Chapter 10: Back at School

After a serious naked time, with us all draining our teenaged balls yet again, we dressed, Phil in his suit, and the rest of us in tight shorts, tank-tops, and work boots. Phil went off to deal with our paperwork and we all went off to entertain the neighborhood’s bored housewives and divorcees. Our scheduled jobs took us through the afternoon. Then we came back, cleaned up, (with appropriate amounts of grab-ass!) and started in on the necessary schoolwork for the next day.

Howie was right on track, as was I. Tony had been benefiting from the ‘Reduced Expectations for a Football Player.’ Not that he was dumb, or uninterested in the work, but it was plain to see that the faculty had been taking it easy on him, and it showed in his academics. Unfortunately, I could see that that particular condition would not apply for much longer, football player or not. We made notes of the parts of his curriculum that would need to be ‘tightened up,’ and made a good start on getting him where he needed to be.

The surprise was Jeff. While it was obvious that his study skills were low to nonexistent, once we put our expectations out in clear terms and showed him some effective study skills he caught on beautifully. All of us, including him, had thought that he was dumb. He showed us all that he really wasn’t, he was just untrained. He’d never been “Taught to Learn.” It was plain that with our continued support, he’d be caught up to where he needed to be in as little as a few weeks. He still needed our support, but with that support, he was truly blossoming. Where would that lead him? We couldn’t even guess.

It was still early evening, and it had been a very profitable day, so we hopped on our bikes and made our way over to the local mall again. This time we bought clothes for Jeff and Howie. Howie got some tight shirts, tight pants, and some very cute underwear. He now looked absolutely delicious. He was definitely going to make a splash at school tomorrow.

Jeff got far more. First, we took him over to the barber and got his head looking human again instead of the shaggy mess he had been. Then, we needed to basically re-build his wardrobe from the rags he’d brought with him. Shirts, pants, underwear, socks, shoes, belt and jacket. None of it designer labels, but good quality and it looked good, too. When he came out of the dressing room, we almost didn’t recognize him. He looked downright yummy!

Then we picked up some working “Uniforms.” Bright orange light nylon shorts that concealed very little and tight white tank-top shirts almost guaranteed to turn transparent at the first sign of water or sweat. Hey, you have to know your clientele and give them what they want! Even after all of those expenses, and paying out Tony and Howie, there was still three or four hundred dollars left. I’d offered to pay out to Jeff, pointing out that the folks who had initially taken his money were no longer in a position to do that, but he still wanted me to keep it for him. I wasn’t quite sure why he would want that, but I conceded to his wishes.

We had dinner at the Arches, finalized plans for the next day at school, then Tony and Howie headed home. I took Jeff to my place. We found my mom and sister watching TV in the living room.

Sis looked up and said, “Here are your phone messages. Where’s my money? And who’s your friend?”

I smiled, handed her the agreed-upon payment, (to her great delight, ) and said, “You’ve seen Jeff before. He was here all morning! Speaking of which, um, Mom? We have something of a problem here, and I’d like your help, if possible.”

She gave me a look that as much as said that she’d expected as much. “Yes?” She said.

“We went over to Jeff’s house to pick up his books so that we could have a study session tonight. That worked out really well by the way.” (Always try to start with the good news, when you can!) “I tell you, I’m never going to gripe about cleaning up around here again! I really get the point, now.” (Continue with positive “Lessons Learned.”) “Anyway, Jeff’s mom caught us. Together.” (State the situation in as concise a manner as possible.) “I swear that we both had our clothes fully on. We weren’t doing anything even remotely lewd. Jeff just needed some comforting, and I was providing that.” (Provide a good solid defense but admit guilt where appropriate.) “She kicked him out. He’s going to need a place to stay.” (State the real problem. Again, be concise.) “He’s a good friend, and I feel a certain responsibility. Can he stay here? Please?” (State the request clearly.)

“Hmm,” she said. “You’re sure that she wasn’t just angry, and she’ll reconsider? Lord knows I’ve been tempted to do the same to you a time of two.”

I replied, “If that happens, it won’t be quick. At least weeks, more likely months. She doesn’t seem the type to reverse her decisions easily. Not to mention the conditions he was living under. Did you know that she and her boyfriend stole every penny he ever had? They called it her ‘beer money.’ Not to mention her lack of support for his schooling!” I thought that that last point would clinch it. Raiding your kid’s funds? Declassee, but possibly explainable. Maybe not under the circumstances. But not supporting your kid in school? Unforgivable!

