Becoming His Sissy Pt. 03

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Grant’s story continues right in his face…
2.6k words
4.79
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Part 3 of the 6 part series

Updated 01/01/2024
Created 02/11/2023
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Oppswalla
Oppswalla
310 Followers

It was nearly 11pm when Tricia passed out. Grant was a good 5 beers deep and a few tokes of pot in. He quietly opened each package with excitement, looking each over before deciding which he wanted to try on first.

Grabbing the green jock strap with the elastic bands first, he pulled them up his legs, adjusted the straps so they sat untwisted, and the pouch for his cock, that was starting to swell. Then he slipped on the black thigh high socks. He traced his fingers over the light material resting on and restraining his dick. Feeling his fingers over the material made his cock twitch.

He stepped in front of the mirror and checked himself out, turning around and peering at how it encompassed his cheeks.

Pulling everything off again, he grabbed the pink spandex panties with the little sissy cock sleeve and slid those up. His cock slid right into the sleeve so that the head was poking out. Checking out his ass, he couldn't help but think, "My ass looks cute in this," and gave it a little wiggle.

He slid up the white thigh high stockings to just below the edge of the panties. He loved how they felt on his legs. He caressed his thighs running his hands up and down. Something about the look made him feel hot. He gave his semi hard dick a hard slap, enough that it kinda hurt, and also felt really good. He loved how it held his cock out and wrapped around it. Again, he slapped his cock, that was now hardening and dribbling a little precum.

Taking his phone out, Grant shot a few pictures from the neck down, making sure you could see the string of precum hanging from the head. He crawled up on the couch and shot a few pictures to highlight how his ass looked as well. He texted them to Alex. Despite wanting to continue wearing them, he slide them off over the stockings, and slid the red lace panties on with the thigh garters and folded the white stockings down a little to give a bit of space between.

He loved how he could see his cock through the lace, pressed against his stomach. Again, checking out his ass, he took a few pictures, and then a few from the neck down. Then he took a closeup of the wet spot of precum soaking through then lace, and sent those as well.

"What the fuck am I doing," Grant's brain tried to reposition. Never had he ever considered being girly. He didn't look girly...but fuck...it was turning him on. What was happening to him. "I'm not a fag," his brain screamed, as his hand reached down and scooped some of his cream off his panties and brought it to his tongue. "Mmm, I wonder what daddy thinks of my pictures. I wonder if he thinks my ass looks cute in those pink....fuck."

Then his phone vibrated. His heart raced. Should he even look? Should he just delete the message and not read it? He probably shouldn't have sent anything, especially not him wearing panties and stockings (with a throbbing dick spewing out precum.) Fuck! Fuck! Fuck!

He didn't delete the message. He didn't ignore it. He didn't resist.

"We'll look at that. My little sissy girl's clitty is throbbing and her panties are all wet. Did my little slut finally give in to her needs? Those pictures are fucking hot. Your ass looks really good in those. "

His hands rubbed over the fabric, another little taste.

"Do you like them?"

"Daddy definitely likes them. He likes how that small little dick is so nicely packed in them. Those fit you well."

Grant's dick twitched as he read the first word, "Daddy." Why did that term make him such a little pussy, and a craving little one at that?

The phone vibrated again.

"I was wondering when you were going to give in and text me. Is that little pussy of yours feeling empty? Did you fuck your girlfriend and look down at that pathetic cock and imagine what mine could do to her, and accept your place? Did you imagine eating my load out of her slit while she told you how good I fucked her?"

Grant couldn't believe it. It's like Alex had completely read his thoughts from the other day.

Bzzzz...the phone vibrated again.

"Did I hit a little too close too home? I know what little sissy bitch's think about, and you're my little sissy bitch aren't you?"

"Yes daddy," Grant texted back.

"Good girl....are you rubbing your little clitty for me right now?"

Grant continued stroking his cock with his fingers through the fabric.

"Yes daddy."

"That's a girl. I know you like being my little whore, giving up your man card and serving daddy's needs. I bet that pussy is starving to be filled up."

"It's so hungry daddy."

Grant's hand trailed down from his "useless" cock and began teasing his tight little hole through the panties. Each graze of it caused his clitty to twitch. His panties were soaked with precum from his arousal.

"It's too bad your girlfriend is too nice too tell you how she wishes you had a real cock. Something that could really stretch her out and please her. Instead she has to look for opportunities to feed her hunger with a rubber one, instead of the real thing. And even worse, she has no idea that your little faggot mouth would hungrily lap at the jizz oozing from her slit while one fucked her.

