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Geez, Louise. It was like trying to push a ping pong ball through a straw. Doing as I was told, I took my time and applied more pressure to where it was needed and watched as the lube greased my entry into her anus. At last, the muscle gave way enough for me to gain traction and Mom yelped as I managed to squeeze a good three inches into and through her sphincter. Her back passage immediately gripped me like a vice as she got used to my penile penetration and I could feel her fingers gingerly feeling how wide her asshole was stretched around my embedded dick. "GOD!" she gasped in strained surprise, turning to look at me hanging over her like some sort of ass banging vampire, "God that feels big. Wait. Wait, Henry," Her face was flushed crimson as she settled herself back down and lifted her hips a little higher to ease the pressure inside her rear bumper, "Alright. Now just you take it easy and I'll tell you when to stop if it gets too painful." Take it easy she says. Easier said than done when all you wanted to do was hit a home run before letting go with the fireworks. Wincing, I felt Mom tighten her ass as I continued to slowly feed her more of my trapped organ into her. Fuck. It was like we were doing a weird fucking dance between us as Mom controlled my insertion by loosening up a little so I could shove another inch or so inside her lower bowel. Every inch taken made her yelp with her shaking her head furiously and wriggling her backside as I tried to hold on tight. For a good minute, I was stuck. Couldn't move a millimeter forward or back. The end of my cock was being squeezed in a hot vice and it felt hot and scary at the same time. "Mom, OW!" I complained as I smeared more of the lube around her well-stretched pucker, "I mean, Mrs. Peterson." My patient let out a long groan and I felt her shiver from head to toe. "How much more to go?" she asked, brushing her blonde hair from her face as she turned back to look at me, "I'm not sure how much more I can take, Henry. I'm amazed I've managed to take so much already!" "Nearly there, Mom," I muttered as I took a deep breath, "Uh, about a couple of inches I think. Do you want me to take it out?" She shook her head. "No, no, hon," she gasped, "No point turning back now when we've come so far. Just don't move for a second until I get used to it." "Okay," Her ass had me in a firm grip so I couldn't move even if I wanted to. My hands were splayed across her lower back forcing her upper body to bend into a bow which raised her hips and ass even higher, "But you're really tight, Mom. Not sure how long I can last for." Mom didn't say anything but gave a sudden jerk back against me and we both yelped with pain and surprise as the rest of my exposed prong disappeared up her poop chute in one swift lunge. Mom had done it. She had taken my whole prick up her ass. And I was no longer an anal virgin. Fuck me. I had literally gone where no Henry Peterson had gone before. And it was as awesome as I always imagined it would be. "Are alright?" What was I doing? Had I hurt her? Looking down, all I could see was my big far spunk filled balls resting either side of her asshole surrounded by my pubic hair.� “You’d better do it properly.” Tegan chided “I didn’t jerk off a stranger just for you to half-ass it.” Lying back on the bed Hailey opened her legs and groaned as Sam’s long rough tongue lapped and delved into her pussy sending her into orgasmic bliss. After a few minutes she began to slow down. Bully was actually harmless and Robert certainly didn't see him as threat in any way. Wrap it around you and just… rock it.” Elsie said with a coy wink. "No but I know she will.
“Was he cute?” I couldn’t tell if her piqued interest was genuine, or feigned to instigate me. I quickly decided it was the latter, and decided to give my wife some of her own medicine. “Yea, he was your type, for sure. Young and good-looking. Oh, and there was another guy who commented on your dress. In fact, he was so turned on by you that he asked if he could have your panties.” “What!” I reached into my pocket and pulled it out. I was tempted to stretch it by the waistband and hold Amanda’s sexy underwear up for all to see, but instead clutched it against my chest. Amanda’s jaw almost hit the floor. “Did someone REALLY ask you that?” I tried to keep a straight face, but began chortling. She exclaimed, “You’re a jerk!” and punched me in the shoulder with moderate force. Several patrons glanced curiously at us. “I WAS serious about the first guy, though. Maybe we should leave your panties on the table as a tip for our waiter!” We soon found ourselves half walking, half stumbling hand-in-hand back to the hotel. After a splitting a bottle of wine, Amanda was somewhat clumsy in her high heels, but I held onto her tightly. I would never let her fall.
"Actually, I don't know how I'll be able to afford you," I told Tom. His mother must have been telling him back then, that she was available. Come and talk to me and I'll try and teach you how you can make the right decisions and hopefully how you can get a bit more control and enjoyment for yourself.” There was no doubt he had great affection for the young girl, "Come, sit down," he offered as he pulled out a chair. Samantha loved it!
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