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Rated: 18+ · Interactive · Erotica · #2315353
A single mother with four kids in a world decades after the shrinking incident.
This choice: Trevor  •  Go Back...
Chapter #5

Matchmaking Sister

    by: Giantess-Smother Author IconMail Icon
After much debate and turmoil Abby finally decided to send her message to the tiny cutie who is putting himself out there, sure some people might try and guilt her on this but her friends and the people she cares about wouldn't and that's all that matters to her. Besides, it's not like she is trying to get hot and heavy with this little guy, she simply wants to meet him face to face to prove that she can take that first step forward. Yeah that's what Abby told herself alright.

“Hey there Trevor was matched with you and was wondering if you are interested in talking, maybe we can meet up if you feel comfortable with that?”

She sends this message and waits to see how he will react, Abby sits back and takes a sip of some tea she brew. Half convincing herself to delete the message or better yet the app all together. Who was she fooling? Why would a young man want anything to do with a old widow like herself, she taps out of the app heads to setting and is about to delete when her phone buzzes in protest.

Trevor Gnat has already replied back.

Deciding to at least see what he had to say Abby taps the update and is thrown into her messages and reads Trevor’s reply. It makes her eyes widen in shock.

“Wow, quite the bold little guy..”

She says in a husky tone that was laced with awe, a flutter tingles over her body as she re-reads the reply.

“Hey Abigail, nice to hear from a gorgeous woman like yourself and I know you might be thinking something like, “Hey who is this kid?”, or something along the lines of, “Wow this dude is gonna be a drag.” and if you are then I get it I am very young and you are far more experienced then me but what I lack in experience I more then make up for in eagerness to please.”

Abby and Trevor ping pong messages, her inquiring just what he means by this and the young tiny all to keen on sharing exactly what he means, she is biting her lower lip fanning her face the more she read.

“Would you be willing to meet today, like super soon?”

Abby sends waiting and ready, the older widow and mother of four no longer caring if she sounds desperate. She takes a deep breath and decides before reading any more she should take this conversation upstairs, in her room, in her bed.

On the other side of Black Reef.

Longing on the couch in the living room of the Gnant home is the eldest daughter Nancy, she is wearing the same thin blouse and shorts that she wore to bed last night. The young 24 year old was so into her latest "game" she was playing with her brother she did not care that she was rolling around on the couch, her swelling chest and plump rear made her light casual wear look scandalous. But it was no biggie after all, only she was home here with her parents out for summer break. Well her and the annoying buzzing bug she has kept trapped under her right tit for a few days. Trevor was trying his best to keep her reminded of his pathetic existence she adored the feeling two days ago and now it is simply getting in the way of her new fun. the college goer simply shrugs her shoulders making her massive breast rise and fall on her brother, smearing him even more and sapping away all fight for now. She was doing something far more interesting.

“Chill Trevor your sis is doing you a huge favor, soon you will be in this thick milf’s hands and from sound of her you will be doing your community a great service.”

Nancy chuckled darkly as went back to making illicit promises to her brother's matched partner on Tiny Cupid, pretending to be Trevor hoping to get this Ms.Caspond all hot and bothered. She did not know catfishing could be so fun, it helped that she knew what then end goal would be if she played it right. Nancy’s goal in tricking this older woman to take her tiny annoying brother off her hands is simple, she does not want to deal with the bug. She wants a free summer and if her parents wanted to make sure little Trevor was safe they should have taken him on their cruise and not made him Nancy’s responsibility. After a grueling semester of tests and studying she did not need this.

But wow this Abigail lady was quite the looker, sure her chest is sagging a little but for a woman her age even Nancy can appreciate her thick curves. Hell she is being arguably the best sister in the world working this for her ungrateful good for nothing brother. When Ms.Caspond was asking just what Trevor was willing to do Nancy felt a bolt of inspiration.

“Anything and everything with you, use me, chew me and throw me out but please don’t let the fun end too soon.”

