4 comments/ 22542 views/ 19 favorites Pick-up Six Ch. 01 By: erosthenes This is the story of the strangest pick-up I've ever been involved in. It is the story of how events can twist into something entirely unexpected. And how pleasurable the unexpected can turn out. It was the final day of the annual drilling conference; experts from all over North America and across the world attended and discussed the latest developments in engineering and technology. Many of the participants had gone out to explore other dining establishments in the area for dinner, but this being my last night here and with a plane to catch the next morning, I thought the hotel restaurant would do just fine. I grabbed a local newspaper and sat down, ordered my usual Glenfidich on the rocks, and had the "special" for dinner - London Broil. Just as I was finishing up, I noticed a very attractive dark-eyed brunette, dressed to kill, saunter into the dining room and sit up at one of the bar stools. There were some, but not many, women at our three-day conference. I would have noticed this one - or so I thought - had she been present. She appeared to be looking for someone, scanning the dining area. Perhaps the wife of one of the attendees, coming to pick him up. Lucky fellow . . . I turned my attention back to finishing up my supper, and was just sipping the last of my scotch when she brushed by my table and set something down - an envelope - right by my dinner plate. Then, she turned back at me and smiled, and walked ever so seductively out of the restaurant toward the elevators. I sat there, momentarily stunned, staring at the envelope, wondering WTF might be in it. The waitress broke the spell, arriving to take away the dishes and asking if I wanted anything else. "Just the cheque, please," I replied politely, picking up that envelope, so that it didn't get whisked away with everything else. Once she had left with all of the flotsam and jetsam from the table, I inspected the envelope that the sultry dark-eyed lady had left. It was sealed; I turned it over, and there was a number written on it. 1504. A room number? If so, I was on the same floor - just down the hall in 1511. My heart started racing. I opened the envelope. Sure enough; it was a room key. Same as mine. Holy FUCK! I'd been propositioned! The waitress returned and I paid the cheque, leaving a generous tip; then got up and made a bee-line for the elevators, and rode up to my floor. I walked slowly past room 1504, pausing just a bit to wonder what might await me there, then continued on my way to my own room to freshen up a bit. Twenty-five minutes later, I was showered, shaved, and wearing nothing but the complimentary robe the hotel provided its guests - presumably to wear to the hotel spa to spend more of their money getting massages and beauty treatments. It was a nice lightweight robe, that barely concealed my anticipatory erection beneath. But I had only a short section of hallway to negotiate, maybe three doors down. I grabbed both room keys and a bottle of red wine from the mini-bar (I don't drink it, but it was a safe bet that she probably did); took a deep breath, opened my door, and looked down the hall. Coast clear, both ways. Here goes nuthin', I thought. I dashed down the hall, hesitated for just one moment, then slipped the key through the lock. The green light flashed, and I heard that familiar 'click'. Bingo. I slowly opened the door, and I could see and smell a candle burning in the far corner of the room. I entered and let the door close quietly behind me, saying nothing. I walked past the bathroom to my left, seeing the foot ends of two queen size beds, just like in my room, with a pair of feet protruding up beneath the puffy white comforter in the far bed. Adjusting my eyes to the low light, I slowly walked toward the beds, now in full view, and realized that this was not the person I expected to find. Nor was I the person they expected either. We looked at each other in complete shock, then almost in unison, blurted out together: "Oh Fuck . ." Then, we broke out in laughter. There, laying in the bed opposite me, was another gentlemen; probably naked, and obviously in the same state of arousal as I - judging by the protrusion beneath the bedspread, no doubt waiting for the same person I was expecting to find in his place. We'd been 'had'. Both of us. And both of us, being rather intelligent chaps, came to that realization pretty much right away. "My name's Simon," he said, offering his hand in friendship. "Mine's Dan," I said, shaking his in return, continuing "and I suppose I should not intrude any further," feeling somewhat uncomfortable in another man's room wearing nothing but a flimsy bathrobe. "Well, if you would, I am dying to hear the story of just how you acquired my room key, if you would be gracious enough to share?" I chuckled a bit, then agreed, on the condition that he would tell me how this dark-eyed beauty had come into possession of HIS room key in the first place. "Have a seat on the other bed, then, Dan. Would you like a glass for that bottle of wine you have there?" "Hell no; I don't drink this stuff. I just brought it for panty remover." "Well, how about a beer then? I've got six cold ones in the cooler over there" he said, pointing to the desk by the TV stand. "Now you're talking. Sure, thanks, I'll grab one. How 'bout you?" "Sure, might as well grab me one too." I went on to explain the peculiar event that stunned me in the hotel restaurant - and how this dark-eyed beauty just brushed by me and placed an envelope on my table. "By the time I knew what she had left for me, she was gone. So I thought, hell, what have I got to lose? "My room's right down the hall - 1511 - I raced back, had a shower, put on this flimsy bathrobe and stuffed a couple of condoms in my pocket; and here I am. All jacked up and no where to go. "So, Simon, I assume you had crossed paths with Ms. Dark-eyes before I did?" "Yes indeed," replied Simon. "Was she by any chance at our conference? I don't recall seeing anyone like her there," I asked, scratching my head. "Oh yes, but I am not surprised that you did not recognize her. You see, her hair was all up in a bun, and she was definitely dressed conservatively for her group's presentation. Now do you remember?" "It's not coming to me. Give me a hint?" "Regulatory." "The feds?" "That's right. "Figures - I slept through that part, I think. But yes, now I remember. Yeah - I never would have identified her as the same one from that group." "Well, neither would I, let me tell you, when I ran into her at the pub across the street. I heard it was a rockin' place to go, so a bunch of us went over there just after concluding remarks this afternoon. The guys I went with started playing three-ball at the pool tables, and I went up the bar to get a drink. Then she bellies right up beside me and strikes up a conversation. "What a dame! Dressed to kill; that dark hair; those dark eyes; and that slutty black dress. "So she asks me if I would like to join her at a table and have something to eat, that all the guys she's with are boring, and she wants to 'find someone to have a good time with' before going home. "And we're, like, hitting it off like crazy. Then, after we're finished eating and we've had about three drinks, she asks me if I'm staying at the same hotel, and if I'm, like, BUSY later. Coming on to me, you know? So