Lesson for the Babysitter

Chapter 1: The Proposal

Sally invited Lilly their babysitter to stay over after she put the kids down - she wanted to talk privately without interruptions from her husband Tommy. As Lilly stepped into the living space, The walls held framed photographs capturing memorable moments between her hostess and her partner.

Lilly looked around the vast area that comprised not just the sitting zone but also dining and cooking spaces seamlessly merged.

"So, Lilly, you seem to be a bit flustered today." Said Sally looking straight at Lilly, making sure they were alone before bringing it up. "Is there something bothering you?"

There was silence in the room for what seemed like hours but felt more like seconds when two people share deeply personal issues. It had been hard for Lilly to start talking about such intimate matters; however, she knew that Sally would understand.

"My boyfriend wants to have a threesome with my best friend Sky", Lilly admitted quietly, feeling both nervous and excited at the same time.

"He knows Sky and I have had lesbian sex with before, so he thinks we might feel comfortable exploring it with Sky" Lilly continued.

"Do you want to have a threesome?" Sally said, trying to gauge where things stood now between the three individuals involved in this discussion. Her voice was calm, measured, and nonjudgmental.

"OMG yes, but not with Jim and Sky. Jim is just my boyfriend, but Sky has been my best friend since were kids.

"So, you want to have the threesome Lilly, but not with Sky but with another woman you feel safe with? Is that right?" questioned Sally carefully, wanting to make sure she understood correctly.

"Yes," replied Lilly hesitantly, then added emphatically, "who else could I feel comfortable with though?"

Sally reaches over and caress Lillys hand very gently.

"Lilly, Sally says in a slight seductive manner, I think I know a woman you and your boyfriend can trust and has lots of experience in threesomes."

"Who could that be?" questions Lily with a hint of intrigue lacing her tone.

Sally leans in and kiss's Lilly soft on the lips, Lilly shocked at first but does not pull back and she lets herself enjoy the tender moment which sends electricity coursing through her veins.

Lilly, feeling the heat rising between her and Sally, she intensifies the kissing passionately. Their hands caressing each other's face.

Finishing the kiss, Sally whispers in Lilly's ear. "What if it were me and your boyfriend?" Sally's whisper brings chills to Lilly's already sensitive body.

Flustered and shocked from the kiss, Lilly pauses for a few seconds. Then, in response, Lilly turns towards Sally and asks tentatively: "Are you serious? Would you really do that?". Intrigued yet apprehensive, she wonders whether this proposition. "But what about Mr. Lane, won't he get jealous or hurt?" worried Lilly.

"Do not worry about Mr. Lane, I will tell him about it tonight, he will not mind. We tend to be open to new things in our marriage", Sally reassured Lilly.

The air filled with sexual tension, Lilly started contemplating seriously about engaging in a ménage à trois with her Miss. Lane and her boyfriend. This scenario was very appealing.

Chapter 2: Slight Change in Plans

With the house empty, Sally got the bedroom ready for Lilly and boyfriend to come over and have a fun threesome, Sally had to admit the cliche of sleeping with the babysitter did sound thrilling.

Sally got herself all sexed up for the anticipation of two horny young adults by slipping off her top, leaving only a bra to expose her large breasts, she also wore a short skirt that showed off her firm legs.

Checking out how she looks in the mirror, she hears her phone ding, and see it is a text from Lilly.

"I will be there in five minutes, alone" with an angry face emoji.

Sally was puzzled "Did her boyfriend puss out on a threesome."

Lilly came through the door sobbing, her face red from embarrassment and humiliation. "He broke up with me with a text!".

Both Lilly and Sally sit on the couch, Sally held her close to comfort her, letting tears stream down Lilly's cheeks uninterrupted.

"When I texted him about our plan, he yes last night, then broke with me 20 minutes ago and said the only reason he even wanted a threesome with me is because he figured it was the only way he was ever going to get in Sky's pants." lamented Lilly. She couldn't believe his betrayal. How dare he use her for his selfish desires?

Sally hugged her tightly offering consolation: "Don't cry too much. Let's forget about your jerk of an ex.

Lilly smiled and looked up and saw how sexy hot Sally had made herself for her and her now dipshit ex-boyfriend.

"OMG, Miss Lane, I feel like a jerk, here I am crying after you dolled yourself up for me and that loser. You look so amazing." Lilly sniffles slightly, still processing everything that happened.

