A week Capped off with Sissy Night...

For Niki the week had flown by. Tuesday had been work, then coming home and having a inverted repeat of Monday night, Nikki fingering the Dommies in their latex lingerie before fucking Cinderella’s butt while Harley fingered him. Wednesday, had been work then coming home to both ladies in normal clothes, having dinner, and then making out while playing video games on the couch until they all got naked and fucked like normal on the couch. Not that kinky, except that Harley and Cinderella took turns being fucked and holding Nikki’s arms behind his back while he fucked the other Mistress. As much as he should have felt used by it, he loved being controlled. Thursday, Harley and Cinderella dressed Nikki in his normal work clothes with a pair of rubber panties underneath, and then when he got home, they dressed him in a pretty leather cheerleader dress and they had dressed in leather dresses and had a fancy dinner before they took him to bed, tied him down and took turns riding his cock cowgirl style.

“How boy,” Nikki said in the driver’s seat of his car.

This morning, Harley had wanted to talk about their wild night, but honestly they had all overslept and hadn’t had time to talk before Nikki went to work. Friday at work hadn’t been bad, more annoying than anything. He was glad to be home. Nikki took a deep breath and stepped out of his car unsure of what his Mistresses had planned for him. AS Nikki walked up to his front door, Harley opened it. A part of Nikki was disappointed to see she was just wearing leggings and a tee-shirt instead of some sexy latex number.

“Hay Sweety, what’s wrong?” Harley called.

Nikki walked up and let Harley hug him.

“Oh, nothing major, the boss wanted a bunch of projects finished before we left for the week,” Nikki said, “And there was an accident on the highway.”

“Oh, well come inside,” Harley kissed Nikki.

Harley led Nikki to the couch and he was slightly disappointed to see Cinderella seated there is plan jeans and a hockey jersey. Harley sat Nikki between the pair of women and they hugged him. Nikki started to get a boner being the center of attention for the dominant women.

“Nikki, we didn’t get a chance to talk about last night,” Cinderella said, “were you upset by it?”

“No, hell no… Mistress,” Nikki said.

“There is no need to be formal here sweety,” Harley kissed Nikki on the cheek, “We are having a frank talk.”

Cinderella did the same in addition she ran her hand throw his hair.

“I think we found your sub-space,” Cinderella giggled.

“Sub-space?” Nikki asked.

“Think of it as a sort of erotic hypnosis trance that natural submissives go into when being dominated,” Harley giggled, “So what got you high on submission? Was it the dress?”

“Ah, no… I mean, the dress was… I don’t know, but I know what got me excited was the leather, surrendering to you two and your attention,” Nikki said, “I mean, I liked the attention of you two dressing me up, but it wasn’t the dress specifically.”

“I told you,” Cinderella smirked, “But you did love being smothered with attention, no?”

“Yes,” Nikki thought back to his face being pressed into Cinderella’s and Harley’s boobs.

“But you looked so cute in it sweety,” Harley whispered into Nikki’s ear, “And it was so sexy to take it off of you…”

“Is wearing a dress a hard no?” Cinderella asked.

“Far from it,” Nikki blushed, “It just wasn’t what was the primary thing that was exciting me last night.”

“And how do you feel about use using your butt for a little play,” Harley asked.

“I mean wow,” Nikki said, “I guess I know why some chicks love it in the ass now.”

“Think you might be ready for some plugging? Maybe a full strapon?” Harley asked.

“We are working on it,” Nikki said.

“Let’s not get ahead of ourselves,” Cinderella said.

“Can you blame me for wanting to go full pirate?” Harley asked.

“Pirate?” Nikki asked.

“Yeah, go after booty!” Harley giggled.

Cinderella put a hand over her eyes and muttered something in French. Nikki smirked before turning back to Cinderella.

“So we are still on track for more anal play, and I am really starting to enjoy the fetish stuff,” Nikki said, “But from now on, if we are going to do a massive orgy, lets do it on a Friday or Saturday night so we can sleep in the morning?”

“You know, a few more sugah Mommas and you wouldn’t have to work any more,” Harley kissed Nikki’s cheek, “But yeah.”

