📚 i was their babysitter - Part 9 of 12
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GROUP SEX STORIES

I Was Their Babysitter Pt 09

I Was Their Babysitter Pt 09

by cilmarae
19 min read
4.59 (6500 views)
adultfiction
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Disclaimer: This is a work of fiction, and it was created solely by me as the author. All characters are over the age of 18. Any similarities to characters, real life people, or things are all happenstance, though my appreciation to those who have

inspired

my works is immense.

Author's Note:

This is the ninth part, and I just love this series! I hope you, all my Rae-ders, have been reading the story parts from before to best enjoy the storyline. **While there is talk of incest, none occurs in this chapter.** I also hope you've found yourself wanting to check out the rest of my works. Please *follow me* so you'll be the first to know when the next parts come out. I know you're gonna want to see what happens!

Questions and comments are welcome. Please take the time to *rate* this story also. I hope everyone will be kind.

Recap:

That Saturday night, Toby, Lana, and I had planned to meet with Mark and Connie at their house, since their three kids were staying at their grandparents' house after being gone on vacation. Tom and LeAnn were also planning to join us a little later on. We showed up a little earlier than the arranged 5pm, and I was surprised to see Connie and a woman making out in the doorway.

"Oh, well, I guess Connie has a friend we don't know about," Lana noted. "It's a little weird that she's out in the open like that."

"Maybe it just kinda happened," I suggested since I wasn't sure if I had a better explanation for such public behavior. That wasn't really like her. "Well, let's approach. Best if we don't make it awkward."

"Um, guys," Toby addressed us after getting out and taking a better look at the car which must have belonged to the woman in the doorway. "I think I'm going to make this a little awkward after all."

"What?" I asked. "Why?"

"Mom?" Toby called to her when she'd finally finished sucking the face of the woman I called my lover. Lana and I stopped walking and froze in our spots. Connie jumped at the realization that she was giving a public performance. All I could think about was the last part of that sentence. A public performance... with my boyfriend's

mom

. What the... WHAT?!

I Was Their Babysitter - pt. 9

"Mom?" Toby asked again before Connie could collect herself.

"Um, why don't we all step inside so we can have a little discussion, shall we?" Connie suggested and waved at us to move our feet sooner than later.

"Oh, honey, I..." Toby's mom attempted to offer, but she was cut off by Connie.

"Not now," Connie advised through clenched teeth.

Mark walked in and almost pulled me into his arms to kiss me when he caught sight of Toby's mom and changed his tactic to a simple hug. He looked over at his wife who motioned for him to follow her into the dining area.

"Why don't we all sit down and have a little discussion, shall we?" Connie suggested. "Mark, would you like to get everyone some drinks?"

I caught Mark's reaction to something Connie managed to whisper to him and nodded. OK, I guessed we were all on the same page... maybe? Mark called out to Toby's mom to ask what she'd like to drink. Her response told me how this visit was going to start off.

"Uh, do you have a strict rule about underage drinking?" she asked and attempted to laugh. "If not, could you get both my son and his lovely girlfriend a stiff one to go along with mine?"

"Amaretto stoned sours all around," Mark announced. He even took a tray out from beneath the bar to carry over all six drinks. Before anyone spoke up, Toby's mom drank a huge gulp of her cocktail.

"I would like to apologize to all of you for my behavior just a little while ago," Connie shared, surprising us with the statement. "On top of the fact that it was a public display which is very out of character for me, I believe the fact that it turns out that I was engaging in such behavior with what appears to be your mom made things a bit more awkward. Toby, I presume?" Toby nodded. "I am truly sorry."

"Baby," Toby's mom called to her son, "I'm so sorry. Obviously, I had no idea that you'd be here or that... sorry, how do you know Connie and Mark?"

"Oh boy," Lana sighed and tried not to laugh.

"I am Connie and Mark's babysitter," I explained and nodded. "Oh, and as of the end of December, I am also their girlfriend. Hi," I addressed her. "I'm Stephanie Morton."

"Oh, Stephanie," his mom acknowledged and covered her face. "I'm so embarrassed. I'm Shawna Shipman, Toby's mom. You can call me Shawna. Even now, I can see why he's been so happy. You are lovely. I know this is not quite the way you thought we'd meet, but..."

