Becoming His Sissy Pt. 06

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Where two ends meet.
5.9k words
4.72
11.4k
7

Part 6 of the 6 part series

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

Alex tossed his shirt on the kitchen island.

Tricia turned the corner, walked up to Alex, and placed her hands on his chest. She began running her fingers over his firm pectorals, grazing one of his nipples. They slid down his ribbed stomach, and teased along his waistband and belt buckle.

Alex wrapped his arms around her, picked her up as her legs wrapped around him. She loved the feeling of being fully enveloped by his large body. He could feel the dampness of her sex drag against his stomach as she bounced a bit with each step toward his bedroom.

He walked through the door and closed it behind him. He set her down on her feet, spun her around forcefully, and began unzipping her dress. He kissed along her neck, collar and over her shoulders as he slid the strap off, allowing the dress to fall to the floor. She reached behind her and undid his belt, button and fly. His pants flopped down to the floor. She carefully placed her hands at the base of his manhood and shifted her hands down the length of him, quivering with anticipation. She had hungered for this ever since the night of the party. His hands pressed against the front of her thighs, and ran up her hips, over her stomach, and cupped her bra while still kissing and sucking at her neck.

Tricia arching her back, unclasped her bra, and let it fall to the floor. Grant seized the opportunity to cup her perfect tits and tease her nipples.

She turned around and started sliding down his body, dragging her hands over his finely tuned physique, bending at the knees, until she was on them, eye level with his python of a specimen. She let her hot breath permeate the fabric of his boxers, causing him to swell even more. Hooking her thumb over the band, she swiftly yanked them down causing his cock to spring out and smack her in the face. She giggled, he moaned.

She couldn't help but think about how she could definitely manage Grant's cock in her mouth, but this would be a bit more challenging. Wrapping her hand around his stiff base, she lifted and licked from just above her hand to the very tip of his cock, tasting the drop of precum at the end, and then back down. With the other hand she cupped and gently kneaded his large testicles swaying below. As her tongue slid back up this length, she took his head in his mouth, sucking, then flicking her tongue over the slit of his cock.

"I like that you wanted to get a closer acquaintance with it. It's a little more than you're used to, I'm sure." With those words, she felt a challenge, and she began to starting driving her mouth down on his cock, amazed at how little she seemed to be taking down each time she drew it in.

Alex's hand palmed the back of her head, gripped her hair, and pushed her head down on his pole. Grant was always so gingerly accepting of her mouth, but Alex was forceful, and took it like he owned her. His large member pressed down her throat, her eyes wide and beginning to water from the assault.

"Mmm, that's it. Get that cock nice and ready for your wet little slit," he moaned. He started gently rocking his his and grabbed both sides of her head, fucking her face as her throat glugged and she tried to hold back her gag reflex.

"Fuck that is so much cock in my mouth," she thought. She pulled back a moment for air, and he released his grip, and gently stroked through her hair, as a long string of precum dangled between her lips and the tip of his monster.

He placed his hand under her chin and lifted beckoning her up. The string broke and was left partially dripping from his phallus, and partly from her lips. The thick shaft dragged down her center. He leaned down and kissed her passionately, his flavor swirling between their dancing tongues. He cupped her left breast, gently pressing in.

"I just need to feel you in me," Tricia said. These were the words she wanted to speak all night. There was something so perfect about the fit, about the sensations, the angles..."fuck," she thought.

"That's hot. Can't stop thinking about it can you?"

Alex backed Tricia to the bed and pushed her onto her back. He climbed onto her, he kissed up her body, and then staring into her eyes. He felt her hand on his cock, pulling it to her dripping slit.

"Oh fuck yeah baby," he moaned, "that hole is so fucking tiny and tight." Her little slit struggled at first to accept his bulbous head into it's warm embrace, but it did give way, and then a little more.

"Fuck yeah I am. I can feel that amazing dick just fucking opening me up and stretching my insides out." She took careful and slow breaths, with each pulling him into her further, with her hands on his ass.

"Mm, that's it" Alex encouraged, "take all of it."

As his member bottomed out, balls against her labia, her eyes rolled back, and Tricia let out a long,"oooooooh myyyy fuuuucccking goooooodd."

Alex took that as permission to begin rocking his hips gently and slowly, sawing in and out of her body, his cock dripping with her juices

"Oh...that feels....fucking....yesss," she muttered, her right hand crawling up her body and caressing her breasts. The other guiding his speed and rhythm on his ass.