“You know, I have been thinking about adding another Sugar Momma,” Nikki said, “I have this idea that pops in my head about Emma Frost being another one of my Dommy Mommies with you two…”

“Emma Frost?” Cinderella half asked, letting her French accent come out in full ****.

“Yeah, the X-men character, White Queen?” Nikki prompted.

“I know who she is my handsome prince,” Cinderella smiled, “But I am thinking of what a naughty and sexy lady she is to start off with.”

“So, do yah want to pick her out now?” Harley asked.

“No,” Nikki said, “I don’t think my bed could handle an extra body in it… but tomorrow we can get an extra bed, right?”

“Sure,” Cinderella smiled, “So what do you want to do tonight?”

“This might sound nuts, but how about we go out?” Nikki asked.

“Sure,” Harley said reaching to her other side and grabbing her cellphone, “What do you want to do? Go to a movie? Hit some bars? Go to a club?”

“Well I know there are clubs for specific clothing types…” Nikki’s face turned beet red.

“You want to go to a fetish club, don’t’cha?” Harley asked with a shit eating grin on her face.

“I… yes,” Nikki almost whispered.

Nikki suddenly had his head squeezed from both sides between Harley and Cinderella’s tits as both women hugged his head and giggled with glee. Cinderella spat something out in French in a rather excited tone.

“English Cindy,” Harley said.

“I said, I knew our lovely little boy Nikki would come around and embrace his fetish!” Cinderella said before kissing Nikki on the cheek again.

“Let me see what we got,” Harley said playing with her phone.

Cinderella turned Nikki’s haed to face her and leaned in again to kiss him on his lips. She started to probe his mouth with her tongue and put a hand behind his head too. Niikki kissed her back and the pair made out while Harley messed around on her phone.

“Hay, I got it!” Harley said.

“Oh?” Cinderella said, braking her kiss.

“Yeah, club here is doing themed fetish nights,” Harelys said reading her phone, “They have a full menu Bar and Grill in the club… oh, never mind.”

“What?” Nikki asked.

“You wouldn’t like it,” Harley said, “We can go on a different night.”

“Why not tonight?” Nikki asked, now very curious.

“You wouldn’t like the theme,” Harley said as she started to mess with her phone again.

“What is the theme?” Nikki asked, “I promise it’s fine what every it is, I just want to go out to a fetish club for the night…”

*

‘Miss and Siss’, the theme was Mistresses and Sissies. The only people here dressed remotely masculine were a pair of overly feminine mistresses in latex rubber office style pants suits. There were maids, nurses, catwomen, cheerleaders, schoolgirls, and sexy office ladies… only some of them were ladies, the rest were men dressed up. Niki was sure if it was because he was a Femmeboy, or if it was because he was being escorted around by his latex goddess, but he was a hit with all of the Mistresses. Pretty women in leather and latex all came over to their booth to sit down and speak with them, complementing Harley and Cinderella about what a pretty femmeboy they had. While the pink rubber catstuit, black leather corset top and mini skirt weren’t that impressive to Nikki, those along with the light makeup made him a hit. One Mistress, who was old enough to be Nikki’s mother, had him sit on her lap and offered to take him home, tie him up and fuck him with a strap on dildo. Of course, Harley and Cinderella didn’t leave his side and made sure he only did what he was comfortable with. Of course he was very comfortable with having sexy ladies in leather and latex grinding their bodies on him and his Mistresses on the dance floor.

“At least we aren’t spoon feeding you,” Harley noted looking at another booth as Nikki and Cinderella came back from the dance floor.

“What?” Nikki asked.

“Over there,” Harley gestured at the booth, “The mommy mistress is spoon feeding her sissy baby.”

Nikki looked over at the pair, clearly, they were husband and wife, or at least close enough in age to be. She was spoon feeding her sissy who was dressed up like a baby girl in pink plastic baby clothes. Nikki felt a sense of relief, but also a bit of jealousy at the man. While he wasn’t locked up in a clearly visible diaper, Nikki did feel envious that the man did have women taking care of his every need, including feeding him.

“Mommies take care of their babies,” Cinderella chuckled.

“My My My,” a blonde woman said walking up to their booth, “A pretty little sissy and two hot Mistresses…”

The Blonde woman was a little on the short and chubby side, but cute and rocking a red latex mini dress that left her hefty tits on display for the whole world.

