Born to Be Ch. 10

"Now...mmmh...you are gonna keep that in your slutty mouth...while I fuck you...until I say it comes out understand?" She commanded him, glad to be back in complete control over her boy slut.

Ashley nodded his head, "Mmmfffh dhhddyy..."

"Good girl...now lift up your legs..." She told him, not giving Ashley any breathing room at all, expecting him to do this while she was right on top of him keeping the panties in his mouth with her hand. And like a good girl, he lifted both limbs at each side of her body, "Now keep them there bitch..." She growled, then propped herself up so she was no longer holding his mouth shut, but instead got on all fours over him. Lining up the ten inches of hard cock with his wet hole, prodding the entrance and weakening it's resolve, preparing for the plunge...

Ashley felt lightheaded, that amazing sensation when he felt a cock pushing against his entryway. Ready, angry, and hungry to claim it's victim.

She pushed it in... thankfully not ramming it inside like last night, but in one looooong fluid push, she sinks every inch of her dick into Ashley's belly.

"Mmmmmmfffffhhh..." Ashley moaned long, the initial pain completely drowned out by the overwhelming sensations of pleasure.

"Awwwwyyyeeeeahhh...fuck..." Selena groaned, feeling the balls of the dildo rub her clit as she pressed it all the way in. She then wasted no time pulling it out two thirds of the way and shoving it back inside.Ashley's lifted legs swaying from the force, her powerful naked body over him, large breasts swaying as she began fucking her bitch.

"Mfffgh! Mmmfffgh! Mmmmfffghh!!" Ashley cried out under her, his p-spot already being battered from her powerful thrusts. Massaging his anal walls roughly, his legs kicked back with each shove forward. Ashley reached up and started palming his tits roughly, further venting his and Selena's pleasure.

"Nnnnff..." Selena closed her eyes and reclined her head back. Relishing in the pleasure of taking her cute boy toy again. Her ass starting to bounce as her thrusts got quicker fast.

Ashley's hands squeezed his tits hard, and his teeth chomped down on the panties even harder, she upped her tempo so quickly into their sex that he could already feel the coil tightening. He whimpered through his gag, and knew his orgasm was coming again. Ashley knew he should try and fight it, to try and resist blowing a second time so soon. But he couldn't, there was no way he could hold it when Selena was working his insides. "Hoooghhhfffuurrcckkk!!" Ashley groaned, his words coming out garbled through the fabric. "Mmmgggnnhccmmmm! GmmmFFFAAGH!! GHMMMMMM!!!!!" His body restarting a new wave of spasmodic tremors, uncontrollable, his feet stretching up and landing on her shoulders. Once again, his clit was leaking, the shiny, pearly white slime of his pleasure. Spilling out all over himself while it twitched.

"UGGGHH fuuuuck yeeeahhh!" Selena let out a throaty growl, and she didn't stop, her hips coming down over and over, clapping on his little ass. "UGH keep cumming baby...uuuugggghhhhh keep cumming..." In fact, she seemed to be moving even faster now!

"MMMFFFGGH!!!!" The relentless pounding, hammering the young boy into the mattress only prolonged his orgasm, drawing it out to a nearly endless state, this was what Heaven felt like, it had to be.

Selena's growls started to turn animalistic, she's rutting into him hard, driving the dildo against herself as well as deep into Ashley's tight clutching core. Hastily bringing herself closer to the edge while keeping her slut in a perpetual state of climax. "UGH...GUUHHH...URRRRGGGG...GRRRRR!!" She huddled in close to him, breasts now against Ashley's chest and her face buried in the nape of his neck. Her hand came over his mouth again, holding his soiled panties in still. "Who am I?" She asks directly, hot breath in his ear.

"DFFGHHAADDFGHYY!"

Then hearing that muffled scream sent an arc of pleasure up Selena's body "UGH! FUCK!" Then to Ashley's surprise, she actually pulled out of him. The dildo suddenly yanked out of his ass in the blink of an eye, and Selena was stripping it off her legs hastily. Then before he could react, she suddenly was above him, straddling his face, one hand in his hair and the other furiously rubbing her clit. She pulled little Ashley directly up to her pussy, still with the g string in his mouth.

"MMGH!!" Was all he managed to get out before his face was enveloped by her thighs, the musky smell of her sex...