Her moans began getting louder, and matching his thrusts, sped up.

"You are such a hot little minx." Alex groaned out.

The sound of his balls slapping into her ass as he plunged through every inch of her passage.

His thrusts slowed for a moment, and with a hungry look, he demanded, " I want to get behind you."

Carefully, he pulled out, letting her savor each inch as it retreated from her wanting little cunt.

A whiny, disappointed, "uhhh" left her lips as it finally emptied from her.

She crawled up on her knees and he crawled back towards the head of the bed, her facing the foot towards the door to the hallway. Taking hold of his cock with one mighty hand he guided it to her moist vagina. He swirled the head against her lips and around her cute little clit.

"Mmm, you like my little wet pussy?," she said.

"I love this little pussy," he said as he entered her again, met with a little less resistance than before.

It didn't take long until she was bouncing her ass against his cock. His hands squeezing her ass cheeks apart and opening up the mouth of her sex a bit as he pushed in. Again, his balls swayed underneath like a pendulum smacking into her underside.

Grant let himself in the door, flipped the lock, slipped off his shoes and took a step further into the entryway. Slipping his fingers under his waistband he shoved his sweatpants to the floor, and slid his sweatshirt over his head. His throbbing cock had left dark spots all over the front of his red panties. He walked through the house approaching the bedroom.

The muffled sounds of moans came from behind the bedroom door, and Grant's dick twitched wondering what porn was playing on the tv.

The sounds became louder as he got closer. Anticipation was vibrating inside him as he turned the door handle.

"Tell me how much you love my big cock inside you."

"Oh fuck Alex, I fucking love your big dick stretching out my pussy. Every time I've tried to fuck Grant and his thin little dick, I can't stop thinking about how much I wish I was fucking this instead. His little bitch dick does nothing like yours..."

Grant's eyes went wide, and his jaw dropped, his cock tenting from his red panties and covered in wet precum stains, shocked as he saw and heard the source of the sounds.

Tricia lifted her head as she screamed out those words to Alex ...then panic, confusion, and mass chaos in her brain set in. Alex's cock thrust deep into her as her eyes met Grant's seeing his current state...

"Tricia?" Grant almost whispered feeling weak in the knees, trying to wrap his head around her words and what was before him.

"Gra...n..t," she could barely say his name because at that moment Alex began pounding into her hard and fast.

Before any further thing could be said, Alex growled, "You like seeing me own your girlfriends tight little hole? You like hearing how she just begs for my big cock? How she thinks of you like a little bitch, wishing the whole time she could get stretched out by a real man?"

Tricia couldn't say a thing as ecstasy rolled through her body, completely taken over by the pounding Alex was giving her. All she could do was wail and moan.

"Do you hear how she just moans on it. The faces she makes, does that make your little clit drip? You see that Tricia, his hard boyclit wetting his little red sissy panties thinking about what it would be like to watch me stretch you out before owning his girly little ass. Tricia do you see your little sissy faggot boyfriend..."

In all the shame and humiliation of the moment, all the turmoil running through Grant's head, he couldn't help that his member throbbed and twitched to event unfolding, and began rubbing his hand over his panties teasing his own organ.

Tricia's brain had been filled with so many questions, a need to apologize, a need to yell at Grant as to why he was there, a need to ask Alex what the fuck was going on...but she couldn't, she could only take the raw fucking Alex was giving to her and give into the moment.

Grant couldnt help but watch her face as it was filled with pleasure. His body warmed seeing how much she enjoyed it.

"Tricia, you don't even know that he's been cumming in your pussy thinking about watching me fuck you. Thinking about sticking his dick in your stretched out hole...."

Tricia's body quivered. It was making her hot in a surprising way thinking about how Grant was so turned on by her getting fucked properly by Alex's superior hard on.

In the heat of the moment, she spewed out," Grant, you're such a fucking pathetic sissy bitch, with your little prick spewing into your panties. Is this what you like? You like seeing me fuck a real man? You like seeing him destroy my little hole? Seeing your hot girlfriend being a slut for big cock?"

The wet spots kept growing bigger in his panties.

"I want to hear you say it."

Grant, squeaked, "I love watching you fuck and get your pussy destroyed by a big cock."

She rode hard, slamming herself into Alex, fueled by the words of her boyfriend. The sounds of pleasure firing from her mouth as her body heaved.

