First Time Anal Gif Novels & Stories

After turning on the switch of the vibrator he used his finger to spread my ashole opened and rubbed the toy’s tip at the opening. I haven't done anal sex before, so my body shuddered at the sudden interaction. Ignoring my pleas, he started screwing the toy into my anus. It hurts so much..... I bit my lips as tears stung my eyes. I tried my best to relax my body, so the pain would lessen. Soon with a final shove, it was buried to the hilt in my second hole and vibrating hard, I could feel the vibration in the walls of my pssy as well. Satisfied with his achievement, he walked over and sat down on the edge of his bed.

He knocked twice before walking into the office. *** The First One was staring at the prettiest one in the group and trying to look interested in the others but it was difficult resisting her charm. The First One made a joke and they all laughed. She was beautiful, gorgeous and perfect. The First One finished addressing the group and left them. He headed for the parking lot. Today had been quite an exhausting day. Just like the others, he was dedicating a lot of time towards knowing her. He already knew her turn-on, turn-off, taste, daily routines and even her bedtime.

“God, yes.” I keep going, sucking softly, plunging my tongue into her heat. At the same time, I open the tiny bottle and slick up my fingers. When they’re good and wet, I bring my hand to her bottom, searching for and finding her anus. I take care as I press one finger against her, feeling resistance. Since Lyra has never experienced the joys of anal sex, I want to make sure her first time is pleasurable, not frightening. I hear her harsh intake of breath when I pierce her that first tiny bit. Fuck. Tight as hell.

Her body aroused and was erect; she began to feel wet. He teases around her vaginal area with light kisses and then flicks his tongue over to her clitoral area. He plays his tongue around her clitoral area. She moans and grabs handsful of the sheet as she arches her back and presses her pussy in his face. His hands roam about and explore all the significant parts of her body. She likes it a lot when he takes his time smooching her clit.

he mumbled and she thought he was cute sounding like that. Realizing where her head was at, she mentally slapped herself and on looking down she became aware of the compromising position they were and she jumped off him startled but she fell back down on him earning a groan from him. “So... sorry.” In order not to make the same mistake she placed her hands on the ground this time but her hand slipped and her lips met with velvety ones. Her eyes widened in shock as they stared at his equally shocked ones and suddenly his lips moved. Her soul left her body for a moment.

“You won’t because I’m going to teach you.” He looked up, his blue eyes darkening with wild, unrestrained lust. “Tell me about the first time,” he said, his tongue snaking out to slid along his lower lip. “The first time I was fucked in the ass?” I asked and he nodded. “Well, I was about sixteen, I think. One of my boyfriends was curious and so was I so we grabbed some lube and condoms and just experimented. It wasn’t the earth-shattering experience I was expecting but it got progressively better as we kept at it. Now I love it. There’s nothing like having a fat cock stretching your ass and filling it up with cum. You ought to try it sometime.”

“And you’re still afraid to give a straightforward answer to a single fucking thing I ask.” He hesitates, holding my stare. “I came when Daniel was sucking me. As for the anal sex…” He shrugs. “It’s pleasurable in a different way. But just like you weren’t hard the first time… It’s really a matter of technique, communication… Also, talent and size…” He smiles. “That plays a factor as well.”

His eyes never look away from my face, while his hand playing with my intimate area once again. I know exactly what he is going to do, and without any fear in my eyes I begin to turn when Aaron and Elm let go of my hands, in my position right now making me a bit nervous, because this is my first time having s*x in this position. I can feel Zephyr’s hands on my bottoms, and once again his fingers playing with my intimate area, and a strange sensation came from my other hole. I gasped and tried to look. “No, no, it’s alright, I was just testing. You never have it here, I presume?” His question feels more like a statement, but I nodded my head anyway, because I never done any anal before. “Hmmm

He grunted, hitting me harder and moving his waist faster. “Oh yeah…ummm, oh.” I tried to match his strength and pace. Suddenly, he pulled out and flipped me so rough that I almost hit my nose on the edge of the desk. I gripped the edge tight for dear life. He brought down his mouth on my asshole — licking and sucking, making it moist and easy for penetration. The he slipped his finger inside the hole, fucking slowly at first. The sensation was strange, I’d never been with a guy who thought anal was part of the fun.