First Time Anal

She was always so quiet and reserved when I met her but my sometimes awkward desires would get to her even if it were something she'd already said she'd never do. I got her into oral sex with a little patience and care, and showing to her how wonderful it could feel, as well as shaving her pubes; more than her usual trimming, anyway. She's still as quiet as when I met her, but definitely much more open minded. It all comes down to how you do it. You don't need to '' or 'bargain' with someone to do something sexual with you. It just takes time and respect for one another, and being very understanding about eachother's intimacy.

We took a shower together that day. As usual, the hot water and intimacy we got whenever we did always aroused us more than anything else. Under the hot water, we sighed and breathed audibly in sensual embrace. Her hand tightened around the back of my head, grasping my long brown hair by the root, as I did for hers, which was of a darker tone and longer than mine. My other arm wrapped around her back, but her hand groped my buttocks firmly; it always made me chuckle how much she liked it. I chuckled quietly only briefly between our deep kisses – as hot and wet as the shower itself. In our tight embrace, my hardened phallus throbbed against her stomach.

"I wanna do something new," she abruptly said in a quiet voice, reaching my ear with her teeth and bit it softly, sucking the earlobe.

"What...?" I asked, sighing as she worked her tongue into my ear in a way only she knew how to, curling and slithering it, whispering only one word in my ear like an embarrassed confession.

"A-Anal."

I sighed again, feeling a chill run down my spine reacting to her sensual whisper. I smiled a bit, taking my hand down her back, but she stopped enticing my ear with her mouth, arching her eyebrows in a concerned look as she stared into my eyes.

"Wait... d-don't it, you know I've never done that," she whispered, barely sounding her voice over the noise of the shower. I smiled, caressing her cheek with a hand and kissed her forehead.

"I do," I said with a knowing smile, hoping it would ease her. She knew very well I never her into anything, but I understood her concern. She nodded quietly before I kissed her lips softly and reached for the water tap of the shower, turning the shower off. Still caressing her cheek, I kissed her a bit more deeply and firmly caressed her buttocks.

"I'll do it slowly so it doesn't hurt, just relax and breathe," I said, before pulling her out of the shower stall.

By now – after who knows how long we had been dating – we knew how our mood turned after a joined shower. The floor of the bathroom was almost completely carpeted with towels. I helped her out of the shower stall, noticing she was blushing and eased her, tracing her stomach down with my fingertips, meeting her tiny button with two of them, gently stroking it in circles. She pressed herself against me as I wrapped my free arm around her body and helped her lie down on her back over the towels on the floor. I knew it took some preparation for first-time anal sex not to hurt, and one of the things that makes it much more pleasurable is to be aroused and relaxed.

I trailed her cheek with my tongue, meeting her ear, slithering it inside it in small circular motions. Her pelvis squirmed in small rocking movements as I rubbed her clitoris a bit more firmly and faster, and my tongue only made her moans echo more audibly in the bathroom. Her hands gripped at the towel under her by her sides in pleasure. My fingertips reached down between her labia and I stroked between them gently up and down, pressing my thumb against her clitoris, rubbing it a little. She tried to suppress her shallow, nearly breathless voice as I thrust my fingers into her tender crevice, enticing her, feeling her core hot and slippery.

"Take some deep breaths," I whispered, thrusting my fingers inside her back and forth, feeling her pelvis motion in synchronization. By now she didn't resist reaching for my phallus with her hand and grasped it firmly, stroking the shaft up and down almost nervously, moaning harder. I moved my pelvis against her hand as she stroked me, but eventually I stopped my fingers in her crevice, while she slowed her hand down and looked at me, breathing shallow.

"Do you want to turn around?" I asked her, and she nodded, lifting herself slowly and got on all fours ahead of me, resting her head and chest down on the towels, giving me a clear view of her pink spots, and I felt the urge to stuff it with my tongue. She moaned suddenly as she didn't expect it, as I knelt behind her and thrust my tongue inside her, wiggled it around, licking her labia and sucking her clitoris harshly, giving her a firm smack on her buttocks as well. She moaned breathless again as I kept licking and sucking her warm pink flesh, and I felt her hips squirm and weave against my tongue. Inevitably, she grasped the towels and moaned in a deep, sigh as she allowed herself to climax, releasing her fluids all over my lap and the towels under us.

"Aaahhh~..." she moaned tiredly, but satisfied, and I mused her from behind. My shaft was aching with anticipation, but I still wanted to give her what she wanted. "W-we're... not done yet," she admitted with a quiet stutter.

