Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Click hereChapter 2: Day one Dinner at the Resort
So as you remember, I am on a 7 night trip with 3 girls to Aruba. Amanda the Leader (also known as the President), Barbara and Clara completed our foursome. I joined because the 4th girl canceled out. They (the other 3 girls, agreed I could join if I was treated just like one of the girls) You need to read Chapter 1 to understand how I got here.
So we walk out the plane and the flight attendant that was "so helpful" smiled as passengers left the aircraft. For me, she smiled and said, she hoped the flight was not too hard-on me. With that she looked down and could see I was still sporting an erection (thanks to the Viagra). We went through customs and took a limo to the hotel. The girls behaved and my cock relaxed to a more comfortable position after a while. We checked at the front desk. Amanda lingered a bit at the desk while the other girls and I went to the room.
It was a great room on the bottom floor. As you walked in you entered a large common living room. For the most part it was an open floor plan with a kitchen to the right. To the left of the kitchen was a dining room with a large slider to a private pool and Spa, big enough for about 4 people. Further past the dining room to the left was a hall with a guest bathroom, and then two doors that led to two masters... Each master had 1 king bed each with mirrors everywhere.
If you stood at the foot of the bed facing the bed, you saw the headboard that had a full mirror side to side. If you looked behind you, the chest of drawers had a large mirror; to the left of the bed were 3 sliders that was a large closet, with mirrors. And of course, above your head was a large mirror.. I also noticed eye hooks every 2 feet on either side of the mirror. To the right of the bed were sliders again that led to the pool. To the left of the large closet were 2 doors that led to the spacious bathroom with double sinks, a very large bath with jets, a shower that was marble on two sides and glass from floor to ceiling on two sides. Inside it I counted 12 heads in various positions for water to come out where ever you dialed it in.
Amanda came in soon after us and said that for the first rotation, I would be sharing the room with Barbara. (I was still a bit shocked that instead of 2 beds there was one, darn...) We were all sitting in the living room that had a 60" flat panel LCD TV with stereo, a couch and 2 comfortable chairs. In the middle was a solid wood dining room table. As we were getting comfortable, the door bell rang and Amanda answered it. It was a concierge gift of champagne and the food server came in to sit it down and open it.
Amanda looked at Clara and said, your turn to tip the waiter... There must have been some unwritten rule because she immediately fell to her knees, unzipped the poor boys shorts (the boy was about 22) and proceeded to suck his cock until he shot in record time (about 3 minutes). We toasted to anything goes and following the lead of our President. About that time, another knock of the door and it was the bellman with our baggage... Amanda looked at me and said Bob, tip the man. I smiled and said, "I don't think so". She frowned and told Barbara to go ahead and on queue preceded go get her mouth filled with cock. The bellman left happy and Amanda said, no bad deed goes un-punished Bob, if you are one of the girls you have to act as one of the girls.
Since we arrived at 6pm, Amanda told us to get ready for dinner. She then instructed Barbara to prepare me for dinner. Barbara and I went into the room and we unpacked. I immediately took a quick shower and put on a towel and proceed to lie on the bed on my back looking at the mirror on the ceiling, I dozed off. When I awoke, I had cuffs on each leg and arm (soft type with eyelets). The eyelets had a rope on each one and the girls began tugging the two arms up to the bed front and one girl on the left leg. They secured the ropes to the 2 top corners so my arms were spread. They then quickly went to my right leg and that is when I noticed that at the foot of the bed were hooks to tie the rope to as well as hooks directly above them in the ceiling. They had laced the foot ropes in the middle ones so when they pulled the ropes, it elevated my feet, legs and ass so they were bent back towards my head and up off the bed a few inches. This left me in short order naked as the girls assisted and removed my towel.
Amanda reminded me she was in charge and was not to be disobeyed by me or anyone. With that she had a light thin belt that was tightened around my waist with a lock. The belt also had a few steel rings about every 3 inches. She quickly before my cock rose, put some oil on my cock and balls and fit me with a steel ring that she slid over my cock and when it got close to my balls, she forced in my left ball with a struggle and then the right one with some pain and force. She then pulled as much ball sack through the belt so they were hanging outside the ring with my cock. A second smaller ring was fitted near the end of my cock head just below the head. It fit very snug before my cock finished rising. She also put some lotion on my ass and then quickly began to slide in a small butt plug with a ring in the end. She then took one more braded chain and threaded it through the butt plug ring and hooked it to the back of my belt.. She proceeded to hook the other end of the chain through the base cock ring and the head cock ring and then locked it to the belt. This caused my cock to be positioned straight up toward my belly button.
