He emailed me back and said that he was interested in working on the project. It was a little beyond his experience, but he was certain he could learn what he had to and complete the project on time. His name is Chris, a 19-year old college student, home for the summer. I had gotten his name from a local college placement office. I had emailed Chris, along with a dozen or so others from the placement office's web site. Chris and one other guy were the only two respond and the other guy already said he couldn't handle the project, which I respected. So, I emailed Chris back and told him he had the job if he still wanted it, but that he had to assure me he could handle it and could finish it on time. The job entailed modifying software for one of my best clients and had to be completed in two weeks! I gave him all the details of the job and told him how much I would pay him. He responded that he definitely wanted the job and assured me that there would be no problem completing the project on time.
We agreed to meet at a local diner for lunch the next day (Friday). I told him I'd wear my company shirt and gave him a brief description of what I looked like. Unfortunately, we hung up before I thought to ask what he looked like and when I called back the line was busy (probably online, I figured). So, he'd have to find me, which actually wasn't so bad - it would show me how motivated he was! From our brief phone conversation, he sounded like a typical computer geek, so I pictured him a thin, lanky kid with long hair and glasses and a pocket protector in his shirt pocket! Imagine my (pleasant) surprise when a 5'11", dirty-blond haired, brown-eyed stud came over to me and said, "I'm Chris, are you Eric?" I was nearly speechless... he was dressed in tan khakis, a white, button-down shirt with the top button open, weighed about 160 lbs from my estimate, and obviously worked out as the outline of his pecs and biceps could be seen through his shirt! The khakis were the typical baggy-style that kids wear today, but he didn't wear them halfway down his ass like most kids. His shirt was neatly tucked in. He had a big smile on his face and the most incredibly intense eyes I have ever seen! After I regained my composure, I said, "yeah, I'm Eric, let's sit down and go over things." I walked behind him as we walked to the table, and couldn't help imagine what he was wearing under the khakis - probably baggy boxers like most college kids! I'm a white brief guy and think boxers are a real turn-off, but it seems like that's the style for now. Anyway, what did it matter what kind of underwear he had on? I was never going to get to see it anyway (or so I thought).
Anyway, we sat down, and over lunch, I described the project in more detail. We chatted about his school work (he was a computer science major) and his summer job at a local department store. I gave him a copy of the existing software and a printout. We agreed on a price of $ 300 for the project, so I also gave him a $ 100 "good-faith" deposit. The agreement was that he would work on the software on his own PC and would give me updates every other day or so. As the deadline was only two weeks away, we agreed that if he got stuck, he would call me as soon as possible for assistance. I again stressed the urgency of the deadline and asked if he was sure he could handle it. "Don't worry," Chris said with earnestness in his eyes, "I won't let you down!" Now I'm not sure why I said what I said next, but, with a grin on my face, I said, "I know you won't because I'll have to spank that little college ass of yours if you do!" Chris half smiled and half blushed and said "I haven't been spanked in a long time and don't plan on letting it happen this time." "Interesting choice of words," I thought to myself! We shook hands, I paid the check and we agreed to chat the following Tuesday to see how things were progressing.
Tuesday came and passed and I hadn't heard from Chris. I emailed him and told him to call me the next day. I got an email back that said that things were progressing well and he would call me on Thursday, as he would be away tomorrow. I started getting a little nervous, but figured, hey, it's summer, he's entitled to a day at the beach. Two more days passed, but I didn't hear from Chris. I called his home and left a message on his answering machine. Almost a week had passed and now I was getting concerned; if this project wasn't finished on time I would be in real hot water with my client!
Chris finally called me back on Friday and said that he was almost finished and that I could come to his house to pick up the disk on Monday. "I thought you work during the day," I asked? "I took Monday off so I could finish up," he replied. I told him that I didn't want him losing a day's pay, but he said that he was allowed to take 2 days off as vacation. I told him he could just email it to me and I would send a check to him, but he said that he felt more comfortable delivering it in person and in case there were any last minute changes, he could work on them while I waited. Since the deadline was so close, I figured this was a good idea. We agreed that I would come to his house at 10:00 Monday morning. I cleared my afternoon schedule I case I had to wait for him to finish up any last minute details. I was still puzzled why he wanted me to come to his house to pick up the software, and all sorts of scenarios went through my head, but I quickly dismissed them and went about my business.