"I'm going to get you ready first, alright? Tell me if it hurts, don't yourself into liking it," I told her, fondling her buttocks softly with my hands. She nodded, trying to catch her breath and closed her eyes. I looked down at her anus, musing how soft it was and touched it. She didn't complain as I fondled its surface with two fingertips, moistening it with her own fluids. Cautiously, I pressed it with my middle finger's tip and pushed it slowly into her. My fingers were pretty slim and her fluids made a perfect lubricant. I could feel her sphincter was relaxed at first but tensed up a little as my finger reached further inside her. She winced a little, letting out a quiet sound from her voice, clamping her lips, and then she looked back at me over her shoulder as I stopped about halfway.

"Does it hurt?" I asked her, softly squirming my fingers inside her, and she moaned, almost complaining as she felt two fingers go into her virgin crevice.

"Ahh-nnh, I-I don't know," she said, gripping the towel under her. I pushed my fingers a little deeper, squirming them around inside her, rubbing against the walls closer to her vagina, knowing it would feel like a soft massage. She squirmed, tightening her tight hole around my fingers occasionally and every so often I parted my fingers from one another, stretching her muscles slowly. She was breathing heavily, barely moaning.

"I-I'm okay," she blurted, as if she'd been reading my mind. "Don't s-stop, please..."

"Okay," I whispered with a smile on my face, happy that it felt good for her.

I kept rubbing her tight walls in swirling motions, and eventually she started moving her pelvis, which made me feel even more relieved; she was starting to feel truly aroused and I was happy I was pleasuring her already. By now she was more flexible and I ventured a third finger in to enter with little resistance and effort.

"Mmmh!!" she moaned, almost complaining, as she felt the wider penetration. I motioned my fingers back and forth slowly, listening to her vaginal fluids dripping onto the towel below me. I loved the sound of her voice; she moaned pleasurably, her hips and legs trembling with arousal.

"I'm glad you're loving this," I whispered, smiling, and kissed her buttocks.

"Mmmh-yeessss," she sounded, moaning louder, dragging her speech as I wiggled all three fingers inside her, feeling her whole body squirming to an entire new experience. She was more than ready for anal sex now and I retracted my hand away from under her pelvis.

She made a little sound as I pressed my phallus between her pink folds; I was still hard and throbbing with anticipation, and I winced a little at how hard and almost painfully it felt.

"Ahh~," she sensually sighed.

“Are you ready, love?” I asked quietly with a smile, knowing she loved the sensation of my warm cock throbbing against her, making quiet wet sounds as I rubbed against her. Her core coated me with warm fluids, and I slowly spread the liquids onto her butt-hole.

"Yes,” she said, biting her lip. “I... I'm loving this," she added with a soft sensual moan.

I gladly moved my hands into position, one to her hip, another to my phallus to guide it and pushed slowly but deeply into her anus. I was glad it went inside her smoothly and without much resistance. She moaned deeply, burying her face in her hands in delight. As I thrust deeply but slowly back and forth, she pressed her breasts on the towel on the floor, bringing a hand to her clitoris, and feeling it in an almost entirely new feeling. It felt more sensitive to her, and even though she was rubbing herself the same circular way she always had, it felt different, and more intense. She gasped for air as I suddenly began pounding her faster, just as deeply, letting her feel the whole length of my shaft every time it penetrated it after pulling it almost entirely out with each movement.

I too, began breathing harder with pleasure, feeling my heart racing. Her sphincter would relax and tighten around my shaft on and off, and the movement felt so smooth my pelvis moved practically on its own. I felt dizzy from the heat and ecstasy, making no signs of stopping. Her moans and mine echoed inside the bathroom after every single thrust of mine, reaching deeply inside her as deep as possible. She tried closing her legs but the need she felt to keep rubbing her clitoris was far too great.

The pleasure inside us grew steadily rapidly, and pretty soon I gripped her waist firmly as I found myself being to slow down my thrusts, and her moan sounded loudly almost at the same time as I reached my peak. My body spasmed almost each time I ejaculated inside her numerous times, feeling my shaft throb and release hot cum for longer than I expected, and while I was still pumping my cum into her, her own fluids were sprayed out of her during her pleasured loud moan, almost like a dragged, painful scream.

After a few moments of hard, shallow breathing, we took a deep breath almost at the same time, and chuckled tiredly as we realized of the synchronization.

"Th-that was... crazy," she blurted, sighing with her eyes closed. I mused her expression still from behind her, and took my hand to my forehead, wiping the sweat.

"Tell me about it. I can't tell you how happy I am you enjoyed it this much," I said, a little tiredly, and rubbed her back softly. Carefully, I pulled out of her, feeling my shaft slowly returning to its regular size, and she let her voice sound a little cute complaint as I did. I laid beside her, and kissed her forehead tiredly as she let her hips slump to the side on the towels. She was more tired than I was, and I reached for her hair, combing the fringe behind her ear with my fingertips.