2 comments/ 82077 views/ 17 favorites First Time Gay By: overseas Something a little different from my other stories. ----------------------------- I am now gay, or maybe always was. For most of my life no one had a clue. I lived in very cold part of the US: Minneapolis, Minnesota. It wasn't always cold, but when it got cold, it really got cold. Last year the temperatures ranged from a July high of 98 to a January low of (-13) ... I'd "Googled" that to find out. It was still a great place to live with one major exception; I couldn't 'come out' there. I was in my late twenties, and had a huge circle of friends, mostly male. Everyone was straight, many of the guys having girlfriends or wives. It was a social group too; lots of barbeques, parties and get-togethers; we'd basically use any excuse we could to be together. Sports were a big part of our group; everyone loved the 'Vikes'. I cared about most of the people in our group and I truly enjoyed our time together. I was one of the quieter members of the gang though I wasn't shy. I dated often, liked sex, but rarely let a relationship develop. I guess I'm good looking, sometimes overhearing nice comments about my looks. I'm a fairly big guy, 6'2" and 195 pounds. I work out a lot, not for bulk, but to keep lean; high-reps, low-weight and lots of aerobics thrown in. I'm blonde with very bright blue eyes, 'classic Nordic stock' as my dad would say. I keep my hair cut short, close to my head. Women seemed to want my company and I was always getting set up on dates. I took advantage of this, and my bed was almost never empty. There was a problem though, it wasn't a woman I wanted in my bed; it was a man. Whenever I had sex, I wouldn't be thinking of the woman I was sharing my body with, instead I'd be fantasizing about some man's cock in my mouth or in my ass. Minneapolis does have a gay scene, but I could never bring myself to go to it. The stigma would just be too great if anyone found out. My friends would probably ostracize me, or at the very least make me their long-term joke. My parents would never, ever understand; they were 'old, old, old school'. I love them both; I mean I really love them. They've been great parents, my dad supporting me through my very athletic high school sports career, my mom always there with love, but they would never understand my need to be with a man. As far as vocation, I worked for a fairly large financial services firm, having quickly advanced through the hierarchy, the youngest to ever hold my position. There was currently a rumor going around that a merger was going to take place. The rumor circulated for several weeks when it finally became true; we were to join forces with a similar firm from San Diego, California. There was a caveat to the merger though; key personnel were to be exchanged between offices so as to better integrate. There were only three other people working in the same position as me but they were all married and settled into the 'Minneapolis life'; having homes, mortgages and kids in school. It looked like I was the 'likely candidate'. Would I go to San Diego? It didn't take long to make a decision though, maybe thirty seconds; yes I'd go. I spent the next few weeks making sure everything was in order, not wanting to leave anything messy behind; my coworkers had always treated me well. I drove my SUV to San Diego, taking a few days, stopping whenever I felt the need. Once I got there, I met with the local company's liaison; his name was Jean-Claude. He was of French extraction with dark hair and eyes. He'd been in the US since he was a teenager and had a very light accent, his English near perfect. He explained that it was his job to help me find a home, settle in and to help me better know the whole San Diego scene. Jean-Claude drove me around San Diego, helping me explore potential places to live in. He'd often make comments concerning the various neighborhoods we visited; he was there to help me decide where to settle. At one point he said, "Now this neighborhood is considered 'gay'. I am not sure how you feel about that, but the homes are very nice, and the streets are clean and safe. I should know, I live nearby," he laughed. "I hope you don't mind if I ask, but are you gay?" I said. "Why of course! How can I not be this beautiful and not be gay," he said in an exaggerated French accent. I laughed in response. I'd warmed to this Frenchman during our brief time together. "Would you like to see something here, or shall we go on?" he asked. "I think this may be just right," I answered, surprising myself. We looked at several homes in the neighborhood when I finally found what I was looking for; it was a beautiful town home. The current rent was very high, much more than anything I'd ever paid, but I'd received a massive relocation and 'semi-severance' bonus along with a salary increase as part of my agreement to transfer to the new firm. "Will you take it?" he asked. "Yes, when'll it be available?" He discussed things with the agent and returned to me. "I've arranged for your move in three days. The unit will be freshly painted and re-carpeted prior to your moving in." He had also negotiated for a minor reduction in rent and even a reduced deposit. "Amazing, you're incredibly efficient." "It is what I do," he said. He then titled his head slightly to the side and continued, "Besides, I live only two blocks away and I think I may enjoy your company." He drove me to my hotel, a fairly long drive. During that time we spoke of our respective homes, Minnesota and Bordeaux. The conversation then became more personal, slowly slipping into the sexual arena. He asked, "Do they have gay men in Minn-e-a-po-lis?" I laughed, "Of course, its not the North Pole." He continued, "And are you gay?" My expression dropped, I wasn't sure how to really answer that one. He noticed and said, "No, no, no, I have stepped outside of decorum." "No, its OK, it's a question I often ask myself." "Well, I 'am' gay!" he proudly said. "And I am tested often for everything!" he actually winked at me. Rather than answer his question about my being gay, I said, "Would you show me the nightlife of 'our' neighborhood this evening," "But of course," he answered, again slipping into that exaggerated French accent. "I shall pick you up at nine sharp." He dropped me off at my hotel. I went to my room and lie on the bed, hands behind my head, deep in thought. Here's my chance to finally be who I really am. Yes, I'd pursue this new life. Nine o'clock rolled around as I waited in front of the hotel for Jean-Claude. The San Diego evening air was splendid. Jean-Claude pulled up in his black Cadillac STS, a very cool car. He was dressed in charcoal slacks, and a fine black polo shirt. The very few platinum accessories he wore offset his dark looks. "Let us find this nightlife in 'our' neighborhood, shall we?" he said. "Yes, we shall." I answered. We drove to a semi-crowded area, parked and walked to a nice bistro. "Let me order please," he said. He ordered several things I'd never heard of, but every single item turned out to be delicious. We drank wine as we ate, French of course. Our meal was just the right size, not the typical huge meals I was used to back home. I wasn't full, but felt very satisfied. We adjourned to a sidewalk bar, sitting at an outside table that allowed us to view the people passing by. Several times someone, always a man, would stop by to great Jean-Claude. He was very popular. This was becoming one of the most enjoyable evenings of my life. We laughed and drank, touching one another as we exchanged barbs. He was a handsome man, a few years older than me, and he was in very