Note: This story was dynamically reformatted for online reading convenience. This story is a work of fiction based on a true event in my life. Please send your thoughts and critisisms to latitude45@live.ca, I would love to hear from you. My first encounter with a man went well, in fact I still see him from time to time. Soon after that however; I had met with another man. He too was new at this whole thing. Our first meeting was somewhat the same as my first with Mike. We met at a local burger shop, it was just before noon and the lunch crowd was starting to build. I walked in and ordered a burger, taking a look around at the tables. I didn't notice any men sitting alone, so I just paid for my burger and found a table off to the side. It was a quiet table for two near the window to the parking lot. As I was eating, I saw a man or two walk in alone, but none of them made their way over. I tried to eat a bit slower so that I wouldn't look too suspicious sitting there alone. After a few more minutes, I saw a younger man, about 10 years younger than me, walk in and look around as I had done. I looked up and made eye contact with him. I was certain this was Chris, the man I was waiting for. He gave a slight nod in my direction, and proceeded to the counter to order. The table I was at gave me a good view of the door and counter area; I was able to watch him while he stood waiting at the counter. He was younger than me, that I already knew from our emails. He wasn't too slim, but certainly I would not call him overweight or anything of the sort - a very well proportioned man about 6 feet tall. His clothes were a bit loose, comfortable I would say, but they did not afford me any indication to what his legs looked like. His ass was well sculpted though even in the kaki pants he was wearing. I wondered what his chest was like, more importantly though, I wondered what his cock was like. Sure, the web site we met at provided us the opportunity to share some very intimate photos; so I had already seen his cock - but that was just a picture, and pictures do not always do justice to the subject matter. Of course for discretionary reasons, neither of us posted a picture of our face; we could only recognize each other by body shape and the fact that we intended to meet here today at this time. After he got his tray, he looked around the room rather nonchalantly, and again made eye contact with me. I gave him a slight smile which he quickly returned. Heading over to my table, I was able to size him up from the front, and I can say I was certainly pleased with what I saw. It was going to get very awkward fast as he approached the table; but I started to think "really now how many pairs of men are going to be meeting here today at this time? This had to be him". As soon as he got close enough, I asked "Chris?" "Yes, Jerry?" he offered somewhat nervously. His voice gave away his nervousness. I fully understood where he was coming from. It took an immense amount out courage on both our parts to meet here today - even to just eat a burger, for that was not the reason we were here. I pointed to the seat across from me; he placed his tray on the table and his ass in the seat at the same time. For the first time since he came in, I had a chance to take a good look at his face. His features were soft yet firm, he wasn't a mountain climber, but rather a desk jockey like me. We chatted for a while as we finished our lunch. For all intents we were just two guys having lunch together. In the business district we were in, this was certainly not an uncommon occurrence. Strangers meet all the time in places like this all around the area. They get to know each other, and determine if they what to do business together. We however, were here to meet each other and determine if we wanted to pursue a relationship together, or more specifically, if we wanted to spend some quality time worshiping each other's cocks. Judging by our conversation and the fact that we were getting very comfortable talking to each other, we were definitely on the right track. Of course the restaurant did not provide us an opportunity to discuss things that we really wanted to discuss, but we were both aware of that, and it didn't seem to be a problem. I could tell what he was thinking almost as certainly as he could tell what I was thinking. Finishing our drinks, I asked if he wanted a ride back to work. I knew he had to take public transit to meet me - he told me so when we set up this meeting. He agreed, and we left for my car. Once in the car, he suggested we take a drive around so we could talk. He indicated that his office was only a fee minutes away by car, and would not afford us any time to really get to know each other. So, off I went. I really didn't know the area very well, but he made a great guide. As I left the parking lot, and we discussed an immediate path for our ride, I decided it was time to take the conversation to the next level. Not having much experience in these things, I decided to be blunt and hope for the best. He was busy giving me a few directions and information about the area, things to watch out for as we drove. I decided it was time. I moved my right hand and quickly placed it on his leg. He stopped talking briefly and started to turn his face toward me. I could only see him from the corner of my eye, but I'm