Chapter Twenty-Three: Sandy
Outside of the Harrisons, my love life was not that spectacular. After breaking up with Gemma, I did date a few girls, mostly older than me, but I never stayed at it long. I think that I didn't want to get into the same situation that I was in with Gemma. I didn't want things to go far enough that I had to wonder what I should do.
As a result, I was not dating much. For companionship, I hung around with my friends, including Gemma, and for sex, I had Kari, Cheri and Girl, and, on occasion, Cat. That changed one day, from an unexpected source.
It was the end of the day, and Sandy Parker came over to me and said, "Hi, Jake, can I talk to you for a minute?"
I was a bit surprised, because we didn't really float in the same circles. Sandy was a senior and the head cheerleader. She was extremely popular, though not really too snobby. I don't think that she had intentionally avoided me in the past; our paths just never really crossed too much.
"Sure," I said. "What can I do for you?"
"Are you free after school?" she asked.
"I was planning on going somewhere, but nothing that can't be rescheduled. Did you need something?"
"Yes, I do. I was talking to someone about a problem I was having at my house, and she said that you were an expert at fixing it. Do you think that you can stop by after school?"
I was quite confused. "What kind of problem?" I asked.
"I'd rather just show you than try and explain. Do you have the time?"
"I guess," I said.
"Great! I'll meet you outside after school and give you a ride," she said.
When school was dismissed I went out to the front to wait for Sandy. She drove up in her red mustang and I got in. "Want to tell me now?" I asked.
"When we get home," she said.
She drove up to her house, and it turned out she lived just a few blocks from me. It was a nice house, and she pulled into the driveway and we got out. She unlocked the front door and we entered. We went to the kitchen and she offered me a drink. I took a soda, and she led me to her den.
"OK, so what can I help you with?" I asked.
"I've heard something about you," she said, giving me a predatory look. "I've heard that you really know how to please a woman, and that you know how to keep your mouth shut about it."
"Excuse me?" I said, completely shocked.
"I heard that you can satisfy someone in bed, and you won't spread it all over school. Is that true?" she asked.
"Why do you want to know?" I asked.
"I thought that maybe I would convince you to prove it to me," she said. She walked right up to me and threw her arms over my shoulder. Her eyes were inches from mine, and her lips were close enough that I felt her breath as she spoke. "Would you like to show me how good you can make me feel?"
"Well, I'd like to, but I'd like to understand why you'd want me to. You could have any guy in school, and most out of it. Why me?"
"I told you, you come highly recommended," she said. "Most of the guys that I've been with haven't done a particularly good job of satisfying me. I was complaining about that to some friends, despairing that there were no good men out there. One of my friends disagreed. I want to see how good you really are."
I wasn't completely sure who she was talking about, but I had a damn good clue. "Who was this mysterious friend?" I asked.
"Uh uh uh," she said. "I can keep a secret too."
"So I'm supposed to redeem all of mankind, sexually speaking?" I asked.
"Are you up to the challenge, big boy?" she asked.
I leaned in and kissed her. "So I'm on the line to prove my masculinity, and you are going to get a good fucking. What's in it for me?"
"Well, you get to fuck me!" she said in surprise, as if she was unable to believe that someone would turn her down.
"I'll tell you what, if I satisfy you, you have to tell me who it was that recommended me," I told her.
"And if you don't?" she asked.
"You get to go back to your friends and tell them how bad all men are," I said. "In fact, maybe I can recommend a woman who might show you what the fairer sex can do."
She looked at me in surprise. "I'm not gay!"
"Well, if I've convinced you that men are no good, I wouldn't want you to go through life without experiencing true bliss."
"Oh, and you think you can show me true bliss?" she asked.
"I can make you happy," I said, kissing her again, this time allowing my tongue into her mouth.
She pulled away after a minute and said, "Prove it!"
"I've already started," I told her, kissing her again. I ran my hand under her shirt, running my fingers up and down her back. She was not wearing a bra, and she moaned into my mouth. I continued kissing her for a few minutes, then said, "Let's go to your room."
"Why not here?" she asked.
"I need a more comfortable space to work," I told her.
She walked over the stairs, and I followed. She walked up two stairs to the first landing. "Stop," I told her.
She stopped and looked back at me. I ran my hands softly up her legs, causing her to shiver. I continued up, under her skirt, to her hips. I took the elastic of her panties between my fingers and pulled them down her legs. She shuddered as she stepped out of them. I was really surprised, because Sandy was so sensitive and responsive, I couldn't imagine that someone would have a hard time getting her off. Nevertheless, I wasn't going to look a gift horse in the mouth.
"Keep going," I said.