good condition. He had a way about himself that made me feel very comfortable. The evening began to get late when he asked; "It is a long drive to your hotel, would you consider spending the evening at my place?" I immediately said, "Yes." We returned to the car and drove to his place. It was very, very nice and tastefully decorated. We shared one more glass of wine. He said, "You of course know you are very beautiful. Those men that stopped at our table were stopping to look at you, not to speak to me. They were all very jealous." I laughed and then deeply yawned, the day had been long. He said, "Tired? There is a spare room that I will prepare for you, or...?" He left the question hang in the air. "Show me to 'your' bedroom please," I said. He reached out for my hand and led me to his bedroom. The bed was large and comfortable looking. The sheets had been turned back. As I looked into his eyes I said, "I've never been with a man before. I think about it every day, but you'll be my first." He smiled and bent forward to kiss me. He held my face in his hands and kissed me deeply, our tongues dancing with one another. The kiss went on and on, it was wonderful. He pulled away and began to undress me. There was a heavy sensual silence in the air; I was about to make love with a man. He'd completely undressed me; I stood naked before him, my cock at full attention. He undressed himself, his eyes never leaving mine. Once naked, he returned to the kiss. I felt his hand grasp my stiff cock, slowly stroking me. I reached down for his cock; it was long and thick, matching my own. We kissed for a very long time, stopping only to catch our breath. He led me to his bed where we lie down, side-by-side. He looked into my eyes, and then bent down to kiss my neck. He worked his way down my body and then engulfed my hard cock with his mouth. I cried out. He took the entire length of my cock into his throat, stopping and holding me inside himself. I could feel his tongue massage the underside of my cock and could hear him breath through his nose as he continued to give me oral love. He was gently touching my balls with one hand, lightly dragging his fingernails over the skin. I caressed his head as I moaned in ecstasy. I was getting close to cuming, and as I wanted this to last much longer, I gently pushed him away. I said, "I'd like to do that to you." With that he moved to his back and stroked his beautiful, beautiful cock. I moved between his legs and bent forward, wanting to suck my first cock. I brought my mouth to his organ and held it to my face, feeling the heat of his blood against my cheek. I closed my eyes and sighed. I turned my face and began to lick that wonderful cock; the taste was different than I'd imagined, almost primal. I licked the head and shaft, gently holding him in my hand. I licked his balls with soft smooth strokes not wishing to cause him any discomfort. Jean-Claude was moaning, running his fingertips over my scalp. This was where I belonged, where I had fantasized about being for all those years. I brought my open mouth to his cock and slowly began to swallow Jean-Claude. I could feel the girth of his cock as it stretched my throat. I went deeper and deeper, gagging only momentarily. I worked his cock with both my mouth and hands; in much the same way that I'd fantasized about. I stroked and sucked for a long time. Jean-Claude pulled me up to his mouth, wanting another kiss. We embraced; I lightly held his face as I kissed him back. I think I could fall in love with a man like Jean-Claude. He finally pulled away from me and said, "Are you sure you have never been with a man before? You seem very natural at it." He'd pronounced the final word as 'eeet'; his French accent seeming to grow along with his passion. "Yes, but I've thought about this, or at least things like this, hundreds of times. It seems easy and natural somehow." "Would you like to try something 'more advanced'?" he asked. "More advanced?" "I would like to make love to you, to take you," he said. "Show me, but please be very gentle, you're huge," I replied. He had me lie on my stomach, resting my head on my arms. He got between my legs and pushed my legs apart and began to lightly caress my virgin hole. I could feel something wet being applied, probably lube. I felt his finger probing me, slowly entering me. We stayed in that position as he continued to open my hole, stretching it, expanding it. I could feel him shift his weight as he brought his cock to my asshole. He was so gentle, pushing into me, watching for any painful reaction. Soon he was deep inside of me, his chest pressed to my back. He began to slowly fuck me, often going deep. The sensation was like no other I'd ever felt. I tightly gripped the sheets with both hands, my neck arched high. Suddenly Jean-Claude stiffened, I could the heat of his seed entering me, filling me. It was too much, the cum in my ass and friction of the sheets beneath me was enough to set me off. I shot my load into the bed, feeling the warmth of my own cum against my belly. We rested like that, his cock inside of me, slowly shrinking until it fell free from my hole. He turned me around and kissed me again. He said, "Thank you 'Minn-e-a-po-lis', you are a very good lover." We spent the next few days' together, making love, sometimes four and five times a day. He showed me many, many new things. I moved into my new home; Jean-Claude helping me to find the necessary furnishings, my place soon complete. Work began that Monday. It turned out to be much nicer than my job in Minnesota. The hours were occasionally long, but the work was challenging and fun. My 'gay life' grew too; I began to meet people from the neighborhood and was often invited to dinners and gatherings. I loved this new life, feeling that I had finally found a place where I could be myself. Six months went by when I returned to Minnesota, wanting to spend the holidays with family and friends. A big party at a close friend's house had been arranged, all my friends wanting to see me. There was lots of sincere hugging and many kind thoughts were given to me. It was nice to be back here. The party continued, cocktails were consumed and I drank more than usual. I was at an impasse; could I finally tell my friends that I was gay? I was so happy with my new life and I truly wanted to be honest with myself and with those I loved. The alcohol gave me just enough strength to go ahead with my decision, I'd tell everyone. We were sitting in the large den when I said, "Look guys, I've got something kind of important to tell all of you." Conversations quieted, and eyes were turned my way. 