A Proper Young Man's Guide to Anal Etiquette - Chapter 5
By: Lord Odie
The Obligatory Disclaimer
The following is a work of pure sexual fiction and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is meant as a compliment. Furthermore, all fictional characters in the following fantasy are consenting adults over the age of 18. They are also BDSM professionals and good at what they do. So please, don't try anything that you're about to read at home, if such things were even physically possible. If you still insist on trying things at home, please send all pictures and feedback to me about the experience. If I can't stop you, I can at least make sure you're doing it right. Consider yourself disclaimed.
5. Training Time with Matt's Aunts
Samantha groaned deeply as her nephew worked his second elbow past her resistant sphincter to join its twin. "Fuck, baby!" she cried out as her ruined asshole gave up its pointless resistance and succumbed to the inevitable.
Samantha was his father's stepsister. So, while there was no blood relation, she was technically still family. Matt had been living with her and her wife Mina ever since he'd come of age. Similar arrangements were quit common for young men so they could learn their roles in society in a 'safe' atmosphere before striking out into the world on their own.
"Now just like you've practiced, honey," Matt's more dominant aunt, Mina, said encouragingly. "A woman's anal ring is very sensitive, so you don't want to be gentle with it. Despite her cries, a woman's asshole can take a shocking amount of punishment and be perfectly fine... Eventually."
"Yes, Aunt Mina," Matt said with an annoyed eyeroll as he worked his thick, muscular arms deeper into Samantha's cavernous nether hole while his aunt struggled with their well above average girth. He was currently nude with his mostly erect, thick 11" cock dangling between his burly legs.
Mina only smiled. "Testy..." she cooed. Mina was of Filipino and Japanese descent and stood at barely 5' 1" tall. At 51-years-old, her trim frame and small ass made her mocha colored, 30C-cup breasts look larger than they actually were. Thanks to modern anti-aging therapies, Mina looked like a woman in her early 30's would have looked a century ago. As usual for their family training sessions, she wore her long black hair in two pig tails on the sides of her head. She only wore a black garter blet with matching stockings, dark red high heels, and a pair of impressively strong nipple clamps crushing her always rock-hard dark brown nipples. She stood beside her nephew observing the deep fisting. Her right fist was buried inside Samantha's gooey cunt and her left hand was between her nephew's cheeks. Three fingers were already past his sphincter, and she was planning on adding a fourth in a minute once he relaxed a little more. "So, you think you're ready to train a woman on your own?"
"Yeah, Aunt Mina. I am!" Matt confirmed with an extra hard push that buried his left bicep a few inches up his blonde aunt's asshole. He really was almost at his breaking point with pent up frustration.
"Slow down, baby! Give Auntie Samantha a chance to stretch," the reclining woman groaned. Samantha was a 49-year-old 5' 7" blonde. She was quite attractive with her bob of hair, 36E-cup breasts and curvy thighs. She wore attire similar to her wife, but with white lingerie and significantly stronger nipple clamps. She was hanging in a sex swing in the family's living room at roughly Matt's chest height. The swing had metal bars that spread her legs directly out to a comfortable 170-degrees to either side. Her arms were in a strappado and pulled directly towards to ground. The swing was powered by a winch tastefully hidden in the ceiling.
Samantha wasn't actually a lesbian and only agreed to marry Mina when she'd decided her luck had run out with the men she'd been trying to entice. Mina knew this but didn't really care though. At the time, she was primarily looking for a set of willing fuck holes to hollow out and someone hot to have on her elbow at company parties. Samantha was more than adequate at fulfilling both jobs. But after all these years, the two were basically inseparable.
"Mina, get the cock gag for Auntie Samantha," Matt said without being prompted. "She should know better to complain about something she so desperately needs!" he added working his right bicep in further to catch up to his left.
Mina took a half step back. She was about ready to scold her nephew for addressing her like that, but instead chose to follow his unexpected order. She slipped her fist out of Samantha and her fingers out of Matt to retrieve the gag.
With a slightly panicked look on her face, Samantha tried to plead, "I'll be good! You don't need to gag me, baby! Please, ba..." was all she got out before the long cock gag sank down her throat and silenced her. She knew as well as anyone that a gagged woman without the ability to protest was nothing but a set of holes to be filled. Without being asked, Mina inflated the gag's base until her wife's cheeks bulged out and her jaws looked like they would dislocate.
"That's better," Matt said half to himself as he started to slide his biceps back and forth in his aunt's guts, working them deeper as he went. Samantha stopped trying to protest and just hung in the swing and groaned as much as she could past the cock gag filling her throat as her nephew brutalized her asshole.
"I'm so proud of you!" Mina said to Matt as she returned to her previous position. She reached between his cheeks sank three fingers into his moist butthole and started working in a fourth finger. Her hands were small, and her nephew's sphincter was well accustomed to being wrapped around her fingers as she jerked him off while tucking him into bed every night. No young man should go to bed without his balls drained, after all!
