As I tried the lifestyle of being compensated for my companionship, I had quite a few takers. Some were repeats, some were one-offs. Some were free because I was too horny to worry about money lol. These postings are of memories of what was.

Some of the guys I'd been with told their friends about me and they'd come looking for me, which was fine with me. More people, more finances. One guy, an older gentleman, found me on a day I was in the city I lived in. Technically I wasn't "on the clock", I was just enjoying the day. He comes up and asks if anyone was sitting at the table I was at, I said no, and he sits down. He starts some general small talk, "nice day" etc, and we talk a bit. I try to be friendly and he wasn't an ass, so I enjoyed the conversation. I noticed he keept looking my way like he wants to say something but doesn't. So I look at him and say "Is there something on your mind?" He says "Sorry, but you look kind of familiar. What's your name? Mine's (I'll call him) Joe." I tell him my name, which is my "street name" and he says "Ok, you are (name), I thought that was you from what I had heard." He then explains he'd been looking for me since his friend told him about me (one of the many guys I'd been with, but haven't said who here yet). I said "Oh, ok. Were you wanting to hang out somewhere?" He said "Yes, if that's ok with you." I said sure, and we head off to his car.

We get to his car... a very nice, fully loaded Mercedes Benz, and I'm thinking "Ok, this guy is loaded, I could probably make a good income." Shame on me, but I'm in it for the money, not the love. We get in his car and I ask him "So how long have you looked for me?" He says "About 3 days. Ever since you and (names escape me honestly) "bubba" did the deed. He told me you were good, and I had to see for myself." I said "Well, that depends on what you were looking for. I do have limits, and being bottom is one of them. I'm a top." He said "That's what I was looking for. I'm a bottom." Ok, ✅ that off as good. I said "So what are you wanting?" He said "I want to be fucked. Raw. And cum in me. "Bubba" said you have good dick, can I see it first?" In a parking garage, daytime, people walking past, idgaf, I pull it out and "Joe" grabs it. "Damn, that is nice. Yes, please breed me." I said absolutely, but not here. You got a place in mind?" He said he did, and I said it'd be $50. He said "I thought it was $40?" I said "Technically this time of day I'm off the clock, if you want to wait till after 6, it'll be $40 then." It was 2:30 in the afternoon, I knew he wouldn't wait that long and I was right. He said "I understand. Ok, I'll give $50 for it." And we were off to his place.

Or so I thought. We pull up in a gravel driveway, nice gravel, not that crappy kind, and drive almost ¼ mile to the house. No, wait, that looks like a small mansion. 3 stories, full wrap-around covered and screened porch, full garden of fruit trees and rose bushes, and all manner of Flora. Beautiful place. I look at him and say "Nice shack" with a smile and small laugh. He said "It's my associate's house. Mine is two counties over and I didn't want you to think I was kidnapping you lol." I said "Associate? Oh, are we having a 3some? That's more for that." He said "No, he won't be joining us, he lets me use his place when I need to get away from the wife for awhile." I smiled and said "Niiccee". We go inside and damn. Marble floors, mural walls, Colonial styling on archways, doorway, and stairs. Paintings that looked like Van Gogh... and I'm thinking 'what do these guys do? Associates? Of what?' We go up to the 2nd floor and I saw something that made me freak out a bit.

Pictures of this guy, and his associate, and several others, all in suits in some high-end looking office. He stops at a room to tell his associate "We're here, we're gonna use the room over there" across from his associate... in full view of his associate. As I looked in that guy's room I saw what looked like certificates of something. Awards maybe? So I asked "Joe" "May I ask what you and your associates do?" He said "We're lawyers for (a law firm in the city I live in). We're part of the D.A. team. I musta turned white as a sheet when I said "Oh shit." He laughed and said "Don't worry, you're not in trouble. We're in more trouble if we get caught. You'd get probation and walk, we'd be dis-barred and jailed." I said "Not to mention your wife would own half your ass if not all of it if she found out." He said "Her and I have an open marriage. She has her flings, I have mine, so that's not an issue." I take a breath and say "So it's all good here? No arrests or anything?" He laughed and said "No. No arrests. We're just 2 guys having sex." I said "Ok, and your associates... will he be watching? Cuz that's kinda hot" loud enough for him to hear. The associate said "I would, but I'm working on finishing up a case against a prostitute." I stare at "Joe" and said "Oh REALLY?" They both laughed out loud and the other guy said "I'm just messing with you. It's a B and E case" (breaking and entering). I'm looking at "Joe" and said "You really know how to make a guy feel sexy, ya know? Scare the shit outta him." We laugh and talk a bit more about their lifestyles before we settle down to do it.

