Chaos on the Cul-de-sac - Cover

Chaos on the Cul-de-sac

Copyright© 2023 by IronBuddah

Chapter 15: Jessie I

Erotica Sex Story: Chapter 15: Jessie I - Two families living on a sleepy cul-de-sac know that the arrival of new neighbors is going to bring change into their lives, but they have no idea how much change is heading their way. Long hidden secrets, misunderstandings, and longings will come to light. What the long term residents don't realize is that their new neighbors didn't just happen to buy at random. They saw how beautiful Austin, Danielle and their daughters were before purchasing a house on this particular cul-de-sac.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Ma/ft   mt/Fa   Fa/Fa   ft/ft   Fa/ft   Mult   Consensual   Incest   Father   Daughter   First   Masturbation   Oral Sex   Safe Sex   Sex Toys   Big Breasts   Public Sex   Size  

Jessie heard the smart doorbell ring for a package delivery, so she went and grabbed a surprisingly large box from the porch. In reality, it was a medium sized box, just bigger than what she was used to seeing left on the porch. Without thinking much of it, she picked up the pocket knife kept on a stand near the front door for opening letters and packages. Once she got the nondescript cardboard box off, there was an equally sized, bright purple box inside with the curious title Double Tentacle Trouble. The picture on the box had a squid like center with several almost comically undersized little tentacles at the base and two equally comically over sized tentacles emerging from the body opposite each other. There was something strange about the shape of the large tentacles, and Jessie blushed furiously when she realized this was some sort of sex toy. A girl at school had stolen a dildo from her mother’s nightstand and hid it in her purse to show her classmates. That thing had been pink and probably shaped like a man’s penis. Jessie had never seen an erect one in person, but the majority opinion of those who saw the toy that day was that was what they were supposed to look like.

Jessie checked the label on the package to see if it had been delivered to the wrong address. It was for their street, but it didn’t match any of the houses on the cul-de-sac. Her house was the only even number, ending in two. Clara’s house ended in a three and the new neighbors, a one. The number on the box ended with six. Clara wasn’t positive, but she was pretty sure that once you got to the main portion of the subdivision, those house numbers were at least one hundred higher than the trio of houses where she lived. Her initial thought was that with an obviously bad number, there should have been some sort of effort to correct the address. Perhaps the delivery person misread the number, or maybe they were just being lazy.

Then Jessie checked to see what name was listed for delivery. Gal Incognito certainly sounded like a fake name; she should consult with Clara to see what her opinion was. Jessie noted that her mother had her nose in a romance novel and didn’t seem to have noticed the package arriving. Jessie first stashed the strange box safely in her room. The she sent a text to Clara. “Come over ASAP - plan on spending the night.” Jessie was sure she was blushing furiously as she imagined showing her best friend the bizarre thing that had arrived on her front porch. She had to get that under control before she informed her mother that Clara would be over for dinner and spending the night. Fortunately, she and Clara had nearly free reign to spend time with each other and even sleep over on work nights during the summer. Neither her mom nor Clara’s would bat an eye at the sudden invitation. The one rule they had to abide by was giving their mothers enough advance warning to prepare extra food if one of them was going to be eating dinner at the other house. After Jessie checked her reflection in the mirror and saw that her face was not trying to rival her hair for redness, she went into the room where her mother was reading and announced, “Mom, Clara will be here for dinner and is spending the night.”

“That’s nice, dear,” Clara came in the front door, almost as if on cue, and her mother added without ever looking up from her book. “Hi, Clara. You’re always welcome here.”

Clara thanked Austin, and Jessie grabbed her friend’s hand and led her to her room. When Clara wanted to know what was up, Jessie directed her to the brown packing box and its mysterious label. Clara’s first comment was that incognito sounded like one of the words that Donna had gone around the house repeating when she was prepping for college admission tests.

“So, fake name?” Jessie asked.

“Gotta be.”

“Now check this out,” Jessie said while pulling the actual purple box out of the packing box.

“What is that, some sort of sculpture, or a kids toy?” Clara wondered.