Would you like that? Would you get it all wet and guide him into her pussy? Would you like her to moan and describe how good it feels? Does it turn you on thinking about her calling you a little sissy, and making fun of that pathetic dicklet?"

Grant's dick was pulsing as he eyes scrolled over the words that were short circuiting his brain.

" You're are making me so fucking horny."

"Oh, I know." Alex grinned as he texted it. He knew Grant couldn't help but be his little bitch.

"That slutty little mouth is craving the taste of her juices mixed with his cum dripping out her pussy isn't it? You can't help but be a little cum whore.

What do you think she would think seeing her little bitch all done up, wearing a skirt and cute tight little panties? Would she get hot watching you bent over taking her lovers cock and moaning like a little slut, with a dripping little clitty oozing on to the sheets below it? Would she make you clean up your wet little puddle with your tongue afterwards? I would..."

Grant sucked his creamy fingers. Fuck, why was he such a slut for this...

"Fuck, I am so turned on right now."

" Good. You should come over and let daddy take care of your sweet little ass."

Grant's mind raced with anticipation. He probably shouldn't, but he threw on some pajama pants and a hoodie and made his way to his car.

"It'll be about 10 min...but I can't stay super long."

"Perfect. I'm sure we can make it worth it."

The drive flew by, and next thing he knew, he was ringing the doorbell. He could hear footsteps coming too the door and it swung open. Grants mouth began watering as he eyes surveyed down the specimen of a man before him. He was pulled inside by his arm, the door shut behind him and locked, and then shoved against the wall.

Alex teased him, with his lips meeting Grant's for a quick moment, then Grant felt his pajama bottoms pushed carefully over his hips, causing his perfectly contained cock pouch to bounce over the waistband of the bottoms. He stepped out of them, as Alex's hungry eyes went down too Grant's little package.

"These look so good on you. I like the red, and that it's lace so I can see that cute little nub of yours. His big hand palmed Grant's member, making it look even smaller despite it growing harder. Alex's hand pulled away for a second, then **SMACk*, his hand slapped he'd across Grant's tucked member and balls. Grant grimaced and yet was so turned on by it.

Alex leaned in and whispered to his ear, after a brief suckle at the lobe, "does my miniscule bitch like that?"

Again his large hand slapped across Grant's aching pieces.

"Mmmmhmm," Grant whimpered.

Grant felt Alex's hands grab underneath his thighs and pick him up, holding Grant against his hips. All the separated his ass from Alex's hardening cock was a pair of thin fabric, light blue shorts and Grant's lace. Alex's tongue probed Grant's mouth as he was sandwiched between this man and the wall.

"You are such a hot little bitch. Next time, when we have longer, I'm going to put a hot wig on you, do your makeup and fuck you hard like a little blonde bitch...

"Ooo," a moan escaped Grant's mouth, as he felt Alex's cock run between his little ass cheeks.

Locking in another kiss, Alex carried Grant back to his bedroom and set him on the bed, pushing him up to the center by his ass. Grant throw his shirt off and on to the floor.

"You are such a hot little princess aren't you. A princess that want to be used like a dirty fucking whore." Another slap across Grant's balls, again, making him whimper like a little girl. A glob if precum oozing from between the lace. "Alex smiled looking down, "You aren't going too waste that are you?"

"No daddy," Grant wiped it up and sucked it from his first two fingers.

"What a hungry little slut. Does that taste good? You like licking up your clitty sauce, huh?"

"Yes Daddy."

Alex crawled so his crotch was positioned directly over Grant's head. Pulling him up by his hair so Grant's nose rested between Alex's big cock his balls, "you smell that?"

Grant took a big whiff.

"That's the smell of your little pussy about to get owned." Alex then pulled his hard cock and smeared the head over Grant's lips, spreading a glaze of precum across them. Grant licked them, hoping to taste Alex's cock, but he had missed his opportunity as it was pulled away from him. Alex crawled back down, lifting Grant's ass in the air so his neatly wrapped cock was directly over his face. "What a nice tight little pussy my tiny bitch has."

Alex dove in with his tongue lapping at Grant's taint, occasionally darting in, causing Grant too mewl.

Grant reached down to his cock, wrapping his fingers around the hard shaft through the panties. Suddenly a sharp crack met his balls, causing him to cry out. Alex grabbed his balls by the base of the sack and squeezed, again making Grant whine in discomfort and pleasure.

"Bitches don't stroke, because they don't have dicks. They rub their little clits."... Another squeeeze..."you can't call that useless little thing anything else, all wrapped in red lace panties. Men don't wear panties. Boys don't wear panties. Pathetic, small clitty bitches wear panties.