'Here goes' I thought, "I'm gay," I firmly said. For several moments silence filled the room when suddenly everyone burst into laughter. I was confused, were they laughing at me? In unison they all held up their drinks and shouted, "We already know!" The laughter continued, several people getting up to hug me. Through the conversations that followed I learned that every single person in the room knew of my 'choice'; they'd known it for years. I joined in the laughter, hugging these fine people. Later, one of my closer friends cornered me and said, "How about your folks, going to tell them?" I'd thought on that same issue for sometime, finally deciding that even though I knew it might hurt them, I would again have to be honest. I spent the night at my friend's house, and then returned to my own that Saturday morning. My mother had prepared a large breakfast; country ham, thick wheat toast covered in creamery butter, scrambled eggs with sweet onion, black coffee and pulpy orange juice. My mother asked, "Did you have a good time last night?" "Yes, I missed the guys a lot." "Girls too I bet," said my father. "That brings up something I need to tell you both," I said. They turned to look at me. "I love you both very much, and I think this may hurt you, but please try to understand," I continued. "I'm gay," I simply said. My mother approached me, and held me in her arms, "Why dear, we've always known. We were just waiting for you to tell us, we knew you would once you felt the time was right." My father came to me and put his arm around my shoulders and said, "We're not nearly as old-fashioned as you seem to think. We both love you dearly and will support you in any decision you make. Did you tell your friends?" he finished. With red eyes I said, "Yes, they were fine with it too." We three hugged together as tears fell from my eyes. "I love you both so much." First Time Gay My wife went out of town and I was home alone and horny. I started drinking and watching some porn. I was getting bored and decided to try and find some girl online to hook up. After a while if getting frustrated with the sites I decided to just take care of myself. Continuing to surf I clicked on a gay site for shits and giggles. I've watched gay porn before and it did turn me on but I never thought to actually participate in it. I signed up and started to to like profiles of guys who were online. I started chatting with a few here and there. One guy started a chat with me and I told him my situation. I was drunk and lonely lol. I said I'd never been with a guy. He asked what I was looking for and I replied that I didn't really know. He suggested I stop over and see what I liked. With the alcohol lowering my inhibitions I figure why not. I finished my drink and headed over. When I got there he was a good looking guy even if he was a bit older than me. I was extremely nervous. I could feel my heart beating through my chest. After initial pleasantries he offered me a drink. I gladly accepted and drank it down. I didn't know what to do or what I would do. I guess he decided for me as he leaned in and started to kiss me. I knew there was no backing out now and I kissed him back. He kissed me hard and I just followed along. When his tongue started to explore I did the same our tongues intertwined. I could not belief how nervous and turned on I was all at the same time. I thought I could pass out. He then started to rub crotch feeling my erect cock through my jeans. We undressed each other barely. Taking the passionate kiss. Standing there naked I reached down and grabbed hold of his hard cock. The first cock other than my own I have ever touched. I was relieved that he wasn't packing a monster. He was similar in size to me (about 6 1/2 inches). Not sure what was next. He continued to lead. As i stroked his hard cock he broke our kiss and guided my head down. I soon found myself staring right at his cock. He was cut with a larger head and the precum was dripping off of it. I took my tinge and liked the precum no sure what to expect. I was surprised that it tasted ok. I began kissing the head and sucking a little bit. Then I went for it. I opened and took as much of that dick in my mouth. I've never been one to like blow jobs. It seems the girls I was with kinda half assed it and never got anywhere with that. I decided if I'm gonna suck dick I'm gonna do a good job. I slowly worked up and down the shaft. I licked it all over I gently massaged his balls I started to pick up the pace. I began to bob back and forth faster taking as much of his cock in that I could. I could hear him start to moan. I then grabbed hold of his shaft while I bobbed. Working his cock with my hand and mouth at the same time. I let the head rest on my tongue and picked up the pace with hand and mouth. He was holding my shoulders and moving his hips in time with me. He began moaning and moved his hand to the back of my head. Never having thought I'd be sucking a dick I never gave a thought to what I would do spit or swallow. Well he made up my mind for me as he gave one final push forward most of his cock in my mouth he held the back of my head firmly he let out a loud moan and he started to cum. Without thinking I started to swallow his cum. I eased back on his cock and continued to suck the head and took every drop down my throat. I was glad I enjoyed the taste and began to wonder why anyone would not swallow. He pulled me up and immediately began to tongue kiss me wanting to taste his own cum that was mixed with my saliva. Instinctively I guess my hand reached down and started to rub his now half hard cock. I continued to kiss and rub him. I then felt his hand in my ass cheek. Squeezing and caressing it. He reached a little farther and I could feel his finger massaging right on my hole. It felt really great as he began kissing my neck he began to explore my hole with his finger. He moved from my neck and quickly got down in front of me and for the first time I felt his hot mouth swallow my cock in one expert move. Finally I was going to get the relief I was looking for. With my cock still in his mouth he guided me to the couch. As I sat he alternated between my cock and balls all the while working s finger in me. I within seconds of shooting when he move and began working his tongue where his finger had just been. As good as his finger felt his tongue was that much better. I positioned myself to give his tongue easy access to my ass. After getting me good and worked up. He stood and lowered his now hard cock onto my lips again. I gladly began sucking him as he worked my cock with his hand. As I got within moments of cumming he stopped again. He stepped back letting his cock slip out of my mouth. He bent in and began to kiss me. That's when I felt it. He placed the head of his cock right in my hole. My was wet from his tongue and his cock was dripping more precum and the saliva from me. He just left it there for a movement. But pushing in. I guess he was waiting for me to say no or give him a sign. So I put my arm around the small of his hack and pulled him a little closer. Sign taken. He used just enough pressure to get the head of his cock inside me. I gasped. I had never fucked a girls ass and never had anything more than a finger inside me. There was a brief pain that was quickly replace by euphoria. After letting me adjust. He slowly worked his cock all the way i inside. Then he slowly pulled out and wired it slowly back in. Taking his time he fucked me slow. After a bit he began to pick up the pace. Every time he got all the way in I caught myself letting out a moan. I reached around and as he pushed forward I tried to help get that cock deeper inside me. He started moving pretty good and I found myself raising my hips to meet his thrusts. He was breathing have and picking up his pace. I was grunting as I slammed my ass onto his cock. He let out a moan thrust on last hard time into me and held it there. I could feel his cum filling me as he was grinding into me as I felt his cum. He pulled out. Exhausted collapsing on top of me. First Time: Getting... First Time: Getting Into The Swing Dear friend, Most people assume their first time is going to be awful, most people regret it. How many times have you heard people say, "I wish I had waited"? Well I had waited; I had waited so long I wasn't even sure if it would work anymore. And finally I was fed up waiting. Good things do not come to those who wait, good things come to those who want them enough to go out and get them. So that's how I came up with my plan. I'd never been a shy girl; I could put on a good show for the guys. Ask any of my male friends, they would be