Monday arrived and I was anxious to get an early start. I figured I'd pick up the software from Chris and if all went well, see a client on the way back and maybe hit the beach by early afternoon. I did a light workout before breakfast, then showered and went to my room to get dressed. I had on just a pair of white Hanes briefs when the phone rang. It was Chris, asking if I could come about an hour later; he said he just woke up and needed some extra time to put the "finishing touches" on the software. I told him that was fine, but asked if everything was ok. He replied that everything was fine, he just needed a little extra time to clean things up. I have to say now I was getting a little concerned that something was amiss, but I put it aside and figured I was just being paranoid. I also noticed that talking to him on the phone while in just my briefs caused my _c_o_c_k_ to bulge. My mind drifted and I started wondering what he was wearing on the other end...
I finished getting dressed (casual, since I was going to take the rest of the afternoon off) - Levi jeans and a white golf shirt, un-tucked. I did some paperwork for the next hour and then got in my car for the 40-minute drive to Chris' house. Traffic was unusually light and I made it to Chris' house in less than 30 minutes. I parked on the street and walked up to the house and rang the bell. I waited about a minute and rang the bell again. Just as I was about to ring the bell again, the door opened and there was Chris on the other side, hair disheveled, looking like he had just woken up, wearing just an oversized T-shirt and boxers! I couldn't believe he came to the door in his underwear! He looked at me inquisitively and then, as if he just remembered, said, "oh _s_h_i_t_, is it that time already? I must have fallen asleep!" I couldn't help but notice that he had a morning erection and his _c_o_c_k_ was bulging in his boxers! As I said earlier, boxers are normally a turn off for me, but something about this sight caused my own _c_o_c_k_ to stir in my briefs.
I couldn't help but keep glancing at the bulge in Chris' boxers. I think he caught me staring once, but he didn't let on. He led me into the house and said, "give me a moment and let me throw some pants on." Jokingly, I quipped, "don't go to any trouble on my account!" To my utter amazement, he replied, "cool, I hate wearing pants around the house; let's go up to my room so I can show you what I've done so far!" This blew my mind...I know college kids (I was one myself once) tend to be uninhibited, but here I'm a virtual stranger and this kid is just going to hangout (and I do mean literally as you'll find out later!) in his underwear. "Do you normally hangout in your underwear with strangers around," I asked? "No, this is the first time," he replied, "you just seemed cool and I didn't think you'd mind!" "Thanks for the compliment," I said, "no, it doesn't bother me if it doesn't bother you!" Still, I was a little concerned, because the last sentence about "wanting to put the finishing touches on" clued me in that he wasn't exactly finished with the software.
We walked up the stairs to his room, my _c_o_c_k_ bulging against the fly of my briefs from the thought of this kid just lounging in his underwear and I couldn't help but wonder what was up his sleeve, so to speak...it just seemed so strange. Well, I was soon to find out! For a college kid's room (considering this was his parents house and he was no longer home full time), Chris had quite a layout. The room was huge, like a master bedroom. He had one corner of all computer stuff - desk, bookcases, hutch, pc, laser printer...the works! The other end had a full size bed, dressers, etc. Then, on two opposite walls there was a couch and a huge entertainment center with a 50" TV, stereo system, DVD player...incredible! I figured that this kid must have rich parents or he does lots of work on the side!
He booted up his pc, told me to sit on the couch and said he'd be right back - he had to take a leak! I heard his pc go through the boot-up sequence and then the toilet flush. Chris came out of the bathroom and before he could say anything, my eyes went right to his crotch - his _c_o_c_k_ was peeking out the fly of the boxers! This time he definitely caught me looking, but didn't blush or seem flustered; he just said, "_s_h_i_t_, _d_a_m_n_ thing always does that!" and stuffed it back in his boxers! Now my own _c_o_c_k_ was straining urgently against my briefs and you could see a bulge in my khakis. I though I saw him glance at my crotch, but true to form so far, he didn't let on. Something was definitely up; for some reason, Chris was intentionally letting me see him in his underwear and I believe that he wanted me to see his _c_o_c_k_! Whatever his motivation, he got my interest, because now all I could think of was seeing more of what looked like a gorgeous _c_o_c_k_ and whatever else was under those boxers! But, I was there on business and besides I figured I was probably reading into things.
