Chapter One
It was a Thursday night in the middle of the winter and, as usual, I was hunting for a man on my phone. I had an unconquerable desire to kiss, suck some dick, and possibly get fucked. An overactive libido was pushing me to reach out to men for sex, despite the chill outside. I expected to derive no results but persisted anyway, lining up the potential porn I would jack off to if my search proved fruitless.
My general strategy was to cast a wide net, hitting up men whom some might regard as out of my league. But I figured apps were like archery. Shoot enough arrows and one had to hit the general target, if not the bullseye. I had been on the site long enough to know that this strategy was a relatively effective one. I wasn't really that picky when it came to who I ended up with, especially if only kissing and oral were involved.
I had probably hit up 20 men when I came upon a newly-posted profile that showed a shirtless man reclining with only his chest visible. His skin was a cappuccino color and the nipples were dark, large and erect. I could see an abundance of hair flowing from his armpits as well as the waist of his pants. Delicious. I wanted him. As I wrote, "Hey there!", I became hard and started to precum. I really hoped he would respond and knew I would have to block him if he didn't. I wouldn't be able to handle continuously seeing those swollen nipples day in and day out without either possessing or erasing them.
Unsurprisingly, I didn't get an immediate response. What a fucking shame. I did, however, receive one from someone else whose profile mentioned a desire to fuck man pussy. I always got a surprising rise from men who were verbal, though I did object from assholes being compared to vaginas. Whatever. Beggars can't be choosers.
Once I responded, an immediate onslaught began from his side that let me know I could have him if I wanted, provided he didn't flake. Although I have an dominant personality in life, I tend to be submissive in bed and he seemed to be aware of that and was saying all the right things.
I was precumming hard and being pulled in when the guitar sound strummed, indicating a new message. I pressed the relevant icon and discovered that my first choice had responded back to me. Fuck, fuck, fuck, fuck, fuck. I had to handle this one delicately because I really, really, really wanted him. I felt dizzy with desire as I read "Sup?" in my inbox. While I knew many were annoyed with this greeting, I always found its casual bro-ness attractive. Granted, it didn't exactly indicate intellect or the ability to effectively converse but I wasn't necessarily hunting for Mensa members that day. Besides, I had found in the past that, while I loved chatting via the app, some men preferred to talk in person.
Ugh. How was I going to rope him in? Even though I had been cruising online for two years, I hadn't quite mastered the balance of how to get a man I really wanted into my lair. Some were turned off when you got too sexual, whereas others became peeved if you weren't direct enough. I never knew which way to go so I usually opted for the circumventive, "let's chat about what I made for dinner" approach. It felt easier to let the other person make the first move this way, plus I could gauge whether they were worth chatting with pre- and/or post-coitus.
Meanwhile, Choice Two was blowing up my inbox. I didn't want to lose him completely, especially after seeing his member and reading the continuous "dom top" speak. However, I really wanted to focus on Choice One. I knew sex with him would be better if I could snag him in my web. But how? Errgghh.
"Looks like you really don't want this massive cock shoved deep inside you, huh?" Choice Two wrote.
"I do, I do," I responded, "but to be perfectly honest, my grandmother just called me. I declined it but she's 90 so I need to get back to her. I'll favorite you, though, and get back to you."
"Gotcha, stud. Just make sure you keep that pussy nice and tight for Daddy, OK?"
"Will do," I said, sending one of those kissy emojis before refocusing my nascent efforts on Choice One.
Hmmm...sup. How to respond to that? I suppose it would be annoying to ask if the statement was intended to be interrogative (though that is a bit how I felt). Then again, would "Sup?" with a question mark have elicited the same fratty tone? I doubted it. Regardless, I had to craft an answer. His profile was totally blank apart from statistics. To achieve something acceptable, I would have to go either casual or sexual, or casual then sexual. Given the "Sup" response, I opted for choice two.
"Your dick will be if you wander over here," I responded.
"Oh really," he (I think) asked.
"Yeah. My oral skills are legendary."
"That's what's up."
"As up as your cum fountain will be once I've finished with you."
Kind of lame but workable.
"Nice. Nice. Where you at?"
"Ocean Park. You?"
"Close by. Send your location."
"Maybe," I said, "Any other pics?" I sent my usual body, dick, ass and hole pics to him, assuming reciprocity.
"I'm a private guy," he answered. "But I guarantee I'm hot."
Hmm...not even a face pic after I had sent him four of me! Suspicious. Still, the hairy armpits and treasure trail and those nipples were calling out to me. Plus it was a cold Thursday night. I would have to take a risk. This could be the last serious guy of the night and I would far rather cum on him than on myself again.
"Gotcha," I said. "I think I'll take your word for it. Ok. Text me and I'll send you my address."
"Not ready to exchange numbers yet."
Really? Really? Ugghhh.
"Do you mind if I ask why?" I asked. "This isn't the most predictable app. I prefer texting. I find it prevents people from flaking out."
"Like I said, I'm a private guy. I'll definitely come through, though. I promise, Rory."
"Hold up. How do you know my name? It isn't in my profile anywhere."
"You'll find out once I get there."
Creepy. So this was someone I probably knew. Or at least someone who knew of me. I stared at his profile pic again. I would have remembered that chest had I seen it in person. Especially those nipples. So yummy. Arrgghhh. My horniness was taking over my inhibitions. I knew it could be a bad idea but I typed in my address.
"I'll be there in 15. Be clean."
"This isn't my first time at the rodeo. I know how to take a dick."
"Just making sure."
Fifteen minutes didn't give me a lot of time to get ready so I immediately started doing what bottoms do so that tops can do what they do. I normally played games on my phone when I cleaned but this time I found I couldn't concentrate. Who was this person coming over? Where did I knew them from? Would I even been attracted to them? I think I knew the answer to the third question but the first two remained mysteries. I would just have to wait to find out. That is, if this dude even showed up.
Five minutes later, I was finished and making my bed when the app strummed.
"Here."
I headed to the door and opened it. I was shocked to find out it was Dwayne, one of the employees I supervised at work!
"Oh my fucking God, Dwayne! What?"
"Sup," he said.
"'Sup' is that you have a wife and a five-year-old, Dwayne! And we work together! And I'm your boss! This has "wrong" written all over it. Not to mention "homewrecker" and "conflict of interest."
"I say we fuck anyway," Dwayne answered back. "Or you can at least let me in to pee."