Vacation Sex School

Part 3

Caitlin

Sarah called me midday. "You ready for Caitlin?"

"More than ready." I answered.

"Yeah. Leslie told us how she stood you up."

"Oh, she had her reasons," I said obliquely.

"Well, I think she should have gone through with it. She knew she had a boyfriend when she agreed. But you should have seen the other girls when she described her multiple O's. Even I was jealous. Wow. Crissi sounded like she was thinking about it now. Shelby turned pale. I think she's changing her mind. Pretty impressive." I laughed. "Caitlin just smiled when Leslie was done and said she could do better. You better be ready."

"Send her my way."

"Oh yeah. Caitlin is a Mexican food addict. And she likes Hip Hop." Hip Hop? Oh well. I can handle the Mexican food.

An hour later I opened the door. I saw Sarah driving away with Leslie. On my doorstep was Caitlin. She was maybe 4'10 and 85 pounds, very slim hips and almost no tits that I could see with a young looking face. She looked maybe twelve not seventeen. But the surprise was, she was Japanese. So much for my figuring things out from a name.

"Hi."

"I'm Caitlin."

"Please come in." We talked for a while. I had trouble getting the conversation going until I hit on sports. Turns out she was a sports-a-holic because her dad never had a son and Caitlin became his outlet for sports. She knew more about baseball stats and the latest NFL trade than I did. The time flew because it was a subject we both loved and knew.

I finally said we needed to go get dinner and we talked all the way to the restaurant, through the Mexican dinner (she had the home made tamales) and then back to my place. We were still talking when we got back to my place.

She looked at her watch, "Shit, we gotta hurry. I have to be home tonight and if we don't hurry I'll miss out. Oh man. You know what the girls would say if I told them all we did was talk sports? They gave Leslie hell. I'd really get it." You know what they say, when a woman wants it a wise man cooperates with the inevitable. This luscious little woman wanted me and I would have to cooperate.

I stood and said "C'mon," and led her to the bedroom. "What do you want to do? This is your lesson after all."

"I know you want to do it, you know, uh intercourse. Um, but I tried that. But I could never get Ryan, he was my boyfriend, to well, kiss me down there. He wanted me to give him head but he wouldn't even get close to me. When Sarah described what you did to her that was all I could think about. We got two more days. We could go all the way tomorrow."

"Caitlin, I'd love to go down on you. I love to have oral sex giving and receiving. Don't think that only intercourse is sex. It's all sex. Sometimes it's fun to have the two people just lie together and masturbate each other." She looked a little startled. "Yeah, that's sex too. The whole point is to do what pleases you and pleases the person you are with. That's today's lesson. Come here."

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I sat on the edge of the bed and pulled her into my lap. She was so light I hardly knew she was sitting on my lap. We kissed and I stroked her back and neck. I worked my hands down until I was cupping her ass. Then I worked my hands under until I was cupping her mound through the jeans. She was getting into it now. I unbuttoned her shirt. She wasn't wearing a bra and she didn't need one. Her tits were just small bumps but her nipples were full grown and erect.

I bent down and took her nipple in my mouth. It got even harder. I pulled her shirt off and had her lie down. I unbuttoned her jeans and slid them off along with her panties. I quickly threw off my clothes. God she looked young. Because she was small with such small breasts, narrow hips and almost no bush she looked even younger now. I actually thought for a second that I shouldn't be doing her. She was too young. But then I remembered, she's already done it with this Ryan character and she's seventeen. She just looks young.

I lay down next to her and kissed her. I worked south nibbling her neck and down to her nipples. I worked them for a while licking and sucking. I cupped her mound and massaged her. I let my finger dip down into her slit. My fingertip found her hole and entered her. She was wet and I slid in easily. I moved down until my head was level with her snatch. Her inner labia were giant compared to the rest of her and her clitoris stood out at the apex of her slit. I slipped my finger further into her and licked across her clitoris. She jumped at the sudden sensation.

"Oh God," she panted.

I licked her labia avoiding her clitoris for a while and then went back to it. She was ready this time and moaned as I licked her button. Now I concentrated on her clitoris while finger fucking her. She was getting wetter and wetter. I sucked her clitoris into my mouth. Her labia and clitoris filled my mouth.

"Shit, Oh yes. Do it, yes, do me."

Her hips bucked against my face and she rolled around in abandoned lust. She was hot so I picked up the pace of my licking and sucking. I attacked her clitoris by licking and sucking and rammed my finger in her slot. Her nearly hairless twat was driving me crazy. I love to suck on a pussy and a sweet smelling tasty pussy like this one had me passionate with lust. I wanted her to cum all over my face. I didn't have to wait long.

