I got home from work shortly after 1pm and Sierra was almost asleep on the couch. I kissed her forehead and told her that a nap was a good idea before we left and I went and laid on the bed and set an alarm for about an hour later. Sierra came and laid with me and before we knew it the alarm was going off. I got up and left her in the bed seeing that she was already packed. I jumped in the shower and washed up. While I was in the shower Sierra called in and asked what suitcase I wanted and she would get it out for me.
I finished up and came back into the bedroom where she handed me a pair of women’s underwear, a silk t-back and a two piece cock ring. Neither of these were mine so she had to have bought them while she was away. The two piece cock ring first went around both my cock and balls as a normal ring would and then the second part was about an inch wide and acted as a spreader/ restrictor that went around the scrotum between the balls and cock. Sierra helped put it on me and it felt tight at first but I got used to it. Then she handed me the panties and I put them on. I wasn’t quite sure where she was going with this but I did as I was asked. She then looked at me and said there was one thing missing. I looked at her inquisitively and she turned around and grabbed my black box of toys. She reached in and began digging around until she came out with a small ass plug. She told me to turn around and bend over. She spit on the plug and rubbed some spit into my hole before she inserted the plug. I was hers at that moment. My cock and balls were restricted and I had a plug in my ass all being held in with a silk thong. I had no idea where this was going but I played along. She told me I could get my shorts and shirt on now and I couldn’t wait to find out what she had in mind for later.
The hour and a half ride to the hotel was interesting. By the time we left it was late afternoon and in the heat of the day, mind you this is Florida and it was over 100 degrees out. Sierra decided when we got out of town that we needed to “relax” a little bit more. She told me to pull the car over and I did, then she told me to take my shorts off. I did as I was told and as I took my shorts off she untied her cock and let it hang free and then untied the front of her dress and pulled her breasts out. She told me to start driving again and not to worry about anyone else that might see. As we drove, she began to play with her nipples and stroke her massive cock. Trying to watch her and concentrate on driving was difficult. As cars passed us, some saw her playing with her nipples and would try to watch but never saw below the window line to see that massive ebony cock of hers. Nor did they see me in panties and in a cock ring and stretcher. My cock was rock hard and balls were swollen watching her and the excitement of being so exposed. After a while she stopped playing with herself and she began teasing me.
Sierra leaned over and pulled the thong to the side fully exposing my cock and began sucking the head of my cock and massaging my balls making them swell even more. She took my cock out of her mouth and began to rub my head in the palm of her hand as she massaged my balls in the other. It was everything I could do to keep the car on the road. A few minutes later I was almost about to blow a huge load when she smacked my balls making them hurt. She then reached between my legs and began twisting the plug in my ass. It had been gently pushing on my prostate the entire trip and now she was twisting it and wiggling it inside of me. It was almost unbearable, I was leaking precum like a faucet but she refused to let me cum. About, 20 minutes before we got to the hotel she told me to pull back over. I did as I was asked and when I put the car in park, she pulled my right leg up and reached under me and without warning pulled the plug out of my ass. It almost sent me over the edge. She told me to get out of the car and put my shorts back on. I was scared to get out of the car with other cars going by, but she smacked my swollen balls again and repeated herself. I reluctantly got out of the car and went to put my shorts on. As I bent over to pull them up I got a few honks from passing cars before I got back in. When I got back in, she was all tucked up and her breasts were back in her dress.
When we got checked into the hotel and into the room, I grabbed Sierra by the arm and pulled her to me and kissed her. She giggled and pushed me off and told me that she wanted to try something and that I had to be patient and do what she asks without question. I gave her an inquisitive look and she just said to trust her. We unpacked and went to a small café for dinner. After dinner we walked down to the Fort to see the sunset and sat on one of the benches holding each other. My cock had been restricted all day and it was getting to be unbearable. I whispered in her ear that it was hurting and she reached up my shorts leg and began to pull it off. The ring came off relatively easy but the stretcher on my balls wasn’t, I had built up such a load that it wasn’t coming off very easily. She looked around to see if anyone was in the area and there wasn’t anyone close, so she unzipped my shorts and pulled my cock and balls out. This allowed her free access to stretch the ring over my balls and take it off. The relief was amazing. She massaged my cock and balls in the palm of her hand for a minute and then put me away. We sat for a while longer until the sun had gone down before we walked back to the hotel. It felt great to be out in public not having to worry about anyone I know finding out our secret.