"Hey, you'll always remember it," Lana offered as a means to break the tension. Only Mark laughed. I raised my eyebrows at her. "Oh, I'm sorry. I'm Lana Dombrenski, Steph's cousin. Our moms are sisters. What would you like me to call you?"

"Shawna is fine," she answered and nodded hesitantly.

"Mark, Connie," I addressed the host and hostess of this event, "this is Toby, my boyfriend. He's heard a lot about you, and I've been looking forward to introducing him to you. Toby Franklin, this is probably my favorite couple to ever exist, Mark and Connie Dartmouth."

"Toby?" Mark stated as he stood up and held out his hand. "I'm Mark. It's very nice to meet you. Can I also just say...? We have one hell of a girlfriend. She's something, huh?"

Toby stood up as well and shook Mark's hand. "She sure is, sir. And I've only heard great things about you."

"So, funny story," Mark announced as he and Toby sat back down. "Back in our college days, Shawna, Connie, and I used to hang out together. Small world, huh?"

"I had dated Mark a couple of times," Shawna explained, "but we seemed to be just more friendly than romantic, so when Connie entered the picture, I stepped aside."

"Well, she tried to, but I maintained my eye on her," Connie clarified and smiled lovingly at her. "While I was dating Mark, I was also pursuing Shawna." Connie shrugged. "She was the first woman I had ever become sexually attracted to. I told Mark about it, and because he found it hot, he encouraged me to see if she was interested in trying things out with me."

"I had only kissed and felt up my roommate," Shawna informed us, "and it didn't seem like much. You know, it was just curiosity. But when Connie presented her idea to try some things together..."

"She does that, doesn't she?" I asked aloud and shook my head. "I've been addicted ever since."

"Right?" Shawna exclaimed and laughed. "So, we met up, and what had been originally planned to be a one-time trial run turned into a few weeks of unimaginable sex."

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After a bit of longer silence than anyone was comfortable with, Toby extended his arms and begged, "And?!"

"The perfect storm hit," Mark announced. "Connie and I were becoming more serious, Shawna met your father," Mark went on to add as he pointed at Toby, "who did not know about the little trysts going on between these beautiful women, and then you were on the way. Connie and Shawna made the difficult decision to cut contact, and they had not spoken since."

"We happened to see each other yesterday at the store," Shawna confessed. "Connie told me that there was so much to catch up on, and I shared that I had some life changes occur as well. The attraction was definitely still there."

"So, Shawna came over today just after the kids left, and we had been catching up, as in talking the whole time," Connie clarified to Toby and me, mostly. "Just as we were saying goodbye, I found myself thinking about old times and, well... it just happened."

"I told you," I mumbled to Lana who had been watching like she was at a tennis match. She also seemed to be looking around for food. It

was

nearing dinner time.

"So, Toby," Shawna addressed, "your father and I did not work out, but the fact that he chose to exclude you from his life after he left was entirely on him. Since he's been gone, I have remained mostly alone. I don't particularly want to date because it reminds me of the pain I felt when dealing with the divorce. I don't miss him, and I think he's a right fool for dismissing his part in your life, but any thoughts of dating to find another man didn't seem worth it. Until I ran into Connie yesterday, I didn't think there would be another

person

I'd ever want to be around or with again."

"Holy crap!" Lana whispered.

"Obviously, the revelation in the driveway adds a bit of complexity to things," Shawna stated hesitantly.

"A little bit?" Toby asked and guffawed.

"Toby," I warned and put my hand on his.

"Well, let's see," Lana analyzed as I was certain she was growing tired of waiting to eat. "Connie and Shawna were lovers in college. Shawna met Toby's dad and got pregnant, so Shawna and Connie ended the lesbian thing. Connie and Mark got married and have three kids. Over ten years ago, Connie and Mark became swingers.

"Mark gave Stephanie her first sexual experience back in December after being asked by Connie if she wanted to do so. Connie gave Stephanie her first lesbian experience three days later, and now, Connie and Mark entertain Stephanie on a weekly basis. This summer, Shawna's son, Toby, and Stephanie took a class together, hit it off, Stephanie gave Toby

his

first sexual experience, and last week he asked Steph to also be

his

girlfriend knowing all of the above info about Steph's relationship with her couple. Steph and I live together, are also lesbian lovers, and have had a few threesomes with Toby. Is that everything?"

