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Chapter 12
by CyntheDim
Was Maria ready?
Not at all.
Robert pressed his swollen rock hard tip against Maria's tight virgin hole that refused to give way. Maria felt a pressure building at the entrance to her hole that made her let out a loud gasp right as Roberts sweaty foot lost traction sending him falling forward pushing Maria down with him and as her thinly covered flesh slapped against the ground she spread her legs at Robert's weight and felt a pop then something girthy and veiny speared her tight virgin hole slamming into her prostate and sliding past it further in causing her to clamp down hard around Robert. "Oh fuc-!!!" Maria screamed out before her voice caught in her throat a massive pressure building inside her stomach as pain radiated from her entrance up into her stomach.
Robert slipped and as he did felt a soft velvet like sensations that swallowed his entire length greedily pulling it deeper into Maria before feeling like a vice clamped down on his cock as she tighted herself fully. Robert looked down at Maria and saw her face turn from olive to beet red as her eyes crossed and her tongue lulled from the side of her mouth as she tried to scream something. "Oh shit I'm so sorry!" Robert yelled out as he instinctively pulled himself back until only his tip remained inbedded in the soft tight ass that he had been animalisticly hungering for but moments ago, letting the air fill Maria's lungs once again.
"Fuuuucccckkkkk!!!!!" Maria screamed out at the top of her lungs as she felt the steel rod of a cock Robert had just taken her virginity with slip tightly out inch by inch dragging across her prostate. Although she screamed in pain she felt a hot burning sensation follow shortly after and a sense of being emptied like something was missing from deep inside her body. Her eyes couldn't focus through the pain and the new found pleasure at her best friend Robert, as she panted and moaned softly with each sharp inhale and exhale feeling the pain subside little by little. "That hu-!" Maria dug her nails into Robert's back as he lowered his body and pushed deeper into her again each inch slipping wetly deeper into her ass as he cut her off.
"I'm sorry Maria but you got me started and we're just going to have to finish this!" Robert felt his cock leading his movements as he leaned down and kissed Maria passionately letting his tongue fly out and explore her mouth as he slowly pushed himself deeper into her then pull back and do it again slowly working his way in and out of her soft velvety insides. "You feel too good and you are so tight!" Robert growled out into Maria's mouth between kissing her before picking up his speed cause a slap sound with his thrust now.
Maria felt the pressure build deep inside her once again as Robert spoke to her before feeling his lips press into her's and she began to melt feeling less pain with each passing slide out and into her ass replaced by a growing sense of pleasure. She only heard him say how good she felt and how tight she was as she let out a soft moan into Robert's mouth and spoke in a pleasure ridden voice dripping with excitement. "C'mon big man fuck me into a puddle!" She cooed into his ear as Robert picked up the pace slapping his crotch against her soft pillowy ass. Maria didnt know where those words came from as they poured out of her mouth she felt electricity radiate through her body as she was slammed into her own ass gripping and loosening with each movement drawing Robert deeper and more forcefully into herself. "Cum in me Robert, I fucking want you to cum in me!!!" She yelled out with a loud moan as her body spasmed and gripped tightly around Robert's 9 in. throbbing veiny cock which twitched and shot what felt like burning hot warm cum into the depths of her ass as she felt her own cum puddle and drip from the tip of her semi hard dick in the tight thong wrapped around it.
Robert slammed his hand above Maria's head as he felt the cum being pulled like a bullet from his balls "Fuck you are tightening so hard around me!" He gripped Maria roughly by the back of her hair and kissed her once again feeling her hands run through his hair as she kissed him back their tongues playing a game of cat and mouse in each others mouths. Robert slipped himself out of Maria's tight now spasming hole watching as cum dripped from her ass down between her cheeks as she shuddered and then reality took both of their minds as the haze of lust fled quicker than it on set.
Well what now?
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Creation of a sissy
Miguel's journey
Hey there I'm Cyn and I'm a bit dim this is my first story so please feel free to post criticism or praise and I'll be sure to read it all! So far it is only one path and its M/M! Holy hell 2,000 plus people viewed, 20 likes, and not to mention all the favorites and book marks. You people must really like my story ;) I hope y'all enjoy as i take it further and further for y'all! I am so sorry for being gone so long my lovely readers! Im back and im gonna try to be more consistent with the story until it reaches a good end cause UGH i hate a good story that just stops! <3 ;)
Updated on May 9, 2025
by CyntheDim
Created on Nov 5, 2024
by CyntheDim
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