I said, no I don't really have any plans, wanna get together? And she says YES! "I always ask for two room keys, because invariably one stops working. So I have two room keys on me. Well, I offer her my extra key and suggest she meet me later in my room for cocktails. She accepts, gives me a wink, and says 'See you in about an hour, then?' and saunters out of the place looking like some porn star. "I race back here, pop a viagra, jump in the shower, then lay here and wait for my dream date - you, apparently - to show up." We both broke out in laughter. "Well, how do I look?" "I think it'll take a few more beers, unless you have a REALLY big surprise under that robe for me," Simon replied with a wry grin. We continued to chat about our lives. It turned out that we were virtually the same age, 49, born three days apart. We were both separated: I had been moved out for three months, and he was just waiting on a new job offer before he did the same. I explained to Simon how my wife and I had been emotionally separated for the last year of our marriage, but had managed an amicable split. She was already in the early stages of a relationship with someone else - a good man who more closely matched her emotional needs. Simon told of a nearly parallel set of circumstances; both he and his ex were ready to move on and were on very good terms, all things considered. "If we could've only found a way to communicate better; I suppose there might have been a chance that we could have met each others' needs. But that is not where we ended up," Simon lamented. "So it's been a long time for you, then, since you've got lucky?" I asked. "Long . . Let me tell you." "Me too," I interrupted. "Do you know when the last time I had a blowjob was?" "Bet you it was more recent than mine!" I snapped back. "Almost one year ago. One fucking year ago. I just LOVE blowjobs. Nothing you can do for a man is more special than that." "Well, my crocodile tears are bigger than yours, buddy. My wife had her good points but she never liked doing that, at ALL. I think it's been at least five years for me, maybe more." Simon looked at me, jaw dropped, in deep sympathy. "Oh, man, I am SO sorry. I mean, how hard can it be? And it gives us guys so much pleasure. Is it so unpleasant for a woman to do this for her man?" I could see Simon running his hand up and down his shaft, under the blanket, as he was commiserating with me. It was clear that the viagra had kicked in; and here he was with a big cock and nowhere to go. Simon's beer was empty, and mine was getting low, so Simon hopped out of the bed to grab another. He was definitely well endowed. "You'll have to excuse my arousal, it is medically induced. Another beer, Dan?" "Sure! And no apology necessary. Medically induced or not, looks like you're in the top ten percent, size wise anyway. Actually, looks a lot like mine, at least, when I'm hard." "Oh yeah? Well, thanks Dan. It'll probably soften up in a couple of hours, or maybe when I start pissing all this beer out later. "I was SO hoping to feel Gwen's lips on my cock tonight. Even if I didn't fuck her. Just a few blissful moments of her hungrily slurping away at my cock. Better yet, imagine if she was one of those who could deep throat? I have never had a woman like that. Have you, Dan?" "None yet, that have been able to get me ALL the way down. I am like you, not super long - just a respectable six or seven inches - but my girth is too large to get past most women's gag reflex. "Yes, I have to admit, that was number one on my list tonight as well. Holding that pretty little slut and fucking her mouth. Been so long, I've forgotten what a blowjob feels like," I added. I could feel myself getting aroused, and realized that my robe had slipped open, and Simon was indeed checking me out now, while unabashedly fondling himself. "So, what do you suppose our significant others have against sucking cock, anyway?" I asked Simon, pointedly. "Like you just said: how bad can it be?" I now had my cock in hand, stroking it, just as Simon was doing in the opposite bed. "Well, having never actually performed the act myself, I cannot answer that question with any degree of authority. Have you ever tried doing it? Sucking a cock, that is?" he asked matter-of-factly - as though he were asking me if I'd ever changed a tire on a car. What a strange atmosphere that had developed in that hotel room. Here I was, discussing some of my most intimate and secret desires, with a man, whom I'd never met - save for this well drilling conference. And he was sharing equally with me. And in the process, we were learning that we had much more in common than just our expertise in drilling oil wells. "No, I never have. But I do admit, as I grow older and more mature, it is something I have considered trying, at least once, if the right situation ever presented itself." There was a brief pause, as we continued to stroke our cocks, now just as much for each other as for ourselves. I was now almost as fully erect as he was, and feeling quite aroused at that. Simon broke the silence. "Are you thinking what I'm thinking?" "If you're thinking what I think you're thinking, I'm betting yes," I answered. "No cooties here." "None here either," I replied, adding "You know, it's a win-win situation, no matter how you look at it. We finally get to appreciate what our poor wives - or future girlfriends - must endure to bring us this pleasure we so badly crave; while at the same time, both of us get relief. Maybe not exactly what we were expecting before I slid that room key through your door lock; but at least we get our rocks off!" "And," Simon replied, "You know what they say - even a bad blowjob is better than no blowjob." I raised my beer and we clinked in a toast. "To success, then?" I said. "Yes. To a 'happy ending', for both of us." "Here here!" We both stripped off our robes and held our throbbing dicks out for comparison. They were indeed quite similar. "May I?" I asked, moving my hand toward his package. "Thought you'd never ask," he said, placing his hand on my cock. We both looked down as we fondled each other. It felt so natural. I instinctively knew how to pleasure a cock - after all, my right hand had been pretty much the sole pleasure my cock had received for the past few years. And it sounded as though he hadn't been much better off. "Oh, you have no idea how good that feels, Dan," Simon said, rolling his head back, as I took his balls and gently squeezed them with my free hand. "Simon, why don't you sit back, and I'll have a go at it first, your cock looks like it's ready to burst!" I suggested. After all, the viagra had pumped him way up, and he appeared to be the most in need at this present moment. "WELL . . if you insist," he replied with a wide grin, clearly enjoying himself already. "Now, tell me what feels good, and tell me if I do something that you don't like. I'll just try and remember what felt best to me, from my early experiences with some very talented women back in the stone age, and try to do that for you," I said, kneeling in front of him and massaging his hairy inner thighs. "Oh fuck, man; go for it. I don't think you could do anything I wouldn't like right now." "Well, here goes nuthin' then," I said. I put the large cushion from the sofa on the floor in front of the bed, and it brought me up to just the perfect height to access everything. I ran