“Is butt sex all you frat guys ever think about?” Cassie said with a laugh.

While I did belong to a fraternity, we weren’t a bunch of slobby mooks. We studied hard and were known around campus for our good manners. Cassie and I had been going out for three months, and I’d never once mentioned the idea of anal sex… until that night.

I think I actually blushed. “I just really like you. I want to know every inch of you.”

“Especially those inches that involve my ass, apparently.”

“Look, never mind!” I said hastily. “I’m sorry I brought it up.” We were in my room at the frat house.

She was sitting on my bed. “I didn’t say no, Kyle. But what you’re talking about is a delicate thing, and somebody who rushes it can ruin it. Understand?”

I nodded. It was that potential vulnerability that called to me. I wanted to pleasure Cassie at an expert level. Anal sex, I knew, was something special. I tried to explain all that to her, feeling I was failing miserably.

But she smiled her gorgeous smile. Cassie’s a taut, lovely 21-year-old with dark hair and enchanting eyes. She’s whip-smart and super-hot.

“That’s sweet, Kyle. And I want to do it with you. But I have one rule. I refuse to be anyone’s first anal experience.” Her eyes glittered. “So, tell me. Have you ever done it before?”

I started pacing anxiously back and forth. I imagined how awesome it would be to penetrate her so intimately, to feel the grasp of her tight back passage, to coax secret pleasures from her.

“Well?” she prodded.

I stammered, “I — I — I… uh, I have and I haven’t done it.”

She sighed. “That’s not an answer. I think I should go.”

She made to stand, and I realized I’d put our relationship in jeopardy. I had only one possible way out.

“Don’t leave! I’ll tell you the truth.” My heart pounded. “I have done anal before. But not with a woman. It was with another guy.”

I was bracing for all sorts of reactions, but Cassie surprised me by grinning widely.

“Cool! Tell me about it!” She grabbed my hand, pulling me down next to her on the bed.

So I spilled. I told her it had only happened once, on a night last year after me and one of my fraternity brothers had gotten drunk at a party — though I wouldn’t tell Cassie the guy’s name. We’d gone back to his room, laughing, and started daring each other to do stupid shit. First, it was do 30 push-ups or stand on your head, then somehow we were challenging each other to take off our clothes.

I didn’t linger over the details. I remembered that me and the other guy had flipped a coin to see who would take it up the ass. I got to be the fucker, not the fuckee. The next day, when we were both sober, we talked privately. Surprisingly, everything was okay between us, but we’d agreed not to bring it up ever again. We never had an encore, and I hadn’t wanted one. But the idea of anal sex had stayed in my mind. And I wanted to try it with a chick I was really hot for — like Cassie.

“So, does that count?” I asked quietly.

Cassie was breathing rapidly, her firm breasts rising and falling. She grabbed the front of my shirt and yanked me toward her.

“You’re fucking right it counts!” She jammed her mouth against mine, her tongue darting between my lips as she kissed me furiously.

My story had turned her on! How weird, I thought. Then I reconsidered, thinking how popular girl-on-girl porn was. Guys got off on seeing women together. What was so strange about women digging it the other way around?

Cassie didn’t give me much chance to contemplate the idea further, and I didn’t care anymore anyway. We kissed wildly. She was tugging at my clothes, her fingers tearing at my fly. My cock surged as I pulled off her blouse and she whipped away her skirt. My jeans went flying, and we soon were naked together on my bed.

She was a beautiful creature, bursting with unbridled sexuality. Her smooth skin had a fine olive tint to it, and that night her nipples were stiff and dark, perfectly capping those perky tits of hers. Every inch of her was trim and toned, her tummy as tight as a drum. Swimming and jogging had given her legs a lithe firmness. She kept her pussy shaved, and her gleaming lips were smooth and succulent.

And her ass — it was two perfect hemispheres of luscious female flesh. I had long dreamed of slipping my cock between those cheeks, of sinking my throbbing cockhead into the waiting ring, feeling the clutch of her passageway, watching my shaft vanish into that fantastic wonderland.

Cassie took hold of my cock, squeezing me urgently. I slipped a hand between her legs and stroked her wet lips. Her pussy was already flowing, and I delved my fingers inside, feeling the oily readiness of her and making her moan. Her clit was already swollen, and when I ran my fingers over it, her hips jerked. Her hand worked my cock with a slow, sensual rhythm.