Jeff spoke up. “That’s all true ma’am. The ‘beer money’ is a direct quote, disgraceful as that is. Even the lack of educational support. I’m pretty sure that I learned more in one study session with Norm and the guys than I’d ever learned at home. I even think I’m going to like learning, and nobody is more surprised by that than I am.”

She gave us a considering look. “That’s all well and good,” she said, “but there’s a certain expense to supporting a minor.”

I jumped into that. “We seem to have that covered,” I said. “We’re starting a yard-care business here in the neighborhood. We’ve only been at it a few days, and we’re already making a nice profit!”

She looked at me speculatively, then said, “So, if I were to ask you for, say, sixty dollars a week for room and board...”

I reached into my pocket and peeled six twenty-dollar bills off my roll. It was just under half of what was left in my roll, but the majority of the expenses had been paid. “Two weeks, in advance,” I said proudly.

She looked at the money in my hand, but didn’t take it. “All that from yard work?” she asked.

“That, and more,” I said. “I’d also like your permission to put another phone line into the house for the business. That way I won’t tie up the family line for business purposes.”

Mom thought for a minute, then waved the cash I was holding out away. She said, “From all the calls your sister fielded tonight, I’d say that isn’t a bad idea. We’ll get that set up with the Phone Company tomorrow.”

Sis piped up. “Do you still want me to take your messages?”

I thought about it, but not too long. “Sure. On the weekends and on the limited weekdays when we’re out on a job. That would be really helpful. For during the day, I think I’m going to need to get one of those new phone messaging machines.”

Sis brightened. “Ten bucks a day for that? Cool!”

“Um, No.” I replied. “From the way I can see you thinking, that would be seventy a week. That’s more than I just offered for Jeffs room and board. I don’t pay the guys that much, and they work really hard. But you are offering me a valuable service, so how’s twenty a week sound?”

Sis got a shifty look in her eyes. “Fifty would sound better.”

I shook my head. “Nope, sorry, but I just can’t go that high.”

“Forty?” she tried again.

“Tell you what. I can go thirty a week. For that you answer the business line any time you’re here, and when you get home from school, you transcribe all the messages on the machine.”

“Done!” She squealed. She thought she’d gotten around me, but I knew that she’d pull something like that, so I’d low-balled her initial offer and let her negotiate to a fair offer. It’s all in knowing who you’re dealing with.

“Sis, understand that this is a serious job. You will probably be the first voice our customers hear, and we need you to be professional. Always answer the phone with the business name and ‘How can we help you?’ Never ‘hey,’ ‘yeah,’ or ‘whadda ya want’ the way you might for your friends.”

“Okay,” she said. Then she looked thoughtful. “What is the business name, anyway?”

“Master’s Services.” I replied, with some chagrin. That caught Mom’s attention, and she gave me a sharp look. “Not my idea!” I said, pointing to Jeff. He just grinned. “I wanted something else, maybe just about anything else, but I got outvoted.” Mom and Sis both smirked at that.

Mom looked thoughtful for a bit, and finally said, “I suppose he can stay for a while. We’ll see what develops. At least he’ll be safe here.”

“Thank you,” I said. “We’ll try not to be too disruptive.”

She smirked and replied, “Don’t make promises you can’t keep.”

“It’s not a promise. Just a goal,” I shot back.

Jeff and I said courteous good nights to the ladies, and then made our way to my, or I suppose I should say our, room. We stripped down and got into our bed, and we necked for a little while. He was getting really good at kissing and seemed to enjoy it more as time went on.

He kissed his way down my chest, then took my hardening cock into his mouth. When I was fully hard, and as wet as he could get me with spit, he came back up and sat on my dick. I went into his asshole with minimal pressure, and he didn’t grimace at all as he was penetrated. His ass felt soft and wonderful as he bounced atop me, and I pulled him down for more kissing. We lay there moving together quietly for a while. Eventually I felt his bowel tighten and flutter as he spent his seed, spreading milky white streaks across my belly and chest. It felt phenomenal and would ordinarily be enough to set off my orgasm, but not this time. I rolled us over and pulled up his legs so my elbows supported the backs of his knees, then proceeded to fuck him with long strokes. He kept up his quiet moans and after some time he came again, spraying more milky white, thinner this time, across his own belly. This time the twitching of his channel did set me off and I loaded his ass with my semen.