No... That's the Wrong Hole

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

In August, she gave birth to her third and final child. Naming him Ser JerMichael Black. (Ser by the way is my legal first name, of course harkening back to the knights of old, though I never use it. To throw people off the scent of any impropriety she threw her ex husband's name in there). Our family grew in both stature and love. We constantly went on trips and holidays together, spending as much time as we could.

But...all good things do come to an end. One of my attorney colleagues was smitten with my sister. He chased her for a good 2 years before she finally relented. Stan Chisolm was a successful trial lawyer that wouldn't take no for an answer. Eventually, Jillian saw the greatness in Stan and fell in love with him. I was never so happy to watch our father walk Jillian back down the aisle to receive her new groom. Gerald for his part was taking no chances. He put the fear of Almighty God in him early. Letting him know in no uncertain terms that his very LIFE hung in the balance of he messed over our sister. Ahh Gerald. The ever-protective watchman for his little sister Jill. But he shouldn't have worried. Stan was completely over the moon for Jill. Loving her as I have only seen in comparison to my grandparents and Mom and Dad.

Although I was happy for all of Jillian's success, her move up in life meant that I could no longer enjoy her company as a secretary, nor her awesome sexual prowess. It had been 3 months since the wedding and I was ruminating over that exact subject, when my front door opened.

"Morning!" I greeted the newcomer from behind my cherry desk. "How can I be of service to you ma'am? Need help filing tax returns or are you looking to purchase any property?"

"Oh no...nothing like that I'm afraid. I'm looking for David Black."

"Well...you happen to be in luck. I am he that you seek."

"Oh great! I need a job and the lady I talked to told me to bring my resume to you."

"Oh...well, let me take a look at what you have and what you can do."

Handing me the envelope, I began to peruse her skills and references.

"Wow...mighty impressive Mrs...Nelson-Sneed."

"Oh my God...David...you really don't remember me?"

Taking a harder look, I took in my potential new employee. But my memory was failing me ever so terribly.

"Oh my God ma'am...please forgive me. I can't place you from anywhere. Where did I know you before?"

"Well...from school hopefully. I remember the night you danced with your sister. That didn't end to well did it?"

"No...no it didn't. Ans since you remember that...I'm afraid.."

"David...it's ME; Brandy! You probably remember me as Brandy Conklin! I was there that night of the party. I had the biggest crush on you back then. I hated when you just kind of disappeared. I was always asking Jillian about you. She told me everything after a while, she shared her story about that night in one of our meetings, and I kind of had the same thing happen to me with my older brother, so I understood."

My jaw hit the floor. I remember Brandy from back then. She was in the same class as Jillian and was on her soccer team. But she looked nothing like the full-fledged woman that stood before me now. Back then, she also had braces, was skinny as a rail, and had fewer curves than a number 2 pencil. But the woman that stood in my presence now was a nuclear bomb of ebony beauty. An angular face, with round, puffy lips, big beautiful hazel eyes, and a body that was just made for sex stacked upon a short, 5',4" frame that was lean and curvier than a German Autobahn.

"Oh God...BRANDY?! It's been what...almost 18 years since then. What have you been up to?"

"Oh...that's a tale that will take a good loooooonnnngggg time to explain. But, if you're up to it, your sister says that you could use MUCH MORE than a good secretary, and I know a woman that is in the market for a really good man. I would love to take you out and tell you all about it. I even know of the perfect CLUB we could discuss it at. Interested?" she said with the slyest twinkle in her eye.

"You know...that sounds absolutely awesome."

Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
16 Comments
AnonymousAnonymousabout 1 month ago

I guess he was into whorish types. The whole swing aspect left me cold. A self respecting lady doesn't need to actually show herself publicly a slut, even though she may be one for her hubby in the privacy of the bedroom. Swing clubs are diametrically opposed to good successful relationships. Swing clubs are for those who don't have good relationships and are looking outside their spouse for their fulfillment. That is something you do when you are giving up on your relationship.

AnonymousAnonymous10 months ago

2* for this trash piece of writing

DarkkBrothaOneDarkkBrothaOneabout 4 years agoAuthor

Dear Legally (and others),

PLEASE REREAD THIS STORY! I am totally confused about what you guys read and didn't read. What is with all the vitriol for Jill?! She is the victim of loving a guy that was a horndog. And the mental strain her brother had due to his drunken, raging hormones. Everything sexual Jill did was within the CONFINES OF HER MARRIAGE!!! She didn't go out banging 3-4 guys at a time. Although, her HUSBAND was enjoying a sexual lifestyle away from her. She got into the swinging lifestyle because she wanted to please HIM! HIS unfaithfulness got his side chick pregnant and he had a family on the side. While leaving her penniless and destitute. not to mention the children he was leaving behind. As for David, she WANTED a relationship with her brother AFTER the incident. But HE made himself scarce because of his own mental failing. Not the other way around.