"Oh God," she moaned. "Uh, uh, uh," moaning in time with her impending cum she went rigid her head thrown back and dug her hands into my head. "I'm cumming," she screamed. "Yes! Yes! Do me!" I felt her pussy spasm on my finger and I stopped licking and let her come down. "Oh God. It never felt like before." I pulled my finger from her and gave a last kiss to her sopping pussy. I moved up beside her and watched as she calmed down. "Jesus. I never yelled before like that with Ryan. Wow. The way you licked me was just incredible. Thank you."

We lay like that for a while. She looked so young and vulnerable even though the air reeked of pussy and just minutes before I had my tongue in her pussy while she came. She looked tiny. "Caitlin I can't believe how small you are."

"I know. I hate it. I can still wear my Girl Scout uniform. I haven't grown hardly at all since then."

A sudden thought occurred. Perverted? Yes. Fun? Yes! "Sweetheart, would you do something for me?"

"What?"

"Would you play a game tomorrow? Wear your Girl Scout uniform and when you come to the door pretend you're selling cookies. I'll invite you in and then I'll agree to but your cookies for a special little performance."

"Really? That seems weird."

"It's called role playing. It's a fun game as long as both people want to do it." I watched her and I could tell the mental wheels were cranking.

"Why not? Okay, I'll do it. Tomorrow we're sleeping over at Crissi's again so I'll stay all night. Can we do other things too?"

"Sure. Anything you want. I need to get you home. Let's get dressed."

Cookies with Caitlin

The doorbell rang at five. I opened the door. "Want to buy some Girl Scout cookies, Mister?" It was Caitlin in her uniform and she looked exactly like a Girl Scout. She was perfect.

"Certainly. Please come in." I was holding open the door. She came in and I led her to the couch. "Please tell me about your cookies"

"We have the chocolate mint and the butter cookies and the assorted. They're a dollar a box."

"And how many have you sold?"

"Oh just a few. I need to sell a lot." She had the role playing pat. If I didn't know I would have believed she was a Girl Scout.

"Maybe I could help you. How many boxes do most people buy?"

"Only one or two," she answered.

"How about if I bought ten? Would you do something for me?"

"Ten? Wow. That would be great. What kind?"

"Assorted. But you need to do something for me."

"What, Mister?"

"I want to unbutton your dress and look at you because you are so pretty."

"You think I'm pretty?" she asked

"Oh yes. I think you are a pretty girl and I'll buy all those cookies."

She looked thoughtful. "I guess that'd be okay."

I went over to the couch and unbuttoned the top button of her dress. She looked a little scared. "It's okay. I won't do anything." And continued down until her dress was open. I could see her tiny breasts. She had found a pair of plain white little girl panties with animals on them. "You look even prettier this way."

"Okay," she said. "Now do you want to buy the cookies?"

"Of course. But would you like me to buy ten more?"

"Twenty?" she asked incredulous.

I nodded my head. "Yes, if you let me kiss you, I'll buy twenty."

"Just kiss me?"

"Yes. Just kiss you." She nodded her head yes. I leaned down and kissed her chest and then moved over to her nipple and took it in my mouth. I kissed and sucked at her nipple and it became erect in my mouth.

"Oh," she said. "That makes me feel funny."

I asked, "Do you like it?" She nodded her head yes. I leaned back down and kissed her other tit.

"Um, Mister. I like that. It makes me feel funny all over."

"Is it good funny?" I asked.

"Oh yes. It's good funny. I feel funny between my legs."

"Oh sweetie. I know exactly what to do. I need to kiss you there as well."

"I don't know."

"Let me do it just a little. It will make you feel so good. Even better than kissing you here."

"Okay, just a little."

I reached down and slid her little panties off her ass. She lifted to help me. I had her slid forward so that her ass was at the edge of the couch. She was holding her legs tightly together. "Sweetie. I'm going to kiss you and make you feel very good." I pushed her legs apart. She resisted a little but they finally parted. I was staring at her little pussy. She was completely hairless. She had gone all the way for the role-playing. "Your pussy is so pretty." I bent forward and ran my tongue up her labia. They parted and my tongue dipped down into her bald pussy. I licked from top to bottom and back again. She was getting wet and I sucked her until I could tell she was turned on. Her head was back and her eyes were closed.

I threw off my shirt and skinned out of my pants in between licks. "Now sweetie. I'm going to show you something even better."