Sally came in close and started kissing Lilly on the lips. Lilly, after feeling so hurt, yearned for a trusting touch. Taking her hand in hers, Sally led her onto the bedroom.

The two begin to kiss each other intensely. The pain of being heartbroken slowly fades away underneath the tenderness of Sally's fingers brushing against her skin. She feels secure in Sally's arms, experiencing sensuality unlike anything she'd experienced with Sky. Lilly found solace in Sally's attentiveness.

The anger and hurt turns to lust as Lilly strips off her clothes, revealing her voluptuous frame beneath her delicate clothing. Her gaze meets Sally's, sparkling with desire, eager for what comes next.

Lilly all but rips off what little Sally left her wearing. The room fills with the scents of feminine perfume and lingering arousal. Pulling Lilly's face toward her own, Sally devours her mouth, kissing her aggressively.

Lust takes over them both as they fall naked on the bed together.

Knowing she wants Lilly to forget all about her ex and just enjoy some lust fill girl on girl sex, Sally starts to lick and suck on her young nipple, sending shivers down her spine. Gasping with pleasure, Lilly grabs ahold of Sally's head.

"Oh Miss Lane, I want to taste you, I want you taste me as well", moaned Lilly.

With out saying anything else they proceeded to go in to classic 69 position. They licked, sucked, and teased one another's pleasure areas, driving each other mad. Both women enjoyed the warmth of another's tongue and fingers upon themselves.

Lilly and Sally began to lick other's sex like they were starving, unable to satisfy their hunger enough. They both groaned in ecstasy as both moved fluidly against each other.

As both women came to an explosive orgasm, both their bodies convulsed violently. Breathless and panting, they lay entwined, their hearts racing, their minds foggy from the intensity of their encounter.

"Can we scissor sex each other Miss Lane?", suggests Lilly, smiling sultrily.

Wanting to please Lilly further, Sally happily agrees.

Flipping onto their sides facing each other, Slowly pressing forward, Lilly slides herself into the warm haven of Sally's waiting body. Surrounded by waves of pure pleasure, Lilly begins moving rock slowly against Sally, taking control of their lovemaking.

"OMG Miss Lane, I cannot believe how wet you made me, you turned me on soooooo much", praised Lilly heavily breathing. Sally felt touched hearing these compliments coming straight from the mouth of a woman she admired deeply.

Lilly was not lying, her and Sally were dripping wet as they picked up the pace of sliding their sex across each other, every thrust grinding against their core areas creating new levels of intimate contact.

The two women started to grind each other's sex faster and hard, taking advantage of how slippery wet they both were. Sally let out low moans echo around the bedroom, almost losing her sense of reality with every stroke.

Both women started to rub the other please spot as they rocked against each other harder.

As the world seemed to fade around them, their love making grew increasingly fervent.

In sync with each other, the women continued to ride this wave of intense pleasure.

Both women climax again at the same time. Lilly's body shivers as she screams out in ecstasy, her entire body trembling from the incredible release.

Sally follows suit moments later, grabbing a pillow to muffle her screams as her body quivered in delight.

Both women slink under the covers, wrapped in post-orgasmic bliss.

Lilly, who's whole body now felt electrified from the multiple orgasms, drifted off to sleep.

With a gentle smile on her face, Sally stroked Lilly's soft brown hair.

Chapter 3: Alone in a Room

Afternoon sunlight streams through the bedroom windows, illuminating the room where Lilly slept peacefully in. Still feeling the radiant effect of the amazing sex, she had with Sally earlier, Lilly stirred awake with a lazy stretch, luxuriating in the sumptuousness of the bed.

Lilly could smell coffee, she figured Mrs. Lane had made some for them, she decided to get up, looks for one of Mrs. Lanes shirts hoping she will not mind. Finding a simple purple cotton dress shirt. As she walks to the kitchen to the smell of the coffee, she see it is Mr. Lane drinking coffee at the kitchen table.

Lilly felt a rush of fear fill her when she saw him, even though Mrs. Lane said he did not mind if she had a threesome, would he be ok with the fact that it was just her and his wife alone. She felt like runny for the door when Mr. Lane looked up and noticed her.

"I guess if it was me and you up their instead of Sally, you would have smelled the coffee and came in here in one of my heavy metal shirts," he laughed softly, trying to put her at ease.

Feeling somewhat relived, Lilly replied nervously, "Maybe Next time!"

