Babysitting Benefits Continue

Babysitting benefits continue

By the end of the first semester Dylan was moved back into his place. That allowed more sack time with Steven, which I immensely enjoyed.

Little did I know that my good luck with that family was going to continue. Dylan's little sister, 18 year old Charlotte, was interested in the college. Their mom called and asked if Charlotte could crash with me for the weekend, as she was worried about Dylan's partying and thought I would be the responsible adult. What a hoot??!!

Charlotte was near the midpoint of her senior year of high school. She was always a cutie but has turned into a beauty. She has a gymnast's body but is almost my height. She has a more tan complexion than her brother. Her brown hair has streaks of gold that compliment her hazel eyes.

During the day on Friday Charlotte tagged along with Dylan to his classes. They ate at the cafeteria and then he brought her by my place. I asked Charlotte what she wanted to do. Knowing that I'm not like an uncool mom she told me she wanted to experience some night life. I agreed but told her that my rules were the rules. She readily agreed. My rules: 1. She was not going to hook up with some strange guy. 2. She was spending the night at my apartment.

Charlotte showed me her fake ID and it was a really good one! She asked if she could borrow some clothes and if I could help with her makeup so she appeared older than 18. I'm in my happy place when dealing with makeup and clothes, so I heartily agreed.

For her makeup we went a bit more dramatic. Longer lashes, eyeliner, smoky eyeshadow. The blush was a tiny bit darker than her normal, but it added more depth to her appearance. She definitely looked more mature when I was done. For her outfit I kept her red satin bra and thong. Over the bra I chose a black lattice looking sweater through which you could easily make out her red brassiere. A denim miniskirt with black stiletto pumps completed the ensemble.

To help her feel important I had Charlotte help me pick my outfit. She chose a strapless LBD with knee high boots. I did my makeup similar to hers and after we had a couple drinks at my place, we went out.

I was impressed with the drinking ability of this young woman. We ran into her brother at one bar we were at. He was surprised to see us but promised her he wouldn't tell their mom. He ended up making friends with a young woman at the bar and the two of them were playing tonsil hockey before they left, which I assume was for a hook up.

Men kept hitting on the two of us. I did have to remind Charlotte a few times about my rules. She and I had a great time dancing and drinking. Guys were buying us shots and drinks. We were getting groped as we danced and we both loved it.

We got to the point where it was time to go home. Once back at my apartment Charlotte poured us each a shot and I opened a beer for us each. She thanked me, profusely, for a fun night and hoped maybe we could do something "grown up" like that on Saturday.

We talked as we unwound and sat beside each other on the sofa. She told me that there was one person she really wanted to go home with. I racked my brain thinking of the different men and I kept guessing. Finally I said that I gave up, so she should tell me. She leaned over and gave me a peck on the lips and said it was me. She said I was the hottest person in the place - woman or man. She blushed and apologized for being so forward. I set my beer on the end table and took her hands. I told her that it was 100 percent okay and I pulled her to me for a sensuous kiss. When we broke our lips I asked if she had ever been with a woman. She said that all she had done was kiss a girlfriend at parties if the boys paid them enough.

I stroked her cheek and pulled her to me and slipped my tongue between her lips and softly and then passionately engaged in a French kiss as I pulled her sweet young body to mine. My one hand was behind her neck. The other was under the loose-fitting sweater and massaging her breast through the satin undergarment. Charlotte moaned, "Oh my God!" into my mouth. I pulled her to her feet and led her to my bedroom, the heels of our shoes and boots clicking on the floor. I removed her sweater and unzipped her skirt and she was before me in her bra and panties. I turned my back to her and lifted my hair so she could unzip my dress. She helped me shimmy out of it and as I turned her hands were squeezing my tits with their erect nipples. I pulled her mouth to them and she sucked them and made me feel incredible. I slid her bra off her shoulders and pushed the cups down and I pushed her on her back on my bed. I climbed on top of her and started sucking her nipple while pinching the other. Charlotte yelped and moaned.

I sat up on my knees and I grabbed the waistline of her panties and slid it down over her round bottom. I lifted her legs and I laid my eyes on a sweet, bald pussy. I couldn't resist spreading her legs and kissing her on their lower lips before running my tongue up the slit and finding her aroused clitoris. I continued to orally pleasure this young lover and then introduced my fingers to the play. She was very wet and I easily slid two fingers in her twat and rotated them as my thumb stroked her clit. Charlotte's hips were trembling uncontrollably and an orgasm hit her. She screamed in pleasure and her hips bucked hard against my hand. I leaned down to taste her and lapped up what I could before kissing her and ordering her to taste her cunt from my lips.

Charlotte told me that she wanted to make me cum even though she didn't know what she was doing. I stood up and slipped off my panties and pointed to the floor before me and told her to kneel. She grinned as though she liked my dominance. I spread my labia with one hand, as I stood in my boots, while my other hand grabbed her long tresses and pulled her to me. I felt her suck on my clit, which caused me to pull her harder into me. I felt her hands on my ass flesh as her tongue sloppily worked its way around my pussy. I gave her instructions on where to touch and where to kiss and lick. She quickly got the hang of it and I was soon gushing my orgasm on her pretty face. I pulled her to her feet and kissed her, tasting the glaze I had just used to paint her face.

I climbed on the bed and got into a scissoring position with this nubile vixen. We ground our pussies and clits together while fingering each other. We worked into a frenzy before we both exploded into a squirting orgasm. Charlotte's eyes rolled back in her head. We rolled through a series of orgasms before we shifted and I held her in my arms, both sweat and panting.

Charlotte kissed me tenderly and thanked me for a wonderful first time with a woman and for a memorable evening.