shocked to learn that I was a virgin before last week. Its not as if I'd never done anything before, I was defiantly not pure. I'd given head to a few guys. Usually at parties when the beer had gotten too much for me and I'd lost my senses, and there was that one time things almost went too far in my best friend's bathroom with my other best friend's boyfriend. But for some reason I'd never went all the way. I always decided to wait. So last Saturday afternoon, like I said I got fed up waiting. I decided to do something about it. I ran a nice deep bath filled to the brim with bubbles, after I had shaved my legs and under my arms, I shaved my pussy. I shaved it so close that the sensation of the water against the newly bare flesh tingled and started making me horny. Just the look of it made me wet, never mind what touching it did to me. I washed my short brown poker straight hair and imagined it was the mystery man I was planning on finding tonight, I imagined it was him brushing his fingers down my neck, and it was he who would kiss down between my small pert breasts, tracing my skin with his tongue. I had to stop before I made myself come right then and there in the bath. I thought of all the carnal pleasure I would receive tonight as I rubbed scented oils into my body making it shiny and soft. I styled my hair and did my make up sat naked on the floor. My own nakedness was making me horny. As you can tell yes im a very horny girl, im also as some might call it a very dirty girl; I like to get myself off at least twice a day. For someone who had never had sex, I was defiantly gifted with a higher that normal sex drive. I picked out the shortest red dress I had and put on my knee high black boots. And forget the underwear, my knew hairstyle down below felt excellent enough without ruining the feeling with underwear. And that's how I found myself outside Dom's door, the music inside throbbed through my body and ok ill admit it, I did have second thoughts as soon as he welcomed me inside, to a virgin this party would have seemed a very daunting prospect. It was defiantly in full "swing" shall we say? Bodies were grinding on the makeshift dance floor in the living room, on the stairs a woman was obviously giving a cute blonde all American type girl head, to the audible pleasure of a man standing above them masturbating over the dark head of another man. I got myself a drink. "Hey babe" I shuddered "Don't call me babe...I have a name you know" "I bet you do Hun, but to be honest im not interested in your name...im much more interested in those boots..." he leered "Sorry, im gay." I smiled sweetly; knowing he would know it was a lie soon enough, but never mind I thought as I walked deeper into the party. "Finally.... a familiar face!" I knew it was Matt before I even turned round, I had known he was behind me before he'd even spoken a word. "Hey you" I smiled at him. "Do you always have to look so fuckable?" "Only when I know im going to see you" he smiled back at me, god he made me feel naked with just one look. "Fancy checking out some of the action?" I asked taking his hand and leading him up the stairs. We followed two women into a room, so this was where all the girls were? They made it look so easy, so gentle. I didn't want to be parted from matt, but I didn't complain as the woman I'd seen earlier on the stairs took my hand and lead me over to the bed, with no resistance I let her stand me up on the bed and begin kissing the back of my knees. I could smell the pussy juice all around me, and knew she must be able to smell mine too. Slowly she worked her mouth up my thighs, moving her nose and fingers against my naked mound, licking very gently all the time. Matt smiled as he looked deep into my eyes as I allowed her to pleasure me, my legs buckling from time to time as I ground myself against her mouth, gently fucking it as I knew Matt would want me to do to his cock. I could see his jeans were tight around that area anyway. After she was done she pulled me down from the bed and forced me to lean down over a desk at the other end of the room, she brought Matt over to me and put his hands on my naked arse. "Don't she have a pretty fuckable ass?" she asked while running her fingertip over my shorn pussy and up the crack of my arse. Matt groaned all of a sudden as he whispered yes. "Don't you just wanna feel that cock of yours inside her...tell me what your gonna do to her boy" I could feel the roughness of Matt's jeans against my soft skin and I could feel the heat of his erection through them. And the feel of his hands rubbing my skin gently while I knew that woman was watching was doing unbelievable things to my body. "I'm gonna fuck her so hard its gonna feel like she's splitting in two..." he groaned "Yes?" "I'm gonna make her nearly come again and again but stop just before she gets there and drive her crazy..." "Yes?" "I'm gonna fill her up with my cum and make her scream for me to stop!" I couldn't help it but I moaned loud as I felt my juice drip down my leg and Matt took this as permission and I could hear him unzip his jeans and drop them with a thud onto the floor. And that was the beginning of how I lost my virginity, Matt took me so hard over that desk, there was no blood, just the tightness of his cock driving hard and fast into my pussy, I never imagined it could feel so good, I remember every second of it, the bubbles bursting in my head, the blood flowing in my body, faster and faster, my own body keeping time with Matt's dick. At times I thought I would almost collapse with pleasure if it had not been for the desk holding me up. Once I turned my head around to see Matt's face all screwed up with concentration and desire, and that was what finally forced me into orgasm. I screamed out loud with out even knowing it. My pussy tightened and shuddered as Matt's cock quivered and came inside of me. I got a few invitations to private parties after that night, I think me and Matt might take a few of those offers up, I'm glad I stopped waiting when I did and that my friends I hope is just the beginning of my adventures. Yours seductively ********* ****** xxx -yay, the pleasures of a sick day from work!! this I think is maybe the start of something good, let me know what you think of our nameless heroine...yours always jess xx- First Time Giving Head My brother Lawrence was 20 years old when I turned 18. My name is Dane and this is something that happened about 28 years ago. Many times during the summer we'd go to the local produce farm to pick strawberries with our Mom and Dad. Mom always made the best pies, and we had to help pick them if we wanted any of it. Lawrence and I told them we'd meet them there at about 1 o'clock that afternoon. We were out running around wasting gas (back then it was cheap), and decided it was time to head there. Out of the blue, Lawrence asked me a simple question, at least it should have been. "Hey Dane, would you like to play with my dick?" I thought for a second, and said "yeah right, what are you trying to do?" Lawrence replied, "nothing! I was just asking if you want to play with me." This went back and forth for a little bit, me not knowing what he had up his sleeve (or should I say- down his pants). I told him that if he gave me his wallet, with all his money and license, I would believe him. He gave it up right away, so I slid my hand over and through his shorts I found his cock to be on full alert. I don't know what got him horny, but I was the only one around to help him with his problem. With his dick hard, I could tell he was serious. I pulled it out of his shorts and started stroking it. How different it