She removed the ropes and told me I could try but the belt, the plug as well as the cock rink were there to stay through dinner for my indiscretion earlier. You could imagine with cock rings and butt plug of course my cock rose and stiffened to the extent that you could not fit a cunt hair between the cock ring and my skin which I would learn later caused my cock not to deflate at all in fact it inflated more.
They removed the ropes and cuffs from me and Barbara gave me a pair of shorts to and shirt. The shorts were again tight when I pulled them on; I realized they were hip huggers which left about 4 inches of my hard cock sticking straight up. The shirt was button up and if I did not raise my arms, would cover over my situation. Barbara appeared to feel sorry for me and asked to see so she bent down and lifted up my shirt to see my cock sticking out with the cock head ring very tight on my cock. She tried to pet it and smiled and said, well, it will go down after dinner.
The four of us proceeded to the main coffee shop to a booth. I was in the back of the booth with Amanda to my right and Clara to my left and Barbara was in a chair directly in front of me. Dinner was real fun or not. My cock was crazy hard and fit. Amanda and Clara took turns stroking me and squeezing my balls. We ordered food. I ordered an open face sandwich with gravy and potatoes. The waitress delivered our food. In this garb, my cock was about to burst.
Amanda looked at me in eyes before we began to eat and kept grinding my nuts hard and said I should not of refused to suck the bellman's cock. I told her I was just not used to it. She asked if I was sorry and I said yes, very sorry. So she asked, you promise you will do as I say, of course I said yes. She continued to work my balls at the same time Clara stroked my cock. Amanda said, you promise you will suck cock or drink cum any time I demand it. I begged, my cock was hurting so much.
She said good, here is your chance and with that Clara unbuttoned my shirt (the bottom 4 buttons). No one in the restaurant noticed. Now Clara was stroking my cock in earnest and I said she should stop before I blow. She looked me in the eyes and pointed my cock up so as I shot, it would land on the table. In fact when I came, the cum shot out of my cock about head high and the first two blasts landed right in my plate. The next two shots thanks to Clara landed in my face and hair and the remaining was on my shirt and stomach.
The girls laughed and Amanda said I was not allowed to remove any cum from my body but could eat all my dinner. I looked at my plate and saw large puddles of cum on my gravy. I did as she instructed and ate all my food and cum. My cock did subside about 20% but still firm so I was not in complete pain. The waitress came by and asked if I needed a towel as she was not sure what happened, I looked at Amanda and she said, no he is fine, just a bit messy and that she hoped to get me trained before our trip ended.
Amanda handed me her purse and said go to the bathroom and clean up and put your toys back in my bag. I got up and was passing a few ladies on the way hoping they did not notice my cock. But of course, they stopped me and asked me directions started small talk. Suddenly out of nowhere, the butt plug began to vibrate and the bulb inside grew slowly. I tried to act calm when Amanda threw what looked like the key ring. Without thinking, I reached high with both hands to catch the key. As I did, my shirt rose to fully expose my cock and still cream mess around my mid section. The ladies starred and then smiled at me and walked on by. I ran to the bathroom to remove the plug, rings and chain...
In the bathroom, I went to a stall, cleaned off the cum from my face, hair and body. Next I took the key and carefully removed the chain as it was still laced in the cock rings tight around my engorged cock. I was able with not too much issue to use my saliva to wet my cock head and remove the smaller ring around the head. I then began to try to pull out the butt plug... Because Amanda had blown it up, it was lodged and would not budge. I next tried to remove the ring at the base of my cock and balls. As you can imagine, it was not coming off either. So I was left with a cock ring that caused my 10" cock to stand out even more and a butt plug. I returned and we walked back to the hotel room with the girls laughing taking turns to swat my balls and cock all the way back. What was next was a big change of pace...
Chapter 3 continued