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Sitter Helps Couple Celebrate Vday

Sitter Helps Couple Celebrate Vday

by funtimezvers
19 min read
4.61 (13200 views)
adultfiction
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Moments after leaving the bathroom, a notification came across the top of the phone. She wasn't surprised to get a message but was happy to see the reaction to the photos she just sent. Sadly though it wasn't from the young man she had just texted, but from the parents of the kids she was currently babysitting. Leah freaked out for a moment thinking she had maybe sent the pictures to the wrong person.

When she opened the message thread she calmed down knowing she didn't make that mistake and was shocked to see a message saying they were already on their way home.

'Just finished dinner and heading home now, the bars were packed and we didn't want to deal with all of that after all.' Was the message from Madison. Leah was fine with that as either way she was already staying the night in the guest room.

Leah calmed down her panic now. While it was Valentine's Day night and she didn't have a date, it didn't mean she wasn't currently trying to still find a relationship. The picture she just took and sent over was over her in a sexy red lace bra, which went well with her red Valentine's Day themed shirt she was currently wearing.

The major obstacle with this guy was that he was still a few states away now. It was a guy she just graduated with a few months ago, and after they both left to start their new jobs, the two began to talk more and started to recently flirt and tease each other. The past few days it escalated more, with Leah showing a lot more than just a red lace bra.

If they are coming home early, that means I can spend more time talking to Brian, Leah thought. She was staying the night as the couple originally planned to be out till about midnight, and they all agreed it would be better for Leah to not drive the thirty minutes back to her apartment that late.

She has known Madison and her husband Jim for over 6 years now. She started watching their son in high school, and even throughout summers when she was back from college. Now that college was over and she came back home, she continued the tradition while she worked her regular 9-5.

Leah loved the kids and the parents were always very generous with tipping her. The one thing was that it happened very rarely so it wasn't like she created a big bond with anyone. Even after 6 years, this was maybe her 12th time watching the boys.

The house was still clean as the couple left at 7:30pm and the kids got ready for bed, and went to sleep quickly, all within an hour. That free time led Leah to her fun and steamy conversation with Brian, which was going to be winding down anyways as he had to go to sleep for work the next day.

Conversations at night sometimes were a bit difficult as he was two hours ahead of her so it was already 11:15pm there, and while she already planned to tease him a bit more later and see if he was still awake, she figured she would at least let him try to get to sleep now.

She went into the guest room and looked in the mirror. Leah stood 5'5 and weighed a bit over 110 pounds, so she was cute and small. Her face was also cute and innocent and her long blonde hair and baby blue eyes, just made her look like the cute little farm girl.

Not only was she small in size, but a frustration to herself at times is that she is also small in the asset category. Leah has size 32b boobs, with small but perky nipples, and a small little bumped ass. Even with working out and squats she was still unable to get any curves to her ass.

Since she was small her clothes were the same. She always wore very tight fitting clothes to show off the little she had, but also even though she wanted more curves, she still loved and appreciated her body.

Tonight she wore a red Valentine's Heart shirt and shorts that went just below her tiny ass. She also has on a matching red thong with her bra, that she figured if Brian was still up later, he would get a picture of.

After about twenty minutes, Leah heard the garage open and a few moments later, the door to the garage opened and a smiling Madison and Jim came through the door.

"So that was a bust." Madison said with a laugh and a smile.

"Yeah it was just to crazy downtown, figured we could just come back here and drink all the booze we keep stock piling." Jim added with a smile and walked past Leah and went into the Living Room.

Madison and Leah followed as Leah told Madison about the kids getting ready for bed and already being asleep. When they got to the Living Room Jim had thrown the television on and turned to the women.

"I'm grabbing the shit glasses and tequila." Jim said to his wife.

"Grab one of the bottles in the freezer. It's so much smoother that way." Madison told him as he was headed to the kitchen. She then turned to Leah, "would you like a shot or drink?"

Leah hadn't thought about drinking herself and wasn't against it. She hadn't been out herself in a couple of weeks due to work and not having people to go out with, so she could maybe use a drink to loosen up. Though drinking with Madison and Jim could be weird she worried. Leah wasn't a big drinker and it didn't take much to get her drunk, and when she was drunk she was a bit more sexual than normal.