felt to stroke a cock, but not feel my own cock being the one that's stroked. This was the first time that I'd ever done this, so it was really weird, but a lot of fun. It felt just as hard as mine, and about the same size as mine, but it felt so much different than mine. This was great. I wasn't sure exactly what to do with it, but I figured, stroke it like you would your own. And that's what I did. After a few minutes, I asked him if he wanted me to suck on it. He told me he didn't care, I could if I wanted to. So I leaned over the center console in the car, opened my mouth and licked around his uncut cock. After realizing that he wasn't going to hit me or call me names, I slid it into my mouth. I could only get about half of it in, but I sure was having fun. My first go at cocksucking and I was really enjoying myself. We pulled into the parking lot, and Lawrence parked in the back. I continued giving him the best blowjob that I could give. It only took about a minute longer when he cried out that he was going to cum. I started to panic not knowing what I was going to do, but almost immediately I decided that I should just swallow it, that way there would be no mess to clean up. It was a good thing I was quick with my decision, because he was just about as quick. I swallowed with every squirt. Load after load went down my throat, until Lawrence finished and pulled his cock from my mouth. It tasted salty and kind of bitter, but I did it and was glad to know that it was my mouth that did it. I couldn't believe that I had just sucked my first cock, I swallowed my first load of sperm, it was my brothers cock I had been sucking, and my mom and dad were just a few hundred feet from where it happened. It also didn't take me long to decide that I needed some strawberries to get rid of the aftertaste. Out the door I went thinking, I sure hope he lets me do that again. Later that night, I asked him if he wanted to try fucking me in the ass. He said he didn't think it was a good idea, but if I wanted to I could suck his dick again. I agreed and he pulled off his pants and underwear. My mouth went to work eagerly on his already hard cock. I licked and sucked, waiting on my prize. It took him a little longer this time, but I enjoyed every second of having him in my mouth. Before long I'd be tasting my second load of sperm that day, and it was just as fun as the first. The only problem, that was about all that ever happened. I sure did want more, but didn't want to look bad in my brothers eyes, so I never asked to do it again. I wonder if that's why I've been so very bi-curious all my life? First Time Glory Hole Fun! It was at a Glory Hole, (GH), the first time I ever saw my wife, Brandie, interact with another man in a sexual way! I had been trying to get her into the "HOT Wifing" lifestyle, (I wanted to "share" her with other men), for quite some time. I had been getting her warmed up to the idea of "sharing" her for several months. I had gotten her use to the idea by getting her to dress as sleazy as she dared and then I took her out to bars and nightclubs to show off "my SLUT"! When we got back home, we would always have incredible sex as I told her what all the men, who had been staring at her all night, would like to be doing to her. I finally got her to go out to a swingers club with me just to check it out. We had a GREAT time! It was a fantastic place to party, all those half naked, (some naked!), horny women, being pursued by horny men, you couldn't help but get HORNY while partying there. Since we were there for our first time, we didn't get into any serious swinging, or sexual action with other people. The wildest it got, was when I got Brandie out of her panties, got her skirt up around her waist, and finger fucked her at our table to an orgasm while several men stood close by and watched! By the time we left the club, around 2AM, we were both horny as Hell and wanting MORE action; the "kinkier" the BETTER! I suggested we stop in at a local Adult Bookstore, (ABS), and she surprised me when she agreed. My wife was wearing the short assed denim skirt, black thigh high stockings that didn't even come up to the hem of the skirt, no panties, (I had taken them off in the club), a pair of black satin high heeled pumps, a white button up blouse that was unbuttoned halfway down her bare tits, (I had gotten her out of her bra at the club too), that she had been wearing when we left the club, and so she was looking every bit the trampy little "SLUT", that I wanted her to be! As we entered the ABS and made our way to the movie booths, my "SLUT" was getting plenty of attention! We found a movie booth with a GH in it, we went in, and a couple of guys jostled each other to see which one would get in the other booth, one guy won the race. I locked our door behind us, put my tokens in the slot, and started a movie on the screen, then I embraced my wife and we started making out and pawing each other all over. I got her blouse open to expose her large 38D tits, then I pulled her skirt up around her waist, and started finger fucking her while we were making out. We stopped kissing for a moment and looked to see if we were being watched through the Glory Hole. Of course, the guy in the other booth was watching us through the GH and we could see that he had his cock in his hand and was stroking himself. We went back to making out, but now we stood a bit sideways, so he could plainly see my hand and fingers working on my wife's pussy and me sucking on her tits. Although we hadn't gotten into any serious sharing action yet, we had recently discovered that my wife really enjoyed being watched while she was having sex! It REALLY turned her on! So doing this while the man in the other booth was watching, had my wife's pussy practically running with juices and she was really enjoying herself! Then Brandie got on her knees, took my cock out, and gave the guy a great show of her sucking my cock. Several times she would look sideways at the man through the GH, with my cock in her mouth, or smile at him while she pulled it out and just licked it with her tongue. When her knees started to hurt, my wife stood back up and we started making out again. The guy from the other booth stepped up to the hole and put his fat, hard cock through the hole, then just stood there. My wife and I stood there looking at his cock and I told her, "He wants you to play with it." Brandie shot a look at me as if she didn't believe me, then I said, "Yeah, I'm serious. He wants you to play with his cock." Then without saying a word, my wife reached out and wrapped her hand around this strange man's cock. I couldn't believe what I was seeing! This was the very first time, I had ever SEEN my wife actually touching another man in a sexual way and here it was at a GH, where we didn't even know who he was, or couldn't even see "him". I stood there watching Brandie as she stood there staring at the hard, fat cock in her hand, (which wasn't mine!), and she stroked it gently and carefully, at first. After a minute or so, she got used to the idea of what she was doing, and she started stroking it more aggressively and more sexually, in the way that she knows a man likes to be stroked, as if she was trying to get him off. Eventually, she got up the courage to be a little bolder and she stepped close to the GH and rubbed the man's cockhead on her cleanly shaved pussy. She even pulled the tip of it up and down between her pussy lips, stopping briefly to rub her clit with it! The whole time this is going on, I'm standing there watching, with my hard cock sticking out of my pants and when she rubbed his cock on her pussy, I