We get naked and he's not a bad looking guy. Not buffed like an athlete, but fit. Not hairy either which is good because Chewbacca types kinda make me "ew" to be honest. Nice ass too, shapely, firm. We move to the bed and I'll be damned... silk and satin sheets and pillows. And the bed was sooo comfy. I tell "Joe" "I'm almost afraid to do anything on this nice bed, I don't wanna ruin the sheets." Associate from the other room says "What? THOSE old coverings? I need new ones anyway." Old I think? THESE are old? They look like they were bought and put on today. Shit these dudes are loaded. I'll marry one of em for the money, and take it up the ass for a weekly allowance.

Even tho "Joe" is a bottom, he didn't want to kiss, but he let me kiss him anywhere else. I asked about a 69 which he seemed glad to do for a bit. I made sure to make loud sucking sounds, and let his cock 'pop' out of my mouth to tease his associate a bit. And it worked lol. He was watching and pawing his crotch a bit. I said "Wanna join in? I'm feeling really horny right now and I'll blow both of ya." He said "Damn I wish I could, but I really have to finish this paperwork." I said "Ok, but if you wanna rub one out real quick, you can blow it at us while I'm sucking him." He said "Damn. No. I can't. Damn it." So I just kept sucking "Joe" for a bit. I asked him "Do you want to cum now, or when I breed you?" He said "As bad as I want to cum now, you better breed me. Damn you suck cock good." I smiled and said "Ok, I'll breed you. Will you jerk or do you want me to do it?" He said "You first, and I'll finish myself off." "Ok" I said, and turned around to face him as he lifted his legs for me to enter him. I ate his ass a little bit to lube him up, he moaned and said "Damn... THAT makes me want to cum. Shit you're good. Better than (his friend's name) told me you were." I said "Thank you. I try." And I lined up to slide into him.

I went slow, as I always do so he could adjust as needed, and I slid all the way in as far as I could go. He moaned and said "Shit I'm about to cum already" so I grabbed his cock and rubbed my thumb on that one spot at the head, and he was so wet with precum. I slowly moved in and out of him and said "I'm actually close too. I'm so damn hot I won't last long either. Let's try to cum together." So I kept going in and out, rubbing his sweet spot, his ass is getting tighter because he's about to blow, which gets me there and hell yeah! We came together, his throb made me throb, which made him throb... over and over till we were both empty. It. Was. Perfect. Short-lived, but perfect. I stayed inside him, and layed down a little onto him, which got his cum all over my chest and belly, and I wiggled a little and said "Ooohh, sticky" and sucked one of his nipples. He shivered and said "O oh h dammit that's sensitive! Damn. I've never cum this quick, this hard, or this much before. Definitely never had sensitive nipples after either." I'm still hard as a rock, he's semi-hard, so I ask "Wanna try round two?" and reach down to play with his sticky soggy cock. He throbbed and his body shook and another spurt of cum came out, which actually made me hot and I throbbed.

He said "No, I can't... I'm way to sensitive and it almost hurts. Damn you're good. And damn we're gonna have to do this again one day." I said "Absolutely. I enjoyed myself. I hope you enjoyed it too." From the other room I hear "Hell yeah I enjoyed it too, dammit." and I look to see him wiping cum off his shirt and pants as he had apparently watched us go at it and jerked himself off lol. I said "Damn, what a waste. You shoulda covered us both in your cum. Woulda made us cum even harder I think." "Joe" said "If I came any harder, I'da cried in pain and probably peed lol."

We finally separated, I was still hard as a rock, and asked his associate "You a bottom?" He said "Yes, but I'm not prepared for getting that hot cock in me or id bend over right now." I said "Prepared? How do you prepare for cock?" He said "I douche to clean it out so there's no shit to deal with, and it takes about 20 minutes to be clean enough." I said "A little shit doesn't scare me. It washes off." He perked up and said "Really?" I said "Yes." He said "Do you fuck hard? I need a good bang." I said "Absolutely. I'll fuck however I need to, I'm do for your pleasure as much as mine." He looked at "Joe" and said "Is it ok? I know he's your hookup today." "Joe" said "Go for it. He already gave me more than I thought I'd have, and I want to see him rail the hell outta you."

