Second Date Rimjob

"No worries. Personal use only, I promise."

"Fine. Okay. But no interrupting." Chloe rolled over onto her stomach, now seemingly oblivious to Jessica's presence in the room. "Let's try this way for a little bit, Jack. That felt amazing, but my legs were falling asleep!"

I laughed. "Sounds good, but now I have to worry about camera angles." I winked at Jessica, smiling back at me.

I looked back at Chloe, lying face-down on the bed, legs slightly spread, waiting for me. She turned to stare over her shoulder. "What are you waiting for? My ass won't eat itself, you know."

Jessica burst out with a laugh, "Whatever happened to my sweet, innocent Chloe? You are just a dirty girl, now!"

Chloe smiled lazily, "I don't give a fuck anymore. Might as well join your club, right? And by the way, you're not supposed to interfere here, so please, keep the comments to yourself."

Jessica rolled her eyes, but moved herself and camera into position, closer on the bed. I climbed onto the bed, between Chloe's legs, and pried them apart a little more to open her up a bit for the camera. OK, I admit, I was pretty excited at the prospect of seeing myself do this on video. I tried to ignore the camera, but I looked up at it as I returned my face into Chloe's beautiful butt. I resumed my tongue fucking of her ass, spreading her cheeks wide and extending my tongue before pushing deep into her dark hole. I did this slowly for effect, and I heard Jessica catch her breath as I pushed in and pulled out with a POP, waiting and watching as Chloe's gaping asshole closed up again. Over and over I did this; Chloe's hands were gripping the sheets hard as she arched her butt up to meet my face repeatedly.

After a few minutes, she reached back with both hands and grabbed the back of my head. "Get..." panting, "...in..." panting, "...my..." panting, "...ass..." panting, "...you..." panting, "...fucking..." panting, "...slut..." panting, gripping my hair, pulling my face harder into her butt, my tongue sliding deep into her rectum. "Yes, yes, yes, yes, yeaaahhh!" I felt her cum dripping out of her pussy, smearing against my chin. Her body was shivering against my face. I pulled my tongue out of her anus and looked at what I had done. Her asshole was twitching, quivering. Jessica looked over at me and mouthed, "Wow," her camera getting a good view of the aftermath. Suddenly, I felt Chloe's hand again on the back of my head, pulling me back to her butt.

"Not done yet. You know you're not done yet, Jack." She started to slowly grind her ass up and down my face.

It took every ounce of my will power, but I leaned back, "Hold on. Let's try a new position... I want you to sit on my face."

Chloe smiled and let go of my head. "Yeah, okay. That sounds hot. Get up here." I climbed further up on the bed and laid down on my back. Chloe stood up, straddling my head, and I was looking up at her pussy and tits. She spread her ass, while Jessica got a nice close-up, then squatted down, carefully lowering her anus back onto my waiting mouth.

With my mouth full of her asshole, and nose pressed against her pussy, I reached up and grabbed her tits with both hands, squeezing and kneading them. Chloe leaned back, bracing her hands on my waist, and started grinding her asshole against my mouth, forwards and backwards. "Mmmph," was all I could communicate, besides my own low moans of pleasure.

"Yeah, keep doing that, hum into my ass."

What? I wasn't even thinking about that, but my moaning was vibrating her asshole, providing an additional sensation for her to play with. I started humming while I licked and sucked her anus, my hands running all along her body now. Chloe was gyrating more energetically now, forward and back, in a circle, slowly then quickly then slowly again. I was loving every minute of this. She started to increase her pressure, bouncing a bit on my tongue, and I thought she was getting ready to orgasm again.

Chloe panted, while grinding. "You know, this feels so unbelievably good. But I don't know if I can cum again right now, like this."

"No problem." I mumbled into her ass. I slid my hand around her hip and reached between her legs; I could see and feel she was incredibly wet, and I easily found her clitoris, slightly raised. I returned my tongue to her asshole as I rubbed her pussy and teased her clit with my hand.

She lasted about 30 seconds. "Ooooooohhhhhhh fuuuuuuuuck!" She cried out as her body racked convulsively to the pressures of my mouth and fingers. Her butt cheeks flexed against the sides of my face as I pushed hard into her asshole to feel her clench my tongue while she orgasmed. "Oh fuck, oh fuck, oh fuck." Chloe continued to whisper as she continued to rub her ass on my face in a circle, slower and slower, calming down.

"Well, well, well." Jessica sputtered, camera catching our dazed reactions. She sounded like she could barely breathe.

Chloe looked down at me, exhausted, but with an enormous grin on her face. "I don't know, Jack... I don't think I'm done yet. What about you? Had enough of this ass?"

I instinctively looked at the camera, and couldn't help giving a big stupid smile. I quickly composed myself. "Not even close to enough. Let me taste that thing."

"Fucking-A you guys..." Jessica was holding the camera up to us, with her other hand up to her heart. "I don't know if I can take much more of this!"

Chloe was starting to stand up, still straddling my head. "Well, you don't have to stay for the rest. You can take that video and get yourself off, then."

"Oh no you don't. I'm catching the end of this."

"Suit yourself." Chloe turned around to face my legs. She was pulling her ass cheeks open then letting go, teasing me. "Okay, Jack, I really like it when you..."

"When I what?" I was staring at her pretty little starfruit, still wanting more than anything to taste it.

"Well, I like it all, but right now I think I need your tongue deep inside me. Can you tongue fuck my ass some more?" She laughed. "Fuck, that is something I never thought I would say. See what you're doing to me, Jack?"