my hands up his thighs, and pushed his legs a bit further apart to fully expose his engorged cock and balls. Moving closer, I could now detect that familiar musky smell. I recalled it being all over my first few girlfriends after long cocksucking sessions they had with me. I loved the smell of my cock all over them - and the taste of my seed in their mouths - after they went down on me. It usually induced me to another hard on, which I in turn put to good use on them in very short order. I took the dive, licking my way up his thighs and the crack between his legs and ball sac, eventually taking his balls into my mouth. Although it was dark - the room was lit only by candlelight - I could see the almost purple tone to his cock. It felt as though it might have burst if I squeezed too tight. He was leaking pre-cum profusely, and I used it as lubrication to jack his dick up and down while I continued sucking his balls deep into my mouth. I thought he was going to go over the edge, and I hadn't even got his cock in my mouth yet; so I released my grip on him and slowly licked my way up his shaft. He looked down in amazed anticipation, holding the blankets with white knuckles, doing whatever he could to stave off that final release. My God, his cock looked just like mine, I thought. "Your cock is an exact twin of mine," I told him, before asking, "Would you like me to suck it now?" As I looked up at him waiting for the obvious answer, I stuck the end of my tongue right into his pee-hole and squeezed out a good-sized dollop of pre-cum, then noisily sucked it into my mouth. "FUCK YES!" came the expected reply. I placed my mouth right over the end of his cock; it was so slippery and warm! I was now hungry for his cock, a sensation quite new to me; and I wanted him to feel that hunger, as I opened my mouth to receive him. Knowing just where the most sensitive parts of that particular appendage of the male anatomy are, I began sucking that cock for all I was worth; taking it deeper, then back out and concentrating on the very sensitive head. I was salivating more and more, which mixed with his pre-cum and provided that much more lube to stroke his shaft with my hand. I used my other hand to grab and squeeze his balls. I love having this done to me, but my past female partners had been reluctant to squeeze as hard as I liked, thinking they might hurt me. I found myself similarly reluctant in this scenario; I didn't want to sour this - my first - experience at cocksucking by inadvertently hurting him. I do recall a nurse I'd dated that used a finger to massage my prostate while blowing me - and that really blew me away. I wondered if that might be going too far. So, I thought, maybe I should just ask? "How am I doing so far, Simon?" "Fucking AWESOME Danny boy. I am so fucking close." "Do you mind if I, um, stick my finger up your ass and massage your prostate while I blow you?" "You'd DO that for me???" "Sure! A nurse did it for me once, and it was fucking mind-blowing." "Fuck me . . you've made me forget all about that bitch Gwen already! Go for it!" Simon was already soaking wet from my saliva and his pre-cum, so all I needed to do was get him up on the bed so I could get better access to everything. We thus relocated with him on his back at the head of the bed, and me kneeling between his legs. "Now you're probably gonna cum pretty hard once I hit 'pay-dirt', so to speak - so I'll try to catch it all in my mouth." "Wow. I can cum in your mouth too?" "Of course you can. I wouldn't have it any other way." "Been saving it up for a while, so there might be quite a bit there, Danny boy." "I'll take it like a man!" I replied, then got right back to business. I started taking him deeper now, and surprised myself that I could take almost all of him down. He moaned each time I gagged on him, and my saliva-making machine was in full throttle, rolling down his cock for me to massage into his asshole. As soon as I touched his ass, Simon started really getting into it. He grabbed my head now with both hands and started controlling the timing and length of his thrusts into my throat. He started talking dirty, between moans, as I probed his ass with first one, then two fingers. Telling me what a great cocksucker I was - "the best" - and here it was my very first attempt! Then, I found it. His prostate. With my fingers curled upwards, about three to four inches in, I could feel the two sides of it, bulged and full of fluid just on the other side of his anal wall. I zeroed in on that, and started massaging the left and right lobes, finding just the right pressure through the feedback I was getting from Simon. "Oh . . OH . . YES . . That's right. Just like that. OH YEAH . . " Pick-up Six Ch. 01 I knew he was very close now. I was watching his facial expressions with my eyes, feeling and tasting him, as the head of his cock engorged even further and I sucked even harder. That 'milking' action I was doing on his prostate was providing me lots of extra fluid, flooding out of his cock and into my mouth. The taste was not unpleasant - in fact, it was pretty good - sweet and salty at the same time; and I was determined to swallow everything I could without choking. "Oh fuck. I'm gonna cum, Dan. I'M GONNA CUM!" He looked down, and I looked back into his eyes and kept sucking for all I was worth, moaning a long "MMMmmmmm" right back at him as I slurped away. Then, his head flung back, his legs shot straight out, and the spasms began. I could feel them inside him, with my fingers, and right at the base of his cock, as his fluid flooded with great intensity from within. And I'd have sworn he'd have woken the dead, had there been any dead around to hear him. But I hung on for dear life, as his hot man-cream shot wildly to the back of my throat, and filled my mouth to overflowing. I could not swallow him fast enough and keep up with everything he was feeding me. After three spurts, I pulled back a bit, and just pointed the end of his cock toward my open mouth; and he shot four more my way while regaining enough composure to look down and watch me take the last throes of his orgasm. I was a mess of sperm and saliva, and I still had my fingers buried in Simon's ass. I slowly withdrew them, knowing he would be quite sensitive right now, and then started licking off any residual that even resembled cum from his balls and legs while he just laid back and kept repeating "Holy Fuck". I finished my business by taking all of him back into my mouth, and sucking the last of the cum from his now semi-erect cock, very gently though, knowing how sensitive a man is right after he cums. There was a good bit left in there, that I merrily gobbled up. "Well Simon. Seems you haven't taken care of this thing for a while. You were pretty full up, then," I said, moving up beside him on the bed. He still seemed a bit out of it. "You must have a good diet; your sperm tastes good," I told him, smacking my lips. "Pineapple juice. Every day," he replied. "Tell you what, I'm gonna go clean up a bit in the bathroom. I'll be back in a minute. I'll bring you a hot washcloth. You don't look like you want to move very far right at the moment." "Thanks man," came back a mumbled reply. I returned several moments later, hands and face no longer all sticky-wickets, with a warm facecloth to offer my newfound friend. "Well, how did I do for my first time?" "You are just fucking