She worried that could come off wrong. While she was doing all that thinking Madison chimed in again. "You're staying in the guest room and you can call it a night whenever you want, but you should at least have one drink with us. Unwind and tell us about your new job."

Leah thought that sounded wonderful. She hadn't really been able to discuss it with anyone in person outside her parents, and it was a job she really wanted and was happy to have so she enjoyed discussing it.

"You're right. That sounds great. I'll have a shot with you both." Leah said with a smile and Madison grabbed her hand and brought her into the kitchen as Jim was pulling out the shot glasses from the cabinet.

"I heard and I'm grabbing a third glass right now." Jim said as the entered the kitchen. Leah smiled at that and was starting to feel more comfortable and relaxed, even before the shot.

Jim quickly poured the shots, and the three of them quickly drank them down and were all biting into a lime slice.

"Oh that was way better when it's frozen." Leah said, having barely even tasted the alcohol.

"Yeah, so much better but also makes it easier to get drunk." Madison said with a smile and a look at Jim.

Jim laughed and said, "hey it's not my fault you tried to keep up last time."

Madison smiled at her husband and clarified for Leah. "On New Years we started taking shots at 10pm. I barely made it to 11:30pm before passing out drunk thanks to this type of drinking."

Leah laughed, "oh we glad it's not just me." Leah smiled at Madison and Jim, feeling glad that she gave in and had this drink with them.

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Jim went to the kitchen island and pulled up a barstool and said, "so what's the new job after all that hard work at college?"

For the next fifteen minutes, Leah told them about graduation and finding the job, and then the past few weeks she had been working there. She also told them what she hoped to accomplish there and how she wanted it to lead up to her working for a bigger company on the east coast

During her talk, Jim took another two shots and by the end of the run down, he had three half shots waiting for them. This time it was a new bottle, still the same type, just another super cold one.

Madison grabbed one of the shots and said, "we should cheers to your success. And it's so great to see you so happy with your job."

Leah didn't hesitate and grabbed the shot. The three clanked the glasses together and all drank down the shot quickly.

It went down smooth again for Leah, but she started to notice a bit of a buzz coming on. It wasn't a feeling she got, but it was her noticing where her mind was going. She was looking at Madison a bit differently now. Leah knew their body types were different but never really examined it, but she was now.

Madison is a bit taller than Leah standing at 5'9, and she is a bit bigger as well. She isn't fat, but she is a bit thicker and most of it is in her ass and thighs. Madison has a thick and plump ass which Leah was really noticing for the first time as Madison was sort of bent of the counter to the side of her putting her shot glass aside.

Along with her plump ass, Madison has long brown hair and beautiful brown eyes. Her chest is a bit bigger as she has 34c cup boobs, but she is normally modest about her outfits so Leah hasn't really seen the whole picture. Even when going out to dinner, Madison would always wear something modest and a bit loose, so you never fully saw all her curves.

When Leah looked at Jim, her thoughts were confirmed as she caught herself thinking her must have a big cock to be able to please a thick and sexy woman like Madison. Jim himself is handsome with short black hair and brown eyes. A very calming smile and an average body. He stands at 5'10 and weighs about 175. He is a bit toned as he goes to the gym when he can.

What Leah didn't know is that she was sort of correct. Jim is a bit over average being at 7 inches long and a bit thick, but far from a ten inch anaconda.

"So any dates recently?" Madison asked, which brought Leah back to the moment.

Leah blushed, "no dates, but I have been talking to a guy who graduated with me a few months ago. Crappy part is he is half way across the country."

"That is a bit of a distance, but hey that's why we have FaceTime and toys right." Madison said and then blushed herself. Seemingly realizing at that moment what she blurted out.

Leah herself blushed but also began to laugh. She wasn't wrong, she thought.

"True, it just sucks we didn't connect before we left from school." Leah added and looked back at Madison. Jim was just getting ready to pour another one for himself.

"Just give it what you can." Madison told her, and continued. "You're a smart and beautiful young woman, maybe he will smarten up soon enough." Madison said with a laugh.