" Oh god, Grant,he feels so good. He's so much deeper, and so much thicker than you. I can't wait for him to unload in to me and breed my fucking cunt so I can watch you clean it all up, you cum hungry, sissy faggot," as the words left her mouth, the waves of an orgasm crashed over her, as Grant watched her tremble and buck like he had never seen. In that moment Alex face tensed and reddened.

"I'm cumming," he exclaimed and grunted.

"That's it baby, fill that hole until it's dripping out."

Before pulling out he beckoned Grant over with a finger.

Grant walked over to the bed. Alex gave his balls a light spank making Grant jump. Then grabbed him by his hair and pulled him down, guiding his face to just below Tricia's snatch.

Alex then began slowly sliding out, as cum dripped on Grant's face, into his mouth and onto his tongue. Alex smacked Grant's face with his dick.

"Lick it off."

Grant did as more cum spilled from Tricia's tight hole.

Alex back away, and Tricia flopped over on to her back.

"Clean it up bitch," she said sternly, opening herself with her fingers, despite that her hole was stretched wide and gaping.

Grant hungrily started lapping at her cunt, probing it and sucking at it, swallowing everything down.

"You are such a dirty little whore aren't you," Tricia said. "Do you want to feel how small you are? Go ahead, stick that little clit in and see how compare," she chided.

Grant sat upright, and inched forward, pulling his panties down just enough to let his dick flop out. It slid right in, and she was so loose, cum still lubing his cock as he began to pump in and out of her. Then she pushed him away.

"You obviously didn't come here for me. You don't get to cum in this pussy. No. What we're going to do, is pour a drink, have a smoke and leave you all cum covered waiting on this bed until we come back. Then you're going to do your best to get my lover nice and stiff, and let him fuck that tight anus of yours, and I'm going to watch you get your hole destroyed."

Grant flopped back on the bed. Alex tossed a towel to him as he stood up, and grabbed a satin robe and handed it to Tricia. Tricia slid it over her arms and tied it at the waist. Grant wiped his face.

Alex then pulled a restraint from each bed post, clasping it around Grant's wrists and ankles, leaving him spread out across the bed, and unable to touch himself. Alex gently tucked his aching cock back down into the soaked red panties, and gave it a little pat. Then Alex slid on a pair of running shorts that did little to hide his Goliath.

Alex and Tricia both went out of the room to the kitchen laughing along the way. The alcohol was still very much running strong in their systems.

Alex began making Tricia and himself a drink. She excused herself to the bathroom while he did. He knew that if they came down too much, the immense reality of the situation would set in, and he wasn't ready for that to take place, at least not for Tricia.

Opening a drawer he pulled out a joint he had rolled previously, and lit it.

The sound of bare feet padded across the floor as Tricia came in, the robe drawn neatly around her. Alex handed her the joint and her drink. She sipped, took a few puffs, and handed it back to Alex that did the same. When he returned it to her, he stepped up to her, making sure his cock was pressed snugly into her, and began kissing along her neck, his hands sliding under the robe, and worshiping her stomach and chest. The sash of the robe gave way to his onslaught and hung loosely over her body.

After a few times, mixed in with a few deep kisses, Alex snubbed the joint for a moment and pulled out a few smokes. He grabbed Tricia's waist and pulled her along by it to the back patio. Her robe still hung open and loosely over her amazing body. Her nipples hardened as the brisk air hit them.

He lit her smoke and his.

"You are so fucking hot," he said as he gave her ass a squeeze. They held a long gaze, drinking up the moment as the alcohol and pot mixture helped keep her thoughts at bay and her head empty.

Grant lay on the bed helpless to do much. He couldn't believe that he had just walked in on his girlfriend being fucked. He couldn't even fathom what she thought as he did. She now knew his secret. She knew he liked panties and thigh highs, getting his ass plowed by cock, and eating cum. She knew he got off on being humiliated, and degraded. What would she do, would this be the end of their relationship, did he just make himself obsolete?

As the questions and thoughts circled in his head, his dick deflated, shrunken, shriveled and flaccid. Instead of a bulge his panties only sported an unimpressive bump.

As they neared the end of their smokes, Alex laughed, "You're boyfriend is such a slutty little bitch. Did you see how hard his pecker was while he watched me drill you from behind? Or how hungrily he gobbled my cum from your snatch?"