"Oh, Mister. You're naked."

"That's so I can make you feel even better. You like what I'm doing don't you?"

"Oh yes. I feel all good. My insides are all quivering. I'll feel even better?"

"Yes baby. This will be even better." I lined up the head of my cock with her pussy. I rubbed the head up and down lubricating it with her girl juice and rubbed her clitoris as well.

"I like that," she said. Well lubricated, my cock found the entrance of her pussy and pushed inside. She clamped down with her muscles. "Oh Mister, it's so big." It was like fucking a brand new pussy. I pushed until I was buried deep in her. Pulling her forward I held her against me, turned and lowered us to the floor still connected at the hips. A gentle rocking motion and we were fucking in earnest. "Oh God, what are we doing?"

"We're fucking baby. Does it feel good?"

"Oh yes. It feels good. I like fucking. It's so big inside me. Do it, Mister. Fuck me."

She was still wearing her Girl Scout dress. It was so erotic looking at Caitlin in her dress. She looked so youthful and innocent. I was thinking that as my rod was pistoning in her pussy. But that's what I felt. Her tight hot pussy clasped my cock on every stroke. I felt the urge building. I made sure I was getting maximum contact on her clitoris because I wasn't going to last long.

Caitlin's eyes were closed and her head started to roll in time with our fucking. "Oh yes," she said. Her voice lost its little girl quality. She was in erotic rapture herself and was no longer playing. She bucked against me as I pounded her. "Hmm, hmm, uh, uh," she moaned in time with each stroke.

I felt the beginnings of my cum. "Oh baby, I'm going to fill you up. Oh take it, take my cum." The first jet of jizz came blasting out and buried itself inside her pussy.

With the first hot blast, Caitlin's own cum started. Her pussy spasmed around my cock and she shouted, "Yes, Yes. Oh God. I feel it. It's filling me up. Give it to me. Give me your cum." She hands dug into my ass cheeks and pulled me even deeper into her hot channel. I plowed into her as gush after gush of my cream poured down into her hot tight pussy. The little fantasy we had played combined with her looking so young had really gotten my hormones raging and I had an intense orgasm. My balls kept spasming even after they were empty. It felt like it was the fourth cum of the day I was so dry. I collapsed on top of Caitlin. We lay on the floor softly caressing each other as the post orgasmic dreaminess held us. When we had recovered I took her in my arms and carried her to the bath where we shared a tub and cleaned up. We were both asleep minutes after hitting the bed.

A Quickie

The next afternoon Caitlin showed up after school and said she had to go home for dinner. Her parents had something planned. We only had an hour. I took her to my room and we shed our clothes. We jumped in the bed and after some quick kisses I had her get in a sixty-nine. Her mouth was so small it wasn't much of a blowjob. My hands covered her entire ass. Again I was struck by how tiny she was. I licked and sucked her until she was well lubricated and turned on. She was rubbing her gash over my face. I had pussy juice from the bridge of my nose down to my chin and all over both cheeks. Somehow, I didn't mind.

I had her turn around and sit on my cock. It looked enormous and like it would go up to her lungs. But she held it up and worked it in until it was buried and her clitoris was mashed against the base. She took the whole thing. I showed her how to control the angle of penetration to get maximum sensation. She started with a slow rocking motion with my cock buried in her. As she got more aroused she switched to leaning forward and rubbing her clitoris up and down my shaft. I ran my hands over her small tits, took the nipples between my thumb and fingers and rolled them around. In no time she was getting close to climax.

"Oh God yes," she moaned. She picked up the speed. She was slapping her pussy against me and moaning. I felt a ripple run down my cock and extra wetness running from her pussy. "YES! I'm cumming. Yes, Yes, Yes... Oh Christ..." She wound down and fell on my chest.

I was so close. I grabbed her hips and started pumping frantically. She was light I held her up and pumped my cock up into her. Caitlin lifted her head as I pumped and began to help. I felt her muscles squeeze and that was it. I growled and let loose a gusher of cum, then another and another. After five or six shots of cum I fell back and Caitlin fell back to my chest.

What other seventeen-year-old would come over for a quick no nonsense fuck? But that was Caitlin. Miss high libido herself.

We lay for awhile and talked about what she had learned. She thanked me - Thanked me? I should have thanked her - for the school. We cleaned up and a last lingering kiss and she was gone.

Three down, so to speak, two to go. I was starting to think I had missed my calling. Being a sex ed teacher was really fun.

 

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Copyright Rod O'Steele © 2005, 2007