LegallySaneLegallySaneabout 4 years ago
I Agree

with RodimusMike 100%. She was the whore bitch from Hell.

Jill knew she had him hook, line, and sinker on page 3 when she told David to wait and don't follow her. WTF!! I skipped to the last page and I was not surprised at all.

I don't recall any story on here where a guy like David gets the better end of the deal.

AnonymousAnonymousover 4 years ago
Awesome piece

I loved it. It was very riveting and suspenseful

DarkkBrothaOneDarkkBrothaOnealmost 5 years agoAuthor
To Wrong, (and others) From the DBO

You're absolutely right! Jillian was NOT really into the "swing" life. She WAS into making her husband happy though, which is why she participated at all. This story was about a SWITCH in the usage of the term "WRONG HOLE." Many "square" people believe that anal sex is wrong for them, so the only hole that should be penetrated is the pussy. For Jill, she wants her HUSBAND to take responsibility for the "hole" he's leaving. Not her brother, who might try and find a way to do so in his absence. Furthermore, while not explicitly stated, I DID mention that they became "secretive lovers." Infering that they had sex all throughout their time together as employer/employee. Finally, I need you to read this again, David didn't "pawn" his sister off on anyone, STAN (the guy she later marries), chased her for two years before they got together. Meaning HE wanted HER! Not some lame barter. AS for Brandy, if you didn't catch it, she comes from Jill's Battered Women Center and knows BOTH the siblings. So much so, that she VOLUNTEERS to go and ask David for a job and WANTS to be with him due to the crush she has had since High School..And congratulations, she DOES know about the Swing Club there and is willing to take David (who has never been to it before). While I appreciate the time that you and couple of your other fellow travelers have taken to read my thoughts, I believe that you have simply replied to it negatively to troll (seriously? screaming about an "editor" and about my "stars ratings?" Y'all have to do better than that)!!! But....in the end I'm not mad. It makes me feel good that there are still people who read in this age of technology where it is literally done for you. I will take in your criticisms and apply them to my future works. Thank You.

P.S.: Next time, don't be a punk and critcize anonymously, put your name to it!

DBO

AnonymousAnonymousalmost 5 years ago

Decent enough story but the ending left a bad taste in my mouth. Overall it could have used a bit more romance, a bit more feeling.

AnonymousAnonymousalmost 5 years ago
great story

I loved this story. To me, very believable, if you don't like it , quit reading it

AnonymousAnonymousalmost 5 years ago
no vinegar please/positive side of story

While swinging and anal sex are not my cup of tea, while I instantly hated the jerk JerMichael for not honouring his lady Jilian, I did get caught up in the flow of this story and read it till the end straight away. I like this story, because it offers some context, more than you usually get in erotic stories. This writer had me entertained, just when I got bored reading erotic stories that follow the same pattern. Thumbs up! :-)

Any questions that might occur like 'Did the jerk get the punishment he deserved' are answered in this story. Boy did the cheating ex-husband get bear his fair share of punishment, as he was punched on the nose by the brother of his former wife and he lost his second wife as he got cheated on as well! Justice was served... and the author even explains how they all live happily ever after. ;-)

What makes for a good or bad story just might be a matter of taste. I like to read about details, I like how the emotions between stepsister and stepbrother are explained before they get to bed together. Even it the author may have missed some chance to further spike up his story, he does not deserve to be drenched in acid reviews, so please stop pouring vinegar all over him and start recognising his effort.

Birdstheword1Birdstheword1almost 5 years ago
This one was okay...

It had a lot of promise, but failed to seize key opportunities in too many areas for it to be great. But still a nice try.

Show More
Share this Story

Similar Stories

Fooled into Bed with My Sister A prank accidentally goes too far.in Incest/Taboo
Use Your Sisters Instead To stay out of hell, he'll have to stick it in his sisters.in Incest/Taboo
My Sister Eva Started It All Sister begs disguised brother to fuck her on Halloween.in Incest/Taboo
A Sister Surprise Brother loses virginity to sister in one wild kinky night.in Incest/Taboo
Family Affair: Backseat Sister Brother takes sister's virginity during family road trip.in Incest/Taboo
More Stories