DAMN NEAR BLEW MY LOAD! I watched my wife playing with this stranger's cock for several minutes, then I wanted some more attention. So, I pulled her away from the wall and GH, and turned her back, towards the hole. I told her to bend over and suck my cock. She bent over, with her ass and pussy almost up against the GH, and proceeded to suck my cock. I grabbed a fist full of her hair and sort of forcefully started fucking my wife's mouth. The other man reached through the GH and started playing with, rubbing, and eventually finger fucking my wife's pussy, while she was sucking my cock. I could tell the moment he slid his fingers into my wife's pussy because she shuddered, and moaned on my cock in a way that I knew she had fingers in her cunt! This was NEARLY MORE THAN I COULD STAND! I had to pull out of my wife's mouth before she made me cum, I wasn't ready to do that yet, and end this game. Although I had pulled my cock out of Brandie's mouth, she still stood there, bent over, with her hands on her knees, allowing this strange man to finger fuck her. I could tell the guy was working my wife good with his fingers, because she was moaning and wiggling with pleasure. I could hear the squishing sounds of her wet pussy and could smell my wife's aroma filling the small booth! I bent over her head and reached under her to play with and pinch her tits and nipples the way I know she likes. After a few minutes, I stepped back towards my wife, grabbed her hair again, lifted her head up, and fed my cock back into her waiting mouth. She sucked me for less than a minute when she suddenly bolted upright and grabbing me close, she whispered to me, "I think he just came on my ass!" My wife turned around and I confirmed for her what she thought. I could see globs of his cum on her ass and his load was running all down the backs of her legs. I saw a "look" come over my wife's face as if she was thinking, "Alright now, I'm done fuckin' around! SOMEONE is going to get ME OFF!" There was a chair in the booth, so I pulled it over, next to the GH, and sat down in it. Brandie stood facing me and put one foot up on the chair between my legs. Then she grabbed my shoulders to steady herself. With her standing there, like that, right up at the GH, our "friend", knew EXACTLY what she wanted. He reached through the hole and started rubbing my wife's pussy and then shoving a couple of fingers hard up her cunt, he started finger fucking her, again! Here we were, I was sitting in a chair, in a movie booth in an ABS watching another man, (a STRANGE MAN!), fingering my wife's pussy, just INCHES in front of my face! I could SEE her juices running out of her cunt, all over his hand, and onto the insides of her thighs and the tops of her stockings. The SMELL was strong and sexual. Once again, I NEARLY lost it! I watched for several minutes as this guy worked his fingers in and out of my wife's cunt. She was REALLY enjoying it! She was moaning and groaning and he made her cum a couple of smaller orgasms. A couple of times she would bend over and kiss me hard on the mouth while this guy was working his fingers in and out of her. Sometimes she was whispering to me about how good it felt and how fucking horny she was. As I watched my wife getting finger fucked by another man, I realized that "this" was why I had a desire to share her with other men. I could see my wife, in a way that I couldn't see her, when she and I were making love. At this very moment, sitting in the chair while another man was making my wife have orgasms, I was able to see ALL of her, and not just the small parts of her I could see, when she and I, were squeezed together making love. I was able to look at her face and watch her facial expressions. I could see the looks of pure unadulterated sexual pleasure that she was experiencing. She was HOT, horny, and enjoying this sex, (those fingers in her snatch), and she didn't care who's fingers they were, as long as they were making her cum! I could sit back and watch her body as she swayed her hips back and forth on this other man's hand, encouraging him to fuck her more. I watched as her body, legs, and belly, all spasmed and shook as she had some of her small orgasms. I could even see her pussy juices coating the man's hand, seeping out around his fingers, running onto her legs and stockings. I even saw her pussy spasm and twitch around his fingers when she came! I was acutely aware of the aroma of her juices filling the air, and it struck me, I had seen her get extremely wet many times when we had sex, but I never remembered smelling it, until after we were done. Here I was, smelling it as it happened! When she and I had sex, I could only see a small part of this; I could never see it ALL at once, as I could now! As I sat there, in that movie booth, watching my wife getting finger fucked by another man, I realized; this, being able to watch my wife from a distance, even though it was from only a foot away, THIS, was why I wanted to share my wife! When Brandie and I had sex, no matter how kinky it was, we were still making love. I wanted to watch her having sex, and enjoying it, not because she was making love, but simply because she was fucking HOT and wanted to have an orgasm! That's the way it was the first few times she and I ever had sex, but it wasn't long before we were in love. I wanted to see her again, having sex just because she was horny and wanted to cum! My thoughts turned back from my desires about sharing her, to the immediate action going on in front of me. I could tell that my wife was building up to that, "BIG ONE". I pushed the chair back, stood up, embraced her as he continued fingering her, and I said into her ear, "He's going to make you cum hard, isn't he?" She moaned and nodded her head as she grunted, "Yesss!" Then I whispered into her ear, "Let it cum, Baby! Let that cunt feel good! Let him make you cum like the SLUT you are!", and as I said that, my wife threw her head back, moaned, and groaned, and screamed a little, as she came HARD! Her whole body shuddered and I had to hold her up as she went through the throes of her orgasm! I'm sure that anyone outside the booths could plainly hear her, over all the phony moaning and groaning coming from all the movies playing in all the booths. Once she had finished her orgasm, the man withdrew his hand and I helped my wife sit down in the chair near the GH. Then I stepped up to her, grabbed the back of her head, and shoved my cock into her mouth. She and I BOTH knew, this wasn't going to take long! Brandie gave me a few of those expert sucking motions she's so good at on my cock, and within less than a minute, I pulled out and she stroked my cock as I shot my load all over the movie screen for the viewing pleasure of our "neighbor"! Once I regained my composure, I pulled my wife up out of the chair and embraced her in a loving way, and we kissed in a more loving, passionate way, than the more sexual way we had been doing for the last 30 minutes, or so. I rubbed her bare ass, she hugged me, and I told her how sexy she was, how much fun this had all been, and how much I loved her that she would do all of this kinky stuff for me. She told me that it wasn't just all for me, that she had fun too and enjoyed every bit of what we had done all night long! Then I zipped my pants up, my wife buttoned her blouse, and pulled her short skirt down over her ass, (it barely covered it!), and with another man's cum running down the backs of her legs, her juices running all down between her thighs, and the tops of her stockings wet with juices, my wife and I walked out of the booth. As we stepped out of the booth, there were