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Chapter 5
by Justplayingjk
How will you make it up to her?
Buy a toy
Feeling slightly defeated. You decide to talk with Ana on ways you can ensure she gets to cum from now on.
"Hey babe, I was thinking about what happened. Cumming before you was selfish and I want to make it up to you. By making sure it doesn't happen again or at least having a back up."
-A back up?
"What if I buy a dildo. That way I can fuck you with it if I cum to fast"
-Really a dildo?
"Yeah. Keep an open mind. You can help me pick one out"
-Alright sounds kinky.
You pull up a website that specializes in selling sex toys. "Wow there are a lot of options. Do you have any preferences"
-Yeah. Let use the filter. Start with the size. I want one bigger than you!
"What, why? "
-If we're getting a fake cock, I at least want it to be a big cock!
"Okay. Like how big? Theres a giant 10" one?"
-God no. Thats to big for my little pussy. I don't even think it would physically fit.
"How about 8?"
-Ummm.... Okay, I don't think thats much bigger than you.
"Alright. Adding to my cart"
-Wait what was that? It has add on accessories?
"Haha yeah. Looks like you can get a harness to make it a strap-on"
-Buy it! I want you to wear it when you fuck me with it.
"Really?... Okay I dont see why not."
-You never know, maybe I will want to where it? She teases.
You order the toy and harness.
"I have one last option to choose. Color!"
-Does that really matter?
"No I guess not.
You don't really think about it and click black.
.........
A couple days later a package arrives. Ana looks excited when you bring it inside.
-Is that our toy?
"Lets open it and find out?"
As you remove the 8" black cock from the box you are shocked by how big 8" actually is. Its a few inches longer than your cock but the girth has to be twice as thick.
Ana grabs it from you. -Holy shit I didnt expect it to be this big. This thing is going to tear me apart.
"Yeah its a bit bigger than I imagined. Do you think tou can take it? Shall we try?"
She looks nervous but excited -Okay but only if you wear it with the harness.
You agree. Ana heads towards the bedroom and tells you to get everything unwrapped and set up.
You put on the strap-on harness. Its tight and uncomfortable. It doesn't seem like it was built for someone with a cock and balls. You manage to tuck you dick to the side and pull your balls out of the way of a strap that grips your inner ass cheeks. When you enter the bedroom Ana is already naked, legs spread on the bed, gently rubbing her pussy.
-Fuck me, and make me actually cum this time!
You lube up the dildo with some spit and move it to her opening. You start very slowly. As it struggles to make its way inside. Ana grips the sheets, and bites her own hand to stop herself from screaming.
-Go slow.... uh.. Oh my fucking god, its so big. Mmmmm..... It feels like its filling every bit of me.
"You're doing good baby its almost half way in"
-Half way! Jesus fuck. It already feels like more than I have ever had inside me.
You start pumping it in and out. Moving slow and gently. A few inches back and forth. You can feel her starting to relax as she gets use to its size. She is breathing heavily.
-Mmmm yeah. Fuck me harder.
You pick up the pace a little bit. Now pushing in until you feel resistance. Pushing pressure deeper and deeper inside her. Than pulling back all the way to the tip. Each thrust squeezes your own balls and cruches your cock.
Ana is moaning in rhythm-Ugh, ugh, ugh, .... its so..... fucking big! .... ugh... it... feels.... ugh.... amazing!
You shove it as deep as it can go and hold it. Pushing her cervix deeper into her body.
-Oh fuck... Im going to cum! Fuck me hard!
"Yeah. You like that big cock? You want it hard baby? Do you want me to rip your pussy open and fuck it rough"
-Uhhh, yes, uh... fuck me hard with this giant cock. Fuck me already.
Ana digs her nails into your back as you quicken the pace. You are thrusting in and out of her, boucing her off the bed as withdraw each stroke. You feel her cumming and decide to go harder. Fucking her through her orgasm.
She starts screaming. -ahhhhgg, fuck, fuck, ughhh! Enough.... enough....
She fights to break free from your pounding but you continue to drill her a few more times. Finally, you pull the dildo from her pussy. The bed is soaked as you realize she must have squirted. You remove the strap-on and set your cock free. You put on a condom and crawl up next to Ana. She remains still, legs open, breathing deeply, with her eyes close.
"My turn now"
-Okay, ...... but Im tired. You wore me out. Im just going to lay here. Do what you want.
You get between her legs and slide your cock in. It feels awazing. Its way looser than normal. Wet, hot, and pulsing. The thought of that big cock stretching her out fills your mind as you fuck her gaping pussy.
-Baby, Im so numb I can barely feel you. I feel like I was just gangbanged.
That comment is enough to make you start cumming.
What will she do next with her toy?
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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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