This was not his style. He was always kind and welcoming to all employees of the pharmacy he managed. The incident from days before was taking a severe toll on William. He went through a lifetime of being ignored by the opposite sex. He never had a single chance with a girl. Until the one female in his life that he truly cared for and longed to be with witnessed him cum himself in a moment of pure embarrassment and humiliation. He couldn’t even hold it together for longer than a few minutes.
Despite the situation, Amanda didn’t stop being the sweetheart that she is. She felt awful for William and wanted to make sure he wasn’t too down on himself. She was well aware of the anxieties that plagued William most of his life. She knew how he must have felt after the incident but wanted to ensure he didn’t feel like he messed up in any way.
She frequently texted and called, trying to make things normal between them. After a couple weeks, she finally convinced him to let her come over and see him.
“Hey goofball,” she said. It wasn’t uncommon for them to greet each other with silly names.
“Hey,” William said quietly as he opened the door and retreated to the couch. He didn’t even hug her.
Amanda sat down and waited for William to say something, but he stayed quiet, staring at the tv. She finally stood up, took the remote and shut it off.
“William. Come on,” she said.
“What?”
“Can we please stop with the whole attitude thing? I’ve been nothing but nice to you. I know why you’re doing this.”
William finally looked at her. “Doing what?”
Amanda rolled her eyes. “You’ve been a cloud of darkness the past couple weeks. One word texts. No call backs. Moping around.”
William didn’t protest. She was right.
“So you had a little accident,” she continued. “Big deal dude. Do you know how many times I’ve seen guys blow their nut too early?”
Her vulgar words cut through the tension like a sharp knife. William blushed. It was the first time they spoke about what happened.
“I didn’t mean that,” Amanda admitted. “I’m sorry,” she said softly. “Can we just forget about it? I had a lot of fun the other day with our little experiment.”
William nodded. He too had fun, but was too embarrassed to admit it yet.
“I brought you something,” Amanda said as she rummaged through her bag. She produced a small gift bag and brought it over to William. She sat down next to him as he took it from her.
“What’s this?” he asked.
“Open it!”
He dug into the bag, removing the carefully positioned wrap. He peered inside. “Boxer briefs?”
Amanda giggled. “I realized we neglected to include underwear in our makeover as soon as I saw your worn down tighty whities!”
William cracked up laughing. “Hey, those get the job done ya know.”
“Apparently not though!” Amanda joked. “These ones are extra roomy,” she whispered with a wink.
William suddenly felt awful. Here was this sweet beautiful girl he truly called a friend. She was being so kind yet he continued to be a complete asshole.
He abruptly hugged her and held her tight. “I’m sorry,” he said as they embraced. He let her go and faced her. “I’m acting like an idiot.”
“It’s ok.”
“No one’s ever seen me down there,” he said. “I think I was just really overcome with the moment.”
Amanda smiled and held his hand. “I told you I don’t care. I understand.”
“So… you’re not creeped out by me?” he asked.
Amanda laughed. “Oh please, William. Quite the opposite actually.”
“Really?”
She nodded. “I actually thought it was kind of impressive. Like… you didn’t even touch yourself. And there was so much shooting out. How was that even possible?”
William blushed again. “I don’t know honestly. It’s always like that. It can get pretty annoying if I’m being honest.”
“You’re just full of surprises huh?”
William smiled. “Just a few.”
“So I have to know,” Amanda started. “Did you send the pics?”
“Umm… I did,” he said. “I sent a couple to one girl.”
Amanda’s eyes lit up. “And?!” She asked excitedly.
William unlocked his phone and handed it to Amanda. She quickly read what was on the screen. “William!” she shouted. “This girl is really into you!”
He shrugged off the compliment. “Or she’s into my thing.”
“Still! This is racy!”
Amanda’s eyes scanned the message thread. “I want it inside me,” she said as she began to read aloud some excerpts. “How much do you cum? I wanna eat it,” she laughed as she read. “This is racy!”
William smiled. “Go to the end.”
Amanda urgently read the message before handing the phone back. “Well? Are you gonna do it?”
“No! Of course not! Plus, how would I even… I would totally mess it up.”
Amanda was skeptical. “How hard could it be? One hand holds the phone the other hand… well… does the work.”
They laughed. William shook his head. “I’d find a way to mess it up. Or ruin my phone or something.”
“She seems like she really wants to see you shoot,” Amanda reminded him. “Like, really really wants to see it.”
