Another Story About Cheerleaders and Gangbangs II

by Lester

Part 2: Another Cliche (Can You Say "Babysitter"?)

Troy didn't know what to expect when he returned to school, but everyone pretty much left him alone. There seemed to be a new, grudging respect, although no one talked about it. Things almost seemed normal, although after that experience he didn't think he'd ever feel "normal" again. Basketball season ended when the varsity lost their second round game in the state tournament. On a Friday just over three weeks since the day of the incident, Troy arrived home from school, thinking about what he and his friends might do that night.

"Oh, Troy", said his mom, "I'm sorry, but you won't be able to go out tonight." "Why not?", he cried. "Your dad's boss asked him to come to a party tonight honoring some of their top clients. It was at the last minute, but it's a great opportunity for him in his career. We really have to go, and I just don't want you out of the house when we will be gone until late. I doubt if we'll be back before 2 or 3 a.m." He had to admit she was right, but he was still ticked. Now he'd have to spend his Friday night looking after his kid sister, Chrissy. Some thrill! He slumped against the kitchen wall feeling sorry for himself.

"I know you're much too old for a sitter", his mom continued, "but we didn't think it would be fair to ask you to spend your Friday night sitting for Chrissy, so we asked someone to come over. And don't give me that look! She's not here to look after you. You can spend the evening in your room doing whatever you want, so at least you won't have to worry about your sister."

Well, might as well get the whole disaster. "Who is she?" "It's Michelle Gorman. She has sat for Chrissy before. Plus it works out well since her parents are out of town tonight and really didn't like the idea of Michelle staying home alone. I told them she could stay overnight here in our guest room." Suddenly things didn't sound so bad, but of course he couldn't let his mom see that! "I guess it will be OK", he said, with a flat, emotionless voice, while inside his heart was threatening to pound right out of his chest.

Just then there was a knock on the door, and his mom answered. It was Michelle, and MAN did she look hot! She was wearing a polo shirt which was just tight enough to nicely show off her curves without looking slutty, shorts which displayed her perfect legs but weren't too short to appear trampy, along with a smile that was threatening to burn his eyes out. "Michelle!", Chrissy shreiked as she flew into the room. "Come on, come on, let's go play a game." She grabbed Michelle's hand and started tugging. Of course, he had to keep his cool but deep down he wanted to react just like his eight year old sister! "Troy, please take Michelle's bag up to the guest room," said his mom. "Chrissy, run on ahead and I'll be right along. You can start setting up the game," said Michelle. She walked up to Troy and handed him her bag. "Thanks, Troy," she said, then in a voice too soft for anyone else to hear added, "After Chrissy goes to sleep you and I can play."

Troy's pounding heart began doing backflips. He couldn't believe that his mom didn't notice his reactions, but knew he had to hide them or she might get suspicious. Here he had been feeling sorry for himself over his bad luck when instead this was shaping up to be an incredible night. He took the bag upstairs, then hurried down to where Chrissy and Michelle were setting up the game. Chinese checkers! All right, that was way better than Candyland! He sat down to join the girls. Chrissy smiled at him, obviously glad that her big brother had decided to join in their play. His parents came in to say goodnight. Although she didn't say anything, he could tell his mom was glad that he had joined the girls rather than holing up in his room.

The evening passed quickly. Popcorn, games, and a couple of Chrissy's videos later (at least she had chosen some pretty funny Loony Toons!) Michelle announced that it was time to Chrissy to go to bed. Of course the little girl protested, but Michelle said she'd help her get ready, and Chrissy acquiesed. She gave Troy a hug and said goodnight. He felt a little guilty. He didn't often have much time for his pesky little sister, but she obviously looked up to him and was genuinely pleased that he had spent so much time with her tonight. He made a vow to spend more time with her in the future.

After the girls disappeared upstairs he began to fidget nervously in the settee. He wasn't sure what to do. Now that the time was here he was incredibly nervous. He peeled off his shirt, tossed it across the room, and settled on to the settee to wait.