Leah blushed and was taken a back a bit by the compliment. Not because it was wrong, but because Madison had never talked to her like that before, plus she felt Madison was not only prettier but also sexier with the curves she has.

Jim just finished taking his shot and he said, "looks like she is thinking about the guy right now? Very blushing face there Leah." Jim joked, seemingly feeling the alcohol now that he was many shots in.

"Don't tease her." Madison told Jim and gave him a playful slap on his arm. She moved over to now stand next to him, so they were both on the opposite side of Leah.

Leah looked up and felt herself continuing to blush. She couldn't tell if it was the alcohol, the company, or her thoughts that have seemed to drive her blood to a major pumping point.

"It's fine, and I just think it maybe the alcohol. This stuff is great and goes down so smooth, but I can tell it's strong." Leah said with a giggle.

Madison smiled and said, "told you so. You don't have to take anymore of you don't want any. I think I will go one more though before calming it down for a while." Madison said as she looked to Jim and gave him a smile.

"Can't argue with the sexy lady." Jim said and began to pour himself and his wife a shot.

The alcohol was definitely making Leah feel relaxed and more open as she responded herself without worrying about the outcome. "I'll do one more too, like you said can't argue with the sexy lady." When the words left her mouth she knew it was a lot, but her drunk and now hornier mind was leading the way.

Jim poured Leah a shot as well and all three of them grabbed their shots and quickly took them. Once Jim was done with his he put his glass down and gave his wife a powerful spank to her plump ass.

Madison forgetting for a moment they had company let out a light moan, but than composed herself quickly. "Jim, that's rude to do infront of company." She said semi sternly but also with a naughty smile on her face as she very much enjoyed the spank.

"You're right, it's rude not to share." Jim said with a big laugh and looked at Leah, "did you want a swing too." Jim said and he quickly had a slap across his arm again from his wife.

"You said not to be rude." Jim replied with another laugh and kissed his wife on her forehead. Madison was still joyful about everything but obviously didn't want to be rude to Leah. Leah though was happy she got to see what she did. She thought it was so hot how Madison looked the moment after getting spanked, right before she composed herself, she looked so turned on and sexy.

"It's not a problem, when you have curves like that someone should appreciate them." Leah said with a laugh herself, being a lot more open than usual.

Now it was Madison's turn to start blushing a bit. "Oh thank you sweetheart. Yes, Jim does love my ass. That's why I keep it hidden. We would never get anything done." Madison joked back. Jim now having his hands around his wife and standing behind her as they both looked at Leah. Madison could start to feel her husband's cock stir and start to grow as it rubbed up against her ass.

"That makes so much sense. I always wondered why a woman with an amazing figure as yourself covered up so much." Leah said getting lost in her thoughts now. She hadn't thought this much about a woman in a few years, well since she hooked up with one early in her junior year.

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"Oh come on your just as beautiful." Madison told Leah, both women blushing from the alcohol and the compliments.

"Maybe as pretty as you, but no way my body holds a candle to your curves." Leah truthfully told her. She was now really examining Madison as much as she could. Since she was just facing her in a pink blouse and a long skirt she wasn't able to fully get a glimpse of it all.

Jim wrapped his arms around his wife, Madison feeling him grow even more and seemed like he agreed with Leah's statement. "She really does have great curves." Jim said in an admiring tone as he held on to his wife.

"Oh both of you stop it." Madison said with a giggle. "And just because they are bigger doesn't mean they are better." Madison said trying to assure Leah that she was beautiful in her own way.

"Wrong!" Care a voice and with that answer Madison expected it to be her husband, but was shocked that it was a smiling Leah.

Leah has had this talk with her friends a few times as they all seemed to be very curvy compared to her, and usually she just took the fake reassurance and changed the subject. This time though it wasn't about that, her drunk mind was wanting to tell Madison how sexy she thought she was.

"You can't tell me anyone would rather have my small butt compared to your thick and plump ass. Your boobs even seem double my size." Leah said with a smile and stared straight at Madison as she said that.