“Well, that’s just great but I signed up for this to find a girlfriend. Not send a masturbation video to some stranger who’s probably a guy anyways.”
“Oh knock it off. First of all, that’s no guy. You can tell. Second, you’ll find a connection eventually. But this is the fun part of online dating. I think you should do it. I think she’d be impressed!”
“You think so?” William considered the idea. “I don’t know. I still feel like I’d screw it up.”
Amanda thought of something. “You know… I helped you with the photos. I could also help with the video if you want.”
William’s heart skipped a beat. “Like, you’d be the one to video it?”
“Mm hmm,” she nodded excitedly. “Why not?”
William couldn’t contain his excitement. Of course he wanted her to tape him cumming. But his anxiety tried to overshadow his instincts to go for it. Amanda patiently waited while watching his facial expression. “William?” she asked.
“Umm sure yeah why not,” he said with a tremble in his voice. “Here?”
Amanda looked around. “I think we should go to your room. On account of your…ermm… abilities?”
They both laughed as Amanda led William into his bedroom. It would be the first time any girl had been in there with him.
“Does anyone live here?” she joked as she looked around his small yet impeccably clean bedroom.
“You know I’m a neat freak,” said William as he awkwardly stood by his bedside waiting for instructions from Amanda.
“This is more than neat. This looks like the model apartment they use to sell units. William, you don’t even have a nightstand!” They each laughed as they examined William’s comically empty bedroom. There was a bed, a desk and chair, and a TV.
Amanda turned to see William standing shyly with his hands by his side. She looked him up and down. “I think you should probably go in the buff for this one, right?”
“Oh, umm, ok. You really think so?” William was visibly nervous.
She nodded. “If you want the maximum effect. Don’t worry I won’t get your face in it. Like you said, it might be some creepy guy.”
William’s eyes grew wide. “Relax!” Amanda said. “I’m joking. Now, come on!”
“Ok. Sure, yup. No problem. Ok here goes,” he said as he took off his t-shirt first. His physique was considerably skinny and lacked any real muscle definition. He hated taking his shirt off and here he went about to take a whole lot more off.
Amanda didn’t criticize him. She remained expressionless and professional, committed to her task. William felt a bit more at ease now as he proceeded to unbuckle his jeans and lower them to the ground.
“You and those undies,” Amanda joked. William looked down to see his tight white briefs, struggling to contain his hefty appendage.
He then took a deep breath and looked up. “Ready?”
She smiled widely and nodded.
He peeled his underwear off and closed his eyes. For some reason, he anticipated hearing her laugh at him. But the laughing never came. Instead, he opened his eyes to see Amanda staring hopelessly at his hanging cock and balls. “Wow,” she said. “Just wow.”
“What?” William asked.
Amanda rolled her eyes. “You know what, dum-dum. Your penis is so beautiful. I’m jealous.”
“Oh you’re jealous?” he laughed.
“I am!” she said, smiling. “It’s super nice.”
William continued removing his underwear and placed his hands behind his back. They each stared at his anatomy in silence.
“Ok, so… do I need to get an erection now?”
Amanda was the one to awkwardly laugh this time. “Yes, William. Yes I believe you need to have an erection for this.”
Before William made his next move, he paused and looked up. “Are you gonna just watch?”
“I kind of have to, don’t I?”
She was right. William hated himself for being so tentative and wished he could simply jerk off in front of the gorgeous young woman he loved so much. “Ok. Let me just… ok… here we go.”
William began playing with his cock with one hand. He had never masturbated in front of anyone of course. It was a private and intimate activity he often felt bad about even doing it so much. To make matters worse, the person he often thought about while doing so was now right in front of him. His heart beat so strongly he felt like he was having a heart attack.
Despite being as nervous as he was, he was hard as a rock in record time. His cock stretched and bulged to over nine inches as his hand now raced up and down the thick shaft.
Amanda was hypnotized as she watched him. She smiled widely while admiring the sheer mass of his cock. Seeing such a powerful and masculine part of William was both surprising and sexy all at the same time. She noticed his eyes were closed as he concentrated, allowing her to stare unabated at his cock. He stroked rapidly with one hand while his other clutched the side of his thigh. She noticed he spread his legs shoulder length apart.
“Let me know when you’re getting close,” she finally said, breaking their minutes-long silence.
“Ok,” William responded, opening his eyes for the first time. He immediately saw Amanda staring at him without the phone even ready. She looked like she was under a spell.