First Time Anal Gif Novels & Stories

His soft, hoarse laughter accompanied his hands, caressing my boobs and stomach, heating up the fire Rapha was burning south. But then he shifted me slightly, his hand going down between my …butt cheeks. In shock, I couldn’t hide a cry of pain when a finger slipped into my anus, slowly moving. “Ahh, you’re killing me… this is too much,” I groaned, not sure if it was out of pain or pleasure from what these two men were doing to me. “Be gentle… please… it’s my first time.” But when the tongue and finger sped up, I was a hot mess, whipping my hips to get more of both.

"I'd love to be the one to help introduce you to anal sex, Wendy. Thank you for choosing me. I'll get on the bottom, so Master has easier access to your bottom when it's time." Wendy nodded shyly and I got on the bed, on my back, with my head towards the foot. Wendy carefully lowered herself over me until her moist cunt was in my face. She'd been primed at the dinner table and all I had to do was yank the cord and she'd buzz like a bee. I inhaled the scent of a young, fresh, recently washed cunt and lapped upward from her clit towards her ass. She climaxed immediately, wound up tight. I kept up the stimulus on her clit and she climaxed once more before I felt her own tongue caress my humid f

I jacked off seven times that night, watching a smorgasbord of varied sex acts. That was the first time I saw anal sex. I'd never even thought about it before that night, honestly. After I watched that first clip, I stared at the screen with my mouth hanging open. I don't know why it turned me on so much, but it made me harder than I had ever been before. Naturally enough, that video had dozens more linked to it that featured sexy women taking hard cocks in their asses.

In fact, he said, “Don't stop, Nerina. Bounce on those fingers for me.” And I did. Or at least I tried. Perhaps I would have done better if Xalen didn't increase the heat of my desire when he poured what I believed was oil all over my ass and massaged it in, spreading open the tight hole that had caught his interest. When Xalen was satisfied with what he was doing back there, he slowly filled me up with his cock and finally relieved me of the work I had to do with my fingers and cunt. Yes, it was my first anal sex, and I lost my breath even before Xalen could fully sink his erect length into me… Or maybe it was the fact that his fingers replaced mine on my clitoris.

I positioned the head of my cock at her tight, puckered entrance and instructed Julie, '' Spread your ass for me, baby. I spat on my dick and her asshole, using the saliva as a makeshift lubricant. The sight of her holding herself open for me, her most intimate place exposed and vulnerable, sent a surge of excitement and lust through me. This was my first time having anal sex, and the taboo thrill of taking Julie this way was overwhelming. I grasped my cock and began to push the head into her ass. It was so tight that it felt like her body was trying to both resist and pull me in at the same time.

He followed with a guttural moan, thrusting deep as he came, filling the condom. We collapsed, panting, but he wasn't done. After a brief recovery, he flipped me onto my back, eyes gleaming. "I want more. I want all of you tonight. Your mouth, your pussy... and your ass." My breath hitched—anal was new territory, but the sinful desire in his voice made me nod. "Yes... but be gentle at first."

"And I will be checking your asshole..." As soon as he said that, my body tensed up, and my legs started to close. What's wrong?" he questioned me. "ummm nothing is wrong," I said not convincingly, at all. "Do you not enjoy anal sex?" "I don't know. I've never actually tried it." "Have you ever had anything in your ass, a finger or a toy?" he asked. "No." Sticking his finger deeper inside of pussy, "That actually makes me very very happy Sami. That means I will be your first. I promise you we'll go slowly, but I will say it's a must for me. You must be willing to do this for me Sami."

’ I reply quietly. ‘I think we will fall anyway.’ She sounds far too confident for my liking. ‘Mmm maybe…’ I reply. I don’t think so… he did try to burn me, although I may have mostly forgiven him for that. ‘So, will we have more fun from the back? I liked it.’ Shayara asks hopefully. Goddess, she is nothing but a horn dog! Anal sex… that was a first for me and once I was stretched out, I did like it… It felt so wrong yet so fucking good…

Then I got on my knees and returned the favor of washing and kissing her tender parts. The night was young, she would have more of me before the sunrise. - Over a light supper the first thing we talked about was about how the anal sex resulted in two orgasms for her during a single anal sex penetration, which she never imagined was possible. I confessed that I had faked my first climax in her ass. Because the major sensation for her was at the sphincter she was easy to deceive. Without more frequent practice it was a lot harder to distinguish real from fake. My fake started her first climax, which wiped out her ability to catch subtle physical sensations. "You felt what you felt, but your mi

The soft click of the latch sounded final in the silent house, sealing them away from the outside world. "Today we are going to take the last part of you that Tyler has never had," Richard continued as he stepped closer. "Your tight little ass belongs to Daddy now. We are going to train it properly, slow and thorough, until you are begging for my cock there whenever I want it." A shiver ran down her spine. She had never done anal before, not even with Tyler. The idea both terrified and aroused her beyond words, stirring a deep, dark curiosity that made her pussy tingle with fresh wetness.