sure he was not too surprised by my action. I could tell he was about to say something when I prompted "I really want to suck your cock". I could see a bit of relief on his face, the hidden pressure and fear of what we were doing was suddenly lifted. Like a blind with an over tight spring, the veil was lifted and a whole new light had filled his face. He paused briefly and said "me too, but where?" I was glad to hear he wanted to continue with our plans, and even more intrigued that he obviously wanted to begin as soon as possible. I didn't want to frighten him, but I actually knew of a place that could provide us the opportunity that we desired. A local hotel that I had used a few times before when I had to work all night, and could not manage the hour long drive home. They offered a special rate for those people that had to work long days through to the next morning, and needed a few hours sleep before embarking on the drive home. I had used this very hotel for that purpose just a few nights ago. I had to proceed slowly though, I did not want to scare Chris, and make him think I had this planned from the start. Although, thinking about it now, I probably did. "I know a place that might be acceptable", I stated with a tone of interest in my voice. He looked at me again, and placing his hand on my leg, he replied "You're driving, let's go" I can't say that I was shocked, in fact if we weren't both so obviously nervous, we probably would have already been there! I drove the few miles to the hotel, telling him about the place and the special service they provide. I instructed him how to act, and said it would not look curious if we wanted one room, as long as we asked for two beds. He understood, and said that he would be fine if I did all the talking. I parked the car, and took a bag from the trunk. He looked puzzled; I reassured him that I carry my bag with me for safe keeping, and "just in case". He laughed. We went to the desk, and I made the arrangements for a room "We've been working since yesterday morning, with nothing more than a short nap. We really need a place to rest and freshen up before we can take the long ride home" It helped that my ride home from there was in fact over an hour on the highway. It didn't hurt that I had done this before, albeit alone, but the girl at the desk recognized me, and started to prepare our key cards. She took my credit card info, and off we went to the room. I opened the door and let Chris enter before me. It was a standard room, nothing spectacular, just a bathroom, TV, desk and two queen beds. I put the do not disturb sign out, and closed the door, securing the lock and deadbolt. I moved into the room, Chris had stopped by the bed and was staring out the window. I dropped the bag, and went to the window and closed the drapes. I looked at him, he was nervous again. Walking over to him, I knew I had to do something to calm him a bit, or he was going to get cold feet and bolt it right out of there. I knew exactly what to do. Approaching him, he turned toward me and looked into my eyes. I could see the fear in his eyes, and tried to hide the fact that I too was nervous about this. I smiled, and put my hands on either side of his head, slightly cupping his ears, and pulled his mouth to mine. I could tell he had never done this before, but I gently held him there and persisted to kiss him. After a few moments I could feel that he was accepting this, and had begun to kiss me back. I moved my arms around his neck, and pulled him closer to me. I slightly turned my head into a deeper kiss. It only took another moment, but he came around and placed his arms around my back, holding me close to him. I knew I was having an effect on him, I could feel it. His cock had grown in an instant, and was pressing hard against me. I too had grown to full strength, and thought for sure that I would blow my load in my pants if we kept this up for too long. I wasn't sure how he would react, but I thought "what the hell, we came this far I might as well try", with my mouth still planted on his, I parted my lips ever so slightly to see if he would do the same. To my surprise he did the same. I took the next step, and sent my tongue between his lips. I was not as surprised this time when he opened his lips wider and accepted my probing tongue. I explored the inside of his teeth for a few moments, and then felt his own probing member making its way into my mouth. I let him in, and played with his tongue with my own. We played like this for a few moments longer, each taking turns exploring the other's mouth. It was an awesome feeling to be uninhibited with another man like this. Soon however; we both knew we wanted a lot more. Our lips broke apart, and we stared into each other's eyes. His face showed his excitement. I shared the emotion. I pulled my hands off his shoulders and moved them to his shirt. Slowly I started unbuttoning the buttons, all the while staring into his eyes. He just smiled. When I got to the last button, I started pulling out the tucked in tails, and pulled the shirt off his shoulders. He kissed me again, another long loving kiss. When it broke, I dropped his shirt to the floor and started working on his belt. Again I kept eye contact with him the whole time. His zipper and pants button went next without hesitation. I let go, and his pants fell around