"UHHHGGGHHHH!!!"Selena practically roared to the heavens as she came. Her climax impacting her hard and her juices leaking from her quivering pussy. Cumming on Ashley's pretty face and soaking his underwear with her own love juices while it remained in his mouth.

Immediately Ashley tried to react, his hands flailing out only to be pinned down by her own, she wasn't finished yet and continued to grind her hips down onto Ashley's face while he helplessly writhed. Her strong thighs keeping his tiny head in place while they both moaned.

She spasmed and twitched, riding her high and releasing a long low moan of satisfaction. Grinding and gyrating slowly for a few more seconds before finally leaning back a bit so Ashley could be free.

Ashley looked up at her, his towering Amazon, lightheaded, but relieved to be able to breathe. "Mmmffhmm..." His moans now a little less desperate.

"Mmm...you can pull that out now baby..." She said happily, basking in her post orgasm delight.

Weakly Ashley reached for the panty gag in his lips and pulled it out, "Aaah....fuck...haah..." His chest lifted and collapsed with each heavy breath, blushing a little at how she just treated him like a slut.. :I think Iwanna brush my teeth now..."

Selena gave him a funny look at that before breaking out in laughter, "Oh? What's that supposed to mean?"

"No nooo, I didn't mean it like that." He added quickly, pretty face still slightly squished between her thighs. "I just feel kinda dirty, so...can I?" He asked, trying to sound the least offensive he possibly could.

Selena put her hands on her hips, "Hmm...to sit on your face again or let you go..."

Ashley rolled his eyes and pouted cutely, "Babyyyyyyy..." Small legs kicking impatiently under her.

"Okaaaaaay." She giggled and finally got off of him.

"Thank you." Ashley said, quickly getting back up, pulling his nightie back down from the bunched up place it had been forced into for their sex. He could feel Selena's eyes still watching his ass jiggle with each step though, despite just having had sex! That woman could never be stopped, if she had her way, she'd just fuck Ashley all day, every day of the year.

He shook his head at this and entered the bathroom, ready to brush his pearly whites, and upon looking in the mirror at his nightie, seeing how wrinkled and tussled up it was from their love making, he shrugged his shoulder and just decided to go without jammies tonight. No thong and no nightgown, he took it off and threw it away into the hamper, then brushed his teeth until they were sparkling clean.

Then returned to the bedroom where Selena lay relaxed and ready for some post-coitus snuggles. The strap on tossed away into the dirty toy container (yes she had one) to be washed for further use another day while Ashley climbed into bed, both of them naked and slipping up against each other right away.

Selena coiled her arm around Ashley while he snuggled into her chest, his pillows were always her breasts and no other normal pillow in the world was as comfy as her lovely mammaries. The steady, beating of her heart he felt through them was always so relaxing, and helped lull him into sleep each and every night.

But as they started to get comfy, Selena spoke up, "Thank you for these last two days baby. I know dressup is still new to you even though we've been doing it for months. I know it can't be easy to spend so many years of your life living one wait and then just converting to another for a girl."

"But I'm happy like this." Ashley interjected, looking up at her. "I've never been happier Daddy, and I'm grateful for every moment we have together. Plus the costumes were so much fun, I wish we had more." Selena got a big goofy grin on her face as he said that, knowing she thought the same exact thing not too long ago.

"Well...before we can get you more baby, we've gotta decide on one for you to wear to the party. We've got plenty of time before it so we can practice your cosplay skills, and how to really play the part of whichever one you pick." She stroked his locks, "You pretty much nailed the Succubus but got the giggles half way through.

Ashley laughed, "Well yeah cuz it's just so the opposite of me, and I couldn't believe you let me smack your butt."

"Yeah don't get used to it punk." The two shared a few more chuckles. "But there was one other outfit also that I thought you pulled off so well without breaking character."

"Hmm?" Ashley hummed, looping his leg over her own so they stayed real close for slumber.

"Yeah...and it's your choice of course, but I just figured I'd put in my own two cents so that it might help the decision along." Her finger absentmindedly started to draw circles on Ashley's naked back. "And it will be super easy for me to dress up too because I already have an idea of what our dynamic could be."

"What is it?"

A Few Weeks Later: October 31st, Halloween Night

Selena lifted her hand to the knocker on the front door of Vanessa's house, it seemed as if the weeks just flew by after everything got nailed down for this party. And after both hers and Ashley's costumes were picked out and ready, it was just a long few days of waiting in anticipation before the day finally arrived.