"God, are you eager!" Now he turned red. Obviously taking his shirt off had been the wrong move. "You know, we have to wait until we are absolutely sure that Chrissy is asleep. You wouldn't want her to surprise us while we're playing, would you?" Troy hung his head. Michelle laughed. "Don't worry, it isn't anything to get upset about." She sat next to him in the settee. "You really have a nice chest." She began to run her fingers over his chest. It felt great! He began to reach for her leg, but she caught his hand and put it back by his side. "Only one play rule. You have to let me in total control. You do exactly what I say. I won't ask you to do anything you won't enjoy, and if you really don't want to do something, you don't have to, but then the game is over. OK?" "Yeah, that's alright with me", he said.

Michelle settled back on the other side of the settee and they began to make small talk. Troy's brain was so roiling with emotions that he really wasn't aware of the conversation. Then Michelle said she'd check on Chrissy. Troy waited nervously. Michelle came partway down the stairs and beckoned to him. "Sound asleep!", she whispered when he drew near. "Let's go to your room." He stepped past her and led the way. Michelle closed the door behind them and locked it. "We don't want Chrissy to walk in on us if she awakens, do we?" She stepped forward, slid her arms around his neck, and kissed him. "Loosen your lips a little." He slipped his arms around her waist as he kissed her again. The softness of her body against his bare chest felt incredible. She began to poke the tip of her tongue between his lips, and he reciprocated. It was heavenly! All he had been thinking about this evening was sex, but just standing here, holding Michelle and kissing her was a fantastic feeling. He began to realize that there were a lot more delights with this girl than just fucking her.

Michelle broke their lip lock. "I really like the feeling of kissing a guy who is the same height as I am. It's nice not to have to crane my neck up while were doing it." Troy was surprised to hear that his short size might actually have its advantages. She told him to drop his arms and relax. She began to nuzzle his neck, then moved down to his chest. She nibbled and licked her way across his chest, finally flicking his left nipple with her tongue. He was surprised to see his nipples get hard. She drew his nipple into her mouth and began to suck furiously. He moaned with pleasure. "Do you like that?", she asked. "I heard that some guys enjoy having their nipples stimulated, but unfortunately Jordan isn't one of them." She worked her way down, licking his stomach, then running her tongue in his navel. It felt great!

Next, she loosened his belt, opened his shorts, then pulled them and his underwear off with one motion. She gazed at his hard cock and hummed with pleasure. "I don't get it", he said. "I know my cock is pretty average sized, yet all you girls seem to find it fascinating." Michelle giggled. "It's exactly the same size and shape as Robin's favorite dildo." "What?" "She has this dildo that's not too long, but is nicely thick and curved in such a way that is automatically hits all the right spots. We've all used it and love it, so when we first saw your cock, everyone knew it would really do the trick!" Troy was so stunned by this revelation of cheeleader games that he couldn't speak.

"I'm going to take the edge off so we can really have fun playing", said Michelle. She proceded to suck his cock past her sexy lips. She ran her tongue over the sensitive underside and began to bob her head, licking and sucking and driving Troy over the top. He squirted his cum into her mouth as she swallowed every drop. When he finished, she licked her lips, then, standing, she kissed him again. "Now it's my turn."

She guided his hands to the bottom of her shirt and directed him to draw it over her head. She was wearing a sexy lace bra that accented her lovely tits, with their soft curves rising above the top. She told him to lick and kiss her body just like she did for him, but told him to stick to the uncovered areas. Troy decided to take his time and really explore. He could tell that she would enjoy this approach better that if he rushed. So he slowly kissed her neck and nibbled on her soft shoulders. He worked his way down her right arm, and spent time licking the inside of her elbow, which her reactions showed she really enjoyed. He decided to cross her up and moved behind her. He used his lips and tongue to pleasure every square inch of her back, nibbling along the skin just above her shorts as he worked his way back to her front.

He licked her navel just like she had his, and she seemed to like it just as much. He worked his way up her stomach, skipped over her bra, and began to kiss her chest, licking the soft curves of her breasts where they rose above the top of her bra. She told him to reach behind her and unhook her bra. He slowly drew it down her arms, then stared at her breasts. He couldn't believe how lovely they were or how great it made him feel to look at them. He caressed them lightly with his fingertips, then bent forward and one by one drew her nipples into his mouth. Alternating, he sucked at them furiously and was rewarded with her moans of pleasure.

