All characters are over the age of 18
Robert was a shy 18 year old boy who had an overprotective mother, Alice. She had tried to do things for him so that if he failed he wouldn't feel the pain. She rarely let him do anything alone. She always wanted to, and had always, been involved in anything he was doing.
His father, Bryan, knew this and had been aware of his wife's over parenting of their son for years and years.
The summer after Robert graduated from high school his father decided his son needed a break from his coddling mother.
Bryan and Alice had a close friend, Barbara, from their college days. The three had stayed close. Before Barbara's husband had died the foursome went on vacations and spent many holidays together. Even now the three old college chums stayed in close contact.
Bryan came up with the idea to send Robert to spend the summer with his (Aunt) Barbara, mainly to get him away from his overpowering mother. He was fairly sure that Alice couldn't protest too much since Barbara was such a good friend. Besides Barbara had a daughter only a couple of years older than Robert, to help keep him company.
After confirming with their friend, Barb, and hours of convincing Alice that it would be good for Robert, it was finally settled, he would spend the summer away.
Barbara had moved to Miami Beach after her husband had died. She wanted to get away and try to start a new life. She loved the Miami Beach laidback lifestyle, relaxed and so casual. Her 24 year old daughter, Crystal, still lived at home with her mother. They both enjoyed the companionship.
Barbara met Roberts plain at the airport. After the customary hugs and greetings they were off to pick up his luggage. Robert noticed how casual Barbara was dressed. She wore shorts, a tank top and sandals. He thought this inappropriate for such a populated bustling place.
Just as Robert was thinking about how casual she was dressed, Barb's thoughts were the opposite about him. She noted he was dressed in a suit and tie. It was a summer weight suit but still a suit to travel to a hot climate such as south Florida.
Their individual critiques done, they headed for Barb's car. Yes it was a bright red Cadillac convertible. By the time they arrived at her home poor Robert was sweating like crazy. It appeared his nice white shirt was soaked in sweat.
"Oh dear," Robert you must be burning up in all those heavy clothes. Let's get you up to your room, unpacked and into some more appropriate clothes.
Robert obediently followed her up the stairs and down the hall to a room at the end. She started helping him unpack and put his things away. All the clothing she saw were dark and heavy weight. "Don't you have any light and airy clothes, Robert," she asked.
"These are all my mom packed, I guess, but that's ok, I'll be ok," Robert responded.
"Nonsense, first thing tomorrow we'll go shopping and get you some more suitable Florida clothes," she replied.
"Now change into your swim trunks and we will take a cool dip in the pool before dinner," Barbara said.
"I guess mother forgot to pack my swim trunks, I don't see them anywhere," Robert said.
"Oh no and it's so hot out and you're soaked in sweat." Barbara said. "But wait I think there are some extra pairs of men's swim trunks in the pool supply shed. Yes I remember now, we got some extras for guests that drop by but didn't bring their swimwear. Just undress and wrap a towel around you and I'll show you where they are."
Robert was not comfortable with walking around in just a towel but knowing the pool was just down stairs and out the back door, he thought it ok. He finished unpacking the last few items in his suitcase, stripped off and grabbed a towel. He heard Barbara voice and at the same time saw his door start to open. Addled, he dropped the towel and watched it hit the floor in front of him. Before bending down to pick it up and cover himself he saw Barbara standing at the door looking at him.
"Oh Robert, I'm so sorry I thought you'd be ready by now," she uttered. "Why don't you get that towel wrapped around you and we'll head down to the pool."
Robert didn't know how much of his body she had seen but was still totally embarrassed that anyone had seen him in that state of undress.
Robert had no reason to be embarrassed about his body. He was a strapping boy with jet black hair, upstairs and down. He wasn't a muscle man but had a firm build. His penis was above average in length and especially in girth. He had a very thick circumcised penis. His hairless balls hung low under his thickness.
They arrived at the pool to find it empty. Barbara implied she assumed her daughter, Crystal should have been home by now but that something had probably come up to detain her.
She showed Robert the pool supply room, a small shed just off the deck of the pool, and told him to check inside for the extra trunks. Robert found two pairs of trunks in the small room. A pair of tiny speedos and a large pair of board shorts. He most certainly wasn't going to wear the speedos so he slipped the board shorts on. They were huge on him. He pulled the drawstring as tight as he could but they still hung loose around his waist.
"How's it going in there Robert." he heard Barbara call out. "Is everything ok?"
Robert answered back, "The trunks are too large on me."
"All of them all too large for you?" She asked again.
Well the board shorts are, definitely!" He stated.
"How about the others, how do they fit?"
"The only other pair are speedos and I'm not comfortable wearing those tiny things," Robert answered.
"Well it's only for today, first thing tomorrow we will get you some proper swimwear. And besides it only 'family' here dear," she said.
Robert again pulled the drawstring as tight as he could and he thought it was good enough for just a quick dip in the pool. He emerged from the shed holding his towel in one hand and holding on to the waistband of his trunks with the other.
"Yes, now that's better you look much more comfortable and cooler. Now let's hit the refreshing water." Barbara suggested.
They both got into the cool water. Barbara dove in but Robert chose to walk in fearing a dive might end up with him losing his swimwear. He had to admit the cool water felt amazing. Just before the two decided to get out of the pool Crystal, Barbs daughter, appeared at the pool.
"Hi Robert. Sorry I wasn't here to greet you when you arrived but I had previous plans I couldn't reschedule. It's nice to see you again. It's been a few years," Crystal said.
"It's nice to see you again Crystal. I hope you've been doing well," Robert replied.
As Robert started up the steps out of the pool Crystal extended her hand out to him. Robert took hold of it thinking she would steady him as he climbed the steps out. But instead Crystal gave him a big jerk causing him to let go of his oversized trunks to try and stabilize himself to keep from falling. He didn't fall but his ill fitting trunks slid down his body stopping at the base of his meaty penis. Every bit of his thick black pubic hair was on display.
Shocked and embarrassed Robert regained his balance and quickly pulled his trunks back up to his waist. Nobody said a word even as Robert turned bright red from embarrassment.
