaged and in the shop. She had asked me to barrow some camping gear and for a ride to a carpool for an intern only farewell camping trip. I had no problem agreeing to do so. I'm an avid camper myself and had more than enough to loan to someone who just brought a suitcase to Michigan.

I had pulled into the local adult erotic shop and her eyes went wide. She demanded to know why we were there. I very calmly explained that we were there to buy here a vibrator. She tried to argue, but when I explained that it was going to happen and she was going to miss the carpool if she argued, she eventually tried to negotiate "well, we can go inside and look for a minute, but that's it."

I didn't say anything, just passionately kissed her and got out of the car. As soon as we walked through the threshold we were greeted by a friendly clerk. Rita was hanging off my arm and dug her fingers deep as she shyly tried to hide behind me. The openness of the clerk seemed to scare her, it was obvious she had never been in this kind of environment before. After about 15 minutes of perusing the store and her attempts to negotiate ("we're not doing this, okay - but let me think about it, I need to sleep on it, don't do it I'll never use it), Periodically the store clerk would walk buy and ask if we had questions. As soon a she left for the 3rd time I looked at my watch and informed Rita that she was going to be late, and if she didn't pick one the new agreement was that I would and I would make her use it in the car.

She seemed confused. I could tell that she didn't think I was serious, but was fearful she could be wrong. Another 5 or 10 minutes passed. She wasn't openly making the decision but I picked up on a few ques, she liked the color blue and wanted something about the size of my cock. I had been with her enough to know some of what she liked. Clitoral stimulation was too much for her, she could take so much oral and fingers were too rough. She loved penetration. I won't claim to know everything about women, but there was one she kept going back to that seemed as good as any. I grabbed it from the shelf and started towards the register grabbing lube, cleaner, and batteries. She pleaded with my not spend the money, I was determined of what would happen next. I suggest to her that she buy some lingerie to wear the next time I visited, but as soon as she saw what was on the mannequin her eyes went right to the ground.

I paid, and kissed her again walking out to my car. She said to keep the receipt and she didn't want to use it. We sat down in my car, here face lit with fear when I started opening the box and putting batteries in the vibrator. I handed it to her and coldly said "Use it." She refused and I started the car. I explained where the direction we needed to go and pulled out in the other direction. She begged me not to do it, but it was obvious that she was immensely turned on by the situation. I pulled her over the console and kissed her again, she bit my lip as I let go and she fell back into her seat. My right hand went right to her jeans and started unbuttoning at a stop light. A truck pulled up next to me, high enough to see into my car and she started to fight back. I just swatted her hands away and continued.

Her pants were open now and I could see a wet spot on her panties. She still refused to touch herself and my request. It wasn't new. I pointed at the clock and explained "you really need to convince me turn around now." I opened the lube and dropped some onto the blue silicon. I handed it to her and she sighed taking it in hand. She asked for a blanket and I pulled out a fleece I kept in the back. As soon as it was on her lap she began to moan. She was vocal about never having done this, but how much of turn on it was. I smiled at my success. Though she admitted she didn't know what she was doing. I told her just to play around and see what felt good as I turned around. She began to moan and squeal, I was instantly jealous. We generally tried to be quiet, but I never got her to make sounds like that. I asked her what she was doing and she explained that she had just inserted the tip. I reached under the blanket and forcefully used her hand to push it in all the way. It was obvious she came as soon as it happened. I began to push and pull it in and out as she squirmed in the seat. she once she calmed down I tilted her hand trying to stimulate her G-spot. She immediately began to breath heavy again, which made me smile. Her pitch got high again and she overpowered my hand pulling it out, screaming it was too much. I pants were back on in split second and I thought we were done. Apparently I had just opened pandoras box. her upper body lunged over the console and she was unbuckling my belt...

If people like this, I'll finish the story... but I really have to go for now.