Chris sat down at his computer and said, "grab a magazine and a beer or soda from the fridge (he had a mini refrigerator in his room!) while I finish up the program." Anxiously, I asked, "how much more do you have to do?" "Not much," he said, "just a few things." So, I grabbed a bottled-water from the fridge and opened a copy of one of the computer magazines on his table. After 15 minutes, I asked how much longer and he said not much. After another 15 minutes I was becoming concerned but he reassured me it wouldn't be much longer. Chris asked if I would bring him a soda from the fridge, which I did. He popped the can and took a sip, then yelled, "oh _f_u_c_k_." "What's wrong," I asked? "Nothing, I just spilled it all over my shirt and keyboard." He quickly got up to grab some paper towels to clean up the mess from the keyboard so it wouldn't become sticky. He then took his shirt off and threw it in a clothes pile on the other side of the room. Now, I was totally in awe! Here, standing in front of me is an almost naked guy who I just met last week, writing software for me! I couldn't help but stare at his smooth chest with well-defined pecs and bulging biceps. I wanted to ask about the software, but all I could think about was the specimen standing in front of me! As he was about to sit down again, I joked "Chris, you better not spill anymore soda on yourself - you don't have much left on to take off!" He laughed and said "I guess you'd get a real show for your money then!" "Don't I wish," I thought to myself! He sat back down in his chair and went back to work.
After almost another 1/2 hour had passed, I was getting a bit annoyed...why did Chris have me come by so early if he clearly wasn't finished? Finally, I said, "Chris, it's clear you have a lot more to do than you told me. What's the deal here?" "Truthfully," he asked? "Now is not a good time to start lying to me, Chris," I replied. He turned to face me, and after a brief hesitation, that seemed like an eternity, he said, "Actually, I didn't start working on it until last night; that's why I called to have you come later and why I answered the door in the condition I was in! I've been up all night!" I was almost speechless! "WHAT???," I practically screamed, "you're kidding me, right?"
I sat there in total disbelief. My deadline with the client was less than a week away, I had put all my eggs, so to speak, in one basket, and now I was essentially screwed! "You've had the specs and software for a week now - why did you wait so long to start," I asked, with frustration evident in my voice? My anger seemed to surprise Chris and for the first time he seemed a bit nervous. "Well....um...you see... I never used this language before and had to learn it first," he finally managed to say! "But Chris," I said, "you assured me you knew what you were doing - you said you wouldn't let me down!" "Why didn't you tell me," I asked? "I'm sorry," Chris said, "I guess I wanted the job and figured I could learn in time!"
I was really steamed, but through my anger, I couldn't help but continue to stare at Chris' sculpted body, now standing before me in just his boxers. I told him that I was really disappointed and now I would have to find someone else and probably pay a premium to boot. "I guess I'll have to call the placement office and ask them to find me another person," I said. "Please don't do that," Chris pleaded, "if you call them, then they'll ask why, and once you tell them, they'll take me off the list!" "I don't see that I have much choice, Chris," I said, "you should have thought of that before!" "Maybe we can work something out," he replied. "I don't see how, Chris," I said, "I only have a week left." "You let me down, Chris," I said, "remember what I joked about at our lunch last week?" Chris feigned ignorance, but I knew he remembered. "If you weren't so big, I'd put you over my knee and spank your ass good," I told him! Just saying it made my _c_o_c_k_ swell even more, but even more surprisingly, I noticed Chris' boxers begin to tent!
