My ex and I met up in a nice hotel for the weekend. With me, I packed a small backpack. He had an overfilled duffel bag. We got up to our room and he immediately ordered me to strip. The second I was naked, he gave me a nickel and told me to hold it against the wall with my nose why he got set up. I stood there for what seemed like forever, waiting, hearing items being placed around the room.
He came up behind me and wrapped his belt around my neck. He led me to the bed and had me bend over, with my face buried in a pillow. He bound my hands behind my back with duct tape. He began to spank me. Over and over again. I could feel the heat intensifying on my ass. With every few spanks, he pulled the belt tighter, choking me.
After my ass was thoroughly spanked, he started rubbing lube on my ass. I was fairly inexperienced in any ass play at this point. He slowly shoved a small butt plug in my ass and whispered in my ear, “You’re going to be taking the biggest one by tonight.” After giving me a second to adjust, he picked up a wooden paddle and made me count out 10 strikes. I was in tears by the end. After the first 10, he started playing with the plug. From there, it was 10 strikes, playing with the plug, and then repeat.
My knees were shaking by the time we stopped. He used a vibrator to get me to the brink of orgasm before denying me. He pulled on the belt and choked me as he replacing with the next size up. For this plug, I was pushed to my knees and face fucked until he came deep down my throat.
After he recovered for a bit, he bent me over the bed again and edged me over and over again, until I was begging for release. But I hadn’t earned it yet. He replaced the plug with the next biggest size before using a dildo to fuck my pussy. I felt so full and sore, knowing that I still had another size up and my ass was still his.
He took the plug out and had me stand up and get dressed. I wasn’t expecting to go to dinner so soon but clearly he had been scheming. I put on a dress and fixed my makeup so I didn’t look like I had been bent over for the past several hours. He told me he was taking me to a nice restaurant and that we were going to walk there. I thought for just a moment that I would be getting a bit of relief. How wrong I was.
Right as I was about to grab the doorknob to leave, he grabbed me by the hair and bent me over. He pulled my dress up and my panties down. After a few hard spanks, he grabbed the biggest plug and started easing it in. At this point, I couldn’t stop the moans. It took a lot of deep breathing and moaning to get used to it. He pulled me up straight, kissed my cheek, and told me that we had reservations to make.
It was a mile walk to the restaurant. Every step shifted the plug, as I tried to keep steady. I could feel just how wet my pussy was. We ate at one of the nicer restaurants in the area but I couldn’t let myself relax. I avoided moving as much as I could but the plug was so big and so deep. I picked on my food a bit while he savored every bite, ordered drinks and dessert, and having a long conversation with the waitress.
On our walk back, he took me down every side street, giving my ass a swat every few moments. I had tears streaming down my face by the time we made it back to the hotel. In the elevator up, he told me that he had a special surprise planned. The second we walked into the room, he stripped me and kissed me, carrying me to the bed. The second I was laid down, he used a dildo and vibe on my pussy, let me have the most glorious orgasm, after having spent the entire day being wound up.
After I was coming down from my orgasm, he flipped me over and tied up my wrists and ankles, with straps he set up earlier. He gagged me with my own panties and started playing with the plug. After winding me up again, he stood up and grabbed something from the table. I expected it to be the paddle. Wrong again.
The first swat of the wire hanger on my ass caused me to see stars and instantly start sobbing. He kissed me gently and rubbed my ass, told me he needed me to take a few more. Every hit after that was more biting than the first. The pain radiated through my entire body, as the tears kept flowing. By the 10th and final swat, my ass was on fire, I was sobbing, and I was so insanely horny, I couldn’t speak.
He untied me, unplugged me, and held me as I started to come down, with a gentle hand rubbing my clit. The rest of the night was spent fucked me gently. Leaving the hotel the next day (and for the next week), I could barely sit. But I never stopped craving having my ass filed.
Source: reddit.com/r/gonewildstories/comments/gg6n65/i_spent_an_entire_day_getting_my_ass_stuffed_and
Incredible story! I wish I was in your position