Me

“Wow. You look amazing.” I say as I pull my shirt over my head and slide my sweats down, freeing my hard 6 inch cock.

I notice Britney’s eyes glance down, and she quickly licks her lips. “Why don’t you try sucking it?” I suggest.

Eager to please, Britney gets down on her knees without a word. There’s no finesse in her technique, as she instantly shoves the first few inches of my cock in her mouth.

I’ve definitely had better blowjobs, but she has potential. He swirls her tongue around my head and applies a little bit of suction as she pulls her head back. It’s going well until... “Oh! Watch the teeth!”

She takes her lips off my cock, a string of drool connecting the two. “Sorry!”

“It’s ok, just be careful with your teeth.” From then on, she is careful. We spend a few minutes in experimental bliss as Britney quickly gets the hang of sucking cock. With my cock still firmly in her mouth, I reach down and fondle her right tit, squeezing the nipple. She lets out a stifled moan.

With one of her free hands, I watch as she grips her own cock and begins stroking herself. Meanwhile, I put a hand on the back of her head and slowly pull it forward, forcing my cock to the back of her throat.

In a panic, she quickly fights and pulls back, piping my cock free of her warm mouth. “Guh!” She gasps. “What was that?”

“Sorry. That’s called deep throating. It’s when you take a man’s penis into your throat as far as it can go.”

“I almost threw up.”

I laugh. “Yeah. You’ll need to learn to control your gag reflex. But we can try that another time if you want. Why don’t we try actual sex now?”

“Mmm, sure. She stands up, hand still wrapped around her shaft. What do I need to do?”

“Why don’t you get on the bed, on your hands and knees. We’ll go from there.” Britney does as she’s told. I grab the bottle of lube I’d put on the dresser and climb up behind her.

What a sight to behold. Britney Spears is on my guest bed, ass pointed straight at me. Between her legs dangles her delicate, feminine ballsack. Above that, is her tight, pink rosebud.

I squirt a generous amount of lube into her ass crack, watching as it trails down her crack and across her scrotum, before dropping onto the sheets. “Oh, that’s cold!”

“Don’t worry, it’s only cold for a moment.” I move my index finger to her puckered asshole and begin circling it. I watch in excitement as her balls pull a little closer to her body. Ever so slowly, I slide my index finger into her tight hole. Just the fist digit, at first. But after a few seconds, I press forward. Soon, I have my entire finger wedges in there. I begin slowly sliding my finger in and out, prepping her for what’s to come.

“Ohhhh, that feels nice, John. This isn’t bad at all, a little uncomfortable, but nothing I can’t handle.” She pauses, moving one back back to her cock. “I can’t believe we’re actually having sex!”

I smile. “Well, not yet. That’s only my finger you’re feeling right now.”

“What?! But it feels so big!”

“Haha, well we’ll just have to try something bigger so you can feel the difference.”

I pull my finger out and quickly slather some lube on my cock. “Here we go.” I line up my head and press it on her virgin asshole. There’s a bit of resistance, but it’s only a matter of time before her hole accepts defeat and my head pops in. “Owww! Too big!!!” She screams.

I hold my cock in place. “Just give it a minute. You’re asshole has to adjust.”

“Ok, if you say so...” she whimpers. After a minute or so, she speaks again, “Ok. I think I’m ready.” I press forward, forcing my of my cock into her tight hole. Soon enough. I’m balls deep, my entire length resting comfortably in Britney Spears’ asshole.

Her body is tense, but I think she’s enjoying it. “Wow. You feel so huge!”

“Thank you. I’m kind of surprised I was able to get all 6 inches inside.”

We stay like that for a minute, neither of us wanting to rush and cause injury. I’m surprised when Britney begins rocking her hips, fucking her own asshole with my cock.

“That’s it,” I encourage. “Just like that. Take it slow until you’re used to it.”

We continue like this for several minutes. I’ve obviously picked up the pace a bit, actively fucking her warm hole, but she still eagerly meets my forward thrusts with her own back thrusts. Her free hand continues to stroke her own cock.

I feel myself getting close, but I’m not ready for this to end. “Hey Britney.”

“Uhhhh, yeah?” She moans.

“Let’s try a different position.” I pull my cock out of her ass and watch as it quickly closes itself up, thinking the violation is over.

“Oh, ok. To what?”

“Why don’t you lay on your back and spread your legs?”

She does as told. I shimmy a pillow under her to lift her lower half. From between her legs, I line up with her asshole again and plunge forward, making her yelp.

I stare down in amazement. With each thrust, her tits jiggle and her cock bounces wildly. “Ohhh, yes! Keep going. Fuck me!” She screams.

I reach out and grab her tits as I continue pistonning in and out of her asshole.

At one point, I try to kiss her, but she pulls away. “Sorry, John. But kissing is only for someone I’m dating.” I don’t have the energy to do the mental gymnastics for why she can’t kiss me, but happily accepts my dick up her ass. Instead, I just focus on what I’m doing.

“Oh god! Oh god! Keep going!! Don’t stop! I’m gonna! I’m gonna cum!!!!” And cum she does. I stare in amazement as her cock twitches once before launching a huge rope of cum into the air the quickly falls back onto her right breast. The second and third shots quickly follow, each landing in her cleavage. The remaining shots are significantly weaker, despite her cock continuously twitching. The final shots are just little dribbles that drip out into her flat tummy.

The sight is so hot, it’s too much. “I’m gonna cum too!” I roar. I feel the familiar sensation as my balls tighten and my body locks up as I spurt my seed deep into Britney’s bowels. It’s gotta be one of my biggest loads ever. We just stare I no each other’s eyes, catching out breaths.

“Wow. Thank you for that John.”

“I should be thanking you.” I slide my softening cock out of her well abused asshole. A trail of pearly white cum follows. Her ass tries to clench shut, but quickly gapes open again, allowing more of my seed to leak out.

“Now what?” She asks innocently.

“There’s only thing left I think you should do.” I lean over her and present my cock to her face. “Clean me up.”

“But.... isn’t that a little gross?”

Maybe. “Not at all. It’s perfectly normal for a girl to clean a guy’s cock after sex.”

She still not convinced, but doesn’t question it. I slide my cock in her mouth and she sucks and licks any clinging cum from my cock. When I pull out, she looks me in the eyes, mouth open, and without a word, swallows her salty treat. “Wow, it’s salty. I’m not sure what I was expecting, but I didn’t think it would taste like that!”

I just stare in silence, unsure of what to say. “But I liked it.” She continues. I watch as she reaches down a scoops a glob of her own cum from her tits with her finger. She quickly brings it to her mouth, sucking each finger clean. She swallows, but there’s still trace amounts of goo on her lips. “John?”

“Yes?”

“Thanks for doing this for me. You’re the best manager ever.”

“No, Britney. Thank you.”