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New York Ruthless

A Ryan Regret

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A weekend at the lake house for Jessie and Shane should be nothing but fun, right? Except when Shane makes his wife a bet that she's too stubborn to refuse, and one he's about to regret.

Which one of them is going to win as they drive each other crazy? Because Jessie Ryan lives to push his buttons and any Ryan fans know he has many.

A Ryan Regret is a short story connected to the bestselling New York Ruthless series but can be enjoyed as a spicy standalone if you're looking for a quick short full of spice.

37 pages, Kindle Edition

Published March 31, 2024

409 people are currently reading
2135 people want to read

About the author

Sadie Kincaid

58 books16k followers
I'm a bestselling author of dark mafia, billionaire, and paranormal romance. I love to read and write about hot, filthy talking alphas that would burn the world down for the women they love.

I love chatting to readers about my books, or books in general, so please get in touch! You can follow me on Facebook and instagram as well as on here as Sadie Kincaid Author.

Amazon: author.to/SadieKincaid
Facebook Reader group: https://www.facebook.com/share/g/16et...

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Community Reviews

5 stars
1,528 (62%)
4 stars
570 (23%)
3 stars
268 (10%)
2 stars
61 (2%)
1 star
12 (<1%)
Displaying 1 - 30 of 145 reviews
Profile Image for Feral Words.
235 reviews14 followers
April 2, 2024
A slow burn...for Sadie 😏

I could have 1,000 Ryan shorts and it won't be enough. I want to spend the rest of my life with these amazing characters, I swear.

Shane takes Jessie to the lake house and they have a battle of wills, but both come out the victor.

These spicy shorts give me life. And if this the last we hear of the Ryans, what a way to go!

⭐ 5
🌶️ 5
🐔™ 24
Profile Image for Mica.
300 reviews35 followers
April 2, 2024
Sweeter than Expected

Seeing the title made me so nervous! I totally thought that Shane is going to be a big jerk and actually hurt Jessie! But this is actually so much sweeter (and obviously 🌶️🌶️🌶️🌶️🌶️) than I expected. They really grew in their relationship with each other. I LOVE THIS SO MUCH
16 reviews
April 2, 2024
Amazing as always

The last lines of the short made me cry happy tears (I won't ruin it) But it's very Shane Ryan...the big dominant Softy for his hacker.🥰🥰
Profile Image for Booklover04&#x1f4da;.
109 reviews12 followers
April 26, 2025
A Sweet, Spicy Ryan Escape!

Oh, the Ryan series! It never disappoints, and this little novella is no exception. Getting to spend some extra time with one of my favorite couples from the series on a short vacation was just what I needed. Let me tell you, there's definitely some fun mischief involved! The chemistry between them is absolutely electric, and the heat level is perfect.

Plus, I always love when other familiar faces from the Ryan clan pop in; it really brings back that wonderful series dynamic we all adore. My only complaint? I wish it was about 200 pages longer! Seriously, give me more of these two and the whole Ryan crew. This novella is a definite win if you love the series.
Profile Image for Nettie Leys.
47 reviews
October 20, 2024
This was such a great short story between Shane and Jessie ! I was really worried that Shane would hurt Jessie with this bet but Jessie is always one step ahead of him !
This entire review has been hidden because of spoilers.
Profile Image for Dodibook.
479 reviews28 followers
April 6, 2024
Just like all the other New York Ruthless Short stories, this one was amazing. Shane and Jessie were both so stubborn and horny as hell, but still they would not give in!
I love all the tension and I love reading about them again!
Profile Image for Megan Harvey.
48 reviews
April 2, 2024
This is why Shane is Bae and Daddy all damn day.🥵🥵🥵🥵🥵🥵
Profile Image for Simone.
641 reviews7 followers
March 30, 2025
Shane Ryan pleaseeeee

