This is a cuck story that was requested by a member (Randy) I met here on Literotica. If cuckold stories bother you, please move on. I used all of his vacation locales and experiences but added the cuck experiences. Thanks to everyone in the chat rooms at (SLS) and here at Literotica for sharing your cuck experiences.
My wife Traci and I planned a vacation to Charleston, South Carolina last summer. We both were beat down by the pandemic and were excited to get away. Our sex life had been great for many years, but as time went on, I felt the need for more stimulation. Traci and I had talked about many different things to try but my mind always came back to the feeling of joy I would get from being submissive to her.
Many evenings were spent watching and reading porn that dealt with that subject. I occasionally would drop hints during sex, trying to lead her to be more assertive. If she was using a dildo, I would talk to her about another guys cock filling her up. That seemed to turn her on but I still couldn't bring myself to tell her what I really wanted.
I became obsessed with cuckold porn. They idea of being used and abused while watching my wife be pleasured, is a huge turn on. I read stories and understood how many men felt it was a lame practice. But I didn't care.
Bringing this up with Traci created a lot of embarrassment for me. Confessing my need to try it, brought the "be careful what you wish for,"reply from her. The more we talked, the more I sensed her willingness to try it.
Checking in at the Holiday Inn, I felt that both of us ready for a relaxing vacation. Throughout our first dinner on the rooftop, I playfully stroked Traci's leg from across the table. As dinner finished up, we decided to hang out a bit and have a few more drinks. Seeing that the restaurant was not particularly busy, we asked our waiter if we could stay and drink a while.
As we drank and the staff cleared our table, I noticed one of the wait staff hovering over Traci, and seemed to be subtly looking down her blouse. He was tall, black, and very muscular. He kept clearing dishes and returning to Traci's shoulder for another peek.
As we drank, I slid my chair around to sit at Traci's side.
"Do you see that waiter?"
"Yes."
"I think he really finds you attractive."
"Stop it. How would you know that?"
"I watched him as he helped clear our table. He kept standing next to you and looking down at your tits."
Traci was quiet for a moment. "I don't think so."
I sat quietly then asked, "Does it make you excited? It was turning me on."
Traci smiled, "Well, he is a very well built guy. Very handsome. So if he was looking, it would be a compliment."
We drank for a while more all the time looking out over the harbor. Occasionally the waiter would come by and I would squeeze Traci's leg. She would look at me and smile.
At one point, I turned and whispered in Traci's ear. "Why don't we see how interested he really is?"
Traci turned and looked at me with a puzzled look. Then a small smirk came across her face and she shrugged.
"Why don't you go into the bathroom, take off your bra, and unbutton another button?"
Traci's face turned flushed. I don't know if it was the booze, but she reached down and squeezed my cock with her right hand. Pushing herself up she sauntered towards the bathroom.
I waited for a few minutes and then Traci appeared. She stared at me as she walked across patio. I felt my pulse quicken as her tits swayed under her blouse. As she sat next to me, she whispered into my ear.
"How do I look?"
I was speechless. I smiled and kissed her neck. She crossed her legs and leaned her head back against my shoulder. We sat this way for five or ten minutes, until I saw the tall waiter heading in our direction. Getting his attention, I waved him over.
"Would you mind taking some of these glasses away?"
He nodded and leaned over to clear the table. To my surprise, Traci leaned forward a bit and slid a glass closer to him. Glancing up, his eyes focused on Traci's tits. Every time he reached for another glass, he stole another glance.
As he walked away, Traci reached down and rubbed my hardening cock. I put an arm back around her and had her lean into my lap.
"How you feeling babe?"
She rubbed my cock again and said, "Horny."
My heart raced as we sat on alert, trying to identify when our that waiter was going to be in our vicinity. Every time he passed I would whisper into Traci's ear. I'd ask her to lean forward or to spread her legs a bit. Her breathing would quicken, and her hand would cunningly rub my groin.
As the crowd thinned out and the restaurant started to close, we were one of two couple left sitting in the dining area. We were pretty tipsy but it was only a short walk to our room.
As we prepared to leave, the young waiter walked directly towards us. He kneeled down in front of our table and started gathering up the remaining glasses. But instead of concentrating on his work, his eyes were staring directly at Traci.
"Was everything alright tonight?"
We both nodded.
"Are you two alright to get home? We can get you an Uber."
"We're good. We are staying here at the hotel."
Smiling at Traci he said, "That explains why you both look so relaxed."
Traci's face blushed a bit. She just smiled and leaned back into me.
"My name is James. I noticed you two earlier. Are you here for something special?"
"No. Just a getaway,"I replied.
Looking at Traci he said, "Judging by the way you are dressed, I thought perhaps it might be a special occasion."
We both laughed nervously as he continued eyeing Traci.
"Would you two like to get a drink? I know a place not far from here and I'll be done in about 30 minutes."
I spoke first, "I think we are going to head to our room for a night cap."
James smiled and boldly invited himself saying, "That be even better. What is your room number?"
"Hold up. I'm not sure we're up for company. What to do think Traci?"
Traci looked up at James and said, "Maybe one quick drink and we'll call it a night."
The surprise on my face made James smile. Within a moment he was gone. I looked at Traci and asked,"You sure it's all right having him over?"
"You started this. Don't you want to see where this goes?"
"I was thinking a little teasing but yes, let's see what happens."
We walked in to the room and I immediately grabbed a beer from the mini-fridge. Traci walked into the bathroom and closed the door. Walking out on the balcony I sat down and gazed at the view.