She turned and walked up the stairs. Her skirt wasn't short enough for me to see her pussy, but she didn't know that. She turned left at the top of the stairs and went into her bedroom. Her room was pink and girlish, with a four poster bed and stuffed animals placed everywhere. She turned to me after she walked in, and I walked into her arms and kissed her again. I reached under her skirt and cupped her bare ass gently in my hands, drawing a hiss from her. We kissed for a few minutes until we were both panting.
I sat her down at the edge of the bed and started running my fingers up her arms, to her neck and around her face. I leaned in and kissed her again, putting my hands on her waist. I started edging her shirt up as I kissed her. I broke the kiss and pulled her shirt over her head. I stepped back and looked at her.
Sandy was another blonde, although her hair was browner than the Harrisons. She had bright blue eyes and a lovely smile, with perky breasts and nipples so pale as to be almost the same color as the rest of her breast. She was breathing heavily, and I leaned forward and ran my fingers down her neck and over her left breast. She hissed again, and I knelt in front of her. I took her face in my hands and kissed her gently, then I leaned over and ran my tongue over her nipple. Again she hissed. I started running my fingers up and down her back as I moved my tongue around her front. Her nipples were standing proudly, and I pushed her down onto the bed. I ran my hands from her knees, up her thighs, and I pushed her skirt up. I ran my fingers from her hip, across the crease on her leg, down to her pussy.
Her pussy was covered with hair, very puffy and slightly darker than the hair on her head. I spread her legs, resting her heels on the edge of the bed. I pushed her hair flat, clearing a path to her pussy lips. I ran a finger up her wet folds, then leaned in and ran my tongue up her. My head jerked back as she pushed it away. "Don't do that!" she shrieked.
"What do you mean, don't do that?" I asked.
"Don't lick me there! It's dirty!" she cried.
I looked at her in shock. "Are you serious?" I asked. "When was the last time that you took a shower?"
"After practice today," she said. She had moved up the bed and her legs were closed.
"Then how did your pussy get dirty?" she asked.
"It just is!" she said.
"And you wonder why men can't satisfy you?" I asked.
"What do you mean? Can't you satisfy me with your cock?" she asked.
"I can," I told her. "But that's like saying you can live on bread and water. You could, but wouldn't you want chocolate, too?" I knelt on the bed right next to her. "If you are uncomfortable with it, I won't lick you. But if you want to truly experience as much pleasure as you can, see if you can let me do what I know will make you feel good."
"I'll think about it," she said.
"OK, for now I'll make you feel good the 'traditional' way," I said. She was all tense now, so I wanted to back off a little. "Why don't you start undressing me now?"
"OK," she said.
She knelt next to me, looking very sexy wearing only the short skirt. She took off my sneakers and socks, then came up and pushed my tee shirt up. She kissed my stomach, licked my nipples and then kissed my lips. I pulled her onto me, enjoying the feelings of her hard nipples on my bare chest. She reached down between us and slipped her hand into my pants, grasping my cock in her fist.
"Oooh, it's big," she said. Statements like this inflated my ego as much as my cock. I had certainly grown since the first time I measured, but I didn't think myself overly endowed.
"Mostly it's hard, from having you pressed against me," I said. She knelt near me and pulled my pants and underwear off. She took my cock into her hand again and started pumping it. Given her distaste for anyone performing oral sex on her, I wasn't surprised that she didn't take me in her mouth. I pulled her back onto me, running my fingers under her skirt. She was very wet, and I ran my fingers over her clit, causing her to tense up, her hand squeezing my cock hard.
I spread her out on the bed and pulled her skirt off. I looked at her and said, "You really are beautiful." She blushed, and I ran my fingers down her body. I knelt between her legs and asked, "Ready?" She nodded and I pressed my cock into her. It slipped in easily; she was quite wet already. I pushed all the way in, grinding my pubic bone against her clit.
"Oooo, that's nice," she said.
"I like it, too," I said. I kissed her as I started slowly pumping. I paid attention to her nipples as well, and I was surprised at how soon she was cumming. I stopped moving after she came, letting her relax a little.
"Nice?" I asked.
"Mmmm," she said. She clenched her pussy, and I started moving again.
"You're still hard?" she asked in surprise.
"I haven't cum yet," I told her.
"You're kidding!"
I pulled out and slammed all the way in. She hissed and I asked, "Does it feel like I'm kidding?"
I started pumping faster and harder. I had gotten her off, and now I was concentrating on me. I felt myself getting closer, and I started grinding my cock into her. She started barking little moans. I grabbed her nipple and squeezed as I pushed all the way in her and came. I held myself deep as I squirted over and over again. Then I collapsed onto her, breathing hard. When I got my breath back, I rolled off to the side, pulling her with me. I came out of her, and she was left lying across my hip, cum dripping onto me.
