When I was in my second year of college, I had a girlfriend who was so into anal it was like an obsession.

I’d had plenty of pussy up to that point, but Sandra introduced me to the wonders of fucking a woman in the ass.

First of all, she initiated me slowly. She taught me to appreciate the sweet vulnerability of this particular sex act. Even as a novice, I immediately understood the delicacy it required. I fed my shaft into her gradually, mindful of her responses. The strange grasp of her butt hole thrilled me. It all felt so wonderfully strange.

Sandra was an aficionado of anal fun. I would fuck her doggy-style, fuck her ass while she stood facing a wall, and even drill her butt while she was on her back with her knees up to her chin. Her beautiful face would be twisted with pleasure as I bypassed her pussy for the ripe pearl of her asshole, plowing her deep with my cock and reaping intense sexual pleasure.

I didn’t know it at the time, but I realized later how exceptional she was. The women I subsequently dated had what seemed to be a common aversion to anal sex. Either they’d never even considered it, or they thought it was nasty, or they’d tried it with somebody clumsy and been put off the idea forever.

Memories of Sandra’s grasping asshole still haunted me years later. I belatedly realized just how emotionally intimate the act was, how much trust was involved. I had felt so connected to Sandra with my cock sliding in and out of her ass — especially when she’d wriggled with pleasure and squeal as she came.

Lucia’s my current girlfriend. She’s a smart, compassionate, gorgeous woman. The sex we’ve had has been great. I was lucky when I found her, but Lucia’s ass had been off-limits.

I’d gotten the message in the first weeks of our relationship. We were in bed, getting things going. I was fingering her pussy, and she moaned against me as I delved into her soft, shaven groove. My cock throbbed with need, but I was happy to take the time to bring Lucia to a state of full-on excitement.

I stroked my fingertips up and down her pussy, teasingly parting her lips and probing delicately inside. Her hips started to buck violently as her ecstasy soared. Then my fingers slipped, and I inadvertently grazed the pucker of her butt hole.

The touch sent a shock of joy through me. I recalled all the times I’d fingered Sandra’s asshole prior to sliding my cock inside its snug, welcoming grasp. But Lucia did not react with Sandra’s usual joy. She responded with a sharp yelp, backing away in horror. I muttered a vague, “I’m sorry,” and the incident seemed forgotten after that. Forgotten by her at least.

For me, that single incidental touch had wholly reawakened my memories of anal frolics with Sandra. I decided I would test the waters again with Lucia, gently so as not to pressure her. In the midst of a really wild fuck with her, with the two of us getting into all sorts of fun positions, I put my finger very deliberately against her butt hole, wiggling it a little to let her know I knew I was doing it.

Lucia froze. She looked me in the eyes and shook her head. So that was that, I’d figured. I certainly wasn’t going to make an issue out of it. What kind of schmuck would do that? I still really liked her and enjoyed sex with her.

I especially liked eating her pussy. She was so responsive it made me feel my tongue was magic. I could lick and lap and suck and nibble her cunt for an hour at a time. I loved her taste and the feel of her hot love-oil gushing down my throat. She would thrash about when she came, lifting her taut ass off the bed and crying out rapturously

One time when she did this, there was another slippage incident. I swear I didn’t do it on purpose. It was as innocent as the first time I’d unintentionally touched her asshole.

But after 20 minutes of going down on her, Lucia gave a climactic howl. My face was wet with her juice, and my tongue was still slithering like a crazed eel. Lucia’s hips jerked upward, and my tongue slipped from her flowing cleft and went sliding right through the valley of her ass to the forbidden ring of her butt hole. My stiffened tongue dipped inside her.

Once again everything froze.

I was keenly aware of the crinkly texture of her hole. Every sexual instinct in me told me to delve her deeper with my tongue. I had licked Sandra like this countless times, and we had both relished it. But now I was still, waiting for Lucia’s cue.

Then something happened. Lucia’s hips moved again, ever so slowly this time. My tongue stayed in place, and she moved herself against it. After a few tremulous seconds, I heard her give a soft sigh.

I carefully slipped my hands under her and cupped the swells of her ass. Then I very gently swirled the tip of my tongue around her pucker. It set off fireworks in my brain and body, and my cock went diamond-hard. I waited to see how she would react.

She sighed again, and the sound quickly turned into an outright moan of pleasure. She tilted her hips higher, giving me better access to her back passage. I lunged hungrily forward and explored that perfectly round hole with my tongue, sealing my lips around it. I braced my elbows on the mattress, supporting Lucia’s body as it wriggled wildly.

