Dick's Journeys: Part 4
Vacation Erotica
School was finished and Dick's mom was finally taking him and his sister Jane on a real vacation. They were going to fly and relax at the beach like they should. Even better, Sally was going too! This was going to be amazing!
First, they had to get up super early and take the train to the airport. Dick's mom and the ladies fell asleep almost instantly after having had just a few hours of sleep that night. So the responsibility fell on him again to ensure they wouldn't miss their stop.
Next to Dick was his crush, Sally, lying on her back with her naked feet resting against his leg. He observed her sleeping for a while before cautiously putting his hand on her feet. She didn't react. He moved his hand up and down her long legs, and she was still asleep.
Taking it a step further, Dick lifted Sally's feet and placed them on his lap. With Sally's bare feet on him, he became erect instantly. He pulled down his shorts to free his hard little penis and placed one foot on either side of it. This felt incredible! His erect penis against her bare skin. The slight shaking of the train carriage caused Sally's feet to gently stroke his penis while she slept without a clue.
Moments away from cumming all over Sally's feet, the announcement for their stop forced him to hastily put his shorts back on. He could only pray that Sally didn't wake up too quickly and realize what he did. Fortunately, she behaved perfectly normally.
At the Airport
The baggage drop line was enormous. Why can't they optimize these processes? Amateur hour! They'd been in line for thirty minutes already and were barely halfway there. Jane decided to channel her frustration at her brother, repeatedly pushing him into Sally.
This would be annoying enough, but it also created an erection in public with no place to hide! Dick complained to his mother, but she was too tired to deal with it, and even Sally found it amusing every time he bumped into her.
Next up was the security check. In this tight space, it was impossible to avoid contact. Dick was sandwiched between Sally in front of him and a large-breasted woman behind him, with his head between the stranger's breasts and his hard shaft pressed against Sally's faultless behind.
Everyone kept apologizing to one another, and as Sally's friend whispered, "It's okay, Dick, don't worry about it," while squeezing his hand, he wondered what "it" referred to and if she could feel his embarrassing erection.
The relief of finally reaching the end of the queue was short-lived when Dick realized that he'd have to pass through the body scanner with an erection! Surely, this would be quite visible on the screen and he would be the topic of conversation for the security guards! But there was nothing he could do about it. He reluctantly stepped into the device and braced himself.
As Dick emerged from the scanner, a security guard asked him to come with her. The attractive, tall black woman in her dark blue uniform was gorgeous, but he preferred not to meet her under these circumstances. In the inspection room, she began feeling around for hidden objects on his body.
"Excuse me, shouldn't this be done by a male officer?" Dick inquired.
"Sorry, love. We're short-staffed, so you'll have the pleasure with me," she joked.
She searched his legs and finally reached his crotch, feeling his little boner.
"And what is this then?" she asked.
Not sure what to say, Dick opened his mouth: "A contraband device?"
In one swift movement, she reached into his shorts, wrapping her hand around his little dong.
"Ah, just as I thought," she stated. "A dangerous and illegal weapon."
She laughed and even winked at him.
"As much as I'd love to allow you on the plane at this moment, I'm afraid I can't. No liquids over 100ml, you should know that. Let me remove it from its container," she said.
She began stroking him skillfully. Was this really happening? How did he always end up in these situations? Oh my goodness, that felt fantastic! She took him to the edge, then held him there for a few minutes, probably sensing he was about to cum.
She said, "I'll be right back, love. You're not allowed to leave yet!"
Didn't even dare put his instrument back in his shorts. Then another security guard entered the room, stunned when she saw him.
"What the hell are you doing here? Get out, you pervert, before I have you arrested!" she barked.
He ran back to his family and Sally, who looked at him with curiosity.
"Don't ask" was his answer. Off they went to find their gate.
While Dick's mom and sister argued with Sally, Dick sat across the aisle from them, next to a beautiful woman in her thirties who appeared to be traveling alone. She took some medication and said, "I'm terrified of flying, so I always take sleeping pills. I won't disturb you."
"Okay," Dick replied, with a "sleep well!"
The lady fell asleep as soon as the plane took off. Dick watched a movie and after he ate his dinner, he tried to sleep since the lights in the cabin were dimmed and most of the people around him dozed off. However, he couldn't get comfortable enough in his seat.
As he was about to get up and maybe masturbate to relieve the pressure built up in his groin during the trip, the sleeping lady's hand fell into his lap. Dick wanted to put it back in her lap but then looked around to ensure nobody had seen it, and then covered himself and the lady's hand with his blanket.
"Excuse me?" he asked the lady as he gently tapped her shoulder.
She didn't react since she was in a deep sleep. Feeling the weight of this stranger's hand through the fabric was arousing and made his little dick harden. Dick started moving back and forth in his seat, rubbing his erection against her hand, and when it was clear that the lady was completely unaware of what was happening, he grew bolder and slowly pulled his shorts down and his shirt up.
Her hand was now grasping his hardening little cock. Dick took her fingers and wrapped them around his erection. This lady, unknowingly, was giving him a hand job! What an incredible feeling! He was sitting in such a cramped space with hundreds of other people close by, and this stranger's hand was stroking his dick!
Dick made sure to move slowly, so no one would notice what he was doing and to prolong this situation. Several times, he came close to cumming and stopped for five to ten minutes, giving his cock time to become less hard before continuing to move his cock through the stranger's grasp, approaching the edge again.
When the cutest flight attendant approached him, offering him something, she bent down close to him, whispering to avoid waking up any other passengers, giving him a glimpse of her cleavage - it was too much!
He came, suppressing a moan, and shot his load under the blanket as he looked at the lovely girl who became a little worried about his health.
"Are you okay, sir?" she asked.
"Yes," he panted, "I've never felt better! Could I have some water, please?"