The most ridiculous bet. I would never accept it with either of them! They are both wayyyy too hot for me to be holding out!
Profile Image for Rew.
203 reviews8 followers
April 2, 2024
The moment i knew u made one new novella, I stopped the book i was alrdy reading and my oh my !!! u done it again
Can't get enough of the ryans and when it comes to Shane....well
I loved it ,jessie is a winner all along
Profile Image for Jess &#x1f98b;.
247 reviews4 followers
April 17, 2024
A nice short and spicy novella from my favourite Irish mafia boys.
Just a good gap filler between reads and hit to keep my Ryan Brother fix under control
Profile Image for addictedtodarkromance.
413 reviews133 followers
April 2, 2024
I was sooo excited when I saw that Sadie had surprised us with another Ryan short. I.can.not.get.enough.of.them!!!

Jessi and Shane go away together to the lake house and on the way up they make a bet which Shane soon regrets. It is a fun read that makes you wonder how he will handle to situation. In true Shane & Jessi style, there is a lot of banter, stubbornness, and button-pushing which was spot on. I loved that the other three brothers also made an appearance! As always with Sadie's books, this one was amazing and very spicy! 🥵

Overall: 5 out of 5 ⭐⭐⭐⭐⭐
Spice/Heat Intensity: 5 out of 5 🌶️🌶️🌶️🌶️🌶️
Main Characters: Jessie & Shane
Type of book: Standalone but the main story (relationship building) is told in her other books, Shane's POV
Reading Order: Strongly recommend reading the main Ryan books first as you will understand & connect to the story much better
Series: New York Ruthless Shorts
HEA:

*Novella/Short Story
*OTT Dominant Possessive H
*Spanking
*Denied O's

-18+
Profile Image for Erin.
116 reviews3 followers
April 9, 2024
This was a Freshly Squeezed (4🍋) novella with a Jalapeño (2🌶️) spice level.

The top themes are:
🍋Reverse Harem
🍋Getaway
🍋Possessive/Dominant MMC
🍋Teasing/Edging
🍋The Bet
🍋Slow Burn
🍋Pride
🍋Passion
🍋Spicy
🍋HEA

I love Jessie and Shane’s relationship. It’s such a different connection from the one she has with her other husbands. They have always had a Dom/sub relationship with Jessie playing the roll of both his brat and his good girl.

When they head to their lake house, Jessie keeps teasing Shane though out the ride leading to Jessie making the worst best if his life, especially when he had an entire two days alone with his wife.

The first one to cave wins.

For Shane, it would be ballooning Jessie.

For Jessie, it would be bedding for Shane to balloon her.

The lengths both of them go to win leads to hours of teasing and seeing who will cave first.

This novella had me begging for more. I really hope that we get to see these character thought out some of Sadie Kincaid’s other series.
Profile Image for Nicole Zarut.
136 reviews9 followers
April 15, 2024
“I won the day I met her, and I’ve kept on winning every single fûck1ng day since.”

Uffff…. Jesus Christ… Sadie woman, if you knew how obsessed I am with this series 😉

This one was short but H O T like the entire series. My God i cannot put into words what this series means to me, and seeing that Sadie still writes about them makes me so so happy! This short story is about my HOT guy Shane & my girl Jessie l, their chemistry is my favorite one OUT of all the guys! He’s the dom one, but she is sooo sassy, ugh I just love them! It was their time to getaway BUT they made the mistake of doing a bet while they were alone for 2 days, yeah didn’t work out so well!

I cannot get enough of the The Ryan’s series, every single book/novella/short story is to melt for 😇🫠!

Sadie GIVE ME MORE FOREVER!!!
Profile Image for Kiley.
1,885 reviews46 followers
April 19, 2024
A Ryan Regret, another short story about the Ryan brothers and their shared wife, Jessie, was focused on Shane and Jessie.

Shane wanted to spend some alone time with his shared wife, Jessie, at their lake house. While they were traveling, Jessie had her hand on his thigh and Shane commented that she couldn't go twelve hours without a spicy scene. She made him a bet that she could outlast him, a bet which he took but soon regretted when he remembered they were going away together so they could spend two spicy days together.