She stopped him and directed him to caress her legs. He knelt before her and ran his hands up and down their finely turned lengths. He loved the feel of her well toned muscles beneath her soft skin. He could have continued for hours. Instead she stopped him and had him draw off her shorts and panties. He gazed in delight at the soft brown hair covering her pussy. Before he could make a move, she stepped away and laid down on his bed. She spread her legs and directed him to lie between them with his face at her crotch. With her fingers she gave him a guided tour of her genitals telling him exactly how she wanted him to kiss and lick them. Then she turned him loose.

He was a little apprehensive, but wanted to make her feel great. It helped that he knew exactly what she wanted him to do and in what order to do it. He kissed and nibbled at her pussy, using his lips to pull and worry her labia, licking his tongue into her hole, and finally flicking, licking, and then sucking her clit. Her juices began to flow. They soaked his chin as he savored their flavor. Suddenly she clamped her thighs tightly against his head. He had trouble breathing, but decided to continue to lick and suck her clit. The pressure on his head became almost unbearable when she stiffened and expoded in orgasm. She dropped back limply and told him to back off. He lightly licked her pussy lips as she came down from the brink.

Finally, she told him to work his way upward. He nuzzled and licked his way up her torso, spending some extra time kissing her breasts and sucking on her nipples. He made his way to her lips and kissed her passionately. He felt her hand close around his cock, and she guided the head into her moistness. He tried to thrust, but her hand stopped him. "Slowly", she said. So he began to ease his cock into her. Satisfied that he wouldn't rush, she took her hand away. He couldn't believe how great she felt. This was so much better than what he had experienced in the locker room. When he was fully inside, he stopped. He kissed her and began to pump, slowly at first, then picking up steam. He began to focus on nothing but his cock pistoning in and out of her vagina, when she pushed hard on his shoulders, causing him to come out of her.

"Don't just think of yourself", she said. "I like to be stroked and kissed while you are fucking me." Troy nodded. He reinserted himself, and made a point of nuzzling her neck and fondling her breasts as he began to pump again. He built up steam, playing his hands over her body. Finally he reached a new level of speed. Michelle knew enough not to press him at this point. Once again he concentrated on his cock, feeling the cum boiling in his balls, then slamming home hard as he filled her with his spunk. He collapsed on her, exhausted, and loved the feel of her soft body beneath her. He took some of his weight on his elbows, and kissed her gently.

His softening cock slipped out of her, and he rose from the bed. "Where are you going?", she asked. "Don't worry", he said. He lifted her legs, reached underneath her and pulled out the covers, drawing them back over her. He walked to the door, unlocked it, and turned off the light. Then he returned, joining her under the covers, lying on his left side with her back and ass snuggled against him, his right arm circling her with her soft breasts resting on his forearm.

He woke to a sound in the hall. Momentarily he wasn't sure where he was, then he felt Michelle next to him, in the same position, the covers lying over their hips with their torsos bare. A light around the doorframe showed him that his parents were in the hall, but before he could react he saw the line of light widen. Someone was opening the door! He could do nothing but pretend to be asleep, cracking his eyelids so that he could see. The door opened and he saw his mom's silhouette. He braced for the explosion. Michelle's bare breasts were uncovered, and it would be obvious to anyone that the two of them were naked. He waited in trepidation, then was amazed when his mom just backed out of the room and closed the door again. He didn't know what to think, but the warmth of Michelle against him and his exertions of the evening soon had him drifting back to sleep.

He was awakened again by the opening of the door. Clearly it was now morning. He and Michelle were much as before, except that she was lying more on her back than her side. His eyes were wide open, so he couldn't pretend as he looked at his mom. She laid her finger on her lips, then whispered, "Your dad, Chrissy, and I are going shopping. We won't be back until sometime after lunch. Your dad thinks Michelle is in the guest room. He'd explode if he knew what you two have been doing." Then she left, pulling the door shut behind her. He was stunned. What was going on? He agreed that his dad would be furious, but what about his mom?

