The Babysitter Gets Caught

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A single dad catches his babysitter with her boyfriend.
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Dan and Leslie had been married just over seven years when their marriage hit some bumps in the road. They both worked full time jobs, and now had two young boys. The pressure of work, marriage and children put a stress on their lives and had a similar effect on their sex lives. What was once a hot, romantic sex life with some spice of kinkiness had now turned into a routine of obligatory sex every couple of weeks. They drifted apart and even counseling couldn't help bring them back together again. Things finally came to a head when Dan found out that Leslie was sleeping with his now ex-best friend. That was the final straw that led to their divorce.

Leslie wanted her freedom and even gave up primary custody of the boys to Dan. Now a single dad, Dan needed help taking care of the kids after school and during the summer when they weren't at camp or spending time with Leslie. He turned to their long time babysitter Brooke for help raising the boys. She sat for them from the time they were babies and she was now 19 and about to enter her freshman year at college. Brooke was looking to make some money to help pay for her education, car insurance and cell phone bills and was more than happy to accept Dan's offer to watch the kids all summer while he worked.

Brooke was an awkward young teen when she first began sitting for the boys but she was now a beautiful young lady sporting strawberry blonde hair, a fair complexion with a scattering of light freckles. She was average in height but had blossomed over the years to have 36c breasts. Her gorgeous soft blue eyes were just icing on the cake. Dan would feel a little guilty when he began checking her out in her short skirts, tank tops or short shorts when she babysat. He had known her so long that she seemed more like his little sister than a babysitter. She had a killer body and he couldn't help but sneak a peek at her at times. There is something about the freshness of a young woman's body that drives most men wild.

She now was a truly attractive young lady but she was also smart, did well in school and had an academic scholarship to a local college. Brooke became tired of being the "good girl" with the high grades, always studying and never really enjoying the social side of high school because she was always busy with school work. She wanted to enjoy this summer before she hit the books again in college and wanted to rid herself of her pristine image. She started dating more boys, some she would have usually ignored and became sexually active. Once word spread that she was now willing to have sex, she instantly became more popular with the boys.

Now that Brooke was older, Dan felt a little less guilty about secretly admiring the womanly shape of his babysitter who was now a young lady. He tried not to stare when she bent over to pick up one of the boys, showing ample cleavage as her top would droop open revealing her lovely breasts encased in her bra. He was able to catch a few glimpses up her skirt at times when she would sit carelessly on the sofa reading a story to the kids. The highlight would come during the summer when she would take the boys into the pool in the yard. Dan couldn't help but stare at Brooke in her tiny bikini; her top barely able to contain her lovely breasts and her tight ass cheeks peeking out of the sides of her high cut bottoms. He loved that twitch of her cheeks when she walked especially when she failed to pull her bottoms down as the crept up into the crack of her butt allowing a better view of her tight cheeks.

Dan was now a single guy but he considered the babysitter he had known for the past several years to be off limits. She was almost like family; he watched her grow up before his eyes. He hadn't had the time to date much and was horny as hell but he buried his sexual desire deep in his mind, focusing more on his work and children. An occasional glance might be OK but in his mind Brooke was still too young for him. What would an attractive young girl like her want with an older man with two kids anyway? To him, it wasn't even within the realm of possibility. This was a business relationship and he intended to keep it that way.

Brooke knew she had developed into a very attractive woman by the attention the boys now paid to her. She enjoyed her sudden popularity and began to dress more provocatively to accentuate her assets. Her parents didn't care for her new attire but she was an adult now so they had little influence on her anymore. It didn't matter to her if they thought her skirts were too short or if her tops showed too much cleavage, she was going to wear them anyway and it helped her feel more like the rebel she kept hidden all these years. Dan certainly took notice too. Sometimes, she would stand before him in a skimpy outfit seemingly proud that she caught his attention, wanting to show it off. He would try not to stare but couldn't help but to check her out and imagine all the things he'd like to do with her.

