Haytham Kenway

After seeing the prompt of Connor wearing a dress I can’t get this idea out my head. 

He’d use it as a disguise to sneak into some estate during the reception to steal some important documents for the Brotherhood. 

Although there was one problem – his father, who was also there. When he saw Haytham, Assassin quickly decided to leave this place before he could be noticed.

“Excuse me but I have to go,” Grand Master heard a high-pitched but still very familiar voice. He turned around and the expression on his face changed from shocked to naughty when Templar recognized his son, dressed as a woman for some reason. 

“Very interesting,” he thought to himself. “What are you playing at, boy?”

“Let go of me!” Mohawk shouted at a random man who grabbed him by the elbow before Assassin had time to protest. 

“This lady is with me, Sir. I advice you find yourself another little bird,” Haytham suddenly showed out of nowhere, making Connor cringe as father’s hand hugged his waist. Although he sounded calm, young Kenway knew when Templar was threatening someone.

“That was close,” Haytham drawled, looking at his son with curious smile as they entered the nearest empty room. 

“Why did you bring me here, Sir? And get your hands off me!” Connor yelled, still attempting to hide his face and flushed cheeks.

“It’s not what you said last night, boy,” Templar scoffed, coming form behind to place his hands on his son’s bottom, “while I was fucking you into the mattress,” he added seductively, his warm tongue tickled Connor’s ear. 

Assassin’s breath hitched in his throat as father slapped his ass, making a surprised moan escape his lips. 

“You know I really don’t care what are you doing here in this outfit but I must say it suits you more than I could ever imagine,” Templar whispered, curling his fingers in son’s hair. “You look… sexy.”

Young man gulped when his now bare ass (skirt was lifted up) was pressed against Haytham’s crotch and he rolled his hips a bit, testing the waters. He liked the sound his father made when he did it. 

“You little brat!” Grand Master yelped, exposing his cock so he could slide between Assassin’s buttocks and they became slick from his pre-come. His right hand found its way under Connor’s dress and squeezed his semi-hard member. 

Young man shuddered, liking the idea of his father coming down straight to business. But he was wrong, assuming Haytham would stop being a teasing prick. 

“Take me,” Mohawk begged quietly, bending over the table. 

“Take you where? I don’t follow. Do you want me to take you to my headquarters?” it was clear that Templar was mocking him. 

“Fuck me already!” Connor screamed in frustration and anger. 

“As you wish,” Grand Master spread his buttocks and was thankful for Connor being stretched from last night as he shoved his dick up boy’s ass. “I’m curious of what your fellow assassins or native friends would think if they saw you right now, bent over the table in a dress, fucked by an older man – your greatest enemy by the way… and most importantly – your own father?”

“Don’t say this,” but despite his words Assassin’s body winced at the thought.

“It’s so wrong…”

“But it feels so good, right?”

“Oh, yeeesss, fuck! I’m gonna come!”

“Do it!” Haytham hissed, feeling his son’s sperm splashing over his fingers before he allowed himself come on the bronze skin of his bottom. “Can you keep this dress? I definitely want to see you wearing it again.”

Confession [@madamretto]
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