Tommy almost spit coffee out of his mouth trying not to laugh.

"Grab a cup of coffee and come sit down," he gestured for her to join him. After getting a steaming cup, Lilly hesitantly took a seat beside him.

She asked tentatively, "So... did Mrs. Lane talk to you about what happened told you what happened while you were gone?"

"She told me your boyfriend is a freaking idiot and please call us Sally and Tommy" Tommy said gently.

"Well, you dumb boyfriend sure does not know what a good thing he passed up on. What guy turns down a threesome with two hot women?" Tom expressed.

"He wanted to have sex with Sky and figured a threesome between us would be the only chance he would get; it wasn't fair to use me for that." Lilly stated sadly.

"I don't understand why guys think like that..." Lilly sighed bitterly.

"Why did he think you and Sky would have a threesome with him in the first place? Tommy asked curiously.

"He knew Sky and I had had sex with each other before." Lilly confesses.

"Wait, aren't you and Sky been like best friends forever? Tom asked with a bit of confusion.

"Yes, and we used to hook up sometimes during sleepovers. Sky and I do not "do it" all the time or anything like that, but sometimes we get a little carried away." Lilly said with a slight giggle.

"Girls sleeping with their best friend who is a girl and still be friends, must be a Gen-Z thing." Tommy mused aloud.

"Mr. Lane...Tommy, then what are you then?" "I mean, you wife had sex with me, the babysitter and you knew about it." She asked a bit bewildered.

"Well, I am a millennial and all that." Tommy said as if that explained it all.

Lilly just laughed, figured no point in pushing that any further.

"Sally wanted to be here when you got up, but an issue came up and she had to run some errands, she asks me to come home so one of us would be here when you got up." Tommy stated apologetically.

"Can I use your shower Tommy before I get dressed to head home?" Lilly asked softly.

"I guess you do not want to go out smelling like sex huh?" Tommy joked gently. Lilly laughed, embarrassed. "No thank you."

Lilly walked to the bathroom and turned the shower on as the water get hot, she takes off Sally's shirt and her panties and slips into the steamy water, enjoying its heat. As she lathers her body, her mind lingers to the sex her, and Sally had.

Remembering the way Sally held her comforted, filling her with sensual caresses, Lilly couldn't help but feel excited and grateful. She steps out of the shower feeling refreshed and slightly embarrassed since she doesn't wear any clothes while walking out of the bathroom. Only to notice, there are no towels.

"Mr...Tommy, can you please bring me a towel." Lilly yelled.

Tommy came by and crack the door to hand it to her. "Tommy, you can come in, it is ok" Lilly said with a giggle.

Tommy did and could not help but gaze at Lilly's naked figure. He found himself struggling to contain his attraction.

"It is ok to stare Tommy, I mean the wife has already seen the babysitter naked, only fair the husband does as well", Lilly responded matter-of-factly, her confidence evident despite her vulnerability. Tommy's face went redder than ever.

"You have a very beautiful body, Lilly; I will leave you to get dressed then." He quickly backed out of the room, closing the door behind him.

After getting dressed, Tommy walked Lilly to the door. "When Sally has time tonight can you have her IM me? Lilly request kindly

Tommy nodded yes, they both hugged and Lilly got in her car to head home. On her drive back, her mind reflected on how the events of today had gone.

It went from anticipation, to rejection, to something better than she could have imagined.

Chapter 4: Do you Still Want To?

As Lilly was laying in her bedroom of her apartment, decorated with what you would expect a single young woman's bedroom to look like with various posters of bands and actors she loved. Her mind getting ready to wind down when her phone dings.

It is Sally calling to facetime, she answers the phone. "Hi Mrs.L..., sorry, Sally." said Lilly with a chuckle.

Sally smiled and laughed, "I hope I did not wake you up, I wanted to call earlier, but you know how things come up." Sally said in a soothing tone.

"It is Ok Sally, how was the rest of your day?" Lilly enquired.

"Really just busy stuff, did not really bother me other than I left you in the bed alone, but glad I called Tommy to be there when you woke up." Sally shared with warmth in her voice.

"It is ok, you made me feel so incredible, taking my mind off my stupid ex, you really know how to make a woman forget about her boyfriend issues when the girl-on-girl sex is so amazing." Said Lilly, appreciative.

"Are you saying I am better at girl-on-girl sex than even Sky." Replied Sally sarcastically.

"I thought we were not supposed to kiss and tell or is that just what we tell men they have to do." Lilly stated smugly.