several men crowded into the hallway just outside our booth. They had obviously been enjoying the show by "sound". I pushed my wife ahead of me, as we had to squeeze through the crowd and I wanted to be sure I could see that my wife was safe in the crowd, unlike I could if she were behind me. As we made our way through the crowded hallway, a couple of the men grabbed a feel of my wife's ass, (and got some cum on their hands, I'm sure!). My wife was a bit embarrassed to think that these men all knew what she had been doing, and so she moved through the crowd quickly, (she was making pretty good progress on those black high heel pumps she was wearing!), and I had to move a little faster, in order to catch up to her. As we headed down the larger hallway towards the store area, a short, balding, 50'ish man, approached us and holding up his hand, he said to me, "Man! She was great! She got me wet clear to my elbow!" As he said it, my wife momentarily stopped and looked back at us. The look on my wife's face was one of total embarrassment! Her face blushed and she turned to quickly walk away. As I started to go after her, I told the guy, "Glad you had a good time, because we had a BLAST!" When we got out into the car, my wife said, "You don't think those men in the hallway knew what we were doing, do you?" I told her, "Well, they might not have known EXACTLY what we were doing, but by the moaning, groaning, and screaming you were doing, they knew we were having some sort of sex. Besides, I'm sure they could SMELL it, when we came out! And, when we got out into the brighter lights of the store, anyone looking, which was just about every man in the place as you walked through, could SEE the wetness on the backs of your legs, stockings, and the inside of your thighs and the tail of your skirt is a little wet." She said, "Oh my God! EVERYONE knew what I was doing?" I told her to calm down and remember where we were, an Adult Bookstore! EVERYONE was there to get into something "kinky"! Well, she got over the embarrassment and that wasn't to be the last adventure we ever had in an ABS, or at a GH! First Time Gloryhole It's been a while since my wife and I have been away from the kids overnight, so needless to say we were both eager for an "adults" night out. We setup grandma to stay and watch the kids and drove to the city around 4pm to check in to our hotel. We both knew that there would be a LOT of sex that night and morning. We checked into the hotel and had sex right off the bat. It was good, but I think we were both ready for something a little more adventurous. We washed up and then headed out to dinner. During dinner my wife Lisa and I talked about visiting an adult book store to buy some new toys. We had a couple at home, but Lisa really wanted to get something new. The sexual tension was high, and I know she (and I) just wanted to do something new and kinky - yes, for us just going into an adult book store was new and exciting...boring as it may be. There was an adult store close by our hotel, so after dinner we decided to stop by before heading out for drinks. I suppose it was your typical adult book store with movies, toys and games and viewing booths in the back of the store. There were two other guys in the store and they kept looking at Lisa and I know she was feeling a bit nervous and uncomfortable. Lisa was wearing a type of sundress that showed her figure off very nicely. At 34 years old, 5'6" and 125lbs, Lisa was familiar to guys staring, but not in such a setting. We looked around a little and Lisa did see a vibrator that she liked, so we bought it before leaving. We drove to a nearby popular bar. It was a bit early in the evening so we sat at a table and had a few drinks. As the evening drew later, more people started crowding into the bar. At one point we lost our table after both visiting the restroom, so we ended up on the edge of the crowded dance floor watching everyone move to the beat of the music. I had gone to the restroom at one point and came back to see Lisa dancing with another guy. I found it exciting watching her dance with a stranger, but when I approached she moved away from the guy and came up to me with a look on her face like she was guilty of doing something wrong. I told her that I wasn't mad at all and that I was a bit turned on in fact. She kissed me and then said that she had to use the restroom. She returned from the restroom and we began moving to the beat of the music (mostly her as I'm not big on dancing). After a while I went to get us another drink and when I came back Lisa was again dancing with that same guy. This time when she saw me she only smiled and continued moving with him on the dance floor. It was a HUGE turn-on watching her out there rubbing up against and getting close with this strange guy. She continued dancing with him and I could see he was leaning into her saying something as often as he could just to get close to her. As I was sitting there watching them get close, I saw them talking into each others ears. Lisa had her hand on his shoulder and I could see his hand begin holding her waist. Then they both looked in my direction and we all smiled at each other. I then saw the guy walk away and Lisa made her way back to me. When she reached me she gave me a big kiss and I could tell she was excited. I asked her if she was having fun and where her "friend" went. She said that when they were dancing he was asking her the average questions about her name, where she lives and that he started telling her that she was pretty and had a nice body and smelled good etc. She said that he was getting very "friendly" with her, rubbing up against her and holding her hand and putting his arm on her waste and butt. She said that she was enjoying it but felt a little strange with me just sitting there watching. He asked her where her friends were and she told him that she was there with her "husband" and that's when they looked in my directions. After he saw me, she said he got really nervous and apologized before walking away without letting her say much back to him. I could tell that she was a bit buzzed from the drinks and quite turned on from her flirting. I asked her if she enjoyed having a strange guy dancing and touching her and she said "yes", and then said "I'm so wet. I want to fuck you so bad right now". I wanted to stay and maybe find somebody else for her to dance with since we both enjoyed it, and don't often get nights out to have fun, but it was getting late and we both were ready to get back to our hotel room. We left the club and started to drive back to our hotel, which was fortunately a very short drive. I reached over and ran my hand under Lisa's dress and felt her pussy. She was already very wet. She surprised me by saying that she felt like stopping at the adult book store again before going back to our hotel. I wanted to get back to the hotel and attack her, but I thought that these kind of nights don't happen often so we made the stop at the book store. It was late and I was surprised to see the place was even more crowded now than earlier. There were maybe 6 guys in the place, including a couple (guy and girl). As we were looking around, Lisa was again getting some looks from the other guys in there, but this time she was quite buzzed and I think she was more receptive of the looks or didn't care. As we were looking around we passed the hall to the viewing booths in the back of the store. I asked Lisa half joking if she wanted to go back and just see what they looked like - neither of us had ever been in one. To my surprise she gave me a look like I was crazy but then agreed. We purchased some