"I guess I would deserve it," Chris said sheepishly, "if I let you do that, would you promise not to tell the placement office on me?" I thought about it for a moment, and then said, "well, it wouldn't help my situation any, but I guess it would teach you a lesson; but, if I do, it's going to be a real spanking - not just a few love taps!" Chris agreed and then asked, "how do you want to do this?" "Well, Chris," I said, "you acted like a little boy in this matter, so I think you need to be treated like a little boy. I want you to take your boxers off and lay across my knee" For the first time all day, Chris really seemed scared. "Not bare-assed," he said, "I've never been spanked that way! Can't you just do it in my boxers?" "No, Chris," I said, "I want you to be embarrassed and you've been parading around in those boxers all morning in front of me, obviously without any shame at all!" "I don't want to get spanked bare," he protested, but not all that convincingly. "I guess I have no other choice than to call the placement office and tell them everything," I replied. "Isn't there any other way," he asked? I thought about it and realized that it would be a real turn on to spank him in tight white briefs! I told him that he could either take the spanking bare-assed, or put on a pair of white briefs. "But I don't own any briefs," he said, his head hanging down, "I only have boxers." "Then I guess it's bare-assed," I replied, "take the boxers off!" Chris started to drop his boxers, then, a smile came to his face as if the idea of the century struck him. "How about if I wear your briefs for the spanking," he asked?
I couldn't believe what I just heard, for several reasons. First, the thought of Chris wearing my briefs and me spanking him in them practically caused me to cream my briefs on the spot! My _c_o_c_k_ heard the comment even before my ears did! Second, how did the little imp know I was wearing briefs? I wanted to spank him in my briefs so badly I could taste it, but, I had to make him beg for it and not let on how excited I was by the idea! "WHAT," I asked, feigning shock?! Chris didn't seem to expect this response and said, "I just figured since you want me to wear briefs and I don't have any, that I could just borrow yours." "That's a little weird, don't you think," I asked? "And besides, what makes you think I have briefs on"? "I just assumed someone your age would be wearing white briefs," he said!
Ouch, that stung a bit! I pretended to be offended and said, "what's that supposed to mean?" With a big grin on his face, he replied, "well, you seem about my dad's age, and all old people wear tightie-whities!" I knew he said that as a fun dig, so I responded, "yeah, and all snot-nosed college brats wear boxers." He laughed, and said he hadn't worn briefs since he was 8 years old. "I was just kidding about the old comment," he said, "you're pretty a pretty cool guy and don't seem all that old (I'm 39, but people always think I'm early 30's)" "Actually," he confessed, "I knew you had white briefs on because when you bent down to get me the soda I saw the waistband of your hanes sticking above your jeans!" My _c_o_c_k_ stirred again at the thought of him checking me out. "So," I said with a grin on my face, "are you usually in the habit of checking out other guys' underwear?" Like a kid caught with his hand in the cookie jar, he stammered, "well, um, I uh, couldn't help but notice when I turned around." I told him it was no big deal and let him off the hook, but I did manage to say, "but as for that age crack you made...I think you earned yourself a few extra swats on your ass for that one!"
We traded a few more jokes and wise cracks, and finally I said, "Chris, you seem like a good kid and I know you didn't intend to screw me...why don't we just forget about the spanking?" "Thanks," he said, "but I screwed up big time and I deserve it" "Are you sure," I asked? "Yeah, I'm sure," he said, " but I really don't want it bare-assed, so can I wear your briefs for the spanking?" I feigned deep thought and then finally said that it would be ok. I headed off to the bathroom to take them off, when he said, "let me give you a pair of boxers to wear - it will be weird to lay over your naked lap." I laughed and said, "that would be weird, but I was planning to put my jeans back on!" "Let me give you a pair of boxers to wear;" he replied, " jeans can be rough on bare skin." Now, as I said, I hated boxers, but the thought of putting on a pair of Chris' boxers had me hard as nails. "Ok," I said, and followed him to his drawer. He opened his drawer and said, "_s_h_i_t_, they're all in the wash." I told him that I'd just put the jeans back on - it was only going to be for 15 minutes or so. His face seemed to drop at the thought of 15 minutes of spanking, but he quickly recovered and said, "you can just wear mine!"