At the hotel, we got in the elevator and she told me to undress. I looked at her like she was crazy and she told me that I promised to obey. I took off my clothes minus my sandals and she put the cock ring back on me with the stretcher. My heart was pounding that the hallway would be empty when the elevator opened. As we reached our floor, I held my breath expecting someone to be there, but I was safe and let out a deep thankful sigh. Sierra held my ass cheek as we walked down the hallway; when we got to our room she told me to turn the lights on and open the window curtains all the way up and to open the window as well. I did as I was told, and when I did I was standing facing the main street with nothing but a cock ring on. When I turned around she was taking her dress off and untying her huge cock. There was no hiding her or me from anyone wanting to look. I started a hot shower and cleansed thoroughly. We showered together and she wouldn’t allow me to touch my cock. I was to wash her entire body and that was it.
After we dried off I was told to get on the bed and lay on my back with my towel over my head. I could hear one of our suitcases open and some rustling around when I heard Sierra say “here it is.” She ordered me to pull my knees to my chest, I did and she told me to scoot the edge of the bed and pull my knees back up. I did what I was told and all of a sudden I was being sprayed with lube. She spread it all over my cock, balls and asshole. A moment later I felt her thick spongy cockhead at my hole and in one hard push she buried her cock deep in my ass. I let out a loud “FUCK” and she told me to shut up and take it like a good bitch. She then pulled all the way out of me and shoved her cock right back into me, she did this over and over again until pain became pleasure. With my face still covered she pulled out of me and stayed out.
Not knowing what she was doing, it did finally come to me the events of the day, she wanted me to be her submissive for the weekend. While I lay there with my legs up and my ass exposed I could hear her moving the two chairs in the room, and then her hands on the back of my legs again and her cock stuffed into me and just that fast out of me again. A moment later she told me to turn around and hang my head over the edge of the bed. I spun around and she told me to pull my legs up again. When I did she straddled my head laying her cock and balls on my face, and I could feel her lean over me and push one of my dildos into my ass. She had my double ended dildo, I could feel the divider when it was deep in my ass. She began sliding it in and out of me over and over again making me moan in pleasure.
With her straddling my face I began licking and sucking her balls and ass. I reached around and spread her ass cheeks and buried my tongue into her hole. Both of us were moaning in pleasure. After a few minutes of this she told me to keep fucking myself with the dildo. I did as I was told and she stood back up. When she did she took a step back, she held my feet pulling my legs closer to my chest really opening my ass up. She then told me to open my mouth, and no sooner than she said it she was pushing her cock into my mouth. I had never deep throated a cock her size before but I was about to get a hard lesson. At first she just pushed the head of her cock into my mouth and I sucked it hard and swirled my tongue around it the best I could. She told me to take a deep breath and when I did she began pumping her massive cock in and out of my mouth and then deeper into my throat, gagging me and making me drool everywhere. She slid in and out of my mouth slowly pushing a little deeper each time. I don’t know how long it took but eventually I could feel her balls blocking my nostrils, she held herself there for a moment and then pulled out. I gasped for air right before she shoved her cock back into my throat. I was being throat fucked like never before. Every time she pushed in, she would hold it there for a moment before she pulled out. She did this for a few minutes before she pulled out and turned around and sat on my face again ordering me to eat her ass. She continued to hold my feet as I fucked myself with the dildo.