"What a tangled web we weave," I noted thoughtfully. "Would you all mind if Toby and I stepped away to talk for a bit?" I asked as I stood up. Toby took my extended hand and let me lead him outside onto the front porch. As we sat on the swing, Toby shook his head.

"This is not how I saw tonight going," he admitted and sat back. He pulled me over to rest my head on his shoulder.

"Talk to me, babe," I requested. "What did you think would happen?"

"Setting aside the fact that my mother is apparently still in love with a woman who calls you her girlfriend?" Toby asked and scoffed. "Honestly?" I nodded against his shirt. "I thought we'd eat, talk about sex, meet Tom and LeAnn, and then we'd

have

the sex. Lots of it. I was all geared up to watch you having sex with Mark, and I kinda wanted to see if all this talk about Connie would be as amazing as you and Lana have made her out to be. And I hoped to see the action between Lana and Tom. I haven't watched her have sex with someone else. I still have more to learn, you know?"

"Do you?" I asked and laughed. "Toby, I believe Mark will claim how we go forward will be up to me, but I say it's up to you. And your mom won't feel good doing something that makes you feel uncomfortable either. What's your thought process here?"

"What do you mean?"

"I think your mom and Connie want to resume being lovers immediately," I shared. "There must have been a lot of love being shared between them, and the suddenness of their breakup, so to speak, probably hurt them both. So, that means that the woman with whom I have an intimate relationship will also be having sex with your mom."

"Aw, man! Steph! Why did you have to go and say that?"

"Baby, because it's true," I justified and turned to face him. "Hun, remember that 'little world' you talked about me being a part of on our first night? Well, you're in it now, and apparently, so is your mom. I'm trying to talk this out with you so that we know how we want to proceed."

"I knew it was going to be a lot, but this is crazy," Toby argued.

"It's a first for me too," I agreed. "But we're in it now. So, say your mom stuck around tonight. Would you be OK with her seeing you banging her friend? Would you be OK seeing her tribbing with Lana?"

"Do

you

want to sleep with her?" Toby asked suddenly.

"No, I don't feel comfortable with that idea, babe," I assured him. "I'm going to ask you something that may seem a little awkward, but I'm just asking. Remember: there's no kink shaming." I took a deep breath and let it out slowly. "Have you ever wanted to sleep with your mom?"

Toby took longer to answer than I thought he would, but he finally sighed and shared with me. "I've thought about her naked, and if I've ever seen her naked, I've probably stared longer than I would admit, but no, I can't say that it's ever been a desire for me."

"How do you feel about her finding someone from her past?" I asked him as I cupped his cheek.

"I want her to be happy, and even though I was shocked to see her kissing another woman, I've always gotten the impression that she was open to men or women. Like when I told her about you and Lana," he reminded me. "She told me it sounded hot."

"I want her to be happy too," I responded. "I guess it comes down to what they decide. I am quickly coming to grasp with the fact that I may be finding my way out of this little world already."

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"What?" Connie asked as she stood on the porch behind me. "You're leaving us? Why would you think that?"

"See, Con?" Shawna asked as she stood next to her old friend. "I'm only causing problems by coming around. It's just like before," she complained. "I should go."

"No, Shawna," I told her as I stood up from where I'd been resting against her son. "Please don't go," I pleaded. "Let's figure this out. I just had to talk to Toby to make sure all the details were clear to him. This is just not something we had planned to find on our Bingo cards this summer." I tried to laugh before continuing. "When I told him to be ready for anything, even I didn't think something so unexpected could happen."

"Toby, ladies," Mark addressed the four of us on the porch, "let's head back inside or maybe out back. I've made fresh drinks, and dinner will be ready in five."

The four of us walked back into the house and towards the bar to collect our next drink. I walked straight to the table to grab two dinner rolls to share with Toby. I had a feeling he didn't drink all that often either, and I knew we hadn't had much to eat. Lana was already eating what looked to be her second roll.

"Wha ow yo dots on dis, cuz?" Lana asked with her mouth still too full to be talking. I'd been speaking

Lana

for a few months now, so I followed along. When I began to answer, Toby turned to see if I was serious or choosing to pretend to have understood her. I laughed and patted his hand.

"She asked what my thoughts are on this," I clarified. "Lana," I said with a disappointed shake of my head, "food. You

can

finish chewing first."

After a large, overly dramatic gulp to show she'd finished, she shrugged and claimed, "Why? You understood."

