Date After Work 3 - Think, Debate, Consider...

Why why why why why do female bodies have to be like that?? This could've been so nice, man. You could be lying on that mattress right now, making love with your amazing girlfriend and enjoying a round of fantastic sex. Instead, you're in the god damn bathroom, cleaning yourself. This is so... ughh!

To be fair - even in a moment like this - your periods could really be worse. As a matter of fact, Denise and Erika for example have both repeatedly told you how much they envy you for your mild symptoms. Like, they're really not that bad but the TIMING. Of all times, the period had to hit you right NOW.

Thank god, you made Zoey keep a pack of tampons in here ever since you and her got together. Still, this fucking sucks, man. You were so looking forward to sex, for fuck's sake. Like, you were READY ready. You were wet like a waterfall, she was hard as a rock - just a minute or two of blowing her and off to pound town it would've been. And now? Now no pussy is getting pounded anytime soon. Sure, you can still suck her off, maybe have some finger action down there, but that's it. Fuck, man.

When you come back to Zoey's room, she's still naked, lounging on her bed, casually scrolling her phone. When she hears you return, she looks up and immediately notices the sour expression on your face.

"Oh maaan, come here." she calls out and spreads her arms. You approach and crawl onto the bed, sinking into her embrace.

"I hate everything." you grumble, laying half on top of her.

"Hurts bad?" she asks and wraps her big, strong arms around you, to which you shake your head against her chest.

"Just sucks." you mumble. "Probably hurts tomorrow but not now."

"Well, that's something at lea-"

"I wanted to fuuuuck..." you interrupt her, pressing yourself tighter against her.

"Oh, baby." chuckles Zoey and rubs a soothing hand up and down your back. "We can still do stuff, no?"

"Not the same." you complain, voice muffled by her body before you look up at her. "I wanted to get fucked. Dick in me."

"Pfff, hah." she snorts, amused by your bluntness. "So bad, huh?"

"Mhm." you nod and put your face back down.

"Well, in that case..." Zoey begins and trails her hand down from your back to your butt. "Just saying - we got options."

"Op- huh?" you question and push yourself up again. "Whaaat do you mean?" you inquire further, though already catching her drift.

"Hmmm, whatever could I be refering to..." Zoey jokes and adds her second hand to your ass, playing your cheeks like a set of bongos.

"What- no, no, no." you quickly dismiss her, feeling a strange kind of panic bubbling up inside you.

"Oh, why not?" asks your girlfriend, stopping her cheek drumming in favor of a steady grab.

"Bitch, have you seen the size of your dick?" you tell her, now propped up on your elbows.

"Hah, and?" she chuckles.

"And? Zoey, I love you and your dick is the best I ever had but that thing's just... way too... like, I've never done that and..." you start arguing but lose focus when the question actually pops into your mind. Could it work? Could it actually be good? Would you enjoy anal sex? With a dick of HER size??

"Haha, okay, I get it." laughs Zoey, still squeezing your cheeks. "I guess I could be a bit much for a first time."

"Thank you. Yeah, I..." you trail off again. You catch an actually curious part of you being a tad disappointed she was so quick to give in. Are you going insane just because your period's left you blue-balled?

"Hm?" she prompts, having noticed your sudden silence.

"Have you... done butt-stuff before?" you ask.

"Uh, given or taken?"

"Uh, both."

"Well, not taken but given plenty." explains Zoey, shrugging her shoulders. Hm. So she might not know how it feels to have a dick in her ass but she at least has experience giving. That's something.

"How, uhm, how was it?" you press tentatively, catching your curiosity rising. You're not actually beginning to consider this, are you?

"Oh, pretty good." she tells you. "The prep is a bit meh, so I didn't do it a ton, but once you get the ball rolling, it's awesome. Chicks usually loved it too, after the initial stretch."

"You think it hurts bad?"

"Depends. Not with a good warm-up. At least that's what I've been told." Zoey shrugs, seemingly reminiscing while she kneats away at your butt. Then she smiles. "Heh, the first time I really fucked up. No prep whatsoever. Girl screamed like hell so I immediately pulled out."

"The fuck? Even I know better than that." you chastise her, unable to believe she would pull such a stupid move.

"Hey, we were like 15 or something." she defends herself. "Also we tried a few times after that and it got better and better. You know, sometimes I actually learn from my mistakes."

"Okay, I'mma be honest with you, baby. That did not help." you point out, a nervous grin tugging at the corner of your mouth.

"Help with what?"

"Fuck's sake, Zoey, I was starting to consider it." you laugh, deciding to just speak your thoughts.

"Oh, damn, haha." cackles Zoey and playfully slaps your butt. "Listen, I got plenty of good stories too."

"Okay, you know what? Tell me a good one and we do it." you propose, only realizing how insane the words coming out of your mouth sound when they're already spoken.

"Hmmmm, okay." agrees Zoey. She takes a moment to think, staring at the ceiling. You can feel her dick slowly getting hard under you. "I got one."

"Hit me."

"So I had a fuck buddy back then - let's call her... Esther. Banged on what had to be a sunday night. Really put her through it, actually." recounts Zoey. "But we had done butt-stuff before and we were done fucking she told me she'd like to do it again sometime. Well, I was just done topping the shit out of her, so I was still kind of in a dommy mood."

"Such a rare occurrence for you." you comment sarcastically, making her stick her tongue out at you.

"Anyway, so I gave her an order. Knew where she had her toys so I went and took out a plug. Pretty big one too, I think. Then I told her to stick it in before she went to work the next day until I'd come by in the evening."

"Whoa."

"Yeah and the bitch actually did it. Came over to her place that evening and voila, she still had it in." Zoey grins smugly. "Took it out for her and had the easiest ass access ever."

"Okay, that IS hot." you admit.

"It was. Ella was a freak, man." smiles Zoey, smacking your right cheek. Damn, she was squeezing your butt this entire time and you stopped to really notice. It's just become this nice background sensation.

"You mean Esther?"

"Oh, yeah."

"Wait, why do you even use a fake name?" you wonder. "Not like I'll ever meet her."

"Well, I wouldn't be too sure about that." Zoey grins mysteriously.

"Waaait, what are you-" you begin to question her but stop. That story of hers really got you going, even moreso than before. Like, if there's ever a time to give anal a try, it's now. You have plenty of time to interrogate her later. "You know what. I don't even wanna know right now. We're doing this."

"Haha, fuck yeah." Zoey grins again and you now really feel her get hard under you. Her cock certainly understands the assignment.

"You got lube?"

"Girl, you even gotta ask?"