“This is our adorable femmeboy,” Cinderella smiled and kissed Nikki’s cheek.

“Hay Sally,” another woman called as she came over and kissed the blonde, “Nikki?”

Nikki looked at the Latina that walked up to ‘Sally’ and his face turned red.

Nikki recognized the Latina, he had seen her only a few hours ago dressed in a skirt suit. Now she was wearing a PVC pink devil bikini costume and hooker boots.

“Oh my god, I shouldn’t be surprised,” the Latina said, “But the rumor in the girls room was that you were gay.”

“What?” Nikki spat.

“He is not gay,” Harley said, “Can confirm, he loves to pump it in the P.”

“He has fucked me multiple times,” Cinderella smiled before kissing Nikki.

“So the outfit…” the Latina started.

“We actually had to bribe him with BJs to get him to dress up,” Harley ran her fingers in Nikki’s hair.

“And promised that he could do what ever he wanted with us later,” Cinderella said seductively.

“Well I am Sally and this is my girl Elle,” the Blonde said.

“I am Nikki, and this is Harley and Cindy,” Nikki said as Harley elbowed him in the ribs.

“I suppose you are lucky to get a cute little boy willing to play dress up with you,” Elle smiled, “It’s always the quiet ones, and he is the quiet one at work.”

“Mind Joining us?” Harley said getting up, “I need to powder my face…”

“Of course, Keep our seats warm dear,” Cinderella kissed Nikki on the cheek as she got up.

Sally, Elle, Harley and Cinderella all went towards the ladies room.

*

Harley, Elle, Sally and Cinderella came sauntering back. Elle and Sally both had glazed looks in their eyes.

“Remember to keep or love bug’s little secret, and we might invite you over for a good fetish fuck,” Cinderella slapped Elle and Sally on the butts.

Both giggled and nodded their consent and waved to Nikki as they wondered off.

“What happened?” Nikki asked as he was again flanked by the blonde Dommy Mommies.

“I sang a little song to convince them to not mention this to any of your coworkers,” Cinderella smiled, “What we do doesn’t hurt your performance at work, in fact they have noted your performance has improved since we started dating…”

“Dating,” Nikki repeated.

“I think we are having a positive affect on our love boy,” Harley whispered in Nikki’s ear as she reached down and rubbed his dick, “Just relax, and go with it, Baby.”

“Yeah,” Nikki felt agreed thinking about the pleasant feeling of Harley’s handjob.

*

Nikki was practally tossed in bed as the Mistress’ stood over him pulling off their panties.

“We are so wet right now Baby,” Harley said, “We need a good fucking…”

“Fill our asses with your dick,” Cinderella said as she got a condom from the nightstand.

“Yes Mommy,” Nikki heard himself say rather submissively, but still full of confidence.

Harley flipped up Nikki’s miniskirt and unzipped the crotch of the catsuit to free his love muscle. It sprang to attention. Nikki watched as the pair of blondes plaid Rock, Paper, Scissors. Cinderella won with Rock over Harley’s Scissors. Harley went to straddle on Nikki’s face.

“Time to see how hot and wet you have been making Mommy all night Baby!” Harley giggled.

“Fill me with your cock!” Cinderella said letting her French accent out.

Nikki’s face was covered by Harley’s peach while his cock was enveloped in a rubber condom and then cold lube was applied to the gand of the cock. Cinderella’s hand stroked him back up to full mast as Nikki started to kiss and lick at Harely’s exposed pussy. Nikki could feel his cock press between the checks of Cinderella’s ass, it met the center of her anus and he felt her lower her ass onto his cock, swallowing it inside her butt.

“That’s it... Baby… lick Mommy Harley’s clit, ohhh yeahhhhh,” Harley moaned.

Cinderella moaned something in French that sound like ‘don’t come without permission’ to Nikki, but he could only focus on bucking his hips to plunge his cock deeper into her sweet ass and lick the love nectar from Harley’s pussy. He didn’t have a sense of time, but he could feel them getting closer to The Big O as he kept licking and bucking. He guessed from their positions that at some point Harley and Cinderella started kissing each other. At some point he heard Cinderella say something and all three exploded in wet orgasms all at once.