Madison was shocked Leah said that, yes it was true but it came off very blunt. It also confused Madison a bit as she started to feel herself getting a little wet. She figured it was from the mixture of drunk thoughts and Jim's growing cock rubbing against her. Now though new thoughts started to creep into her mind, mainly about the petite and cute babysitter in front of her.

"I'll give you that my ass is very desirable, but boobs can be better even if they are smaller." Madison said while trying to get her brain around everything, which both the drinking and her wet pussy was making harder.

Leah smiled and laughed. "Still seems like you have me in that category. My last boyfriend could barely fuck my boobs and he was only 5 inches." Leah said very honestly, the alcohol making her judgement fly out the window.

Madison laughed a bit as the complaint was sort of funny. It also wasn't a problem for her, even with Jim being almost 7 inches, her boobs still wrapped around them good when they did play like that. She also felt that Jim was fully hard now, the conversation getting him very horny. Madison hopes they could keep quiet tonight so they didn't wake the kids or Leah, but she was definitely going to enjoy the fucking the two had later.

"Oh honey, maybe smaller is better than. You wouldn't want a man with a twelve inch cock splitting you in half now would you." Madison said and began to laugh, and the other two did as well.

"Very true point." Leah said, "but can't I at least get a chance with a six or seven incher. I don't even think the boy I'm talking to can get that big." Leah said with a smile and than a saddened look.

"Oh come on give the guy a chance." Jim said, finally chiming back in.

Leah laughed a bit, "I didn't mean to say 5 is to small, I'm not judging you, you seem to make Madison very happy." Leah said thinking she may have hit a nerve but also being drunk enough to tease him about it.

Madison and Jim both laughed, Jim was going to reply, but Madison stopped him. "Let me give her the pg-13 version honey." She said with a smile as she looked over her shoulder at him, all while feeling his almost seven inches rub in between her thick thighs.

"Let's just say Jim is on the higher end of your desire scale, and yes he does make me very happy with his tool." Madison said with a chuckle. "His tongue could use some work, but overall a great experience." Madison added with another laugh.

"A bit harsh, but I'll take it as a victory." Jim said with a smile.

All three were now smiling and the sexual tension was starting to fill the room. Leah's eyes had gotten a bit bigger once finding out Jim was a bit bigger than she thought, and now her mind was filled with both of there amazing assests. Not only where her eyes big, but she also was spending a lot of time looking at Madison's body and especially her chest now.

Madison noticed this, and with the drinks and the sexual tension she was going to push the envelope and tease Leah a bit more. "You can just ask to see them." Madison said with a laugh.

Leah also laughed, "that obvious huh?" Leah said now looking at Madison and blushing.

"A bit, but since they are a topic of conversation, seems understandable." Madison said with a laugh and moved a bit alerting Jim to let go over her. In one quick move she removed her blouse and she was now sporting a pink bra only.

"Gorgeous." Leah said instinctively. She walked over to the two on the other side of the counter and was low looking at Madison's boobs up close.

"You can touch them." Madison said softly. Jim to her side, keeping quiet as he watched in awe. His wife wasn't usually this open sexually, and hadn't been since before they had kids. Early on they had a few threesomes but after having kids that all stopped. He wondered if tonight would end that streak.

Leah rose her arms and than placed her hands on Madison's boobs. She rubbed her fingers over her exposed breast and than cupped under them and rose them a bit, which brought a smile to Madison. Leah decided to squeeze them a bit and as she saw Madison enjoy that she tightened the squeeze a bit before letting go.

"Mhmmmm." Madison moaned for a moment, and than said, "that give you the answer you were looking for?"

Leah smiled and pondered for a moment. She wanted to touch more, especially without the bra, but also wanted to tell her that yes her boobs were so much more amazing.

"Let me mull that over, how about one last shot for the night while I think." Leah said, knowing she was already getting close to very drunk, wanted to push herself more as she was still hesitating about the whole situation. Though very very much wanting to see where this was going.

"You trying to get me wasted college girl?" Madison joked. "I graduated almost ten years ago but I can still go."

Jim was very much enjoying the show but also wanted to see how far these women would go. Both seemingly drunk and horny.

"You could do body shots." Jim joked to the women. Madison smiled for a moment and went to slap Jim again for being so direct when she heard Leah speak.

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