However, on this morning, her nine-year-old son Alex was not cooperating in terms of waking up, eating breakfast and getting dressed before the babysitter arrived at 8 a.m. The fact that her husband George and fourteen-year-old son Shane were on an out-of-town weekend camping trip added to her rarely seen increased stress level that morning.
The doorbell rang at 7:55 a.m. “Oh no. He’s early,” Janie said as she quickly went to answer the door. “Hello Matt.”
“Well, hello Mrs. B,” said Matt, the eighteen-year-old son of the math teacher at the school Janie teaches. “Good to see you again. You’re looking good this morning.”
Janie was looking good that morning. She had on a new tan flowery print dress that came down to just above the knees and beautifully accentuated her curves. Hearing those words from Matt shot a twinge of excitement through her well-proportioned body. Another shot of excitement quickly followed when Matt said, “Let me help you with this.”
As Janie turned away after opening the door for her babysitter, Matt noticed Janie had not zipped up the back of her dress. The faux pas exposed the clasp portion of her beige satin bra and the thin, lacy waistband of the matching panties. Matt placed his left hand on her left shoulder, just enough to feel the bra strap through the dress material and hold her steady momentarily while zipping up the dress with his right hand. At the same time, the 6’1 high school senior gently nudged his hardening manhood on the ass of his former speech and debate teacher.
“There you go. That’s better now,” Matt quietly told her.
“Thank you,” replied a nervous Janie.
Matt has known Janie for nearly ten years and quietly had a thing for her in recent years. He recalls getting excited in eighth grade when helping her load books in her classroom. Janie bent over and Matt caught a glimpse of her cleavage covered in sexy white lace bra. It stoked his desire for older women. A couple years later, he saw her at a store and received a congratulatory hug from her when he said he just got his driver’s license. The hug wasn’t too long, but the embrace coupled with the scent of the perfume she had on that particular day stoked Matt’s desire for Janie even more. The desire had not waned. It remained when he showed up for babysitting duty on this day.
The encounter just after Matt entered her house had Janie trembling with both excitement and fear. Janie had no knowledge of Matt’s desire for her. While maintaining she was happily married, she had not felt a touch like that from her husband in a very, very long time. Her curiosity was piqued that maybe there was something more to this encounter she just experienced with someone 23 years younger. Morally, though, that was territory she did not want to experience. “It is wrong,” she kept telling herself.
“Thanks for helping out. I’ve got to get going,” Janie told Matt quickly as she fumbled about, trying to get her car keys out of her purse. “Alex’s soccer game is at 9:30, and then he has his friend Kevin’s birthday party at noon. I should be back by four this afternoon. Take care.”
Janie hugged her son before departing and smiled at Matt as she walked out the door. Matt smiled back and waved to the woman he lustfully desired. It was 8 a.m. and a long day – and wait – had just begun.
Janie’s beige panties were getting wet and the nipples on her size 36C breasts were getting hard as she thought about Matt on her half-hour drive to the speech contest. Throughout the whole speech contest, her thoughts were not on her students competing but on her former student back at her house. She excused herself during lunch to escape to the restroom to finger her soaking pussy. During this moment of self-pleasure, Janie’s mind was bouncing around with thoughts of making love to the younger man and all the excitement it could provide to spark a mundane sex life. Yet, those thoughts were conflicted with her moral stance of doing what was right.
Matt’s mind was racing and plotting immoral deeds. Though he had a girlfriend of nearly two years and was a week away from going to prom with that girl, Matt was itching to experience something beyond his wildest dreams with Janie. He wanted to have sex with someone who didn’t just recently graduate from her virgin status. He wanted to find out what the difference was indeed like between sex with a high school student and sex with an experienced, mature woman. The soccer game went by quickly, and he learned the birthday he had to take Alex to was not starting at noon like Janie thought. Instead, it was at 2:30 p.m. and would last until 5 p.m. Kevin’s mother said Matt did not have to stay for it, which was perfectly alright with Matt.
After dropping off Alex at the party, Matt drove back to Janie’s house to pick up and wait for her return. It was in these ideal moments he wondered how to expand on the initial encounter with Janie earlier that morning. He went into Janie’s bedroom and found the drawer where she stores her lingerie. What an ensemble he discovered. Corsets. Teddies. Matching bra and panty sets. Unmatching bra and panty sets. Satin and lace ones. Cotton ones. The motherload, he thought. He took different pieces and felt them in his hands and on his face. He took little whiffs of them to try to capture any hint of Janie’s scent. He grabbed one of Janie’s white satin lace bra and panty set, went into the bathroom to jerk off with them, and stashed them in his backpack. He was finishing washing his hands after pleasuring himself when he heard a car pull into the driveway. It was just after three o’clock. He looked out the back door and there was Janie getting out of her Volkswagen Cabrio.
The moment of truth arrived. It was shut up – or shut out? – time. Janie, who fingered herself crazy on the drive home thinking of her son’s babysitter, walked in the backdoor and immediately saw Matt standing in the living room.