Before I could say anything, he slid his boxers down his legs, took them off and handed them to me! I tried not to stare, but standing in front of me was this 19-year old kid, fully naked! His _c_o_c_k_ was semi-hard and covered with a small patch of dirty-blond hair. His balls were plump and smooth - almost as if he shaved them. I was dying to see his butt, but he was facing me at the moment. I took the boxers and headed for the bathroom when Chris said, "why don't you just change out here - we're both guys?" I was stunned by his forwardness. Normally I wouldn't have minded, but it seemed a bit weird to be changing in front of a kid who was doing work for me, but more importantly, I had a full 7" boner in my briefs that I didn't want him to see right now. "That's true," I said, "but I have to take a leak anyway." Actually, I did, so I didn't really lie. I went into the bathroom, waited for my hard-on to subside, took a leak and changed into Chris' boxers. When I came out of the bathroom, he was standing in front of his pc, back to me, exposing the most beautiful ass I had ever seen! It was a perfect bubble-butt, smooth as a baby's ass! Clearly he wanted me to get a view of what I was about to spank! He turned around, took the briefs and put them on! The sight of him in my briefs was driving me crazy; I could have creamed in his boxers on the spot! I told him he looked good in briefs and should consider wearing them more often. He blushed a bit and simply said, "thanks."
"Ok, Chris," I said, "are you sure you want to do this"? "I'm sure," he said. So, I sat down on the edge of the couch and told him to lay across my lap. I positioned Chris on my lap and adjusted my self so I had good access to his brief-covered butt. I put one hand on the small of his back and rested the other hand on his ass. I rubbed his ass lightly then lifted my hand and came down with a SMACK! Chris didn't say anything..I came down again on his ass..SPANK...SPANK...SPANK! Chris squirmed a little, but still said nothing. I gave him 10 more in rapid succession, firmly, but not too hard - I didn't want to hurt him! Chris winced a bit after the last 2 and I was about to say, "ok, just a few more" when Chris said, "Eric, I messed up bad so spank my ass good and hard. I can take it!" "Are you sure," I asked, "I don't want to hurt you?" "Yeah, go for it man...if the tables were reversed, I'd beat your ass good!"
With that said, I laid into Chris' ass with all the strength I had. SPANK, SPANK, SMACK, SMACK, SPANK! I was alternating from cheek to cheek and I could tell these were starting to have an effect on Chris, as he started to squirm more and more. But, true to his word, he was taking it like a man. I increased the pace and intensity - SPANK, SPANK, SPANK, SPANK, CRACK!! Now I could hear Chris whimper a bit and he was squirming like crazy on my lap. "How much more," he asked, "my ass is on fire?" I was dying to see what his ass looked like, but I didn't want to scare him by pulling down his briefs and risk ending the session. I told him that I wasn't finished yet. I pulled on the waistband of his (or should I say my) underwear a bit to tighten the briefs across his ass. SPANK, SPANK, SPANK... I gave him 20 more quick and VERY HARD blows to his ass! "Oh _f_u_c_k_, Eric, that hurts man - please, I've had enough!" "You asked for this," I replied, "you have to be taught a lesson!" He tried to get up, but I grabbed the back of his neck and forced his head down. "Chris," I said, we can stop now, but if we do then I'm going to call the placement office, because I don't think you've learned your lesson yet!" "Ok, he said, but can I rest a bit?" I agreed to let him get up for a moment to calm down. He stood up and my eyes nearly bugged out - Chris had a full erection in my briefs; he seemed to be enjoying the spanking! I pretended not to notice and let him go to the bathroom to cool down. I heard the water run, so no doubt he was trying to cool his buns down.
Chris came back out and re-positioned himself over my lap and said "ok, I guess I'm ready, but go easy on me!" I ignored the comment and just laid into his ass...SMACK, SMACK, SMACK - about 30 spanks in rapid succession! Chris was squirming and I could see a tear running down one of his eyes. I knew I was approaching the limits of his endurance and that he was determined not to break down. But, at the same time, in a strange way, Chris seemed to be enjoying this. I couldn't help but notice that he did his best to put himself in this position and with every squirm, I could feel his _c_o_c_k_ pressing urgently into my leg! I was wondering if he could feel my own _c_o_c_k_, which was rock hard in his boxers and causing quite a protrusion in my jeans! "Ok, Chris," I said, we're in the homestretch. I gave him twenty more SPANKS on each cheek, which caused him to squirm even more. Then, I stopped and said, "ok, the spanking for your screw-up is over."