Nancy laughed at that wondering just what this older gal would do, she seemed like a family woman so she doubted she would do anything too drastic to Trevor but from the sound of their chat she is backed up and needs some release. Who better to do that then her little bro, what else will the bug do?

"You must have things you always wanted to try Abby, things that either you told yourself would be too much or society has, well no worries there with me unleash all of those dark twisted things you have had intrusive thoughts of over the years."

Woof Nancy was almost working herself over with this one, it almost made her want to get a tiny of her own too bad she finds them annoying at best and revolting at worst. She wants a nice regular gal to spend summer with, too bad she has yet to meet one.

So Nancy Gnat rolls around on the couch, brother flattened under her tit and phone in hand stroking the flames of passion and taboo desire with this Abigail Caspond while poor Trevor has no idea just how fucked he is.

With a sad silent whimper all Trevor can do is wait and see what hellish torment Nancy has in store for him. He is a tiny flat speck under Nancy’s left tit and if kept where he was compressed under her flesh he feared he would fuse here, making him a little bump that would be out of sight and soon forgotten. But eventually he feels less presser and even cool air, he peeled off from his sister and is left somewhere to reform. After he does not know how long his body became itself again and his eyes can work the little guy can see light. He thinks that his sister finally got bored like usual and that he should just slink back to his room and hope he can stay out of her way. But when his sister walks in knowing exactly where she left him holding a tiny outfit for him to wear with a evil glint in her eye he gulps.

Abby was feeling much better, she has been chatting with this tiny cutie for nearly an hour now and they have made arrangements for a date today! This little guy is way more aggressive than one would think. She is taking a shower to get ready for the date, making sure to get every part of herself every dark crevice squeaky clean. Her date sounded like he wanted to see and explore every place she can offer. Abby is a woman with plump and immensely huge assets so this is quite the task.

A quick dry and an attentive makeup touch up makes her feel somewhat confident, this whole time she has been wondering if she should call this off. After all she initially did this just to see if she can take a first social step forward also Trevor being so young felt off putting to her at first. But gosh oh gee this young Casanova has a way with words.

He also offered a kind of roleplay they can try on their date, after some convincing Abby agreed intrigued.

“When my sister drops me off I want to pretend I am a lost tiny that wants to go home and you are the dominating older stranger who has claimed me.”

He suggested in the messages and Abby who has never acted like this did feel a jolt of forbidden pleasure.

“I am gonna squirm, beg and plead with you to “release me” but don’t worry it’s all in good fun and if things get too weird or if I need a break my safe word will be “Mississippi” but don’t worry I doubt I will use it.”

He promised her and the whole idea seemed so tempting she swiftly agreed. The whole point of this was new experiences and this was for sure a new one for her.

Stepping into her room still stark naked Abby looks down at the outfit she got for the date they agreed to, feeling a thrill she can’t wait to get things going.


1. A hugging tight scarlet cocktail dress that has a deep cut in the chest that will make her tits nearly fall out and a slit that shows off one of her thick legs. Abby plans to doll up her face with thick dark lipstick and dark eyeshadow, with her hair done up in a bun with a few wild bangs in the front.

Trevor chose a dinner reservation for “Callahan Kabuki Diner”, a fancy five star Japanese restaurant that Cassandra Callahan made. In fact Cass usually eats dinner there herself, how fun it would be to see your old friend during this date.

2. A black bikini two piece, the top being a size that would barely hold her massive girls together with the cups being barely large enough to keep them decent. The bikini thong was about the same amount of modesty. But even though it’s been a minute since she has been on a date Abby knows what her assets are and how to best use them. The date is a day at the pier a place with a arcade, restaurants and even some rides, hopefully with how big the beach is Abby won’t bump into her friends and family at the Shack cause that will be awkward.

3. Abby is still deciding what to wear, she insisted on choosing the first date herself…now what date did she plan?

You have the following choices:

*Noteb*
1. Fancy Japanese restaurant date

*Noteb*
2. Fun under the sun at the Pier

*Noteb*
3. Other

*Noteb* indicates the next chapter needs to be written.
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