his ankles. He stood there in his tight white shorts. For the first time since our embrace began ha spoke "Get dressed." I knew what he wanted, me in a skirt and tights. I was too busy admiring the bulge in his shorts. "Later," I started, "I want the cock in my mouth right now. We can play dress up later, I promise." I grabbed his hard cock while I spoke, sending his eyes rolling back in his head, followed by a heavy moan and sigh. I could tell he agreed with my proposal. Dropping to my knees, I didn't waste anymore time. Grabbing the waistband of his shorts, I pulled them down to his knees. His hard cock sprung out and nearly slapped me in the face. It was a gorgeous seven inch tool just waiting to be serviced. The scent of his manhood filled my nostrils. Gripping his cock at the base, I was able to manoeuvre the head to my lips. I licked the tip and gave it a slight kiss. He moaned as I wrapped my lips around him. It didn't take very long before I started to feel his member throbbing in my mouth. I sensed he was about to cum and soon. I kept my pressure on him sliding my mouth up and down its length. Soon he cried "O my god, I'm going to cum!" I felt the rumble start in the base of his cock, as I pulled my lips back to the tip. I was able to just wrap them tight when his first blast shot into my mouth. His hot cum, hit the back of my throat, I fought the urge to gag. A second blast followed quickly. A few more less powerful surges filled my mouth with his cum. As his spasms subsided, I pulled my hand up along his shaft draining the remainder of his cum into my mouth. I could feel him start to wilt slightly, and then he collapsed onto the bed behind him. I stood up and started at him. He smiled at me. I wasn't sure if he would want to engage in a snowball, instead I just opened my mouth slightly and let him see the cum in my mouth. I looked at him while I closed my mouth again and swallowed his load. Sitting on the bed, he smiled at me. He loved what I had just done, I knew it. He found it very sexy. As I promised, I began to undress in front of him; slowly removing my shirt, then my pants. I stood there in front of him wearing my panties and pantyhose, with a very noticeable wet spot at the top of the bulge. I moved to get my bag, searching for what I wanted and put them aside; and put the bag down again. Making eye contact with him once more, he sat up watching me intently; the smile never left his face. I took the black camisole and pulled it over my head; and took two pairs of balled up pantyhose and inserted them into the cups of the cami. That was followed by a nice blue stretch top. Then I put on the tartan school girl kilt. I watched his smile grow even stronger - I knew what he liked. He wanted to be with the schoolgirl. Standing there, I watched him stand and move over to me; casting his gaze up and down, looking at everything I had. One final touch; I turned and left him standing there, and went into the bathroom. This was probably the most uncertain act I had done that day, I wasn't sure if he thought I was chickening out or what, but I did it, and closed the door. He waited a bit, and then asked "are you OK?" "One minute, I'll be right back" I replied lightly. When I threw my bag before, I had thrown it right into the bathroom as I hoped. A minute later I asked him to sit down again, and I would be right out. I could only assume he would comply. Waiting another minute, almost sweating with excitement and nerves, I emerged from the room, and stood before him wearing the schoolgirl outfit, and topped with a striking black wig, and some very hastily and unprofessionally applied lipstick. The look on his face was sheer shock and excitement. He stood and came over to me; this time it was he that planted a huge kiss smack on my lips. It was incredible, I knew he liked the idea of dressing up, but this was cool. He kissed my lips for a very long time, darting his tongue into my mouth often as he did so. His hands caressed my back and ass; a couple of times he lifted the back of my skirt to caress my pantyhose covered ass directly. His breathing was a sure sign that he enjoyed what he was doing - the fact that his cock had started to get hard again didn't escape my notice either. He kept grinding his hips against mine making my already hard cock, strain even harder against the bonds of the material holding it in place. I needed release, and I needed it fast! He sensed the urgency of the situation, and released my lips from his. Slowly planting kisses on my cheek and down my neck. He kissed my chest through the material of my shirt and cami, he didn't stop to open or remove my shirt, he just kept going lower - he had a purpose in mind and a destination. He reached my belly button, and lingered for a moment, driving me crazy with desire. I was ready to burst at any moment! Continuing, he gave only a light peck to the bulge in my skirt and proceeded down my thigh. When he reached the hem of my kilt, he switched to the other leg, and started kissing his way back up; only this time his head was under the kilt! My moaning had to have been heard miles away, I could no longer contain the excitement building inside me. I reached the goal, and began a barrage of kisses all along the length of my cock still trapped inside the panties and hose. All this time is hands were caressing the