Excitement hummed within me. I was on the brink of an experience that I knew would stay with me a long time. I was immensely grateful that I would have it with this woman. I hadn’t bull-shitted Cassie in any way. I had real feelings for her, and we were finally going to cross into that ultimate intimacy.

Still gripping my straining cock, she panted, “I want this nice, fat dick in my ass, Kyle.”

I lunged for the nightstand drawer and snatched the lube. My hands were shaking, and Cassie gently took the tube from me.

Obviously, she had more experience at this than I did, or she wouldn’t have formed her rule about no first-timers. She squirted the clear lube onto her fingers, and then she got onto her knees on the bed, facing away from me.

Cassie reached behind and daubed the goo onto her asshole. Completely rapt, I watched her slender fingers smear the stuff around. She even sank her fingertips inside herself, sliding them delicately in and out of her tight back entrance while groaning softly. When she was done, her crimped   ring glimmered.

She looked back over her shoulder at me, waiting on her hands and knees. Waiting for my cock, which was diamond-hard.

“Give it to me, Kyle. Give it to me up the ass.”

“I looked down in wonder to see my cock totally buried in her ass.”

I’d fucked her doggy-style any number of times, of course, so it wasn’t alien at all to move in behind her. I got up on my knees, my cock poised over her sumptuous rump. Only this time I wasn’t going to pound her pussy.

I set my cockhead against her lubed hole. There was almost a sense of ceremony as I applied the first soft forward pressure. At first I was just pressing against an ungiving entrance. Then her pucker started to spread. I slid in incrementally.

Her butt hole seemed to open suddenly and took hold of the swollen knob of my cockhead. But really I’d already spent several minutes just getting this far. I was happy to go slow; I knew she needed to adjust as we went.

Pleasure raked through my body, and I felt sweat beading on my forehead. My hands lay spread on the gorgeous curves of her ass. She had accommodated the crown of my cock. I felt the tight grip of her, and she was breathing steadily, audibly. I was hyper-aware of her responses, ready to pause or retreat if she gave the sign.

“More,” she said in a husky voice. “Give me more.”

A grin stretched my face, and I thrust slowly forward. My veiny shaft was sinking into her deeper. It was a different angle than fucking her pussy, and that variation sent fresh shivers of excitement through me. There was the feeling of the forbidden about this, even though she’d consented to it.

I slid another inch of myself inside. Her lube-gleaming hole clutched me greedily. I saw her fingers digging into the sheets, and I stopped.

“More,” she said again. “Don’t stop!”

I realized she wasn’t doing me some special favor here. This wasn’t an empty act on her part — she liked it! She let out a moan of raw pleasure as I pushed myself all the way in. I looked down in dumbstruck wonder to see my cock totally buried in her ass.

“It’s good, Kyle. Oh! It feels so damn good. Now fuck me! Fuck my ass!”

I held her ripe butt firmly in my hands and started stroking into her. Her lubed channel continued to grasp me exquisitely. I rose up higher on my knees, driving my cock into her.

I remained conscientious, though, observing her reactions. However, she was clearly loving it, her head whipping from side to side in that familiar excited way. She was pushing back against my thrusts, taking me as deeply as she could. And if I had any last doubts, she growled, “Yeah! That feels so fucking good! Pound my ass, Kyle!”

I grinned again and hammered into her, enjoying the sight of her ass and her body rippling. I felt sweat on my back and saw some gleaming on hers. When she glanced over her shoulder, I briefly caught the blaze of her dark eyes. I knew that look. It’s how her face got when she was in the throes of her craziest sexual ecstasy.

Her hands clawed at the bed. I slammed my cock again and again into her ass. My balls smacked her slit. My fingers went white where they gripped her taut flesh. A great final fiery pleasure was welling up from  the depths of my being.

Cassie was quaking, and she tossed back her head and let loose with a howl of carnal rapture. I could almost see her climax consuming her, spilling across every part of her body like a visible energy.

At the peak of her cry, I went over the edge. My balls clenched and started unloading. Bliss exploded in my skull, then washed down through me. My spunk shot in thick jets, each explosion wrenching fantastically powerful joy from me. I shot every bit of my load into Cassie’s ass.

Eventually I slid out of her, and we held one another, lying together. I kissed her softly and thanked her.

And now I can’t wait to do it again!

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