It was going to be a first for me by far. The year was 2011 and Craigslist was still open for the "casual hook-ups" business. I had hooked up with a few people and serviced them orally. However, I wanted to push myself further and a new posting seemed like an interesting opportunity: "Wanted, oral slave for 4 hour window while I work. You can't leave, you can't speak, do everything you're told. I do not negotiate with subs/slaves. If you can commit to being under my desk for 4 hours, message me." Also included were the usual strings of letters and numbers giving the stats (often a bit smudged) "ddf, swm,19yo, hwp/thin, avg cut" and so on, but this post also had a picture. Head-to-toe, fully clothed was a guy who looked like the quintessential nerd. Mostly skinny, unkempt hair, acne, very large nose and baggy clothes.
I was not physically attracted to him at all, but that was one of the ideas that captured me. I had never thought of servicing anyone younger than me or smaller than me. I could even be dominant in the bedroom, when I wanted to explore submission I sought men who had strong dominant characteristics. Choosing to obey and service this smaller, younger nerd would be a true act of submission. I thought about it for a few hours, jerked off thinking about being under his desk sucking him off but surprisingly I didn't lose interest after shooting a load. I replied to the message.
"Hello Sir, I have a little bit of experience orally servicing men. It would be an honor to serve you for hours. I am ddf, 25, hwp - maybe a few extra pounds (played a lot of sports). I hope to hear from you."
I didn't receive a reply. A week went by, then another week and I was jerking off regularly rereading this nerd's post. I loved fantasizing about this little geek cumming in my mouth. I even crawled under my own desk just to get a feel of what it would be like to be under his desk for hours. It was a little uncomfortable, cramped and I realized I probably wouldn't be able to touch myself once you added his legs and feet to the equation to take up more room in the already very enclosed place. Additionally, once a chair was pushed in with his lap right there, I would basically be smashed into position with my face stuck in his crotch and my body locked into position. I was going crazy fantasizing about being so helpless to this pip squeak.
I didn't want to message him again - I thought that would seem too forward if he took the dominant/submissive thing very seriously and his "no negotiation" line made it seem as if he didn't want me, then I probably couldn't change his mind. I began reading other posts looking for a new opportunity before the message I was waiting for landed in my inbox.
"Couple weeks ago you said you wanted to serve me and you could do it for hours. This isn't a joke. I have tried 2 others and they failed. I am a live streamer. I am doing a 4 hour stream this Thursday night. If you fail - I have to shut off my camera and mic and that costs me. I get penalized and I can lose sponsors. I shouldn't have to explain myself to a sub, you should do as told, but after 2 failed attempts I need to impress upon you dumb fucks that this isn't sucking me off and then you get to go. I want your mouth on my dick for the entire live stream. Reply with your number and I'll text you my address IF and ONLY IF you can follow my orders."
"I'm incredibly sorry about the 2 who failed you, Sir. I even practiced by crawling under my own desk and I vow 100% service to you for 4 hours. I will not let you down. Here's my number. I am thankful you chose me, Sir."
I was hard as a rock, before I could get my cock out and start stroking I got a text. "I'm going to give you a shot jock boy. Show up at 7:45. I'll get you situated under my desk, I'll be logged in playing video games, camera and mic on at 8. You will keep my dick in your mouth until I shut down at midnight. Do. You. Understand?"
"Yes Sir"
I had 2 days to kill before this fantasy would play out. I beat my cock raw over the next couple days. I reread the original post, the email, the text 1000s of times and every time my mind would spin out of control and my cock would reach new levels of engorged. I crawled under my desk a few more times and I pulled my chair in to get as accurate of a feel as possible. I realized I could only leave my arms by my sides or maybe rest them on the bottom of the armrests where they connect to the seat. I was so excited. Even at work, I spent half my time looking at desks and thinking about being underneath them. I had his email and his number - I thought about contacting him a million times to further add to my excitement. Tell him how much I want to serve him - maybe he'd say something demeaning to me, say something that would increase his role of domination over me. However, I knew it could blow the whole thing so I bit my tongue and waited. It was an excruciating 2 days to say the least.
Thursday, I left work and as soon as I got home I jerked off and took a shower. I dressed very casually - I wanted to be as comfortable as possible under a desk for four hours. My heart was racing as I drove to his address. Can I suck cock for 4 hours? My mouth has definitely gotten tired after 15-20 minutes. I guess, I wouldn't be putting in the full hard sucking for four hours, I just had to keep my mouth on his cock for hours - that could include licking, kissing, or even just lightly nursing it for stretches of time. Can the rest of my body take being cramped for 4 hours? I think so - if I focus enough on what I'm doing with my mouth, and only shift slightly when I absolutely have to, I could pull this off. I was parking. He lived in a large apartment complex - not cheap, but not really nice ones, they had been built within the past 5 years though so they still looked nice. I knew this complex was primarily college students as it was only a few blocks from the state university campus. They have been building housing constantly for years around the campus as enrollment was skyrocketing during the recession.