backs of my thighs - like I needed any more stimulation at this point! His hands moved to grab the band of my hose, and with a single quick pull he lowered them to my knees. His lips barely left their post; only now they were blocked by just the thin layer of nylon. Again his hands cam up to my waist and he began to pull on the material; slower this time, much slower. As soon as the head of my cock appeared, it was engulfed in his warm waiting mouth. More and more of the material disappeared, as did more and more of my cock - into his hungry mouth! I could not take it any longer. With all the excitement of kissing and caressing him, along with the over excitement of sucking his long cock, and swallowing his load, my head was spinning like a top. I grabbed his head still under my skirt, and held it for balance as my load erupted from its holding pen. Like a volcano I shot wad after wad into his waiting mouth. He knew it was going to happen long before I grabbed his head, because he slipped his mouth back almost to the tip, providing a lot of room in his mouth to accept the pending dessert! I felt like I was pumping out cum for hours, I could barely stand anymore. Chris was holding the base of my cock and coaxing the last of my cum out and into his mouth. I felt myself being released from his lip lock. Still unable to balance, I almost fell over as Chris emerged from his hiding place and stood up to face me. He could tell I was unsteady, and grabbed my arms to hold me up as he stood. The smile on his face was incredible! His mouth glistened with the cum that leaked out of his mouth, trailing a line down to his chin. As I started to feel my legs under me again, I moved my hands from his arms, and wrapped them around his neck. I'm not sure what was going through his mind, but I wanted to share this load with him in a deep French kiss. He didn't hesitate as I drew he face closer to mine; in fact I believe he was pulling me closer faster than I was pulling him. Within moments, our lips met, and our mouths opened. Tongues darting back and forth, the cum flowing between our mouths. The taste, the feeling, the texture, the sheer awareness of what we had done and were doing now raced through both of us, making the moment ever so much more incredible. We kissed for a long time, longer than before, and that had felt like forever. I was spent, but still I managed to hold on to his neck locked in a passionate kiss like never before. Like my very life depended on staying lip-locked to this man. It had to end, I'm not sure how long we shared the cum back and forth, soon it was all but gone, we had swallowed most of it. I had just pushed the remainder back into his mouth for the umpteenth time, and started to pull away. He let me loose from his tight grip, allowing me to relax back. We had been there so long, and it was so incredible, that my own cock has started to thicken again. I could not believe how erotic the scene was. He started at me, the smile that would not quit was even bigger and broader than ever before. He swallowed the last of the cum, and gazed into my eyes. "Awesome" he muttered, "Awesome" I responded. We stepped back from each other, as best I could anyway with my panties and pantyhose wrapped around my knees, still holding onto each other. Each looking at the other, I turned and caught a glimpse of use in the mirror, he turned his head to look at us too and suddenly we began to laugh, deep resounding belly laughs. We were a site! He was naked; I stood there in my school girl outfit, looking every bit the slut. My lipstick, which wasn't great, to begin with was smeared all over my lips. My white shirt was ruffled, my kilt askew with my cock causing it to tent up in the front. My panties and hose strangling my knees, and the tall black boots hugging my calves We collapsed on the bed still laughing at the site of the two of us. We gathered ourselves into an embrace as we lay there. Softly touching and kissing. Together we fell asleep wrapped in each others arms. The day had been a multitude of stresses from the uncertainty of meeting to the overpowering pleasure of cumming in each other's mouth. I awoke with a start. It took me a couple moments to figure out where I was, and who this guy was next to me, but as I gazed at his limp member between his legs, every thing came crashing back to me. I lay quietly for a few minutes to see if Chris would awake, but he was still in a deep sleep. Not wanting to disturb him any more than I was, I got up and stood beside the bed. Moving, as best I could, I made it to the chair and sat down. I removed my boots, and pantyhose, and panties; along with the rest of my clothes. After using the facilities, man did I have to pee; I cleaned up and checked my watch. For all that we had done, and for all the time I felt had passed, there was still a lot of time left in the day. Certainly, I was not expected back for a few hours, and I knew from our previous conversations, that Chris was not expected either. I turned my attention to my bag. Taking out what I needed, I donned a pair of black fishnet hose and a garter belt to hold them in place. I followed that with a red spaghetti strap negligee. I adjusted my wig, still amazingly on my head. I fixed my makeup, and slipped into a pair of black stappy sandals with 3" heels. Re-entering the room, I gazed over at