AMAZING, Dan the man. That is the best fucking blowjob I have ever had in my life. And you're a GUY! I'm just having trouble getting my head around it. I think I need another beer . ." "I'll get it. The more beer we drink, the better we look - to each other anyway. You've only got two left - but I've got some back in my room - maybe I'll go and grab 'em." "Sure. I'm up for a couple more at least." I slipped out and down the hall and grabbed the six-pack from my mini-bar, then returned to Simon's room, and again immediately flung off my robe and bent down to put my beers in his cooler. "You know, for a guy, you've got an awfully nice ass." I turned around and said jokingly "Yeah, I know." I do have a nice ass - at least that is what most of the girls have told me. "Hey, it's almost 8:30. Wanna watch some of the Thursday night football?" "Yeah, why not," I answered. Simon put the game on, but left the volume low, so we could keep talking; then suggested we both make ourselves comfortable on the other bed. "We've already made a mess of that one, and there's a pretty big wet spot that needs to dry out." So, we set up all the pillows just right, and sat up leaning against the headboard - and each other - with our beers on the bed-side tables and the football game playing in the background; side by side, but not in the least weirded out by it. It kind of felt neat. Here I'd performed my very first blowjob on this guy I'd just met, and ENJOYED it, and did a damn fine job of it too. I was feeling pretty good about the whole thing. And not the least bit embarrassed or ashamed. As a matter of fact, I was feeling on top of the world. Supercharged. Full of energy. Joyful. And, what was even greater, thinking that I was going to get an awesome blowjob in return. "How you feelin' after that, then?" I asked my new friend, still looking a little rattled from the last thirty minutes of rather intense activity. "Well, I gotta tell ya, I'm at a crossroads, Danny boy. I'm having feelings I never had before. And I just don't know how to handle them." "Just relax," I replied. "Hey, it's the first time I've ever done this too. I'm still feeling full of myself, cause I haven't blown my nuts yet, like you have." "No, it's more than that," retorted Simon. "What you did for me was more than any woman ever has done. Now I am getting an urge to do something more with you, than I would just casually think of doing with, you know, a MAN." He put his arm around me - probably something more difficult than it was for me to make the first move and take his penis into my mouth, just a few minutes ago. "I am FEELING something for you, man!" I couldn't deny it, I was feeling the same thing, too. I put my arm around him, then embraced him. We hugged. And didn't say anything, for what seemed like an eternity but was probably only one or two minutes. We just took each others' auras in, and held each other close. Then I felt his lips on my neck. He was actually kissing my neck. And it felt good! Kissing - and sucking on - my neck. More forcefully now. "MMMmmmm..." I moaned my approval. Simon was obviously waking up a bit now, and taking the initiative. My body was ready to receive. I was ready to be "taken". "Bring it on" I thought to myself, as he turned things up a notch. I laid back, still holding him close to me, and he moved with me, on top of me, in a dominant position. I wondered now, if he wanted me, as much as I wanted him. The taste of his cock was still on my breath. His seed still permeated my taste buds and left its aftertaste to remind me of his wonderful and copious orgasm in my mouth. I felt his cock growing hard again - must be the viagra I thought - while he played out his hunger for willing flesh on me. All of a sudden, his face was in mine, and we stared at each other - less than one inch apart. I sensed what he wanted, and at the same time his hesitancy to fulfill that want; so I opened my mouth and grabbed the back of his head, and pulled him toward me. It was our first kiss. Our tongues lashed together; his dominating, then mine, then his. A contest of male energies in a thrust and parry not unlike the fencing duels of 15th century England. It was passion of a different sort. One that only two men together could conjure, now unafraid of being too rough as one might if one were in a similar embrace with one of the fairer sex. Simon was now completely on top of me. We were naked. And making love. We were actually MAKING LOVE. Like a man and a woman. He worked his way down my body, sucking and biting my nipples, then licking his way down to my now swollen cock. It felt so natural! There was nothing about this situation I found myself in that felt bad, nor the least bit awkward. On the contrary, it felt wonderful. And I drank it all in. There was no hesitation or clumsiness in Simon's approach; I could feel his hunger for me, and it rivaled any I had felt from my previous and varied female lovers. Yet, it was different. There was a sense of urgency to his conquest, and I totally gave in. He licked me all over; my thighs, balls, and all around my cock. His firm hands parted my thighs, then grasped my genitals for a full-out assault. He was noisy, and sloppy, and totally dedicated to bringing me pleasure. He kept glancing up at me, while struggling to get me past his gag reflex, much as I had done for him earlier; looking for any reaction from me to feed back from. "Oh, FUCK, YES! Just like that; keep sucking my cock just like that," I would moan back, stroking his hair and encouraging him onwards. Then, I could feel his fingers on my butt hole. Probing, but more forcefully than I had done with him. Fuck it, I thought. I'm ready. "Oh Yes, Simon. Stick your fingers up my ass." But then he did something unexpected. He grabbed my legs, by the back of my thighs just above the knees, and hiked them up; exposing my asshole to whatever devious scheme he had in mind. Before I could guess what that might be, I felt his hot tongue plunge into my boiling ass, and - great horny toads - what a blessed feeling THAT was. He wasn't going to ask, nor was he going to take 'no' for an answer. He was just going to dive in. And that felt SO fucking amazing, I just laid there and moaned while he did his thing. And he held me there, by the legs, and did it for what seemed like forever, before releasing my legs and working his way back up my balls to my throbbing dick. I was mumbling dirty talk and four-letter words galore as he replaced his tongue with two fingers again, literally slamming them up into me; while 'down the hatch' went my cock. This time, he started sucking wildly, as though he hadn't eaten in a week. Skillfully finding my prostate, as I did his earlier, he started milking me; and I could feel those wonderful pre-orgasmic waves that literally made my ears ring. I would not last long with him working me like this. "FUCK YES Simon. Just like THAT. Keep going. I'm going to cum in your mouth. Take it, Simon. Take it." Well, take it, he did. Without backing off one iota. I held his head by the hair, and pumped my seed into his throat, and he just kept swallowing. Every delicious bit, and none to waste. And didn't come up for air until I was totally emptied and half-flaccid. He knew, being a guy, that immediately post-orgasm, I was very sensitive; so although he held me in his mouth, he sucked very gently. Just right. So I trusted him, and