Sierra stood up and told me to kneel in one of the chairs. When I looked both chairs were facing each other right in front of the window. I did as I was told and kneeled in the left chair. She walked up next to me and shoved the dildo back into my ass. The dildo is a double ended dildo about 18 inches long with a ring divider in the middle giving about 8.5 to 9 inches on each side. She told me to hold it and then she kneeled in the other chair and took the other end of the dildo and slid in it her ass. She shoved back and our ass cheeks were mashing against each other. I reached down between my legs and began stroking her cock as we both slid back and forth on the dildo with our cheeks making slapping noises as we rode it together. After a few moments I remembered that we were in front of the window. I turned my head to look out the window and didn’t see anyone. It was actually turning me on more knowing that someone could see us and hear us moaning and grunting. We rode the dildo for about 5 more minutes when Sierra told me to get on my knees. She pushed her chair back and stood up before shoving her cock in my mouth. She began to throat fuck me again before I felt her cock stiffen up and her cum being pumped down my throat. She held my head as she unloaded in me, she held on so long and hard I was having a hard time breathing, and drool was running down my chin and all over my chest. As I was starting to see black she pulled back allowing me to gasp for air. She fell back into the chair breathing heavily and sweating. I could barely see through the tears but when I looked out the window I could see a young woman across the street watching us, smiling ear to ear. I crawled over to her and laid my head in her lap and she held my head. She told me to take off my cock ring and get in the bed. Again, she wouldn’t let me cum. I was swollen and in pain having to cum. Sierra turned off the lights and got in the shower. She told me to wait in the bed for her and I wasn’t allowed to touch my cock. When she was done she climbed into bed with me and we passed out.
I was awoken abruptly in the middle of the night with her cock entering my ass again. Sierra had rolled on top of me and slid her cock back into me telling me to be a good slut and take her cock whenever she wanted to give it. I glanced at the clock 3:03 am, and I had a 9 inch cock buried in me. Sierra straddled my hips and ground her cock in my ass for about 10 minutes before she filled my ass with another load of cum.
When I woke up around 745am I rolled over and put my arm around her and began to massage her breasts while my cock slid between her cheeks. I wanted to unload a massive load of cum but I wasn’t allowed yet. I ran my hand down her belly expecting to find a sleeping cock but I was sure wrong. She was hard as a rock again, I have no idea how she was recharging that fast, but I was quickly becoming her sub this weekend. I began to stroke her cock and kiss her neck. She reached back and ran her hand over my hip and ass. We laid like this for a few moments when she rolled over facing me. She then rolled on top of me and I wrapped my legs around her waist. She smiled and said good boy! I reached down and placed the tip of her cock at my hole and she pushed into me until her balls were lying on my ass. I was so sore from the night before but I couldn’t say no to her. She hooked her elbows behind my knees and began to piston in and out of me. Both of us were moaning and grunting as she pummeled me. She wore out ass for over 20 minutes before we even got out of bed. I almost came 3-4 times, but whenever I got close she would slap my balls and tell me no. When she was about to cum, she pushed my legs as far as she could toward my chest and began slamming her cock so deep into my ass I was moaning uncontrollably. When she came she buried her cock so deep into me I thought she was going to hit my spine. She collapsed on top of me and we laid there for a moment.
We both got in the shower and again she made me wash her before I could clean myself. After our shower we got dressed and again she had me wear the cock ring with stretcher and new thong. I wasn’t sure how long this was going to go on but I was enjoying it. She had grabbed her back pack and put both of our bathing suits in it and a towel along with a large sheet we brought to lay on at the Fort during lunch. Her bathing suit was a bikini top and I asked her how she was going to hide her massive cock. She smiled and lifted her dress up and she was already wearing a bathing suit thong made for a man and she said she had a wrap to go over it. As we rode the elevator down to the lobby she began giggling and looked at me and I just told her not this morning, referring to being naked the night before, and she just laughed. As we entered the lobby we saw several people eating Danishes and drinking coffee. I few of them gave us a huge smile and a thumbs up as we left. Sierra and I just smiled and left for breakfast, and I could have sworn I felt her swish her ass a little wider as we left as well.