"Oh god," Grant moaned as Alex released his balls. Running his palm over Grant's clit, he wiped up more precum dribbling down from the little holes of the lace and smeared it across Grant's face, then proceeded diving back into his tight hairy hole.

"Oh fuck yeah daddy, lick my little pussy while I rub my clit." Grant palmed the pouch of his panties and rubbed in a circular motion, as the wet tongue lapped at his insides.

Alex pulled back, dropped his shorts, and knelt over Grant's small frame, slapping his cock over the wrinkles of his little hole, and occasionally circling it with the large mushroom head. "Such a good little slut."

Alex grabbed the bottle of poppers, and the lube from the night stand and positioned Grant back up so his dick hung above his face again. Alex shoved the opened popper container against Grant's nose and shut the other nostril with his fingers. Grant began inhaling, and Alex just kept holding, causing Grant to take a gigantic whiff. As he held it in, he felt like he was melting into the satin sheets below him.

His ass began stretching as the weight of Alex impaled his tight entrance. Grant inhaled deeply, whimpering and moaning like a little sissy.

"That's right...take daddy's cock. Let daddy fill and stretch that unused pussy." **Crack** a slap stung Grant's little buttcheek. "What a good little bitch. That pussy is sooo tight and feels sooo good on my big fucking cock."

"Your cock feels so amazing, daddy. Own that little hole..." Grant cried out, letting whatever manhood leave with his girly little sounds of arousal.

Alex began slowing thrusting his cock, bottoming out, rocking his hips, then pulling back, then slamming back in.

Grant's couldn't say a word as all that would come out was a series of, "oooh oooh oooh, fuck, yesss..."

"What a sexy little fox. You know that hole's for daddy, right?"

"Oh fuck yesss."

A string of precum hung from Grant's clit, all the way to just above his mouth, as millimeter by millimeter it was propelled by thrusts and gravity, until it slipped into his open moaning mouth, coating his tongue with his salty gooey flavor.

Alex pulled his cock out all the way, circled his sphincter, and then *POP* it plunged in again.

"I'd say, this is how your girl feels when you pound her, but it can't be true, because I know your pathetic pecker doesn't stretch a hole like this..."

"My little clit can't do anything like yours""..."

"That's right, you dainty pencil dicked slut, rubbing your little mound like a hot little fucking mess. This cock would make your girl scream, and moan just like her pussy boyfriend. Would you like that, listening to her getting plowed, knowing you can't do that and you might as well take my cock after her as she won't have any use for that twig.."

"Fuck daddy I'm so useless...except my little pussy. Do you like my little hole? Is it tight enough for you-ooo-ooo-ooo..."

"It's such a nice tight little hole. And you work it like such a good girl, squeezing on daddy's cock."

Alex could feel Grant's orgasm nearing by the contraction of his ass muscles. He pulled Grant's panties causing Grant's cock to flip out, and began stroking it, and pulling on Grant's balls hard while repeated plunging into Grant's pleasure cavern.

"Oh shit, I'm gonna cum, fuck, I'm going to cum."

Jizz starting blasting from his dick into his agape, moaning mouth, rope after rope. Simultaneously Alex's cock began unloading into Grant's ass, but then clenching and holding it back, he pulled out and released the rest so it shot into Grant's mouth and onto his face, mixing with Grant's seed. Grant tried his best to swallow and catch it all, but was face painted by Alex's cock, as a thick batch of cum coated his entire visage.

"Holy fuck," Grant moaned still panting heavily. "

"Such a good little cum whore," Alex said as he lowered grants rear onto the bed, cum dripping from his used pussy, and glazing his lips. Running one hand over Grant's spent and shrinking cock, and the other scooping cum from Grant's cheeks into his mouth. "It's tempting to send you home just like this, so your girlfriend can see what a little cumdump you are...but I won't."

Grant couldn't reply as he continued guzzling the endless cum down his throat.

"That was amazing," Grant finally let out.

"Yes it was, baby. You can go get a shower if you want. It's getting late, and after cleaning up, I need too hit the hay..." Alex said.

To be continued...

Oppswalla
Oppswalla
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10 Comments
CuckyJimmyCuckyJimmy4 months ago

“Men don’t wear panties.” How true! Great writing!

AnonymousAnonymous6 months ago

Time for both Grant and girlfriend to be daddy's bitches

SissyjohnboySissyjohnboy11 months ago

Alex needs to fuck Grants girl in front of his sissy ass

SissyjohnboySissyjohnboy11 months ago

God fuck ne like you fuck Crant

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