didn't attempt to pull away. I just melted into the feeling and held his head right there, against my groin. Finally, he let me slip out of his mouth, and licked my balls and all around, just in case he'd missed any, before slowly working his way back up beside me again. "So, Danny boy, how did I do? Was it what you expected?" I looked over at him and smiled. "That was the most intense sex I've ever had in my life, Simon. You fucking ROCK." "You know, I think I LIKE cock." Simon replied, matter-of-factly, as though he was talking about a certain kind of sandwich, or brand of scotch; then added, "Well, I definitely like YOUR cock, that much I know. And your ass too. You've got a real nice ass - for a guy ..." He snuggled up close, just like I would have, if I were sniffing for more. I could feel his cock, hard again, thrusting up against the side of my thigh. Not directly, not aggressively, just off to the side, so I could just barely feel it - feel his WANT. For me. Guys are so easy to read, I thought to myself. Especially if you're a guy. "You want to fuck me, don't you, Simon." He didn't say anything, just kept thrusting his cock, and looking me straight in the eye. "You want to fuck my ass, don't you? I can feel your cock against me." Simon inched his way closer to me. "Yes I do, Dan. I want to fuck you." I said nothing, but twisted my body, just 'so', my shoulder turned slightly away from him but my ass tilted back toward his hard cock; and suggestively pulled open my right buttock, exposing my pink hole to his nefarious intentions. All the while, I kept looking him in the eye, as if to taunt him. As if to say, if you want it, here it is; come and get it. He took the bait. He started rubbing his cock, up and down, across the crack of my ass - still wet from his tonguing - while grasping me by the hip, then the shoulders, then anything he could get hold of. He pulled himself up against me, and grabbed my man-tits, squeezing my nipples - one then the other - with pressure perfectly applied to deliver that delicious mix of pain and pleasure. His hand gradually worked its way to my face, and he pulled mine to his, as he continued humping his cock against me. I opened my mouth, and he thrusted his tongue in; and I felt as a sponge, absorbing what his thrusting wetness offered me. I sucked him as I would have had it been his cock, and drank in his saliva had it been his semen, literally sucking it from his mouth. I willingly assumed the feminine role, and welcomed the change. Never before had I been in a position to engage in such a fantasy; and here, now, I was immersed in it. And he - in the dominant male role - was moving ahead full throttle. There was one thing we needed to proceed to the next level that we didn't have: but I thought I'd ask the question nonetheless. "I don't suppose you have any lube on hand, do you?" Simon thought for a moment, then got up and fidgeted for something on the room service tray that was sitting on the desk. "Aha . . this will do nicely," he said, returning with two small packets of butter. He rolled me onto my stomach, smacked my ass, and spread my cheeks wider than they've ever been spread before. I almost screamed, thinking he was going to rip me a new one. But my flesh held, and the next thing I knew, his tongue dove into me again. Words cannot describe how good his tongue felt screwing my asshole, as he had me pinned to the bed face down. He got me very wet this time with his mouth, and used his fingers to push his seemingly endless supply of saliva inside me. Then, he knelt and started stuffing the butter, bit by bit, into my puckered hole, as it melted in his hands, and into the crack of my ass. His cock was dangling dangerously close to my face, and I could see a large bead of pre-cum glistening right at the opening of his pee-hole, threatening to drip down onto the sheet. It was too much for me to resist. "Let me suck your cock and get it nice and wet before you fuck me," I pleaded. He immediately repositioned himself so that his cock was right at my head. I propped myself up on my elbows, tilted my head to the side and opened my mouth, and he started sliding it in and out, testing the depth of my endurance as he continued to play with my ass. I sucked that delicious bit of man-goo out of him and bathed him with my mouth; he was already as hard as he could get. But now I really wanted him inside me. His fingers had spread me wide open, and I was confident that I would be able to accommodate his girth, given enough time to adjust. He pulled out of my mouth and hiked up my ass, so that I was kneeling and prone. "Are you ready, Dan?" "I'm all yours, Simon. Do with me as you will." Simon started turning a darker shade of red, and then, he put his hands on me. I could see the raw want in his eyes, as he grabbed my hair and shoved his cock back down my throat - deeper than I thought I could take it - for one last "dip" before the big plunge. He pulled out, dripping wet, and clambered behind me; leaving me panting for breath, and grabbed a couple of pillows to kneel on. Spreading my cheeks, he placed his beautiful dick right there at ground zero, and put just the slightest pressure right at my ever-so-sensitive opening. Slow, but sure, his head just 'popped' in, hurting only for an instant, but then sending waves of pleasure through me; the likes of which I'd never before experienced. I arched my back, instinctively, and forced myself to relax, pushing against him. He took the hint, and remained still and steadfast. Within two glorious minutes, and much moaning and groaning, I had inched my way up the entire veiny length of that hot throbbing shaft until I had gone as far as I could possibly go; completely engulfing his hard cock deep inside me. "AAAaaaahhhhh . . that's a big cock you've got in my ass!" I said, and groaned in relief, slumping a bit down in the mattress - proud that I had taken him all the way. Simon snapped me back into the present, slapping his hands on the sides of my buttocks, and holding me firmly - letting me know who was really in control here. His gyrations at first were mercifully slow; rocking motions, while I got used to someone actually moving around in there. And it was intensely pleasurable, like nothing I could have imagined or simulated with a dildo or fake dick; because it was not under my control. HE was in charge. Next, he started slowly pulling out, then back in; the lube was definitely working well, and there was no pain. Just, very, VERY intense. Simon would vary his pulsations, every once in a while, slamming hard into me and making me holler out, then coming back out slow and screw me for a while before slamming into me again. Every couple of minutes he would stop and slump over me to rest, kiss the back of my neck and run his hands all over and around me, and let my ass just pulse around his girth. Then, BANG . . he would start his gyrations again, growling softly in my ear. What a wonderful lover, I thought to myself. This was feeling less and less like just plain sex, and more and more like making love. Could that be possible with a couple of up-until-now heterosexual dudes? I wanted him to cut loose. I was pretty reamed out by now, and even if it did hurt a bit, I didn't care. I wanted to feel his passion, pure and unchained. "Fuck me hard, Simon. Fuck my asshole," I demanded, smacking him in the ass to get him going. That