She revealed her little idea about the costumes to him, and gave her opinion on which ones she thought would look the best matched up together. And much to her pleasant surprise. Ashley agreed! And the two of them went to work on finding something they both could wear and rock the party with together. Selena's day of trying on costumes was much quicker than Ashley's and didn't involve nearly as much roleplay since they all were quite similar to each other. Just one outfit to match up with the costume they had chosen for Ashley to wear tonight.

Then after that whole debacle was completed, Selena spent a few days in costume with Ashley helping him practice the mannerisms of the character. Even though he was already exceptionally great at it! He just seemed to take to the character so easily, that in just a few days, Selena was sure they had it in the bag.

The day of the party was also especially interesting for Ashley because he'd never actually been to Vanessa's house before. He just knew she didn't live far from Selena, and based on the earnings he made from his part time position at the front desk with her, Ashley knew she had to make enough money to live in a decent place.

And looking over it now, she definitely did. It was a two story home with a fenced in backyard, simple white paint for the walls outside and a moderately big front lawn. Nothing crazy sized and definitely not as big as Selena's home, but a nice middle class-esque home. There were jack-o-lanterns carved and alight out on the stone steps where the couple now stood, along with the classic bloody handprint decoration stickers slapped onto the front door. Some spider webs, orange and black theme colored lights, flickering on the outside, and plenty of foam gravestones in the grass.

Nothing fancy, but at least showing some all hallows eve spirit!

Selena knocked on the door with the metal knocker several times, making sure to do it decently hard since music could be heard playing on the inside. Her doorbell was broken so that wasn't an option just yet.

Meanwhile Ashley felt his thumbs twiddling nervously behind him, all of the sudden, the costume that once fit like a glove was now starting to feel ridiculously tight around his body. And the cool Autumn air around them got very warm, he didn't want to break out in a sweat while he was in costume! That would be a nightmare, "Selena..." He mumbled.

"Yeah hun?" She turned to face him, both of them adorned in their respective costumes.

Ashley knew she looked incredible in her choice of attire, but his eyes stayed on the ground for now. "I'm...nervous."

Selena replied, "Oh honey, we talked about this, you know Vanessa, and some of the girls that are gonna be here. It's okay, and I'm not leaving your side the whole time, even if somebody tries to drag me away." She bent over so that she could look into her boys eyes more closely, "And if you wanna just be a wallflower and hang by the snack table we'll both do that together, you've got me the whole night. I won't leave you alone." She stole a quick kiss on his lips, forcing the boy into an adorable, shy smile. "Okay? Think you can be a brave kitty for me tonight?"

Ashley felt his face going pink, and if his tail buttplug could wag on it's own...it probably would have as he nodded.

The door was then pulled open quickly and Vanessa practically screamed in the face of both of them. "Hi giiiirls!!!!" Upon seeing her in the doorway, Ashley immediately felt both a wave of arousal, and a feeling of relief at the sight of her costume. She was wearing a black button up and red tie, the shirt unbuttoned so far that the valley of her breasts was on open display. Her pants were tight black slacks that lead down to black high heels, glasses on her face with red lipstick on her lips, and her hair was tied in a tight professional bun.

Clearly, a naughty teacher, God only knows what would've happened to Ashley had he decided to go with the sexy school girl outfit.

Vanessa rushed out the door and threw her arms around the couple, embracing them in a giggly, quick group hug before pulling back and looking them both over, "Okay! What do we got here hmmm? Looks like, ooooouuu..." She let her eyes roam over Ashley in his outfit. The boy instantly feeling fresh heat hit him in the face, "Didn't know you had the time to adopt a cute kitty Selena. Can I pet her?" She teased him.

Selena chuckled, "Go ahead, she likes getting scratched behind her ears."

Ashley rolled his eyes as Vanessa quickly closed in, bringing her hands up to his head and going in for the scritchy scratching. "Heeeey there cuute wittle kittyyyyyy!" On top of his head were the toy cat ears, so that's where she went to scratch him. Getting into his dark brown locks and scratching his scalp nicely behind the ears. "Ohhh woooow, Selena she's adorable!" He wasn't sure whether he should roll his orbs a second time, or blush a deeper red, Vanessa got waaaay up in his face and started snuggling the boy. "Ooooooouuu look at such a cute kitty!!!!" She started using a little baby voice, "Oh my Gosh I just wanna cuddle her all day long!"