The words would've felt weird to process for Tricia at any other time, but with Alex gently massaging his fingers over her labia, she just went with it.

"Mmm, he definitely accepted his place. The look on his face when he felt my stretched out little hole just suck his whole dick in was priceless. You could see he knew I barely felt him.

"Oh, he's not done accepting his place, yet. I'm going to turn that little whore out."

Tricia's pussy started to get warm and wet again.

They put out their smokes, and went inside, taking their drinks, still plenty full, and grabbing the joint, went back to the bedroom.

Alex re-lit the joint, leaned over Grant, and placed it to his lips, giving him an ample hit. Taking Grant's head in his large hand, he tilted it upwards and placed the glass of liquor to his lips and poured some down his throat, and again placed the joint to his lips for another drag.

Tricia stood back, watching.

Alex crawled onto the bed kneeling with his crotch above Grant's face. He ran his hand over Grant's chest, down his stomach, and to his panties. He cupped Grant's mound, and which was dwarfed by Alex's hand.

"Aww, what a cute little girl you make, with your clit all tightly wrapped in your wet panties. Do you like being on display so your girl can see what a little weak bitch you are? So she can see how minuscule you look in my hand?"

Grant couldn't help but let out a girly little moan.

Alex swatted Grant's balls hard, causing Grant to wince a bit and twitch, as well as cause his flaccid penis to swell.

"You see that Tricia, you see how he likes getting slapped around like a sissy?" Alex swatted again.

"Oooooh," Grant cried out, in a much less than manly tone.

Looking at Tricia, Alex said, "You should grab your panties from earlier."

Tricia was intrigued by this whole new view of Grant. She was curious to see him play this out. She picked up her panties, and walked up to Grant, pausing, looking down at him in his compromised position. She handed Alex her panties.

Alex shoved them in Grant's mouth. He took hold of Grant's ballsack and gripping it at the base, pulled hard. Grant let out a gasp from behind the panties.

Tricia could see his abs flex at the pain and pleasure mixed into one.

"You should try, he's just so willing to be putty in your hands."

Tricia kind of liked the power she could exert in this action. She grabbed his hanging orbs and pulled, then with two fingers, tapped his balls. His body clenching each time she made contact. His dick had grown considerably from the teasing. She slapped his wood hard, making it spit out some precum.

Alex began to unclasp the restraints. Alex set him upright and forcefully repositioned Grant's hands behind his back fastening them there. Taking him by the arm he led him to the edge of the bed. Alex dropped his shorts and bent Grant over his lap, positioning his cock between Alex's strong thighs.

His strong hands fondled Grant's little ass. He gave it a hard swat leaving a red print on his asscheek.

"Bad little girls need punished. Are you a naughty little girl?" Alex asked as he ran his hands down Grant's thighs, over the stocking and back up, sliding a finger between his ass cheeks and teasing his hole a little. SWAT! Again Alex's hand came down forcefully on Grant's backend.

"Mmmph," came from behind Grant's panty stuffed mouth. Grant could feel his cock entrapped by Alex's legs. He could feel it leaking over Alex's cock. Every slap made Grant's member stiffer. A barrage of swats landed against his skin.

"Grant, you are such a pansy faggot," Tricia teased.

Alex prompted Grant to stand up. Grant's panties gooey with his leakage, and his little tent sticking straight out. Alex gave it a firm grip and stroked it once.

"Somebody is definitely hot from getting their little taint played with. Do you see what a slut your boyfriend is?"

"He's such a useless little fucking whore!"

Alex pulled Grant's panties down, his prick springing out as the waistband was lowered, Strings of precum dripping from it.

Pulling him by his penis, Alex guided him back onto the bed, upright, and on his knees.

Alex grabbed a little bottle from his night stand and shook it. Then with a finger, held Grant's one nostril closed, while Grant inhaled deeply. Alex did the same to the other nostril.

Grant's body relaxed completely as Alex slid underneath him on the bed and spread his cheeks. Grant shuddered as he felt his hole getting probed by Alex's big tongue. Grant ran his hands over his chest and stomach, occasionally pinch and tweaking one of his nipples.

Tricia was mesmerized by the sight of her boyfriend losing himself completely in the sensations of having his ass eaten. She had never viewed him in such a feminine light, but aside from his dick, he seemed so girlish in the moment. She climbed up in front of Grant and took his balls in one hand, pulling them hard, while she massaged her pussy.

Oppswalla
Oppswalla
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