little prompt was all he needed. He ramped things up, and in no time he was pounding my ass like there was no tomorrow. What a glorious feeling to just lay there and be "taken". I was almost in tears, as he slammed that big, hot rod in and out, rubbing against my prostate with each and every thrust. I realized how someone could actually climax, hands-free, just from giving into that kind of stimulation, that is if they had not already ejaculated earlier - like I had. Finally, when I couldn't take any more, I begged him to stop, grabbing him by his ass to temporarily halt his assault on my now throbbing man-cunt. "Simon, let me roll over. Take me from the front." I needed just a short break; and besides, I wanted to look at him while he fucked me. His cock slid out, and he grabbed another packet of butter while I moved onto my back and lifted my legs for him. "I hope that's not margarine. I only do butter," I said, jokingly. "Don't worry. Just the good stuff for you, Danny boy," he answered, as he smeared it over him and me. "You doing OK?" he asked, with a hint of concern. "Oh yeah . . fuck me some more. I want to see what it feels like from this angle." Of course, being virgins, this was all new territory, for both of us. "Did you ever ask your wife to do you with a strap-on?" Simon wanted to know, as he finished basting his hard dick with the last of the melting butter. "Hell, I'd have had better luck asking her to go topless and pull me around town all day in a rickshaw with a horse-tail butt-plug stuck up her ass." "I'll take that as a no, then?" "That's right. Any play of that sort has been strictly solo. Only one girlfriend ever showed any interest in my ass, but that relationship was too short-lived to develop into anything where got around to that stage." "Well I like your ass, Dan, and I'm gonna fuck it some more right now." With that, he slid his cock ever so slowly back into me, spreading me out again. I guess my ass had shrunk down a bit in the minute-or-so break we'd taken, and I groaned like a whore as he once again dilated my rectum back to the size of his erection. Pick-up Six Ch. 01 I grabbed and squeezed his pectorals, helping to hold his weight up, as he negotiated his way back inside me again. We watched each other intently as he slowly picked up his pace, and he listened closely to me moaning, trying to discern what was giving me the most pleasure. He seemed to find just the right angle to massage my prostate with his upturned dick, and put just the right pressure on me; and screwed away, every once in a while surprising me with a pile-driving thrust. "You DO like to get fucked, don't you, Danny boy," he would say, after I would throw back my head in ecstasy and cry out in response to that intense ramming of my body, the impact of which was being felt full force by the most sensitive organ in my body - my prostate. He was too close to last very long, and good thing. I couldn't have taken him like that for much longer. Way too intense. "Cum in my ass, Simon. Cum for me. Deep in my ass." He was red in the face, and staring right into my eyes. Had me pinned beneath him, grunting like a mad man. I instinctively opened my mouth, and looked at his, then glanced back up into his eyes. They were on fire. "Take me, Simon, Take me. I am yours to fuck." I then licked my lips and looked back at his mouth. His face was less than two inches above me. Sweat was rolling down his face and dripping onto mine. I flicked my tongue, just up across his lower lip, where a large drop of sweat was about to drip down; then smiled, mouth still wide open and inviting, if he wanted to take the initiative. He did. In an instant, his face descended onto mine, and his tongue was madly swirling around exploring my mouth. Mine returned fire, and we took turns with thrusts and volleys into each others mouths, while he continued grinding into my ass; not really pounding, but screwing me. I threw my arms around him and we just french kissed, enjoying and allowing ourselves to experience these new taboo feelings we had for each other on this very special night. What a difference, between the way a man and a woman kiss, I thought to myself. When we finally - and reluctantly - broke off our mouth-to-mouth, he lifted his head and we looked at each other and broke out in laughter, then began talking over each other in unison. "I'd never thought I would EVER do THAT..." "Well I'm glad we did, because it felt good to me," I said, adding "You know, you don't look so bad in the dark." "Hey, I'll take the compliment. You're not too shabby yourself, Danny boy." "I still want to feel your hot cum shoot into my ass. Can you do that for me, Simon?" "Damn right I can! Hold on, 'cause I'm gonna fuck the shit outa' you!" Right back at me, he went. But now my ass was pretty well numb; it was just my prostate that was taking a pounding. I tilted my buttocks and repositioned Simon a bit higher, and then it seemed he could wail away without it being quite so intense. "Take my ass . . FUCK me," I kept repeating. I could feel him getting bigger - the veins of his cock bulging out and rubbing against the wall of my asshole. You never realize how much sensitivity you have back there until you take a fucking like this, I thought. Finally, he started into the throes of his orgasm. AAAaaahhhh. Warmth, flooding inside me. One, two, three warm spurts. Now, so wet. He is sliding in and out of me so much easier. And, getting softer . . and softer . . He is slumping on me now, still just barely hard enough to stay inside me, and spasming, pushing, wanting to keep thrusting inside me. I held him close, as he lay collapsed on top of me, and stroked his back while his cock slowly shriveled its way out of me, and he caught his breath. "You're a good fuck, Simon. A very good fuck." "So it was good for you too, then?" he asked, lifting his head. "Amazing. But I think I need to, um, get up and, clean up a little." "Yeah, me too," he replied, holding his cock so it wouldn't drip any more cum on the sheets. We both retreated to the shower and thoroughly cleaned up; then surveyed the damage. Two very messed up queen size beds. "Whatever you do, when you check out tomorrow morning, make sure you have a big smile on your face. And leave the maid at least five bucks on the pillow," I suggested. "Do you think I'll be able to find a dry spot to sleep?" Simon asked, almost in jest, looking somewhat dismayed at the damp and disheveled bedsheets. "Yes." I answered straightaway. "In Room 1511, just down the hall. I have two queen size beds as well. You're welcome to one of them." ~ Continued in Chapter 2 ~ Pick-up Six Ch. 02 Pick-up Six Ch. 02 I collapsed onto his chest, and felt my cock going flaccid inside him; his anal sphincter pulsating and tightening its grip around me, while my breathing slowly returned to normal. I rolled over to my side, and beside, Simon; still holding him close to me. My cock slipped out along with a dollop of cum, and I used it to massage into his semi-hard dick. "I think you're going to need some more treatment for that tight ass of yours, Simon," I said, continuing to fondle his cock to life with my spent seed that continued to leak from from his pulsating hole. We decided we needed a bit of a break, so hit the shower and cleaned up before returning to the scene of the crime. I laid on my back on the bed in a sitting position and instructed