Teens First Anal Painful and Crying

She is my sister and I am about to share the most intimate experience two people can share with her! Lindsey quickly obeyed and I brought my cock head to her pussy opening. Lifting her hips a little I fed her velvet hole my hard cock. She was already wet as I pushed inside her body. The second thrust my pelvis slapped against hers and we both moaned. The third thrust was more frantic. The fourth even more so. Soon I had her hips in my hands and we were both sounding like racehorses coming into the home stretch. I was near to filling her pussy with another shot when Lindsey sat bolt straight, grabbed her nipples, turning them as she came on my cock. It was now or never either I left my cock in my sister and flood her pussy or I pull out and give her an anal orgasm for the teen first time in her life. With that in mind, my cock left her pussy as she whimpered about her pussy being empty and wanting more. I grabbed the lubricant tube and applied a coat to my cock then to Lindsey's ass. I worked in one finger as she continued riding her orgasm. By the second finger, she was wiggling her butt at me and mumbling how good it felt. The third finger caused a catch in her breathing so I stopped and anal let her get used to it. When Lindsey's breathing returned to normal I aimed my cock at my sister's ass and pushed the head inside. Lindsey shot to her knees. I wrapped my arms around her and alternated between kissing her neck and reminding her it would be better if she relaxed. I kept telling her." Linds you are my sister. I won't hurt you. I love you, ``sister" the combination of my holding her close and my words of encouragement relaxed Lindsey enough to slowly circle her hips and start stroking my cock. I rocked in and out as we moved in time. My hands cupped her breasts again. Our union was loving and smooth but that was destined not to last. My Oral Sex right hand slid off her right breast down to her clit. My fingers turned it around in tiny circles. Lindsey thrust back against me as amateur our Hardcore pace became more energetic, lustful, fucking exciting beyond anything I had ever experienced in my life. I thought I was actually going to piss on the floor, yet Hardcore for some reason I continued. Her little pink asshole was no match and her last safe haven was penetrated. Her socks now loosen up a bit from the skins, but just as tight like a socks anal should. As I said this, my dick was ready for Ana’s asshole. I want you to keep all my cum in your ass, and I want you to feed it to your sisters.” Then she turned sideways and gently sat on his lap, put her arms around his neck and laid her Oral Sex head on his shoulder. “Oh, my gosh! She dropped her bags on her bed and went down stairs trying her best to avoid Paul as she made small talk with her aunt and eat amateur dinner. Her toned legs stretched out from beneath the skirt she was wearing, and her skinny arms balanced artfully in the air during her maneuvers. She seemed to expose herself like a buffet to us. The boy sitting beside her, Roy his name was, tried to look brave. Just like I wanted her to. She tasted so sweet. "Do you know what that is?" he asked her. So were breasts, boobs, tits, udders and, she guessed, bosom. Brock, you have six-hundred warriors at your disposal, but we need more before teen we can reliably protect ourselves.