So his associate comes in the room, drops his pants, bends over the bed, I get behind him, and I'm still rock hard and precumming a mile a minute so it lubed his ass real good real quick. I slide it all the way in slow at first, and associate says "Damn, that IS a good cock" moaning as he said it. I grab his hips and start thrusting, slow at first, but all the way in and out. I go faster, harder, and keep increasing till I'm hammering his ass so hard my balls are slapping him, he's moaning loud and says "Fuck me. FUCK ME. CUM IN ME. MAKE ME YOUR BITCH." and something clicked in me... I turned into a filthy mouthed top, banging his ass as hard as I could saying "Take that cock bitch, make that cock cum in your ass, slut." And apparently that's what he wanted to hear. He came a second time, his ass pulsed, I rammed it one more time as deep as I could and blew my 2nd load deep in his ass. Then I heard the sounds associate was making that I somehow blocked out. He was crying. No, more like sobbing. Hard. I freaked out.

I pulled out and said "Oh my god, I'm so sorry. Did I hurt you? Are you ok?" I'm panicking. He gets his sobs under control, sits on the floor, looks up at me, and says "I fucking love you." I'm looking at him all confused, "Joe" is looking at him the same. Associate finally says

"I'm a bottom, and I have a degradation kink. I want to be used and spoke to like a worthless cumdump slut, and you said the right things. Do you know how hard it is to find a guy with a gorgeous, perfect cock like yours, AND to be able to talk like that without it being abusive? I've dreamed of finding a guy like you for years, and I'm crying because I know you're not gay, and doing this for money. I have no chance of being with you and I wish I could." He cries some more. I'm feeling so damn horrible for him I start to tear up. I sit next to him and hold him and say "You make me wish I was gay because I can tell you are a really great guy, and would be a great boyfriend for any lucky guy to have. I'm so sorry I did all the right things to make you feel so sad. I really am sorry." He said "It's ok, I just didn't expect you to be so damn good." I said "I know you're looking for the right one to be with forever, but I can't be him. I'm bi and I like women too. I'd definitely be your FWB, and even cuddle with you overnight, but that would just make things worse." He said "Yeah, it would. I'd be jealous wanting you all the time."

We get up, "Joe" looks at him and says "I never knew this about you, and we've been friends for years." Associate says "Yeah, I don't tell people this about me because it always ends in disappointment." We get cleaned up and clothed, and I give associate one more hug and say "You're a great guy, and I'm sure the right one will come along for you. Just hang in there." He says "I hope so." "Joe" and I leave and get back in his car, and he hands me $100. I look at him and said "I can't break a Benjamin, we'll have to go somewhere to buy something to break it with." He said "No, it's all for you, for doing me and my friend." I said "I can't take money for him. One because he wasn't part of the deal, two because I was so horny I needed more, and three because I hurt his heart. I can't do that."

Joe looks at me and says "You're not like anyone I've met before doing this." I said "I might be a ho, but I don't have to act like one. I'm not on drugs, I'm not an alcoholic, I just do this for the sex and extra income. His is free because I want it to be free. And considering all this today, yours is free too because I hurt your friend." Joe looks at me and says "Damn. You're making ME want to be your guy too. You're an absolute angel." I laughed and said "Hell's angel maybe, I sure ain't no saint. Saints don't fuck for money." Joe laughed and said "True. But seriously, take the $100 for "mental anguish". It's a legal term and supported in courts to recompense someone for making them feel bad about something. It's yours. Take it." I took it, but not before trying to refuse it again. Joe then drives me back to the heart of the city where he met me and said "I do want to do this again, but maybe somewhere different. I don't think my friend would enjoy seeing you not with him." I understood and said "Yeah, that'd prolly be for the best."

We hooked up two more times, at a motel, but the 2nd time was the last. We both kinda fucked that up. The short version is he wanted to ride me till I came in him. That was fine and fun. What fucked it up was we were looking in each other's eyes, and I was all handsy with him, touching his thighs, his chest, his face, and I said "I'm gonna cum baby" and blew inside him still looking in his eyes. Then I saw it. The way he was looking at me. Love. My hands were still on his face and I froze. Throb throb two last shots in him. I said "You're not, are you?" He said "Yeah, I think I am." He's still on my lap, I'm going limp fast. He said "I guess this is it, I fucked up and fell in love with you." I said "I fucked up and caressed you like a lover." He got off me, rolled over to the side next to me and said "Shit. Why do you have to be so damn good and perfect." I said "I'm sorry?" like a question. He said "I can't do this to my wife or my life, I don't blame you honestly. But damn. You're too good at all this. You should be in Vegas or something making the big bucks lol."

That was the last I saw of him. His friend that referred me to him found me a few more times and be damned if he didn't fall for me too. That one ended because I'm bi and wouldn't be "his" and his alone. These weren't the only ones either. I'll add more stories as I think of the details and post them as I do.