him to straddle me, but facing the opposite direction, toward my feet. His ass was up in the air and his hard cock was rubbing against mine; I now had full access to his hole and my whole jar of coconut oil with which to ply my new trade. I assembled my tools so that they'd be easily accessible as I began Simon's treatment regimen. He was still pretty slick in there, what with all of the previous activities of the evening, and me dumping my load into him. I started by having him back up into me and licking his asshole, just as I had earlier, while using my hands to fondle his cock and balls. He was still leaking a bit of my cum, which I could taste coming out of him. I pulled his cheeks apart and drove my tongue in, flicking it this way and that to loosen him up. He pushed against me, opening his outer sphincter and allowing me to go deeper as I pushed back into him with my face. I never thought ass could taste so good. "Tool time," I said, smacking his ass, signaling that it was time to move to the next level. I pushed him back down into his original position, our cocks once again mashing together, so that I would have the leverage required to do my dastardly deeds. "Stick out your ass and spread those cheeks for me, bitch! Time for some fun." Simon willingly complied, and I started applying the oil and probing him with my fingers - first one, then two, then three. It did not take long at all before I had four fingers buried inside him almost to the last knuckles. I thought that now was a good a time as any to bring out the horse cock. "Bitch, meet Mr. Ed," I said in jest, showing it to Simon in mock intimidation. "Why don't you suck it for me first, to get it wet?" I asked, my hand still half-way inside him and pushing further. My horny bitch complied, but was unable to get past the massive head - it was just too damn large. "Let's see if Mr. Ed is a good fuck, shall we?" I asked, pulling it away from him and lubing it up with coconut oil. I placed the head of Mr. Ed right at his rosebud, and pushed gently as I coaxed Simon onward. "Take it, Simon. Take the big cock for Master Dan. Show me what a cock-slut you can be for me." I was surprised with the ease that it slid past his outer sphincter - I must have had him pretty well dilated with my hand, I thought. He'd taken the head of it and another inch or two; we just had to get it down the rest of the way. WELL, didn't he start moaning NOW. Sounded like a bloody COW! But they were moans of pure bliss, judging from all of the signals I was getting. I just kept applying more oil, and pushing that horse cock slowly in and out; in and out. With each stroke, it became easier, and a bit faster than the one previous. I got to the point where I was going in about ten inches - that seemed to 'bottom out' inside him - the limit of what he could comfortably accommodate, length-wise. I glanced down beside me and noticed that Simon had also gotten out the red flogger - the one with the soft rope lashes. So I surprised him with it, and gave him a firm lash across the ass cheek. "Bitch!" I shouted, as the red rope tails cracked across his flesh, glistening from the oil in the candlelight of my bedroom. "Oh fuck, you can do THAT all night long . ." he replied. He was taking Mr. Ed with ease now. I wondered if it was time to graduate to the next level. I pulled it all the way out of him - and oh, what a gaping hole was displayed in living color for me - and shoved it back in a couple more times; adding a few more lashes of the flogger for good measure. "Now we're gonna go bigger," I told him; setting Mr. Ed off to the side. I poured more oil in the gaping hole where the fake cock had just been, and placed my hand there, poised to plunge home if I could get it there. I was good and slick and he was ready and willing. This time, I went in with all fingers AND thumb, rounding my hand to lessen its diameter. I got in easily just to the last knuckles and - ah, THAT would be the challenge, I realized. Simon pushed against me - he wanted this bad. I pushed against him, and twisted and turned my hand, trying to find just the right spot - as if my hand were a key and fit only a certain way in the lock. It took about five or ten minutes of pushing and wiggling - that's all. Simon was pushing back against me, my elbow braced against my chest; and I was pulling him by the thigh back towards me with my free hand. And all of a sudden, 'POP' my last knuckles broke past his outer sphincter and I entered his anal canal. "OOOOOooooooohhhhhhhh FUCK!!!" Simon literally hollered out in ecstasy, as I sat as still as I could for a moment, waiting for him to adjust to my whole hand being in there. "Congratulations Simon. I've really got to hand it to you . . you've accomplished your goal on the first go-around!" I don't think he heard me, nor did he catch my play on words. But it didn't matter. This was turning me on, almost as much as it was him. Our cocks were rubbing together, and we were both hard - especially him. I could feel his prostatic fluids leaking onto me, and we were just sliding together as I penetrated him like I had never done to anyone before. I cautiously started moving my hand inside him; in a bit further and out; then slowly in half-circles, watching closely for any positive or negative reactions. Simon was having difficulty putting much more than two or three words together between moans and groans; so I just kept talking to him, telling him what a good anal bitch he was for me. After about five minutes of experimenting with hand and fist positions, I attempted to pull all the way back out, and noticed that his outer ring had closed off a bit. He got a bit panicky, thinking I might get stuck inside him, but I assured him no worries, and gently worked my way back out of him again. Once out, I thought he might have had enough; but oh no. Not the case. "Please, put your fucking fist back in me. Fuck me some more." Back in I went - and easier this time. Best not leave my hand in there TOO long at a time, I thought. Lesson learned. In and out, THAT seemed to be the best way to do this. And once he was fully dilated to the right size, it was the most pleasurable for Simon as well. I was able to go harder, deeper, and really feel around in there too. Making a tighter fist while inside him increased the diameter and gave him even more stimulation. And once fully dilated, it was much easier to find and milk his prostate; twisting and rubbing my knuckles over the left and right lobes of the organ and driving him insane with pleasure. Simon's hard cock appeared to be in desperate need of attention. "Do you want to flip around and have me suck you off while I fist-fuck you?" I asked. All that pre-cum was going to waste, and I was craving the taste of him again. "That would be the cherry on top," he replied, as I pulled my hand out of him. He turned himself around and straddled me, sitting on and impaling himself on my fist with the greatest of ease; before aiming his dribbling dick for my waiting mouth. He had softened just a bit allowing me to take all of him into my mouth with the greatest of ease, balls deep. I sucked loudly, and he fucked me like that, with spit flying everywhere. We both know there's nothing like a sloppy, wet, noisy, throat fucking blowjob to conjure up a nice load of man-cream; and that is what we both wanted to manifest at that moment. I concentrated on