the bed. Chris was still sleeping. I, however; was wide awake and ready for more action. He was completely naked on the bed, his cock limp and waiting. I climbed back on the bed, trying not to disturb him. I moved my face to his crotch, and gently breathed on his limp cock. It twitched ever so slightly. I reached over and gently too hold of his member, again being very careful not to awaken him. I wanted his limp cock in my mouth, and brought the two together. Excitement was rushing through me; Chris was still limp, but I sure as hell wasn't! I tried to control my breathing so as not to startle him. It took a few very long seconds, but I finally got his limp cock into my mouth, and began gently suckling his member. After a few more seconds, I felt him start to swell inside me. Up till now, I thought the feeling of a cock in my mouth was fantastic; but now I was overcome with the awesome feeling of having a cock grow in my mouth, filling me, as I ticked it with my tongue. I continued my attention on his cock, and felt it grow to its full length as I teased it. I was so engrossed in the action and feelings I was experiencing, that I almost missed the fact that Chris had begun moaning. I wasn't sure if he was awake or just moaning in his sleep, he had not moved, and I wasn't about to let his cock loose to look up and see for myself. I kept sucking on his member, to the chorus of moans that emanated from his throat. My question was soon answered when I felt a slight touch on my own cock. He was lying on his back, and I was lying on my side beside him with my head down at his crotch, and my feet up past his head. He hadn't moved very much since I didn't feel him shift or slide while I sucked him. He did, however, manage to get his hand over to my cock, and had started lightly rubbing me through the material of my negligee and panties. I felt him slide his hand under the hem, and wrap his hand on my panty-clad cock. He was squeezing my as I sucked him. I decided to increase his pleasure a bit more, and move my hand from his balls down to his ass. I placed my finger against his hole, and began to draw small circles around it; gently poking the centre every now and then. I could feel the stimulation this was giving him, every time I hit the centre, he thrust his cock further into my mouth, and his moans became almost primal screams! I continued this, and with each poke, I applied greater pressure on his anus. My finger was not lubricated at all, and it took a bit to penetrate, but soon, I had managed to wiggle my finger into his hole. His excitement grew beyond belief. Despite his huge load just minutes earlier, I could feel the tell-tale vibrations in his cock once again. Within moments of my finger entering his ass, his cum exploded into my mouth! I took everything he had to give, and then ran my free hand up the shaft to extract the last. Removing my finger, and releasing his cock, I sat up and faced him. The smile he bore was incredible, but I could tell that he was drained. He blew two massive loads within an hour; the second of which was leaking from the side of my mouth right now. He mustered his strength and sat to face me. Glancing at him, I noticed his cock was going limp yet again. I looked up into his eyes, his smile warmed me. He moved slightly toward me, and licked the leaking cum from my lips. Wrapping his hands around my neck, he drew me into a hard deep kiss. I opened my cum-filled mouth to his probing tongue, and we began to share the awesome load between us. We kissed until all the cum was eaten, and then some. When the kiss broke, the cum was gone, every last bit was swallowed by the two of us during the kiss. He fell back to the bed, he was drained. Within moments I watched his piercing eyes close as he drifted off to sleep once again. I remained with the stiff hard on, but decided to forego any further action for now. I lay next to him for a while as he slept. When I was sure he was in a deep sleep, I gently rose from the bed, and proceeded to get cleaned up and changed. It was getting close to my time limit, so I quickly donned a clean pair of panties and panty hose, and then threw on my Dockers, socks and shirt - my regular work attire. My gear was all packed up, and I looked no different then when I first walked in those few hours ago. At the bed, I gently shook Chris's arm to awaken him. "It's time to go Chris." I said. He started to shift on the bed, and opened his eyes, quickly finding my face - he stared at me his smile growing ever larger again. "It's time to go" I said again. "Already?" he crooned like a dejected little child. "Yes, my love, we've run out of time for today" I followed, "We can continue again another day." I added. He had a sorry little child look when you take away his playtoy. I was taking away Chris' toy, in fact I had it all wrapped up in work clothes (he couldn't see the panties or hose!) He rose from the bed, accepting the fact that it was over for today. Standing in front of me, he reached out and gave me a big hug. I hugged him back. Pulling back slightly, I kissed him again. Breaking the kiss, I prompted him to get cleaned up and dressed, telling him I would drive him back to his office. The excitement was over. As we drove back, we discussed plans for another meeting the following week, maybe even an overnighter if we could swing it.