From the time their first child was born, there was always one rule the babysitters had to follow according to Dan; absolutely no friends in the house unless it was approved ahead of time, which would be rare and never, ever would any boys be allowed. Never. Dan wanted the sitter's attention devoted to the children 100% of the time. He had no reason to believe Brooke had ever broken these rules and trusted her, especially now that he was so dependent upon her to help him out after school and during the summer until she started her classes. Brooke was dependent upon the money too as it was a regular source of income and Dan was able to pay her a decent amount too, all in cash.

One Friday, Dan asked Brooke to come back after dinner because he had a retirement party to attend. She had to cancel a date but Dan promised to pay her extra so she readily agreed. When she came back later, Brooke was wearing a very short, pleated mini skirt and halter top that tied in the back and around the neck. She was a natural beauty who didn't really need makeup but she was wearing more than she usually does. She looked gorgeous. When the boys saw her, they came running up to greet her and Brooke bent at the waist to pick up the younger boy and when she did, the back of her skirt rode up revealing her bare ass to Dan. He could see the thin string of a thong between her tight cheeks as he admired her from behind. Lewd thoughts of what he wanted to do to that bare ass shot through his mind but he quickly suppressed them.

Dan took a ride share service to the party just in case he had too much to drink and warned Brooke he might be later than usual. She didn't really mind, especially seeing her plans were cancelled anyway and the longer he stayed out, the more money she made. She had already told her parents that if Dan was too late she just might stay the night in the guest room. The retirement party turned out to be quite dull and broke up shortly after dinner. Dan was disappointed but figured he'd just go home seeing his friends were doing the same.

As Dan was getting out of his rideshare, he noticed a strange car parked in front of his house. He wondered if Brooke had actually cancelled her date or if she might have invited her boyfriend over for the evening. Maybe that was why she was so dressed up for a boring night of babysitting. He decided to enter the house from the back entrance and opened the door quietly. As he entered the kitchen, he heard voices coming from the living room, one of which was definitely a male voice. Dan got really angry.

From the dark kitchen, he could see into the living room and saw Brooke and her boyfriend making out on the sofa. The kitchen had a pass through to the dining room with louvered shutters so you could still close off the kitchen when needed. Dan opened the louvers a bit more so he had a clear view but still stay hidden. He stood silently as he watched Brookes' boyfriend as his hands were roaming all over her body, fondling her breasts through her halter top, then running up her legs to feel her ass. Rather than interrupt their passionate embrace, Dan stood quietly behind the kitchen island and continued watching. He watched as Brooke's boyfriend slid his hand between her now open legs to finger her pussy through her underwear making her squirm in pleasure. Dan was angry but too mesmerized to stop them but his anger grew once more when he saw them break their make out session to take shots of his expensive tequila.

For Brooke this was an opportunity to continue to explore her sexuality. She wasn't going to let a little thing like babysitting interfere with her plans. She figured that since Dan was going to be out late, she could have her fun and still make a decent amount of money for the evening. The children rarely got up after they went to bed and she made sure of that by letting them stay up later than usual so they were extra tired.

After the shot, they returned to their activities. Just as Dan was about to stop them, Brooke's boyfriend, Carlo, began to untie her halter top, first the bottom ties, then the top ones before peeling down her top to reveal her magnificent tits. They were even better than Dan had imagined and couldn't help but to continue watching. Carlo proceeded to pour some tequila over Brooke's nipples and lick and suck it off. She pulled his head to her tits as he sucked on them, moaning soft encouragement to continue. He laid her back on the sofa and continue mouthing her breasts while his hand roamed between her legs.

Dan watched as Carlo pulled Brooke's thong to the side revealing a neatly trimmed landing strip of strawberry blonde hair and pussy which was quickly penetrated by her boyfriend's finger. She humped as his finger worked magic with his thumb on her clit while he alternated his attention on her nipples. Brook unzipped her skirt so Carlo could remove it, then lifted her hips as her boyfriend slipped off her thong. She was now completely naked on Dan's sofa. Dan wanted to end this make out session which was strictly against his rules but he was hypnotized by the sexuality that filled the room. He knew what was likely to happen and his curiosity and horniness took over from his logic. Carlo now peeled off his t-shirt revealing a muscular chest, arms and six pack abs. Dan thought he must be an athlete. Carlo stood up to slip off his shorts and underwear revealing a dick that was at least 8 inches long and pretty thick.