“I think it’s a toy, but not for kids.”

“What do you mean?”

Jessie whispered, “I think it’s a sex toy.”

Her friend whispered back, “Oh my goodness.” Then, in a louder voice, “Oh my goodness! Who ordered that?, You?”

“Of course not; I wouldn’t have asked you to come over to try to unravel this mystery if I ordered it. Because it wouldn’t be a mystery. Would Kim use a fake name like that?”

Clara thought for a second before saying, “No, she’d pick something over the top, like Lady Squidstrike or Mrs. Purple Squid Wrangler.”

“Yeah, Kim does tend to be kind of dramatic.”

“I can’t even imagine typing that into a web page as a joke, but I bet Kim would do that without batting an eye,” Clara whispered before breaking into embarrassed laughter.

Jessie couldn’t help but join in with her friend’s laughter, “Shhh, shhh. It’s a good thing we’re expected to giggle and carry on when we’re together, but we can’t have Mom coming up here to check on us.”

“OK, OK,” Clara took a deep breath. “So we’re trying to figure out who ordered this. It can’t be either of our mothers.”

“No,” Jessie agreed. “For one, they’re so pretty, they don’t need to resort to toys.”

Clara finished her sentence for her, as the two were wont to do, “and even if they did, they wouldn’t mail order one. They would shop in person and make sure they brought it into the house discreetly.”

Jessie started up again, “Just to make sure none of us could accidentally discover it. You ruled out Kim by the name on the package, and Donna is way too classy to buy something that looks like a sea monster. Did you know one of the girls at school stole something like this, well, a lot smaller than even one of this thing’s tentacles, maybe about six inches and pink, not purple? Oh yeah, it was supposed to be shaped like a man’s erection, I think.”

Clara giggled again, “They did? You never told me about that.”

“Well, sex toys never seemed like a normal topic of conversation until this thing showed up,” Jessie explained. “I didn’t really get to know our new neighbors. Do you think one of them could have ordered it?”

“I don’t know. The adults all kind of stuck together, and Donna and Monica paired up like we did. I couldn’t say anything about either Mrs. Maddox or Monica ordering something like this, but I will say one thing. I would hate to make a bad impression by taking this thing over to their house if they didn’t order it,” Clara shuddered.

Jessie giggled, “Your mom would be so pissed! I know she really wants to be good friends with the new neighbors, but my mom seems suspicious of them. Do we fess up if one of them comes over asking about a package, or keep quiet?”

“That’s a tough one, Jessie. We’ll have to play that one by ear. I’m guessing someone that lives in the main part of the subdivision typed a number in wrong and the delivery guy got confused. If that’s the case, I bet they don’t even think to ask at any of our houses on the court.”

Jessie loved that her friend was now taking equal responsibility for finding the sex toy, even though she had been the one to get it off their porch. “Any other thoughts?” she asked.

“Hmmm, I can’t see my biggest sister using this or even that pink toy you were talking about. I’m not saying she has one at all, but if she does, I imagine it would be super classy, at least as sex toys go. Maybe like four inches long and a simple, slender cylinder that doesn’t try to look like anything else.”

Jessie nodded as Clara differentiated between Kim and Donna by calling Donna her biggest sister. It fit because Donna was both the oldest and tallest of the Morris siblings. Jessie really admired Donna. She treated her just like she did Clara, so even though Jessie was an only child, it was almost like she had a big sister. “Oh yeah, I can picture that, but I bet if she has one, it’s battery powered, so it packs a real punch.”

Clara exclaimed, “How do you know about sex toys packing a punch?”

“Shh, I don’t, really. I was reading the description of the squid. See, it says that the textured tentacles pack a real punch.” Then Jessie and Clara dissolved into helpless giggles again.

When they stopped laughing, Clara asked seriously, “Do we get this thing out of the box and find out if it packs a punch?”

“After dinner,” Jessie said with a sparkle in her eye. “We should probably put this thing away for now. We need to make sure it’s hidden. We should also get the plain box it came in to one of the outdoor recycling bins. Then we need to do something else for a while so I can show up at dinner without my face being as red as my hair. And before you say it will be fine, you’re blushing too. I think Mom would just think we were being our usual goofy selves, but why press our luck?