I slid my tongue in as deep as I could from that angle, not caring that it strained my neck muscles. At last I was being given access to my girlfriend’s asshole! Celebratory sexual excitement coursed through me.

Lucia’s moans turned into harder grunts. She was jamming her ass against my face as I continued to rim her. Finally, she pulled away.

I blinked in disappointment for a second until she flipped over onto her hands and knees. She looked back at me with her eyes blazing.

“I took a savoring moment to lick her crack up and down, tasting her.”

“Get that tongue back in my asshole!” she commanded.

Grinning, I hunkered in behind her. I put my fingers to the lush halves of her ass and gently spread them. Her ring glistened, seeming to quiver with need. I lowered my face again. This time I took a savoring moment to lick her crack up and down, tasting her coconut body oil, along with sweat and the pussy juice I’d already smeared over her butt hole.

I breathed on her pucker, and she shivered. Then I traced the circle again with my tongue, feeling every wrinkle of flesh. Maybe if I’d thought this out ahead of time, I could have made this moment happen sooner. But it was better this way — spontaneous, a happy discovery.

“I need your tongue in my ass!” Lucia called out desperately.

So I speared her with it. She was placed at just the right angle for some serious tongue-to-ass action. I got two inches inside her. Her ring was tight, but as I worked on her she loosened. She swayed slowly back and forth, and I stayed with her. She sighed and grunted, groaned and growled.

Eventually, I realized she had reached back to finger her pussy. I heard the squelching sounds as I kept up my oral ministrations. I feasted on her ass, knowing no one had ever done this to her before. I was glad I could introduce her to a whole new realm of sexual pleasure.

Suddenly, a deep quaking took hold of her. She let out a yowl, her body going stiff, then she collapsed facedown on the pillows. Her ass remained pointed at the bedroom’s ceiling.

My dick was still savagely hard, of course. I figured I would finish off by fucking her pussy but thought I’d see how she was doing first. I knew that rimjob must have been an intense experience for her. Softly, I asked if she was okay.

She said something into the pillows. Then she turned her head and repeated, “Rick, will you put your cock in my ass?”

Joy lit me up. She was a true convert! I moved up into the familiar position. Memories of Sandra entered my mind, then went tumbling away. I was about to make new memories as I anally sealed my relationship with Lucia.

“Her climactic energy spread up into me, and I felt my balls tighten.”

I could actually see my swollen purple cockhead pulsing as I set it atop her spit-gleaming asshole. There was always that moment of: “How can it fit?” But I knew very well that our bodies could accommodate many pleasurable activities.

As I’d done with my tongue, I swirled my cockhead around her ring. My sensitive crown felt the enticing crinkly texture of her entrance. I pushed gently forward, sinking just the tip of my dick into her waiting hole.

I was acutely aware of her reactions. Even with her facing away, I was mindful of any signs of discomfort. As Sandra had taught me, I moved slowly. It only took a little pressure to slip deeper inside her. I stopped several times to let her adjust and only went ahead when I was sure she was ready.

Soon enough I was several inches in, with my cock reaming her canal. My vein-lined shaft sank further still. Now it felt like her ass was sucking me in, eager for more.

Finally, after maybe a full 10 minutes of careful negotiation, I was all the way inside. My balls were flush against her backside. She drew several long breaths, then said,

“Fuck me, Rick! Fuck me hard!”

Despite this enthusiasm, I still proceeded cautiously. I stroked slowly into her, and the grip of her ass was exquisite. I hadn’t known this angle of penetration in a long time. Lucia’s head whipped from side to side, and she was groaning and grunting again.

I fucked her with a little more vigor. She took every plunge of my cock and rocked her ass back against me to take me even deeper. I grinned, and closing my hands tightly over her hips, I began to seriously pound her.

Our flesh smacked together, and my balls spanked her slit. She was amazingly tight around my cock, yet she was so lubed with spit that I moved easily inside her. I felt each impact of our colliding bodies in my bones. My fingers dug into her more deeply.

Soon she was wailing again, that high sound of orgasmic delight. I checked to see if she was fingering herself again, but no, this was all because of my cock plowing her ass.

Her climactic energy spread up into me, and I felt my balls tighten. Crackling sexual bliss coated my body, and I actually saw the hair stand up on my arms. With a cry I started to unload my spunk at the deepest point of her gorgeous body.

And all the while I knew we had my clumsy tongue to thank for our shared ecstasy.

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