The sound of the car woke Michelle. She sat up in panic. "Oh my God, it's morning! What will your parents say!" Troy rubbed her shoulder and in a calming voice explained what had happened. "You mom doesn't mind?" "I don't know what is happening, but I do know ..." He took her hand and laid it on his hard cock. "Boys!", she laughed. Troy replied, "Well, we are home alone, so we might as well take advantage of it." "Typical male logic! Well, OK. I must have been having some dream, 'cause I'm soaking wet already. Go to it!"

Troy didn't need any further encoragement. He quickly climbed on top of Michelle. He pushed with his crotch and was excited to find that he slid right into her without having to use his hand. He tried to remember to pleasure her, but the feelings were so strong that he sometimes lost his concentration. He picked up the pace, and soon was once again filling her pussy with his orgasm. He kissed her and rolled off, sighing with delight. "I love you, Michelle!" Michelle frowned. "You know I can't go out with a sophomore." "Other seniors date sophomores." "Senior girls?" He had to admit that the only couples he knew were the other way. "Besides", she said, "the head cheerleader is almost obligated to date an athlete." "You mean you're going back to Jordan?" "No way, I probably just won't date anyone. Besides, we should be able to find plenty of time to play over summer. I'll have to watch you though. After training you to be a great lover, I don't want some girlfriend to take all your time and leave nothing to me." "There's an easy solution to that, you know. You could be my girlfriend." "Sorry, Troy. You've heard what I said. Don't give up, though. A two year age difference is nothing once you're out of high school." Well, it was better than nothing.

They got up and headed to the bathroom. He was glad she didn't object when he joined her in the shower. Washing her lucious body with his soapy hands was yet another terrific new experience. The feel of her soft hands washing him just about drove him wild. As they rinsed, he couldn't take it any more. He gently pushed her into the corner of the tub, and picked up her right leg, resting her foot on the rim of the tub. To his delight, she grabbed his shoulders and raised her left leg to the rim on the long side. He grabbed her waist to steady her, and she reached down, drawing him to her. Once again he felt the delight of his cock sliding into her warm wet tunnel. Another new experience - fucking standing up. It quickly became apparent that this position didn't allow for much other play, so he concentrated on pumping into her until for the third time he splashed his semen over her inner places.

Drying each other off was another great new feeling. They separated to dress, and in Michelle's case, to muss up the guest room bed. Troy pulled on a pair of shorts and decided to go shirtless. He headed down to the kitchen and began to make some breakfast - orange juice, milk, toaster waffles, and microwave sausage. Michelle joined him. She looked incredible in a halter top and shorts. "I brought some more conservative clothes in case your parents were home, but they aren't, so I'm giving you a treat!" Troy agreed wholeheartedly that looking at her was a treat. They ate breakfast, then Troy pointed out that they still had time before his parents would get home, ogling her lucious form as he said so. "You are a greedy one, aren't you!", Michelle said, laughing. "Aren't three fucks in less than a day enough?" Troy blushed and looked sheepish. "It's just that you feel so great, and I don't know if I'll ever get a chance to do this again." "Don't worry. You still have some learning to do, but you are an attentive student. Before I'm done you'll be the best lover in the school. Given the general quality of high school boys that may not be saying much, but believe me, you'll rank well by any scale. No way am I not going to take advantage of that! But now I really need to go." Troy didn't want her to leave, but he realized she had to. He saw her to the car, and waved as she drove away.

He was literally bouncing as he walked along. He decided to mow the lawn, and when finished, went on and completed all the household tasks that his parents were always bugging him about. When they got home, his dad was amazed, but his mom gave him a knowing look. As soon as she had a chance, she pulled him aside. "I should be furious with you, and I really shouldn't be holding information from your father", she said. Her face softened. "But somehow, when I saw you, I just felt so proud that my son had won such a beautiful and popular girl as Michelle, so I guess I just decided to be lenient. But no more! I don't ever want you doing something like this under our roof again, you understand?" "Yes, mom." He hated lying to his mom, who he loved dearly, but he knew in his heart that he would countinue to do "something like this" again and again, as often as Michelle would let him. With the thought of those pleasures in his mind, he just couldn't bring himself to feel guilty.