“How is everything? Where is Alex?” she said nervously.
“Things are great,” Matt replied confidently. “Alex is at the birthday party. It did not start until 2:30 and goes until 5.00”
“It started at 2:30? That’s when I thought it ended. I’m sorry for telling you wrong, Matt.” Janie said.
“It’s okay, Janie … I mean, Mrs. B,” a blushing Matt said.
There was a moment or two of awkward silence before Janie asked how the soccer game went. Matt said Alex’s team won and he played well. Matt followed with an inquiry about the speech contest.
“We won,” Janie said excitedly.
“That’s awesome!” replied Matt, who then boldly made his move. He walked towards Janie, leaned in, wrapped his arms around her to give her a congratulatory hug and press his body against the beautiful 41-year-old apple of his eye while giving her a soft, subtle kiss on her left cheek. Taken aback by this gesture and uncertain of what to do, Janie tentatively reciprocated by slowly putting her arms around the emboldened young man and gave him a quick squeeze. As they unlocked from the hug, each took a glance into the eyes of the other. The silence was strong as were the pounding of each other’s hearts. Before a word could get spoken, Matt’s mouth was on Janie’s, with their pent up frustration and passion pouring out in this fervent kiss. Matt’s tongue worked its way around her lips and mouth. His hands worked their way through her lovely frosted blond mane of hair, down her back and on her firm perfectly shaped ass after lifting up the back of the flowery print dress.
“Oh my god! Don’t stop!” said a quivering Janie, whose tongue tasted her young lover’s and her arms locked around his back pressing their bodies against one another to concoct a moment that was part sensation and feeling and part forbidden given their age difference.
The two pulled their mouths off each other after a minute. Before Janie could say, “We can’t do this,” Matt said, “I want you, Janie … I’ve always wanted you. I want you now!”
Turned on already by the just completed moment of passion and the feelings she had experienced throughout the day thinking of Matt, Janie gave in to the feeling of forbidden pleasure.
“Take me, Matt,” she said “Take me now!”
Matt began to kiss Janie again slowly while unzipping her dress. As the zipper reached its end, Matt put his hands on Janie’s shoulders to slip off the loosened garment and watch it drop to her ankles, leaving her in just the matching beige satin bra and panty set that clung perfectly to her perfectly sized tits and ass, respectively.
Matt took a moment to eye his handiwork of undressing this older woman he has desired.
“You really look beautiful and sexy right now,” Matt told Janie, who kicked off the pair of four-inch high heel shoes she wore as she was getting stripped down to her undergarments. “I have always thought you look beautiful and sexy.”
Janie was in a daze as Matt continued to shower her with compliments about her appearance. The chilling feeling of being dressed in nothing but a matching bra and panty set was counteracted by the flames of lust rushing through Janie’s body at that moment. As much as she knew this wrong, Janie could not bring herself to tell the young man to stop.
Matt let his hands go to work on a statuesque Janie. He loved the feel and texture of the beige satin bra and panty set and how both garments molded perfectly against Janie’s skin. His fingers worked their way underneath the cups of the size 36C bra and discovered her hardened and erect nipples. He lightly touched them which brought a moan from Janie’s mouth. These beautiful breasts needed relief from the brassiere, Matt thought. He quickly unhooked the bra and removed it off Janie’s chest and let it fall to the floor. Her firm breasts were free. Matt came from behind to place his hands on them. The high school student spent a few minutes fondling each of them and sucking on them some more. Janie’s breasts were an upgrade over the set his girlfriend has, Matt thought to himself. So much more developed and so much more fun to explore, he kept thinking. He groaned over and over while doing this. He was thrusting his hardening cock still covered up by jeans against her satin panty-covered ass. Janie quietly moaned deeply repeatedly. She was giving in to the temptation.
“God, this feels so good. I have not been touched like this in years,” said a quivering Janie.
Matt wanted to touch her some more in other areas. He pinched her erect nipples and then turned her around to face him. He pulled his head down slightly and began sucking on each tit while moving his hands down below her waist area. He touched the front of Janie’s panties to find they were soaked completely from the passion she was experiencing. Matt removed his mouth from her tits, dropped to his knees and placed his mouth on the thin lacy waistband of the panties. He clenched the material between his teeth and pulled them down to her feet.
“OH MY GOD! WHAT ARE YOU DOING TO ME?” Janie screeched.
“I’m about to blow your mind, Janie!” Matt replied.
Janie’s breath was barely coming out of her mouth as the kneeling Matt put his tongue to work on her hot and wet exposed pussy. Janie had just recently trimmed the pubic hair in that region, which allowed Matt open access for his tongue and lips to conquer. Janie’s juices were flowing and her body was shuddering with desire. This could not be happening to her, having oral sex right in the middle of her living room, Janie thought as she continued to fight off the resistance to say no. Matt was glad Janie resisted saying no because this was far beyond his wildest imagination. Matt continued to provide satisfaction on Janie’s clit with his mouth while sticking a finger or two into her ass. This sent Janie into overload as she started cumming instantly with an intense orgasm that was nothing close to ones Matt’s girlfriend had. Even Janie admitted this was a one-of-kind orgasm for her.