"Oh, yes, that is men only rule women made up for them, feminist rule." Sally teased.

"Lilly, do you have plans for the weekend?" Sally enquired.

"They all fell through when my ex broke up with me." Lilly stated bitterly.

"The kids are going to my parents' home for the weekend, so I was wondering if you still wanted to try a threesome, you could with Tommy and I." Sally proposed earnestly" Sally proposed earnestly.

Lilly's heart raced at the idea of being with Sally again, but the mention of the three of them caused unease.

"I do still want to have a threesome, but I have never been with an older man let alone another woman's husband." Lilly admitted frankly.

"Do you trust us, Lilly?" Sally queried, Saher concern clear.

"Absolutely, I trust you both." Lilly answered without hesitation. "But I am worried about having an affair with a married couple." Lilly continued cautiously.

"What makes our relationship different from most others, is communication and honesty. It may sound cliché, but it works. We set boundaries and respect those boundaries." Sally spoke sincerely.

Lilly contemplated these words, finding solace in the assurance offered.

"Lilly, I do not want you to feel like I am trying to pressure into being intimate with both of us at the same time, if you feel uncomfortable with". Sally stated reassuring Lilly.

Lilly stayed silent for a few moments, pondering what Sally just said.

"Sweetheart, take you time and sleep on it, the weekend is still four days away" Sally suggested.

"Thank you, Sally." Lilly murmured gratefully. She hung up after promising to discuss more over the coming days. Thoughts of the erotic adventures she experienced swarmed her brain.

She was rolling the thought of her being with both Sally and Tommy, she saw how experienced Sally was with her ability to drive another woman like her to such heightened pleasures.

Lilly though how she had only been with few boys and one girl, now she had been with and woman who could teach her many new ways to enjoy herself.

Tommy kept, coming into her mind the most. If he is half as experienced as Sally at sex and she figured he had to be to keep up with his wife, Lilly imagined.

"I am so young and inexperienced in sex, and they are married, and I bet have sex stories that would make a porn star blush." she whispered to herself.

"Can I really give Sally and Tommy sexual pleasure like Sally gave me. "Will I be able to please Tommy, I hell, I do not even know if I would give him a decent blowjob!" Lilly said with a hint of annoyance.

"You what, hell with it!" Lilly exclaimed.

Deciding not to waste any more energy on a question that could on be answered one way. She picks up her phone and text Sally.

"I'm game" Lilly wrote.

A moment later, she receives a response.

"I am so glad to hear that Lilly, we will talk tomorrow about Friday night," Sally typed. "Feel free to bring whatever makes you comfortable."

Lilly felt a mix of excitement and nervousness coursing washing over her body. This was very new ground for her and not something she ever expected, but if Sally and Tommy trusted her enough to include her in their marital play, perhaps she should too.

Lilly drifts off to sleep thinking about the impending rapture with Sally and Tommy. In her dreams, images of passionate embraces, intense gazes, and tantalizing touches dance around in her mind.

Chapter 5: Friday Night Pleasure

After a week of making plans, Friday was here. Lilly was both excited and nervous about being with Sally and Tommy together. Tommy and Sally were on their way to pick Lilly to take her to a club to "set the mood" As Sally said.

Lilly wanted to look sexy for them both tonight, she put on her shortest skirt, that stopped midway along her thighs, to show off as much leg as possible. Her shirt was low cut showing lots of cleavage and cropped just above her navel to so off her sexy stomach and put in her favorite naval ring.

For her hair and makeup Lilly kept it to a few simple accents. Keeping her usual shoulder length straight hair sleeked back. With minimal eye shadow and mascara on her eyelashes for definition and light natural lip gloss for a subtle pop of color.

This wasn't about looking flashy, rather feeling confident and sultry.

The F150 pulled up outside the house, Tommy and Sally jumped out, eager to start the evening.

Sally was set for a night of dancing and drinking wearing a tight blue dress that showed off her curves for all to see and split on the side that Displayed her legs perfectly. Her hair and makeup done stylishly with her hair slightly curled.

Tommy like most men going out for a night on the town was dressed very casually, blue jeans and white button-down collared shirt paired with cowboy boots.

As soon as Tommy opened the passenger side door for Lilly, she hopped inside, instantly feeling anticipation in the air.

"So, what is this place we are going to that you said would set the mood Sally?" asked Lilly. curious.