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My most recent job interview was rather unusual (and quite memorable). I work in sales for a small b2b company, and my boss is very particular about appearance. The day of the interview I was wearing a nice suit with a white shirt and blue tie, nothing super fancy but I tried to look my best. The first part of the interview went pretty much as expected, the usual questions about sales technique, experience, etc. Then the boss went into a little speech on appearance and grooming. He then asked me to walk over to his desk where he asked to see my hands. I held out my hands, unsure of what he was looking for, but hoping I would pass muster. He commented, "fingernails are short and clean, that's good" and then added "and nice long fingers" so quietly I wasn't sure I had heard him correctly. He then looked very closely at my haircut and remarked, "nice and clean cut" and then shocked me by rubbing the back of his hand lightly along my jawline. "Good, close shave." He told me to move to the center of the room and said "Turn around in a circle slowly, I want to see the quality of your suit." I did as he asked, but felt incredibly self conscious. He then said, "It's a decent quality suit, but the tailoring is, well... pretty bad." I asked, "How so?" and he walked up and moved behind me. "It's too roomy here" as he ran his hands down the sides of my chest. I shivered slightly at his touch and was mortified to think that he might have noticed. Then he said, "it's also too loose in the seat. You want some breathing room of course, but it could be much more fitted here" and he firmly ran the side of his hand up my butt crack. This time my shiver was even more obvious, and I was quite sure that I was blushing, but he either didn't notice or didn't care. He then squatted down in front of me and said, "the break in the pants only shows up because the seat is too loose" as he tugged gently at the front of my pantleg, "the line should be clean all the way up" as he ran his hand all the way up my inner leg until his hand was touching the side of my cock through the fabric of my pants. "Also, feels like you're wearing boxers which is a bad idea in a well fitted suit." He quickly ran his hand over my crotch, "you get too bunched up in here". He looked me directly in the eye and said, see how the front of my pants don't look bulged out." I looked at his crotch, and I thought to myself, 'this is the most insane job interview ever' but I agreed with him that it looked great (What else was I going to say?) He then told me to wait a moment and went to his desk and opened a bottom drawer. He pulled out several ties and several dress shirts as well as a package of new undershirts. Then he rifled through the drawer for a few seconds before pulling out a package of new boxer briefs. I looked around his office for a bathroom where I assumed he was going to have me change in to the underwear, but there wasn't one. He tore open the package, "here, I think these should fit well." I wasn't sure what to do next, when he said, "just change here, it's fine." He handed me an expensive pair of boxer briefs that definitely looked like they would be too small on me. I unbuckled my belt and pulled off my pants and my boxers slid right down with them. I realized he was unabashedly staring at my cock. I blushed and turned around and quickly as I pulled on the boxer briefs. As I suspected they were a bit small and left nothing to the imagination. Then as I was thinking about how I was going to deal with that embarrassing fact, I felt the familiar tingling in my cock of an erection starting. This will definitely be a deal breaker for this job I thought. "Come on, turn around, let's have a look." I was half hard and growing by the second. Why was I getting hard now? I slowly turned around. He actually laughed and said, "well we're not going to be able to check the fit with that monster on the rise". He pulled out a chair and sat down, motioning me over. I stepped toward him and before I knew what was happening he pulled down the front of the boxer briefs and sucked my mostly hard cock into his hot, wet mouth. I was flabbergasted and embarrassed, but he was an amazing cock sucker, and I was fully hard in seconds. He pulled off long enough to tell me, "Just come in my mouth, it'll save making a mess I have to clean up". He immediately went back to work on my now throbbing dick. A few seconds later, he reached up and gently caressed my balls with his fingertips and that sent me over the edge. I think I had the most powerful orgasm of my life. I felt like a cannon shooting as I sent 5 solid blasts of cum into his mouth. Her swallowed it all and then kept me in his mouth until I was completely soft. He pulled the boxer briefs back up and had me put my pants back on. He walked around me several times looking at the pants, and then made a few notes and wrote down a phone number and handed it to me. "You got the job, but you need to get that suit properly fitted. That's my tailors number, give him a call... he'll want to do his own careful measurements." He said with a smile
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