“Are you ready for more?” Matt asked Janie. She was and wondered what was next.
Matt had control and was not about to relinquish it. He stood up, looked at this beautiful naked speech and drama teacher shaken yet excited after her orgasmic experience and prepared to make her a MILF. He picked Janie up and proceeded to carry her into her bedroom while kissing the entire fifty-step slow walk down the hallway. The still fully clothed young man laid his naked beauty down across the king bed. As Matt began to remove his T-shirt, Janie elevated her upper body off of the bed to start unbuckling his belt, unbutton his jeans and undo the zipper. As she slid the Levi’s down his legs, Janie had her first up-close look at Matt’s suddenly long cock shaft peering through the slit opening in the front of his boxer shorts. Janie grabbed a hold of the rock hard cock and started stroking it in rapid fashion.
“It’s so long,” Janie said while pumping it continuously.
Matt helped her with the removal of the boxers, climbed into the bed and kneeled in front of her. Without prompting, Janie got on all fours in the bed and moved her mouth onto the nine-inch long cock. She sucked and sucked and sucked on the eighteen-year-old’s shaft and made him moan and groan for more. Her tongue deftly maneuvered around the head before moving back down to caress the shaft as her hand tenderly cupped and massaged his nuts. She continued doing this for five minutes before Matt gently pushed Janie on her back and thrust his cock deep in her throat. He felt his cum bursting to the surface while her tongue was still doing work on the shaft. Finally, Matt could not hold back and shot a massive load in her mouth. After releasing this shot of glory, Matt was sucked dry by Janie.
Neither was satisfied, though. Janie put her lips to use again and gave Matt another blow job. Matt responded by spurting another massive shot of cum, this time it came out of her mouth and spilled down her breasts and stomach. The fire ignited by the eighteen-year-old high school male and the 41-year-old female school teacher was so hot. However, there was nothing the married woman of two sons could do to extinguish these flames of passion. She had moved well past any moral conflict of forbidden pleasure and anxiously awaited the coup de grace, so to speak.
“Fuck me, Matt,” Janie pleaded. “Fuck me please. I can’t wait any longer.”
Matt asked about a condom, but Janie told him not to worry about it. “I’m good,” she said. “I just need you inside of me. Give it to me! Now!” The couple moved into the middle of the king bed with Janie laying on her back and Matt straddling on top of her. Matt used his knees to spread Janie’s thighs apart to give him more access to jam the rock-hard cock into her very wet pussy. He lifted her arms until he got her hands to grab and hold the iron rods of the bed’s headboard. Then he started thrusting the cock deep into her. Janie screamed and moaned while she dug her fingernails into his back and wrapped her legs around his back.
“Oh. Oh. Oh. Give it to me some more. Give it to me some more!” Janie cried out. “Don’t stop. Don’t stop. Don’t stop. Oh. Keep fucking me, Matt. Keep fucking me!”
The couple made the bed shake with the thrusting and grinding of their intertwined bodies. They squeezed each other tight and both screamed in delight as Janie had an intense climax.
“My god, are you good,” Janie said. “I have never felt anything like that.”
They continued to hump and grind. When Janie squeezed hard on Matt’s ass, he promptly shot out streams of cum into her exploding pussy. Janie screamed with approval. Matt’s feeling of sensation and accomplishment was wonderful.
“My God, Janie, you are great,” Matt said. “That was something I have never felt. This is what I have wanted. I love how our bodies connect together.”
The two lovers cuddled, yet wanted more. Matt pulled Janie on top of him and she rode up and down his now iron-hard cock as he played with her breasts. They locked lips and tongues again for an extended time before they both shuddered and came. Janie fell into Matt’s arms and laid her face on his sweaty chest.
“Thank you. Thank you,” Janie said while trying to catch her breath.
“Thank you for what?” Matt asked innocently.
“Thank you for giving something I didn’t think was still possible,” she said. “Thank you for having me. Thank you for taking me. Thank you for loving me, showing me love and knowing what love is.”
“No, Janie. Thank you,” replied Matt, who put his hand softly under Janie’s chin and pulled her face closer to his. “Janie, I love you. And I want you. Always have and always will. I don’t care about the noticeable differences. I love you Janie.”
“I love you too, Matt,” Janie replied as she leaned in to give Matt another passionate extended kiss. As she finished the kiss, Janie caught a glimpse of the clock. “Oh my, it’s 4:45. I’ve got to get Alex.”
For the second time in nearly nine hours, Matt was helping Janie get her clothes on as she was trying to get out the door in a hurry again. It was even more difficult for Matt to resist doing more than just zipping up Janie’s dress again. He kissed Janie one final time before both exited the house.
“We’ve got to find a way to do this again,” Janie told her young lover.
In Matt’s mind, there was no reason to debate that request.