Clara and Jessie actually waited until Jessie’s parents had gone to bed before getting the sex toy out of the box. It turned out to have a suction cup on the bottom and rather explicit diagrams showing two women inserting the tentacles into their bodies. Jessie protested. “This thing is huge; I’m not trying to put that inside me.”

“And you have a carpeted floor, so we can’t even use the suction cup. Here, I’ll hold it for you, and you can try it out without putting it inside you.” Clara offered. Jessie lifted up her nightgown and rubbed her pantie covered crotch against one of the large tentacles. “How does it feel?”

“OK, I guess,” Jessie said uncertainly. “I can’t imagine paying the price on the invoice. You try it and see what you think.”

Jessie took over holding the squid for her, and now Clara was the one lifting her nightgown and experimentally rubbing the plastic tentacle between her legs. “It feels weird,” Clara admitted eventually. “Like, it doesn’t feel amazing like the box promised, but at the same time I don’t feel like quitting.”

“I want to try again,” Jessie said suddenly. The two friends switched places, and while she wasn’t sure it was pleasant, it was certainly an interesting sensation to have the tentacle pressed against her tender flesh. While she was rubbing the thing between her legs, she whispered to Clara, “We can’t use the suction cup, but we could probably hold the body still enough if we both wanted to try this at the same time.” Clara nodded, and they repositioned themselves and placed the squid between them. With four hands holding the toy still, they started their experimental rubbings again. Jessie immediately felt a difference.

“Why is this so much better?” Clara wondered.

Jessie had the same thought. She didn’t know at first, but then she whispered back, “Unpredictability.”

Clara agreed, “That’s it!”

It really was the difference. Now when Clara moved, there was suddenly more or less pressure than she wanted, so she adjusted her body, which made Clara do the same. The tentacles were fairly stiff but had a little bit of rubbery give to them, which added to the unpredictability. It was almost like the two of them were doing a perverted dance together with the purple squid as a third partner.

“Oh my gosh!” Clara gasped.

“What?”

“I just realized the body of the squid is shaped like a squat penis.”

“OMG, how did I not notice that when I first opened up the package?” Jessie wondered. “I mean, I noticed the tentacles had a suggestive shape pretty quickly, but I had seen the one pink toy before.”

“You’re just too innocent,” Clara grinned.

“Well, we’re both a lot less innocent than we were when we woke up this morning. This is actually pretty fun!”

Her friend agreed, repeatedly and with increasing enthusiasm and volume, “Yeah, Yeah! YEAH!”

Jessie stopped what she was doing and scooted over to put her hand over Clara’s mouth, “What got into you?”

“I don’t know,” admitted Clara, whispering again. It started feeling really good all of a sudden.

“Want to see if it keeps happening while I’ve got my hand over your mouth?”

Clara nodded, “If I tap your wrist three times, I want you to let go.” Jessie nodded back, and her friend put the tentacle back up under her nightgown. Jessie held her friend for a good few minutes as she rocked her body back and forth with the purple tentacle partially concealed. “That thing looks positively obscene the way it almost seems to be actively reaching up under your nightgown.”

Clara tapped on her wrist. “That is a lot of fun, but I don’t want to be greedy. Why don’t you try, and I’ll put my hand over your mouth if you need me to.” Jessie switched places with Clara and immediately felt one of her friend’s boobs pressed up against her.

“Man, Clara, what size bra are you wearing these days?”

“34C.”

“Wow, you feel huge compared to my 30B cups.”

“I was thinking something similar when you were holding your hand over my mouth. I was like, when did my tiny little friend get tits?”

“I feel like I’m flat as a board compared to everyone else in the neighborhood, and that feeling doubled after the pool party. I would need to use watermelons to stuff Mrs. Maddox’s swimsuit!”

“You’re so tiny, you don’t need a great deal of boobage to be nicely stacked.”

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