Carlo then dove between Brooke's now spread legs and began to lick and suck on her young, juicy pussy as she ran her fingers through his hair, guiding him to where it felt best. Soon she was squirming on the sofa, announcing her pending orgasm, then raised her hips as Carlo sucked on her clit, cumming to her lover's oral attentions. Dan was too caught up in watching this live sex show to interrupt. Two beautiful, young lovers in the midst of their sexual foreplay was too exciting for him to stop them.

Brooke had heard about Carlo's pussy eating abilities and was now convinced the rumors were true. She had also heard of his above average sized penis and was happy that those rumors were also true. She didn't really care for him that much but was using him to add to her summer adventures. Just because he wasn't her intelectual equal didn't mean she couldn't have some fun with him.

It was now Brooke's turn to return the favor. She got down on her knees in front of her boyfriend's now spread legs and began to gently lick his balls while lightly stroking his already hard cock. She licked her way up to the head and began sucking, struggling to take it all into her throat and gagged at times when she tried. Dan could only helplessly watch as his babysitter gave her boyfriend a blow job in his living room. Her strawberry blonde hair dangling across her lover's legs before she carefully tucked it behind her ear. Her soft lips encasing Carlo's dick as her head bobbed; her tongue swirling around it. Her lovely breasts bounced lightly in rhythm to her head motions; her naked ass in full view along with her long, lean, bare legs.

Carlo then stopped Brooke's blow job and told her to lay back on the sofa, placing a pillow underneath her hips. Dan watched as her boyfriend spread her legs wide before placing his cock at the entrance to her pussy, teasing her by rubbing it along the lips and clit. He made Brooke beg for him to fuck her.

"How much do you want my cock Brooke?"

"I want it real bad Carlo. I'm so hot right now?

"Tell me how much?"

"I want you to fuck me Carlo. I've been waiting all day for you. I can't wait any longer. I want you to fuck me hard. Please fuck me Carlo, please fuck me now."

Then without warning Carlo drove deep into Brooke as she squealed in pleasure and started fucking her hard, her legs over his shoulders, providing a position for deep penetration. He was massaging her tits as he fucked her fast and furious. The sounds of the skin slapping together filled the room along with the squishy sounds of a juicy pussy getting pounded.

Dan never imagined that his innocent babysitter wasn't a virgin but that image was blown away by her getting fucked in front of him. It obviously wasn't her first time either. Carlo now had Brooke bend over and he quickly held her hips and fucked her from behind with her pushing back to meet his thrusts. Dan remembered how he and Leslie used to fuck with so much passion but those days were long gone. He was envious that sessions like this were just a memory for him. Carlo began to play with Brooke's clit and quickly brought her to another orgasm.

Carlo must have fucked Brooke for almost 45 minutes before he announced he was ready to cum himself. He dislodged from Brooke and she quickly turned around to begin working his member with her mouth again. Her boyfriend pulled out of her mouth to splash some cum on her face before returning it between her lips to let her suck him dry. Brooke finished off every last drop before Carlo withdrew his softening cock from between her lips.

Carlo said, "Thanks baby that was great. I can't wait until you babysit again. You were better than the guys said you were."

When Brooke replied, "I'll be sitting all summer long so we'll have plenty of time," Dan finally thought "enough is enough. He wondered if the 'guys' were fucking her in his house"

Dan walked into the living room from the kitchen and asked loudly, "What the fuck is going on here?" Then pointing to Carlo, "YOU. Get the fuck out of here."

They young lovers were startled and jumped to attention. Carlo was petrified but gathered his clothing and nervously got dressed before he exited through the front door. Now alone with Dan, Brooke was scared herself. She watched nervously as he gathered her clothing that was scattered on the floor. She tried to cover her nakedness with her arms in front of her breasts and squeezing her legs tight as she crossed them to hide her pussy but some of her red pussy hair was still visible. There were tears forming in her eyes.

