I Gave Him My Ass for the First Time at That Motel

Hello, my dear readers. About a year ago I told you about that fantasy in which my Christmas gift ended up being my own ass wrapped up for him. Do you remember it? If you didn’t read it, go look for it, because it’s really good. But what I never confessed to you then was that back then it was nothing more than that: a fantasy. Underneath, I was still a virgin.

I had been caressed there, a fingertip had been slipped inside me, I had been kissed between the cheeks until I trembled. I had never gone all the way. And it was something I’d wanted to experience for years. What held me back were the stories I’d heard: everyone talked about the pain as much as the pleasure, and that mix made me a little afraid.

At the beginning of December I spoke again with Esteban, an old friend with benefits I saw now and then. We met at a café downtown, with no plan beyond catching up. But you know how we are: in five minutes the conversation had drifted to the dark side. I confessed that I was hugely curious to try anal sex. He raised one eyebrow slowly and set his cup on the table.

—You still haven’t done it? —I shook my head, biting my lip—. Well, my queen, we need to fix that right now.

Obviously I wasn’t going to waste the opportunity. He paid for the coffees, took my hand, and we went to a little motel a few blocks away. At last my fantasy was going to become reality, and my heart was beating like I was sixteen again.

Before going upstairs, Esteban stopped at reception to ask for what we needed: condoms and a good bottle of lube. He parked the car in the enclosed garage, we went up a narrow staircase, and entered the room. It smelled of disinfectant and clean sheets, there was a huge mirror on one wall, and a dim amber light.

We didn’t waste any time. His lips crashed against mine in a rough, almost impatient way, and his tongue invaded my mouth, searching for mine. His hands traveled over my waist, my hips, until they closed over my ass. He squeezed it and pulled me against his body, grinding me against the hard bulge in his pants. I felt myself getting wet just from that friction.

—See how you get me going? —he said in my ear, his voice rough. I nodded—. Get on your knees.

He pushed gently at my shoulder until my knees touched the carpet. I undid his belt buckle and pulled down his pants along with his boxers in one yank. His erection bounced free, hard, with the tip already shiny. I took him in one hand and stroked him from top to bottom, looking up at him from below. When I took him into my mouth, he hissed through his teeth.

He was hot and firm. My lips moved over him slowly while my fingers found his balls and caressed them. At some point he took control: he tangled my hair in his fist and started guiding my head to his rhythm. His hips lifted, the tip touched my throat, and the gag reflex brought tears to my eyes. When he got tired of it, he pulled out and dragged it across my face, smearing my own saliva on me.

—Take your clothes off —he ordered.

I obeyed. I got out of my dress and underwear and climbed onto the bed, spreading my legs for him. Without saying a word, he settled between my thighs and started eating me out. He gave me long licks all over my lips until he stopped at the clit, and meanwhile he slid two fingers inside me and twisted them.

I moaned without being able to help it. Esteban knew exactly where to touch to drive me crazy. He pulled his fingers out and replaced them with his tongue, fucking me with it as if he were penetrating me. Then he moved lower, slowly, until he found my other entrance. He kissed it, licked it, spread my wetness all over the opening. The tip of his tongue barely worked its way in, and then a finger stretched me carefully. I felt a slight sting, nothing more.

—This little ass is going to be mine this afternoon —he said, his voice thick with desire.

—Yes, all yours —I answered, panting. He gave me a slap that echoed through the room.

He spat right where his fingers were disappearing, and started moving them, opening them like scissors. I clutched the sheets. If his fingers felt like that, I didn’t even want to imagine what would come next. The anticipation had me trembling.

—Turn over. Ass in the air.

I got on all fours, but he opened my legs wider and pushed my hips down, leaving my breasts pressed against the mattress and my ass raised high.

—Touch yourself —he asked as he put on the condom.

I touched myself a little. I was soaked, my sex vibrating with sheer need. Esteban settled behind me and I felt him enter my vagina in one thrust, opening me with his size. His hips began to slap against my flesh again and again, setting a steady rhythm.

—Ah, ah, like that. Don’t stop. Give me more —was all I could manage to say, lost in the haze of pleasure.

His thrusts were relentless, at a good pace, and suddenly I felt his thumb start to make its way into my other hole. I screamed. Having his cock in front and his finger in back at the same time was a completely new sensation. Feeling both my entrances filled at once felt delicious, almost too much. He picked up the pace, took me by the hips to drive in deep, and pleasure flooded through me. I saw stars as I came, and my body gave out until I was face down on the bed, wrecked.

***

Esteban took off the used condom, opened the bottle of lube, and smeared it all over his erection without hurry, watching me.

—All right then, let’s see that juicy ass of yours —he gave me another slap that stung—. Spread your cheeks for me.

I took hold of my ass cheeks and pulled them apart. I felt the cold lube fall onto my hot skin and slide over the opening. He bent one of my legs toward my stomach, clearing the way, and set the tip against me.

He started to push, but his cock was much thicker than his fingers and wouldn’t go in properly no matter how much lube there was.

—Relax and breathe —he said softly—. I’m going to start going in little by little.

His cock worked its way into my ass and, I’m not going to lie, it hurt. It burned, it stung, I felt like I was splitting in two.

—Take it out —I shouted.

—Relax —he repeated, patient. Another slap.

But he didn’t pull out. He started moving, thrusting carefully at first and then harder. And then it happened: the pain gave way to pleasure. Suddenly I didn’t want him to stop. It was still intense, even uncomfortable, but not enough to make me stop wanting him to fuck me.

—Oh God, that feels so good —I moaned, no longer recognizing my own voice.

Pleasure bubbled in my belly, and suddenly my pussy started to feel strangely empty, demanding attention. As best I could, I reached down and touched myself. I wanted that entrance filled too. An almost impossible-to-explain sensation spread through my whole body, and after a while I came so hard, screaming like a madwoman. It was one of the most intense orgasms of my whole life. Without a doubt it’s something I’d do again.

When I came back to myself and became aware of where I was, Esteban was groaning his own release deep inside me. He pulled out slowly and it was the strangest feeling I’ve ever had: for a second I thought I’d pissed myself, but no, it was only his cock leaving me and a thread of his semen sliding down my skin.

We lay there on the bed for a while, laughing like two accomplices, catching our breath under that amber light. Esteban stroked my back with the tips of his fingers while I tried to process what had just happened. So many years imagining it, so many doubts, and in the end it had been so much better than any fantasy had ever promised me.

—Well? Was it worth the wait? —he asked, with that half smile of his.

—Shut up and give me another hug —I replied, hiding my face in the pillow so he wouldn’t see me smiling like an idiot.

That December afternoon I stopped being a virgin in my last little corner, and I discovered that some curiosities, when you dare to fulfill them with the right person, end up becoming one of the best confessions I have to tell you. Next time, I promise, I’ll be the one to suggest the motel.