Both teased each other, but who won the bet? Who teased the other enough to make him or her cave to desire? Who used any means necessary to win the bet? Read this very short story (only 37 pages) and find out. It was a fun read. It was another short story that earned a five-star rating.
Profile Image for June Yallop.
137 reviews1 follower
April 3, 2024
“Game on Sweetheart”

These books and characters mean so much to me I’ve lost count how many times I’ve read each book so when I tell you I screamed when I saw this little beauty on my kindle I gasped!! Oh Shane Ryan you have come a long way, there was a time he would push our Jessie way with everything in him and now he can’t get enough of her!! He Literally gave up control *just a little*😏 for her🥹 he’s had such a huge character development I adore him! I just can’t ever say goodbye to these characters so thank you Sadie for giving us more🫶🏻

“You won Jessie”

“I sure did,” she whispers.

“Except she didn’t. Not really. I won the day I met her, and I’ve kept on winning every single fucking day since.”

🧎🏼‍♀️🧎🏼‍♀️ok ok im literally on my knees for these men🧎🏼‍♀️🧎🏼‍♀️
Profile Image for Fanykuroi (Sapphire Book Lover9095).
103 reviews7 followers
June 18, 2024
Just what we (and Jesse) needed!!!

This short was just pure teasing and smut that my poor little heart heeded. I have missed them so much and I could finally get around to this book. Jesse’s teasing, Shane masochistic stubbornness, and the bothers on the sidelines enjoying it all was just perfection, as was this book and I loved it from beginning to end. Can’t wait to see what else she’ll bring next!!!

What to expect?

🔥Jesse x Shane
🔥Lots of Teasing
🔥Funny bets that never should have been done in the first place
🔥Spankings
🔥Joking brothers
🔥Lake house shenanigans galore

Personal Rates:

Overall:⭐️⭐️⭐️⭐️⭐️
Smut:⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️
Feels meter:⭐️⭐️⭐️⭐️⭐️

A MUST read in the Ryan compilation 🥰
Profile Image for spicy_book_nook.
532 reviews23 followers
April 7, 2024
better every time

I’m a die hard Ryan fan. These men are 🧑🏻‍🍳 💋. Through and through these men do not disappoint.
Jessie loves to push Shane’s buttons and he loves to punish her.
Thank you Sadie for continuing their story like you have!
Chicago Ruthless (Dante, Joey, Lorenzo, and coming soon Keres) and LA Ruthless (Alejandro and Alana story and Jackson and Lucia story) are 100% worth the time to read! I have paperback, ebook, and audio copies of all 3 series! LOVE LOVE LOVE!
BUT - The Ryans (Shane, Connor, Mikey and Liam) will always be OG and my fave, they are my go to when I have a reading slump and I re read their story (all 5 books) at least twice a year!
Profile Image for Nichole Loza.
338 reviews1 follower
April 2, 2024
All Bets Are Off!

First off, who will win a bet between our favourite genius hacker and our favourite bossy alpha-hole? Well us the reader of course. This book is unique as it is from Shane’s POV, and I loved that!! Shane and Jesse are heading to their amazing lake house for 2 days, alone, no kids, no brothers/husbands, whatever shall they do? And of course, throw in a little edging and you have the perfect novella from the Ryan family. My only regret is when it came to an end!!!
Profile Image for Alyssa GSell.
528 reviews18 followers
April 2, 2024
🔥Rҽʋιҽɯ🔥

5/5⭐️

Sadie keeps spoiling us with the Ryan brothers and believe me when I say we are NOT complaining!

Another new short story and it does not disappoint at all😮‍💨

Shane and Jessie get some time alone but when they make a bet in the car about who will give in first for s3xy time he realizes what he just did🤣

I love these Ryan men so much!

“You won, Jessie.” “I sure did,” she whispers. Except she didn’t. Not really. I won the day I met her, and I’ve kept on winning every single fucking day since.
Profile Image for Mary (Marysnoveljourney).
396 reviews17 followers
April 3, 2024
⭐️⭐️⭐️⭐️⭐️
🔥🔥🔥🔥🔥

Sadie has done it again! The Ryan brothers and Jessie have my heart.