his prostate and he held and stroked his cock - at least what wasn't buried in my throat - until he delivered what I so craved. My cries of pleasure were muted by his spurting cock, flooding my mouth with his delicious warm cum; and I eagerly took all of his offering into me, swallowing until there was nothing left but his wilting dick-meat. My fist slipped from his ass and he handed me a damp hand-towel; my work there being done for now. "Holy shit. That was a fucking religious experience," he muttered, and embraced me as if to say thanks. "You did well, my bitch. That was fun." We got cleaned up and just ended up going to sleep that night, exhausted from our night of activities. Simon wanted to get off early the next morning and tie up some loose ends back home. We vowed that we would get together again soon - made a date for three weeks later for a whole weekend of just being together - and slept like logs. The crack of dawn brought its usual morning wood to both of us; so we enjoyed a leisurely sixty-nine for a good thirty minutes prior to rising for coffee, breathing in each other's scents; licking and bathing each other's balls with our tongues; and finally engulfing our cocks and coaxing out their prize fluids into our hungry mouths. There wasn't a lot left to milk in either of us - we had both shared much over the last couple of days and cum multiple times - but we cherished what was there and swallowed each other's depleted loads with glee, and finished by licking each other clean. Eventually we dragged ourselves out of bed, showered and made coffee and breakfast. We'd had the time of our lives, we agreed, and would save ourselves for our next meeting. Pick-up Six Ch. 02 "Oh fuck, you know how much I've wanted you . . you're all I've been thinking about for weeks. Your cock in my mouth, in my ass. I want your cock more than ANYTHING Simon. FEED it to me. FUCK me. As hard as you want. My ass is yours. My mouth is yours. I'll even lick your cock clean after you fuck my ass. That is how bad I want you, Simon." He smacked my ass - hard - with the flogger. "Good boy! That is what I want to hear. I am going to make you cum with that cock in your ass," he said, as he started inserting his throbbing dick in my hungry hole. I instinctively pushed back against him, and continued to beg, repeating the words, 'I want your cock, I want your cock' over and over as he gradually filled me. Once he bottomed out inside me, I cried out in triumph, I had wanted him there so long. He just stayed like that for a short while to let me melt into the moment, knowing how wonderful I felt. But I did crave stimulation, and once I had adjusted to his girth, I started rocking a bit. He answered my motion with his, and we just started moving together as though we knew what we were doing. (Well, he certainly seemed to, anyway.) Gradually, we picked up the pace, and his 'in' strokes became more forceful. And, THAT is where my whole perception started changing. My ears started ringing, then it seemed like I lost my hearing. My whole body started vibrating - not outside, where Simon would notice, but inside. As though I was being raked across a larger-than-life velvet corduroy blanket at sixty miles an hour. And, that feeling you get in your prostate just before you orgasm? Well, that feeling was resonating up my spine and going through my whole body, sustained as if I was on a magic roller coaster; causing me to spasm uncontrollably. It was, quite simply, the most exquisite feeling I had ever experienced in my life. Almost out-of-body, yet in-the-body as never before. So, this is what a full-body orgasm feels like, I thought, as I rode not up over the edge, but on the crest of the wave, like you see the surfers do on the endless surf of the Southern Pacific islands. Like being on the verge of ejaculation, but not ejaculating. Simon noticed, and kept up his rhythm; talking dirty to me (even though I heard absolutely nothing) until I collapsed, stopped moaning uncontrollably, and slumped down on the bed as though I'd been transformed into a rag doll. My hearing then returned - even if my ears were still buzzing - enough to hear him asking me if I was OK. It had seemed like hours since I could last form words with my mouth, even though it had only been a minute or two. "Oh fuck Simon, we did it. YOU did it. What a glorious experience!" "You came? Did you cum Dan?" He reached down and felt around, thinking I had dumped my load on the sheets below. I had not, although I had leaked a great deal of pre-cum. "YES! I DID! It was BLISS! I've never had a full body orgasm like that, but you gave me one just now Simon. YOU GAVE ME ONE!" I flipped around and embraced him, kissing him like a long lost lover I hadn't seen in years. What a gift he'd given me - no one could ever come close to making me cum like THAT. It was just so beyond the realm of anything I had experienced before, or ever dreamed I WOULD experience, I just wanted to worship that cock that had brought it to me. And, to top it all off, I had not even ejaculated! I was still ready to 'cum again'! Words that had escaped me before now spilled out of me faster than I could think. Trying to describe my experience to Simon in all its detail and richness . . my loss of hearing . . the ringing in my ears . . the full body vibrations that morphed into an orgasm beyond description. He was right. Saving yourself that long WAS worth it. And now, I wanted to bring that pleasure to him. Make HIM feel like he made ME feel. I rolled over on top of him, determined to reciprocate. "Your bitch is going to turn the tables on you, Simon!" He looked up at me and smiled. "I love you, man." "Yeah, I love you too Simon." Once again, no awkwardness, no hesitation. Raw honesty. I kissed my way down to that beautiful penis, that had just been buried deep in my ass, and took it into my mouth. I noticed that he was very clean; I could of course detect the taste of coconut oil but other than that all I could taste was cock. I licked and sucked the head and shaft, worshipping it as the deliverer of my greatest bliss; before taking all of him deep into my throat. My tongue tickled his balls and I gleaned great enjoyment from my newfound skill. Simon's hands found the back of my head; I sensed he wanted some throat-fucking. I sensed right. He held me and started thrusting, as I looked up into his eyes, gently at first - testing my limits. He pulled me off, then bent down and kissed me - wildly sucking away at my cock-drenched mouth - then slammed my face back onto his cock again, driving himself deep into my throat. "Can I fuck your throat for a minute?" he asked, not that I was able to answer. I attempted to nod in the affirmative; he got the message and started having at me but good. Now this was a real test - he was slamming in and out of me, and I was taking him pretty good. Then, after a couple of minutes, he must have hit something in there, and I gagged, almost choking. Simon immediately withdrew and rubbed his cock all over my face. I had drooled enough spit on him to lubricate him for what I had in mind next - to try and take him to the blissful place he had taken me. I started fingering his ass suggestively as I rubbed my face over his cock and balls. "Are you ready to get fucked, dear Simon?" I asked pointedly. "Oh yes . . I've been waiting for this for three weeks Dan. Do it to me. I am yours."