Cherreads

Chapter 180 - Emma’s Anal Virginity

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"What was option two again?" Chester titled his head as if he had forgotten but the smile on his face made it clear he was messing with her.

"T~The other hole…" Emma grit her teeth and spoke with a voice filled with shame.

"The other what?" But Chester only shook his head with confusion making my sister glare at him with anger.

"J~just put it in my ass you old man!!" Emma yelled out such lewd words with fury making Chester laugh in response.

"Now that's what I like to hear" Chester let go of her silky hair before grabbing his thick cock and stepping forward.

"Hold your cheeks open" The old man commanded with a stern expression making Emma bite her bottom lip.

My sister hesitated but as if knowing she didn't have a choice eventually leaned forward until her cheek was against the table. Emma's huge breasts bulged against the table creating a lewd sight before she reached back. Her small hands gripped the milky cheeks of flesh and I watched with bated breath as Emma slowly pulled to the sides exposing her asshole to the old man.

"Perfect" Chester licked his lips and went forward until his mushroom tip was pressed against the tiny rosebud.

"Ugh!" Emma instantly grimaced feeling the pressure against her forbidden hole and she spoke weakly.

"G~go slo~!" Or at least she tried to because the second she spoke Chester bucked his hips and slammed forward.

"GAGGG!" Emma could only scream as the thick cock forced her anal ring apart and was stuffed straight into her virgin ass.

'How tight is her ass?' I was shocked since Chester's rough thrust didn't even get him half way inside the small hole.

"Goddamn!" Chester moaned with pleasure feeling the premium tightness of my sister's asshole that he paused to savor.

"T~take it out!" Emma on the other hand looked horrified with her face contorted as she instinctively tried to crawl away.

"Not so fast" Yet Chester quickly grabbed her wide hips and with a smile on his face he slammed forward once again.

"GAGHH! MY ASSHOLE!" Emma's screamed and she clawed at the table as Chester's large cock plunged straight into her rectum.

'W~wow…' I gulped in shock seeing the thick cock of an old man disappear into my sister's tiny virgin asshole.

"Tight!" Chester grit his teeth as the warm and extremely tight hole gripped his cock from every angle possible.

"It's even better than that lewd pussy of your's" He didn't give Emma any time to get used to the foreign object in her ass as he pulled his hips back.

"Aghhh!" Emma could only groan loudly and grip the table as the large shaft slowly slid out of her back door.

"S~stop moving!" She yelled as inch after inch appeared showing exactly how much had been stuffed inside.

Chester didn't listen to her and pulled back until only his tip was left engulfed in the tightness. The old man gripped my sister's hips tightly and with no hesitation slammed forward, He almost moved in a blur as his cock plunged into Emma's asshole harder than the first time. The thrust was rough enough to make Emma's juicy ass bounce around erotically while sweat fly off her milky skin.

"AGHHH!" Emma screamed feeling her virgin anus being stretched apart in ways that she had never felt before.

"Who knew such a bratty girl had a perfect asshole" Chester seemed to be in heaven as he pulled back once again.

"FUCK!" He didn't wait before thrusting forward earning a loud yell from Emma as her rectum was stuffed to the brim.

Emma's head was lying against the wet glass and her face was contorted into one of pain and shame. Her hands and cute toes were clenched tightly while her huge breasts were swaying beneath. The position of my big sister with with head down and ass up was to lewd but it was even more so with Chester's cock slowly sliding out of her tiny asshole that clung to it every step of the way.

"H~how did m~maya handle this!" Emma cried out and looked genuinely confused as she grit her teeth tightly.

"GAGGGH!" Yet the thought instantly left her mind the second Chester slammed forward burying every inch of his cock in her ass.

"You better relax because I'm just getting started!" Chester said with a smile and I watched as his hips started to move with vigor.

Smack

Smack

Smack

"AGAHH! FUCK!" Emma could only yell loudly as Chester's cock roughly plunged in and out of her virgin anus.

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