Shane and Jessie take a much needed break for the weekend, just the two of them, to their cabin. On the drive there, the two make a bet as to who can go longer without…well, you know. A romantic weekend away suddenly seems to be a little bit like torture as these two try to make the other cave to win the bet. The result is Shane being sweet and domineering,and pretty frustrated 😉and Jessie being her sassy self.

Loved this novella and hope there is more in the future!
763 reviews3 followers
April 7, 2024
It’s always a rough ride with these two

Whenever Jessie and Shane get together it’s explosive and fiery. And this little short story is no exception. They know how to push each others buttons and it always ends the same way.

Whilst I do like this pairing however, there is something much better than just Jessie and Shane, and that’s when all the brothers and Jessie are together. And that’s what I missed with this.

Great little short story… and despite what Sadie says… I know this isn’t the last we’ll hear from the Ryan’s because they are far too good to say goodbye to.
162 reviews1 follower
February 6, 2025
I LOVED this short story! I always love the opportunity to get a look at the Ryans now that the full-length series is complete but this spicy short was on fire! The ever-controlled Shane is given a run for his money by his girl boss wife while they are on a weekend getaway. I loved seeing Shane lose a little control and the banter between brothers was so good! The editing and grammar are great, and the characters fall in line with the original plot we saw in the full-length novels.

This spicey short is included in the audio book A Ryan Recollection and definitely worth the listen!
Profile Image for Wendy Rodgers.
148 reviews1 follower
November 10, 2025
A Ryan Regret was short, sweet, and just the right amount of spicy — exactly like the playful bet that brought it all together. Even though it was a quick read, it packed plenty of emotion and charm. The characters had great chemistry, and the story balanced heat with heart in a way that felt effortless.

It’s one of those bite-sized romances that leaves you smiling by the end, wishing there were just a few more pages. Simple, fun, and perfectly satisfying — a great addition to the Ryan Brothers world!
112 reviews
January 8, 2026
A Ryan Regret follows the same pattern as the other New York Ruthless short stories, featuring the same woman with another one of her husbands, this time in a one-on-one dynamic. It delivers on intensity and heat just as expected.

That said, the polygamy angle still feels a bit strange for me personally, even though the interaction here is more focused and less shocking than the previous story. The concept itself is what made it feel slightly odd, not the writing or the chemistry.

As a short story, it’s quick, steamy, and engaging.
This entire review has been hidden because of spoilers.
65 reviews1 follower
April 2, 2024
Another Ryan treasure.

Even couples need time alone away on them time. But what way could be better than the cabin and the places they were the first time THAT brother and her were finally together. And then this besotted man so in love with his wife is tricked.. a bet to see who gives first..
Two stubborn people, two people in need and certainly two people in love. So who wins? Enjoy.
Profile Image for Airy M..
381 reviews3 followers
April 12, 2024
Holy Cow

I was not ready for the release of this short but I am so excited it arrived. What a pleasant gift for a Friday afternoon. It was everything I’ve come to love from Sadie Kincaid in a short read. I craved it. It was so good and spicy and I love a good Shane and Jesse short. The absolute unhinged nature of the Ryan brothers is unmatched. It’s one of my favourite reverse harem worlds.
44 reviews3 followers
April 2, 2024
amazing, as always

When i heard this was being released, i refreshed the page every 2 mins for an hour until it appeared. Those little short insights into the Ryans life are precious, and this one made me squeal. A bet, an empty cabin and 48 hours of two very obstinate and horny people? What could go wrong?
Profile Image for Stephanie H.
270 reviews
April 2, 2024
Daddy Shane

I have devoured every full length Ryan novel and every novella and still want more more more. More Jessie and more Ryan’s.

This newest offering sees Jessie and Shane alone together at their cabin in the woods. Daddy Shane comes out full force and the spice in this short read is explosive! Loved every second!
Displaying 1 - 30 of 145 reviews

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