"What do you have to say for yourself young lady? You knew that boys are not allowed in my house but you did it anyway."

"I'm sorry Mr. B. I swear this was the first time. I promise I will never do it again."

"That's right you will never do it again. You may not have a job tomorrow. If I had a replacement, I'd fire you right now."

"Please Mr. B don't fire me. I swear I will never do it again in your house. I promise. Please don't fire me."

Brooke had no idea how she would explain getting fired to her parents. She would never be able to get a job this late into the summer and she needed the money. Dan paced in front of her still mad but noticing her long naked legs and painted toe nails which matched her finger nail polish. She tried to hide her breasts but one of her nipples could be seen anyway. Her soft blue eyes were filled with tears. He started to feel his dick begin to grow a little but he had to try to focus on the issue before him.

"Brooke, not only were you fucking your boyfriend in my house but you were drinking my expensive tequila. You don't have any respect for me of my possessions."

"I do respect you Mr. B. I just wanted to be alone with my boyfriend. I cancelled my date to babysit and just wanted to be with him too."

Dan remembered being a horny teen too. He remembered going to see his girlfriend while she babysat and was beginning to calm down. He kept stealing glances at his naked babysitter on his sofa and she was beginning to look at her in a different manner.

"What should I do Brooke? I can't have you using my house as a love den and drinking all of my liquor."

"I promise it won't happen again sir. Please believe me, please."

"But how can I ever trust you again Brooke?" Dan was now openly staring at Brooke's body; noticing her soft skin that was lightly tanned, her tan lines around her hips and along the sides of her breasts. Her hair was mussed, a single tear running down her cheek. Carlo's dried cum still on her face. She noticed him staring even more than before.

"I have no idea what to do Brooke."

Brooke then looked directly at Dan as their eyes met. She was biting the right side of her lower lip as she lowered her arms revealing her light pink areola and slightly hardened nipples of her full 36c breasts. She then uncrossed her legs just enough to reveal her pussy lips. Now that she had Dan's attention, she lifted a foot to the edge of the sofa cushions exposing her pussy even more. Dan couldn't help but attentively watch this new development.

"Maybe we can work something out Mr. B."

Dan was speechless as he stared at his babysitter's brazen nakedness. He wondered if she meant what he thought she meant. He didn't want to misinterpret her actions as bold as they were. His cock began to grow in his pants as he continued to stare at her without saying a word but thinking about what she just said.

"I know you haven't dated a lot since Mrs. B left so maybe I could, you know, help you out."

"I don't know Brooke. I've known you since you were a young girl. This wouldn't be right."

Brooke then got up from the sofa and approached Dan and began to rub him through his pants as he quickly hardened. "It looks like you could use a little extra help around here."

Dan continued to mildly protest as Brooke got down on her knees, looking up at Dan with her big blue eyes as she unbuckled his belt and unzipped his pants. He only slightly protested as she pulled his pants and underwear down in one quick tug, helping him step out of them leaving him naked from the waist down.

He could only muster an unconvincing, "no Brooke" as her lips began to work his hard on before his soft moans signaled his surrender. He quickly removed his shirt as his babysitter continued her blow job. It has been almost a year since he'd had sex with a woman and he was powerless to resist a young, beautiful, 19 year goddess as she sucked his cock. She sucked him for a few minutes before she stood up, took him by the hand leading him down the hallway to his bedroom where she laid back on his bed, spreading her long, soft naked legs as an invitation to take this evening to the next level. Dan was drawn to her, his horniness taking over all of this thoughts. For Brooke, this would only add to her summer adventures, besides she had a secret crush on Dan for years and felt bad for him after seeing how painful it was for him when his wife left him for his best friend.

Dan immediately dove between Brooke's spread legs to taste her young pussy. He had been undressing her with his eyes for a while now and often wondered what she tasted like and he wasn't disappointed. He couldn't get enough of her juicy cunt as he tongue fucked her, then began to lick and suck on her clit until she orgasmed, her juices spilling out of her pussy which he lapped up like a hungry animal.