"Anyway, we talked about Toby's aspect of all this," I informed her. "His mom will now be having sex with the woman who shares me with him. If we attend the same events, with as close as Connie and Shawna seem to be, not to mention the desire to make up for lost time,

she'll

likely always be there, and as their girlfriend,

I'll

always be there, which means

Toby

will also always be there."

"You know, you're always complaining about me eating and talking, but you

enunciate

words a little too often. Did I

really

need to hear the

emphasis

being put on

all

those words in that last sentence? Like I don't already know how

crazy

this situation is?" God bless her, she tried to stay serious, but by the time she said "crazy," she was cracking up with all her unnecessary enunciations.

"Goofball," I accused and smacked her arm. "Anyway, Toby has to decide if he's comfortable watching his mom have sex, having her watch him have sex, and accepting the idea that the woman with whom I have an intimate relationship will also be having the same sort of relationship with his mom."

"Well, we know you're cool with cousin-sex," Lana speculated. "What if you considered..."

"No, nope," Toby reiterated. "I'm not saying it to shame those who enjoy incest, but I'm not interested. It's like the idea of being with a guy. Good for the men who are cool with it. It doesn't make me want to get all hard and bang them. I have jacked off to incest porn, because some of them are just hot, but I don't see my mom like that. I just don't see that changing."

"And I don't want to entertain the idea of being with his mom either," I confessed. "I think she's beautiful and lovely, but it's my boyfriend's mom. I don't wish to cross that line. I have you and Connie and LeAnn, Darcie, and Laura if I want some girl-action, but I have decided that Toby is my number one priority here. I will always have Mark and Connie as friends, whether we're intimate or not. They're my very best friends, and we happen to be lovers, but should I need to step away from the intimacy for the sake of sanity or respect of my boyfriend, I will do that."

"Honey, we appreciate how willing you are to do the honorable thing," Connie shared, "but losing you intimately isn't something Mark and I see as an option. Now, should you choose that, we will respect you, but our hearts will break, and that isn't something any of us want, Shawna included. Just to put it in perspective, I will not be as good a lover to her knowing I lost you to be able to be with her. Make sense?"

"I don't want that either," Toby admitted. "I want my mom to be happy, and seeing her with you, Connie, is proof enough. I don't want to be the reason Steph leaves this 'little world' (we call it that), and I was really looking forward to being part of it too. I'm going to go ahead and say that I will be comfortable having sex in front of my mom and seeing her having all the sex too. As long as it's understood that, respectfully, Steph and I won't be engaging with her sexually, but we're comfortable remaining a part of this group."

"Steph?" Mark questioned.

"Like I said, and I hope this doesn't offend you, but Toby has become my priority," I answered honestly. "I love you and Connie with my whole body, and it yearns for you both on a constant level, but Toby has taken my heart. Now, I'm thrilled that he's comfortable with it this way so that we can stay together. Are you good with it? Mark, is that enough for you?"

"Yes, ma'am," he responded and leaned down to kiss me. "I love you, my girl. It would be crazy for me to think I was going to remain the only man in your life. I see here that the one you've chosen is a very good man, probably the best you could have found." Mark turned to look over at Toby. "Welcome aboard. It's an honor."

"The honor is mine, sir," Toby answered and shook Mark's hand. "Now, I hear we're supposed to be eating, and a few of us are a bit hungry. Anything I can do to help in the kitchen, Mark?"

The tension was broken when my boyfriend stood up and put his arm around Mark's shoulder to walk towards the oven to check on the meal. Connie came around and had me stand up so we could hug and kiss and share a few words of love. Lana even walked over to Shawna to speak with her privately. They ended with a hug and a laugh as well.

Before we sat down again, I walked up to Toby and wrapped my arms around his neck. "You are an amazing man, and I am so thrilled that you asked to be in my group this summer. Thank you for accepting me, this revelation, and this situation. You'd better watch it, babe." I leaned in and put my lips to his. "I'm quickly falling for you."

"Good thing I feel the same then," he agreed and kissed me. Slowly, he turned his head and brought me into a place we hadn't intended on going. Quite passionately, we made out in front of my cousin, my boyfriend's mom, and my couple. I think it was probably nice at first, but then I heard a few throats being cleared and realized what had happened. I pulled from him and kept my eyes closed.

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