Slow Anal Insertion Gif Novels & Stories

“We’ll go slow.” He eases the toy back out—agonizingly slow—until only the tip remains nestled at my entrance. Then he presses forward again, the same measured pace, letting me feel every centimeter as it slides back in. No vibration yet. No rush. Just the steady, deliberate stretch, the way my walls part around the firm silicone, the faint drag of the slight ridge near the base.

He worked me open — slow, deliberate, adding a third when I started pushing back greedily, edging me mercilessly until I was trembling, babbling broken pleas, tears of frustration pricking. Only then did he withdraw. Unzipped with a slow rasp. Lined up. Pushed in — slow, deep, filling me inch by thick inch. I moaned — low, broken. He stilled — letting me feel every inch, the stretch, the heat. Then he moved — long, slow rolls. Deep. Deliberate. Every thrust dragging against that spot. Hand wrapped around my cock — stroking in perfect time. But every time I tensed, breath hitching — he slowed.

Her eyes bulged as she yelped loudly. "Sorry" he whispered softly and withdrew gently. "Need a lube?" he asked. She exhaled. "No. I'm wet already. You went just... too hard" she replied. "Alright. I'll go slow" he said assuringly and gently pushed into her. He started with the tip, slowly sliding in the rest of it till his pelvis met her buttocks. He gently withdrew and went back in, going with a slow rhythmic sensation. His thrusts and pulls increased in speed till his pelvis was tapping on her butt in an oscillatory motion.

He loved being penetrated even more than I'd thought. "Yeah, Baby, take deep breaths and just relax." I continued to steadily stroke him. Using patience I hadn't known I possessed, I pushed forward at a snail's pace. I quickly learned that when the pain got to be too much, his breathing changed and became rapid. When that occurred, I slowed down and stroked his cock at a quicker rate. "You're doing so well, Baby, we're almost there," I said encouragingly. Finally, after what felt like an hour later but was probably only a couple of minutes, the testicles of the phallus were resting on his ass and he was fully impaled.

He paused, his gaze flickering up to meet mine as if sensing my hesitation. “Take a breath,” he said softly, his voice calm and reassuring. I tried to relax, releasing the tension in my body as he pressed his finger forward again, this time pushing gently inside. There was a slight burn, a feeling of pressure that made me wince, but he didn’t rush. He moved slowly, giving me time to adjust to the sensation. I bit my lip, trying to focus on breathing, letting myself relax around his touch.

His hand gently stroked my trembling back, his voice even more soothing: "Relax, my sweet." My damp eyelashes fluttered. Supporting myself with one hand, I used the other to spread one side of my labia, wiggling my hips as I slowly sank down. Alexander held my waist, guiding me as I eased down. The hot, hard shaft pushed apart my tight entrance, sliding into my honeyed depths, slowly going deeper.

Grinning from ear to ear as he drank in those words, Robb just exhaled in response as he set about the delectable task of stuffing his gigantic rod inside Lin's round, beautiful bubble-butt. Taking his time, knowing from experience that the best way to a woman's deepest anal depths is a slow and easy advance, Robb drove his humongous shaft into Lin's exquisite little asshole with small, shallow in and out motions that allowed him to bury himself further up her butt a fraction of an inch at a time without causing her any pain. Pushing a little deeper at each in-stroke, Robb always stopped as soon as he felt Lin's lube-coated anal walls give the first signs of cramping. At that point he paused

“N-no… first time.” “Okay. Then listen to me.” His voice was low and steady, reassuring. “Relax as much as you can. Push out a little when I push in, it helps. If it hurts too much, you tell me immediately. We go slow. Remember you’re in control, Alex. Understand?” I nodded, swallowing hard. He pressed one finger inside me carefully. The stretch felt strange…invasive but not painful yet. He worked it in and out slowly, letting me adjust. After a minute he added a second finger, scissoring gently.

“It is not that big. A bit larger than my fingers.” Slowly I insert it while giving her words of encouragement. When it is fully inside she expels a deep sigh. “That wasn’t so bad, was it?” I ask her and she shakes her head. I wiggle the plug slightly and she moans. I rub her clit and insert my thumb in her cunt. At the same time I pump the plug. It takes a mere minute before she’s screaming in pleasure as her orgasm hits.

I slowly shake my head, biting my lips as an embarrassed moan covers my face. He looks shocked by my confession. “Okay, we will take this slow then." He continues to hold my ass up as he guides himself into my warm, wet entrance. He moves slowly and steadily, pausing to allow me a moment. Groans leave both of our mouths as he slowly slides into me, stretching me around him and filling me up. He takes a few long, slow strokes, giving me time to get used to the feeling of his hard cock inside of me before he begins picking up his pace. As he continues holding me up with one hand, the other reaches down and he uses the heel of his palm to rub at my throbbing clit as he begins pounding into me.