He started to get up, but I held him down and said, "now about those wise-cracks you made about my age..." and with that, I yanked on the waistband of his briefs and gave him a massive wedgie! I had the waistband practically to his shoulder blades and formed a g-string! His ass was beet red and the sight of the wedgie was causing me to squirm on my own! Before he could protest, I started spanking his practically bare ass rather firmly, while tugging on the briefs to keep the g-string in place. Chris squirmed like mad, but not quite like before. It seemed like there was a rhythmic motion to his squirming! Chris was actually humping my leg! I had given each bare cheek about 10 hard SPANKS, leaving a palm print on each bun, when his whole body tensed up and then collapsed in my lap, as he let out a big sigh! I couldn't feel it, because of my jeans, but I knew he had just cum in my briefs! I told him the spanking was over, but decided to have some fun with him. "Turn over on my lap, Chris," I said, "I want to see your face." Of course, his face wasn't the only thing I wanted to see! Chris, obviously embarrassed, stammered and as said, in a low voice, "um, how about I just stand up, it's a little uncomfortable like this." "No, Chris," I said, I want you to turn over, now!" He hesitated, and then, slowly turned over in my lap with his hands covering his crotch. "Chris," I said, "you've been parading around all morning in your boxers and even had your dick hanging out earlier - why so shy all of a sudden?" Of course I knew why, but I was enjoying seeing him embarrassed, especially since he had been so self-assured up to now! "Move your hands away," I commanded. He started to protest, but thought better of it and just casually put his hands to his sides. Sure enough there was a huge wet spot on the front of my briefs!
"It seems like you enjoyed the spanking," I said. "Why do you say that," Chris asked? "Because you came in my briefs," I said. "No," he protested, "that's just sweat; it was hot laying across your lap!" "Really," I said (and I still can't believe I did this, but I did!) and without warning, I yanked down the front of his briefs, exposing his still hard _c_o_c_k_, with white, gooey cum dripping down the shaft and all over his pubes! Some of the white milk dripped onto his smooth balls. Chris turned all shades of red, and for the first time all day was truly speechless! I had finally embarrassed him! He regained his composure and pleaded, "Eric, I'm really sorry. I didn't mean to - it just happened!" I thought of pretending I was upset and giving him grief, but the poor kid had been through enough! Besides, I wanted to get him off my lap before he noticed that I had cum in his boxers!! When he started humping on my lap, his crotch was rubbing against mine and I shot a rather hefty load of my own! Fortunately, he didn't seem to notice. "That's ok," I reassured him, "don't worry about it - it happens to everyone at one time or another!" I realized that was a bad choice of words as soon as I uttered them, because he immediately asked if it ever happened to me! I lied, and said that it happened a long time ago, when I was a teen-ager and my uncle spanked me; that made him feel better.
He got up off my lap, my briefs around his thighs, and his _c_o_c_k_ still at half-mast. He looked down at his _c_o_c_k_ and then my briefs and said "guess you don't want these back right now?" "No," I said, I think you can keep them till next time; I'll just wear yours home and return them next week. "Next week," he asked, "what do you mean?" I told him that since he took his punishment like a man and since he really did try, that I would give him another chance! I'd call my client and try to get a few extra days. That is, of course, if he wanted to still try. Chris immediately said that he was interested. I told him that I'd give him another chance, but that this time he had to call me immediately if he got stuck and couldn't complete the project on time! He assured me that he would and said, "I know I said it before, but I won't let you down!" "I'm sure you wont," I said, "but just a warning: next time the spanking will be bare-assed and make this one seem like a cake-walk!" Chris grinned, but didn't say anything, as he pulled my briefs completely off and cleaned himself up with them. He threw my briefs on his laundry pile and put on a pair of cutoffs that had been on his chair.
We agreed that I would return next Monday, same time. I joked with Chris and asked what color boxers he'd greet me in. He laughed and said, "maybe I'll just come to the door in your tightie-whities!" I smiled and said, "that would be a pleasant sight for a Monday morning!" I got in my car and drove off, but couldn't help wondering if Chris had wanted to get spanked and orchestrated this whole morning: answering the door in his boxers, his _c_o_c_k_ hanging out his fly, offering to get spanked and in my briefs! "Well," I said to myself, "I guess I'll find out next Monday!" I kept thinking about the events that had just transpired, as I was driving home. As I did, my _c_o_c_k_ grew to full mast again and was dying for release. As traffic was light, I unzipped my fly, and stroked myself to orgasm in Chris' boxers! I was anxiously awaiting the next Monday and almost hoping Chris would screw up again!
To be continued...