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Chapter 8
by Justplayingjk
Whats your final decision?
Push for anal.
"Look, don't get me wrong. I would never turn down a blowjob from your pretty lips, and tit fucking your breast sounds fantastic! But I want a hole to fuck and I want your tight ass."
Ana sighs with disappointment. -Alright lets give it a try. Only after you make me cum with the dildo first.
You can believe she agreed. Your stoked, you have dreamed of ass fucking Ana since you first met and checked her out. Finally, a chance to fuck her ass and maybe you can make it a regular thing.
"Can we do it now?"
-Fine give me a minute to freshen up. You better be naked with the strap-on ready when I return.
Ana walks out the room and you jump up, pulling the drawer open on your dresser where you hide the toy. You awkwardly harness yourself up, tucking your dick and moving your balls out of the way. You have grown use to the feeling and position over the past few weeks.
A few minutes later Ana returns with a bottle of lube. She crawls over the top of you and starts kissing you. You grab her boobs and give them a gentle squeese while making out. She open the bottle and drips some on the dildo. She grabs your fake cock and lubes the shaft woth her hand as she guides it into her. It fits with ease compared to the first time as she slowly slides down the shaft. When she comes to a stop she is sitting balls deep on top of you. She leans forward and resumes kissing you as she starts to rock her hips.
-Mmmm... That feeling never gets old
"What feeling?"
-This big, thick, black cock, sliding inside me, filling me. It feels so fucking good, baby.
She starts moving her hips in a bucking motion as if riding a horsem you can feel the strap-on get pulled each time she moves her hips away, then push back with pressure as she returns. You look down and watch this cock leave her pussy 7 to 8 inches and then plunge back deep inside her. She has almost mastered the distance of the stroke.
-uhhh fuck,..... Im going to cum.....
Ana starts bucking her hips faster and faster. Her head drops to your shoulder as she sinks her teeth in biting you.
-Ughhhhh... ohhhhuhghhh.....rrrrr...uhhh
You wait for her pleasure to pass and pat her on the back.
"Is it my turn now?"
Breathing heavily. -Uh.hh.. yeah.. I guess.
She slowly removes herself from the cock impaling her and rolls to her side. You quickly get up and kick of the harness. Excited and in a hurry before she changes her mind.
You position behind her as she moves into a doggy style. She sets her head down into the pillow to relax. -Ok baby, be gentle.
From behind the view of her pussy is amazing. Loosely open, swollen, and dripping from the lube. You can't help but reach down and give it a feel. Your fingers slide in easily and get covered in slime.
You rub the lube on your cock and place it against her asshole. She fidgets uncomfortable a little bit then settles in.
This is your chance you think to yourself. You slowly start pushing your cock forward. Tight is an understatement, as it struggles to enter despite the lube.
-Ahhhh... ahhh jesus be gentle.
"I am baby. I going very slowly, just relax"
You push again hoping it will slide in easy this time. You feel her asshole start to open around your dick but she lets a loud scream and pulls forward.
-OWW Fuck!
You grab her hips and pull them back. **** to fuck this ass.
"It gets better baby, please try again, just relax"
She growls in frustration. -Ergggg
Raising her ass back in the air. You slowly start pushing your cock into her ass again. The head pops in past the opening. It feels as if it has a **** grip on your cock head. Pulsing and squeezing, fuck its tight.
-Owwuhhgg
You push deeper but Ana instantly jolts forward off your dick into the bed.
-Nope. Fuck this. Im done it hurts.
"Come on baby you were so close that time. Just relax and it gets better."
-How the fuck do you know? Have you had your ass fucked before?
"No, I just... I have watched..."
-Exactly. So shut the fuck up. It hurts.
"Please baby... your ass is so fucking hot and felt so good....try one more time. Ill use more lube and go softer. Please?"
-I'll tell you what. The day you let me fuck you in the ass, is the day I try again.
"What?... You can’t be serious"
-Yup. We even have a strap-on and everything.
"That things fucking huge, not a fair comparison."
-Im sure if you "relax" it will be just fine.
She stares you down. You're pretty sure its just a tantrum to avoid the anal sex but you also desperately want to get your cock back inside her ass.
Do you call her bluff?
Pleasure of Jealousy
Ana the tease
Your loving girlfriend starts exploring new fantasies. Will your choices lead her down a path of debauchery or will you become the focus of her new found lust.
- Tags
- Cuckold, Ntr, Femdom, Whipped, Mistress, Spanking, Porn, Shower, Shaved, Snowball, Cum kiss, Blowjob, Size queen, Fisting, Gaping, cuckold, Cum fed, Cum swap, Anal, Sissy, Panty boy, cheating, Threesome, Friend, Mmf, Cheating, Love, Best friend, Talk, Creampie, Gape, Pussy, Cum, Orgasm, Piss, Pegging, Strapon
Updated on Dec 19, 2023
by Justplayingjk
Created on Nov 23, 2022
by Justplayingjk
With every decision at the end of a chapter your score changes. Here are your current variables.
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