We rested for quite a while; I was practically on the verge of dozing off when she spoke. "That was amazing! You made me cum twice!"
I looked at her and asked, "Was that really that much better than what you are used to?"
"Absolutely," she said.
"You must have had some really lousy lovers, because I'd rate myself only fair to middling on that effort. I know I can do a lot better, given the time to make proper preparations."
"You've got to be kidding!" she said.
"Nope," I replied.
"Wow, Karen was right," she said.
"So it was Karen," I said. "I suspected as much. I didn't know she hung out with you."
"She occasionally hangs out with me and a group of friends," she explained.
"Well, that girl is going to get a spanking for this," I said lightheartedly.
I felt Sandy stiffen below me. "Really?" she asked. "Are you really going to spank her?"
"Don't you think she deserves it?" I asked. "She set me up, and didn't even warn me."
"But even if she deserved it, you would really spank her?" she pressed.
"Yes," I said.
She was silent for a few minutes, though she was squirming on me a little. Then she said quietly, "It really wasn't just her fault. I was the one that did it. I should be the one that gets spanked."
I looked down at her, and she was looking at me with an expression that crossed eagerness with fear. I thought about what she was saying, and I realized that I might have touched on a deep seated fantasy.
"So you were a bad girl, and you deserve a spanking?" I asked.
"Yes," she said in a small voice.
I pushed her off of me and sat up. I looked at her and asked, "Are you ready to get a spanking on your bare bottom?"
"Yes," she breathed.
I swung my legs off the bed and said, "Lie over my lap."
She quickly clambered over my lap, sticking her ass up into the air. I repositioned her slightly so that her ass was up, but her legs were spread. I could see my cum still dripping out of her pussy. I ran my fingers up her crack and she gasped.
"How many spanks do you think someone who tricked me like this deserves?" I asked.
"Five?" she answered nervously.
"Not even close," I said softly. "For this, Karen would have gotten 50." Sandy gasped when she heard that. "Since you so generously agreed to take them in her place, I'll only give you 25."
I raised my hand and slapped it down across one cheek. She let out something between a cry and a moan, and I dipped my fingers down over her clit. I resumed spanking, slowly, and between each spank I rubbed her ass and toyed with her pussy. Juices were practically pouring out of her. "Are you such a bad girl that you get excited by a spanking?" I asked rhetorically.
She groaned and tried burying her head in the mattress, but three more rapid spanks and she was cumming on my leg. I squeezed her clit as she was cumming, and it caused her to buck even more. She collapsed on my lap, and I took the opportunity to lick her juices off of my finger. Despite her protestation to the contrary, she was delicious.
I let her lay on my lap for a few more minutes, gently rubbing her red ass. Eventually, she rolled around, so that she was on my lap face up. "You know," she told me, "if you ever feel like you need to spank Karen, you could take it out on me instead."
"What if I feel the urge during the day at school?" I asked.
"I know some private places we can go," she said.
I ran my fingers through her pussy hair, thinking about her kink, when she asked, "Would you really have given Karen 50 spanks?" she asked.
"If you hadn't taken them for her? Yes."
"I hope she appreciates it," Sandy said.
"I'll make sure she thanks you," I told her. "So, did I redeem the male race?"
"Oh, you certainly did," she said, and she pulled me down for a kiss.
I got ready to go, asking her not to get dressed while I did it. I wanted to see her naked body for longer. As I was getting ready to go, I thought of a way that I could use her kink both to help me, as well as to release some of her inhibitions. "You know," I told her as she walked me to her front door. "Really bad girls get lots of spankings. You know the ones; the ones who suck guys off, the ones who insist on getting eaten out. Those girls deserve spankings all the time." I leaned in and kissed her, dipping a finger into her pussy at the same time. I leaned in, starting to finger her seriously as I whispered in her ear. "Those girls sometimes are spanked daily. And with each spanking, they are forced to cum. Those bad girls cum and cum. Do you know any bad girls who would cum so much? Girls who would suck boys they hardly even know, just because they spank them? Girls who would spread their legs and beg for someone to lick their dirty, dirty pussies. Do you know anyone like that?"
"Yes! Yes!" she screamed. "Yes! I know a dirty, bad girl like that! Yes!" She came again on my finger. She slid down the wall, collapsing on the floor as the orgasm overcame her.
She laid panting and watching me as I removed my finger from her lovely twat and licked it off. "Mmmm," I said. "Delicious." I kissed her briefly and then said, "See you in school," and I walked out the door.