"Heh, yeah...'cuddle'." Selena thought.

Then Vanessa looked up at Selena again, taking in the outfit she chose for tonight. "Haha, I see there's a bit of a dynamic going on here huh?"

Selena's costume wasn't so much actually a costume as it was just a bodysuit with a zipper on the front. It was mainly a brownish-gold with deeper black stripes in a pattern all over it, a cheetah print made up her attire along with a little make up on her face, the same that Ashley used to draw his whiskers and kitty nose.

While Ashley was the tiny, helpless kitty cat, Selena was the big, Mama cat...or rather, the Daddy cat, who would be protecting her little one over the course of the evening.

"Well! Let's stop standing around and get inside! Come on in girls!" She said enthusiastically motioning for the couple to follow her inside. Selena took Ashley by the hand and guided him along, she originally wanted to bring the kitty collar and leash to lead him around with, but Ashley wasn't ready juuust yet for that open of a public display of how much of a bottom he was.

They went inside and were greeted by about a dozen or more other people, the interior of Vanessa's home was about as gaudy as one could predict a girl like Vanessa to be. Shaggy carpets, cream colored wall paint, and mostly archways with either sheets or beads hanging down between them rather than doors. A large 4k TV hung on the wall in the living room to the left and an archway led to a kitchen on the right with a staircase stretching up to the second floor before them.

A few fold open white tables were pressed up against walls with big bowls of chips, dip and snacks, plates with pizza strips, sandwiches, crackers and candy were also laid out all over the place. Drinks, both alcoholic, and non were available, and there were costumes a plenty. All the guests had worn an outfit in the spirit of the holiday which definitely helped wave off some of Ashley's nerves.

The attendees were mostly girls, but there were a couple of guys here and there, probably the boyfriends of some of the guests, or associates at work. Ashley didn't know, but it was difficult to find people he recognized at first since everybody was dressed up.

There was a Dark Knight Joker, a slutty bumblebee, witches, both disturbing and sexy, and of course the obligatory person who got lazy and just through on a ghost sheet over their head with eye holes cut into it. Among many more, but those were the first that caught Ashley's eye before Vanessa drew his attention back to her. "Okay so, we've got music, friendly faces, we're gonna do some games in a little bit. There's plenty of food and drinks to go around, would you guys like something?" She asked turning to face them.

Ashley looked up to Selena, almost as if he was a child asking for a parents approval. Selena smiled at him, "Thirsty sweetie? Hungry?" He nodded his head, "Sure Vanessa, whatchu got?"

The latina happily led the couple then over to the nearest refreshment table, and bent over it to grab them some cups. It was probably a smart thing for her to not have worn the typical skirt with this outfit, seeing as knowing Vanessa, the slightest bend over would cause her big booty to be revealed. Ashley actually had to look away even though her butt was covered up with pants just because of the thought of this.

Thankfully though, not too many people seemed to be wearing 'slutty' costumes. Even though Ashley's could probably be construed as a rather attractive outfit, in the common persons eyes, it was actually rather tame. Just a kitty suit with ears and a tail, even the butt plug tail Selena provided wasn't actually in his butt. Since they had some time to prepare their outfits after deciding which ones they wanted to wear, Selena cut a hole just large enough to fit the plug through it before sewing it back shut and securely in place.

Of course she could've just bought a separate tail and fit that piece in there instead, but Selena didn't do anything half assed. In fact she always kicked things up to eleven thousand when it came to slutting up her boy toy.

So now the kitty costume had a buttplug permanently integrated into the booty of the outfit, even though it didn't have to be inserted, it was just...there. Ever present and constantly rubbing against his covered up star. Nestled ever so gently between his cheeks and rubbing the thong lovingly with every step he took.

He tried his best to just deal with it for now though and not let anyone see how horny it made him, the nerves combined with the outfit, the public place, the attractive host and Selena by his side, it was a lot to take in. But Ashley wasn't going to chicken out, he promised to come to this party, and he was going to stick it out and have fun!

Something that he was able to notice though, was that he and Selena had planned accordingly with their similar costume attire. All of the other guests were dressed in their own costumes with none of them corresponding to a friends outfit. The two of them were the only ones that decided on a matching theme and both dressed as kitties, and he felt a swell of pride seeing this in his creativity.