"Get down here." I grab each of her thighs and pull her back on top of me. She quickly scoots her knees forward, positioning herself again, and reaches back to spread her butt cheeks just inches from my eyes. I gasp as she pulls her anus open, and I can see a bit into the deep red inside of her asshole. Unbelievably sexy. She leans forward to reposition herself just over my mouth, and I stick my tongue out, hard and wet, ready for her gaping anus.

She drops her ass onto my waiting face. My tongue slides right up her asshole, and she takes it with a grunt. "Unh." I lift my head off of the bed, shoving my tongue as hard as I can into her opened rosebud, and start hammering my face and tongue into her butt like a piston. Her ass cheeks are making a nice slapping sound against my face that turns me on even more and I increase my speed. I reach both hands up to squeeze her breasts and hold on to them, using them to guide her whole body motions on my face. Chloe moves one hand to rub her pussy, and uses the other to grip the back of my neck and pace my tongue thrusts into her asshole. I wrap my arms around her hips and pull my face hard into her ass while she pulls up with her hand. She is riding my face, now, like a cowgirl, rocking back and forth, grinding her asshole on my mouth and tongue. After a few more minutes of this rimming, her moans are indecipherable, "Ohh. Uhn, yeah, mmmmm, in there... Oh, oh, ohhhhh, ahhhhahaha, oophmmm.... My fuck, Jack,ohhhhooooooohhhhh, yes, mmmm, yeah!" I am crazy with desire and eating her ass furiously, consumed by lust, and we are reading each others' minds with each thrust, probe, grind, kiss, lick, suck. Seconds become minutes, and we must continue in this position for at least half an hour, all while ever-present Jessica is circling around us, making small excited noises and comments, and capturing the moment on video. Chloe builds to one final, mountainous, explosive climax. "OoooooooooooohhhhhhOOOOOOOOOOHHHHHHHHHH!" Her juices are flowing all over my face, and I have the sense to continue rubbing and grinding my face into her ass and a bit in her pussy, while she returns to her senses and slowly calms down. Her grinding comes to a standstill, she leans back, butt still on my face, and breathes deeply in and out.

We are both completely out of breath. "So Chloe... truth or dare?" I'm talking into her ass.

Chloe laughs, totally spent, "Fuck... I need a break. Truth."

"Was this your best second date, ever?"

"Ha!" She wiggles her ass against my face and looks over her shoulder at me, "I think this might be up there at the top. Best orgasms ever, absolutely."

"And that's a wrap." Jessica pulls back and shuts off the camera. "Alright you guys, I think I need to head out for a drink somewhere. Don't wait up." She leaves the camera on the counter. "Go ahead and take a look at your star performance, Chloe. I'll go through and edit it tomorrow. I think we definitely have some highlights." She raises her eyebrows at me as she saunters out the door. Chloe and I look at each other and smile.

We enjoy each others' company for a bit longer, exchanging knowing looks and suggestive comments, always skirting just around talking about what we just did together, but sending enough messages that both of us know we will be doing it again, soon. Finally, it's time to call it a night. As I'm getting ready to leave, I can't help but try one more thing, for fun and to add a little more levity. "Thanks for an amazing evening, Chloe... Can I give your ass a goodbye kiss?"

She smiles, and shakes her head in disbelief, "You know, I seriously never do this kind of stuff. You make me such a bad girl, Jack. Okay, get over here and kiss her goodnight." Chloe turns around, pulls down her panties and gives her ass a nice big spread, while I kneel down and take in the glorious sight of her butthole one more time. I sigh as I lean in and press my lips against her anus and give a long, lingering, smack of a kiss. Chloe giggles, pulls her panties back up, then turns around and slaps me on the shoulder. "You are such a bad boy..."

After making our final goodbyes for the date, I am standing outside again, staring at the night sky, thinking about how amazing this evening had been. Better than anything I could have imagined, really. I start across the parking lot, when I see a shadow a little ways away moving quickly and deliberately towards me. As I reach my car, my heart thumps until my brain processes the sharp clicking noise of high heels, and I recognize in the dim light Jessica coming over. Wait, what was she doing here?

"Finally, Jack! What else was there to do in there?" She comes to a stop and is now standing in front of me, in her tight light blue cami and white short-shorts, her red ponytail swaying slightly back and forth.

I can't find words, just stare dumbly.

"So you're going to make me say it, are you? Fine. I want to go back to your place. I want to do what you and Chloe just did."

Whoa! What the hell is going on here? Is this some trick, to prove to Chloe that I'm not worthy of her? Is she serious? You would have to be blind and deaf to not recognize that she was definitely turned on by what we were doing...

"I don't think it's a good idea, Jess..." I blurt out, without really thinking.

"Oh, come on! Do you feel guilty about it? You barely know her! This is the second time you've seen each other, hardly what I'd call exclusive."

"Well..." I stammer like an idiot.

"Well what? Are you worried she'll find out?"

"I guess..."

Jessica cuts me off. "Believe me, I have way more to lose than you do if she ever found out, so you don't have to worry about me talking." She moves up to me, pressing her tight, soft, warm body against mine, and looks up into my eyes. She whispers, "Look. Do you want to eat my ass or not? Simple as that. And I'm pretty sure I know your answer considering the stare-down you gave it earlier tonight."

My heart was pounding again. I didn't even know what I was going to say next, it just poured out of me...