tokens from the front desk and then ventured down the hallway and walked into the very last booth. Inside the booth was very creepy. It was dark and consisted of a single chair and TV on the one wall with a hole in one of the walls. Lisa commented about how "gross" it was in there but we both decided to make the most of it. I put coins into the slot on the TV and a movie popped up on the screen. I put my arms around her and asked if she wanted to just watch a bit of the movie since we were already there. We watched the screen as some girl was being fucked by two guys. I wrapped my arms around Lisa and started kissing her neck as we both stared at the screen. I could tell she was very horny, as was I. She said to me "I want to do it", and I was all ready to pull her skirt up and fuck her right there. As she said that, some guy had stuck his cock right through the hole (glory hole) in the wall. Lisa jumped and said something about it being "gross". I laughed and told her to touch it. She said "no way". I leaned into her and started kissing her again and she melted as I did. As we kissed I pushed her to the wall so that she was next to the guys cock. Grabbing her hand I guided it to the guys cock. I think she was embarrassed but she did grab it. We stopped kissing and she looked at it a little while, still holding it and slowly jacking him off. She looked at me and mouthed "it's so big". I then started kissing her again, hoping that things might get interesting. As we were kissing Lisa jumped again. We both looked down and instead of the guys dick, his hand was sticking through the hole trying to feel her ass. I guided Lisa back against the hole telling her to let the poor guy get a feel. I lifted the front of her skirt up and watched as the guy's hand began feeling her pussy through her panties. There was something about seeing this stranger feel my conservative wife's body as I watched that turned me on like crazy. I watched his fingers rub the length of her pussy, circling her clit. He then moved her panties aside and was trying to feel her bare pussy. I told her to take her panties off so that he could get better access and to my surprise, she reached down and pealed them off. She looked so sexy at that moment. I started kissing her again, knowing that another man's fingers were in her pussy. She kissed me back hard, and I knew she was horny as hell. I was squeezing her tits as this stranger was fingering her pussy. She began to moan, obviously enjoying the attention. She then jumped again and moved away from the wall and we both looked down to see the guy had stuck is cock through the wall again, but this time he had a condom on. Lisa's eyes got really big as though she was shocked. I shook my shoulder telling her "who cares" and continued kissing her. I knew she was horny as hell, as was I. As we kissed, she began rubbing my cock through my pants. She then pulled my cock out and continued jerking it while my hand went down and began rubbing her wet pussy. We continued kissing and I slowly guided her back against the hole where the guys cock was poking through. She didn't resist. As I continued rubbing her pussy, I felt the guys cock hitting my hand. I found this, a strangers cock just inches from my wife's pussy, to be a very strange and erotic feeling. As we continued to kiss, I removed my hand from her pussy and grabbed the guys cock. I've never touched another guys cock in my life, so that in of itself was VERY different. I then pressed the guys cock against her pussy, and again she surprised me by not stopping or saying anything. I could feel him begin to pump his cock back and forth against her pussy lips and my hand. She kept kissing me while jerking my cock with her hand while this stranger was rubbing his cock against her clit. I could tell by her soft moans, that she was enjoying herself. Knowing she was lost in the moment I began to push at the guys cock, putting pressure trying to maneuver it so that he would enter her. It didn't take long before I felt the tip of his cock push into her wet hole. As he entered her, she let out a gasp and buried her head in my chest and pushed back against his cock. I kept my hand down by her pussy and could feel as he pushed deeper into her pussy until I felt his balls pressing against her clit. He began fucking her with more of a rhythm and she again started kissing me and moaning louder as she rocked back-and-forth meeting his cock with each move. Within a matter of minutes her body shook with an orgasm as she kept saying "..oh yes..oh..yes..". I couldn't hold back any longer and shot my cum into her hand as she jerked me off. She then bent down and took my cock into her mouth and sucked the remaining cum from my cock. It was incredible seeing her still backed up to the wall, knowing that some strange cock was still buried deep in her while she sucked me. Lisa leaned up and kissed me and said "this is fun". She moved away from the wall and the guys cock plopped from her pussy. We could see that the tip of the condom was full of his cum. She put her panties back on and as we exited the booth, we ran right into the guy that was next to us. Lisa instinctively said "hi" and the guy smiled and said "thanks". In my head I was thinking of asking the guy back to our room for more fun, but unfortunately he wasn't the best looking guy (average looking I suppose) and I could tell that Lisa was not going to agree to him coming back. In the car ride back to the hotel, we talked about what had just happened and how fun it was. Lisa snuggled up next to me until we got to the hotel. When we got inside I fucked her and came so fast. We both fell fast asleep. We still talk about that night and I'm really hoping to get her to visit that book store again. First Time (Going All The Way) After a few months of happily sucking Chris' cock I was in for a disappointment when he started dating a girl. Now his cock was occupied I began to feel frustrated. I wasn't jealous, I just missed having a stiff piece of meat in my mouth. I began to think of anyone I could who might be open to laying back & getting drained &, to be honest, I was beginning to wonder how other cocks might feel & taste. It didn't take me long to decide that Jay, one our one time 3-some playmates, might be worth a try. Jay had been the first guy that my wife, Anne, had for one of our 3-some date nights. Jay had been dating Thalia, one of our girl playmates, & she'd sent him along to satisfy Anne's craving for 2 cocks in her at the same time. Jay had always seemed at ease with being naked in a bedroom at the same time as another guy & it made me wonder if he was open to more than just sharing a woman. He & Thalia had broken up, acrimoniously, for some unknown reason. On the other hand Thalia & Anne had become best buddies, so it made bringing Jay into the bedroom again uncomfortable for Anne. As a result I'd not seen him for a while & if anything did happen between me & Jay it was a sure thing that Anne would never find out. I hatched a cunning plan & called him up, nonchalantly making small talk until he asked about Anne. I told him "She's doing fine, enjoying the quiet now the kids are back at college. In fact she took the opportunity to take some time off & visit her parents in Minnesota this weekend." Step one. Of course he wanted to come & play with us, but slowly I swung the conversation around to the subject of being naked in a bedroom with another man. "You seem to handle it pretty well, not nervous or anything." "It doesn't bother me." He replied. I licked my lips nervously & tried not to let my throat tighten up. "Are you ever worried that the other guy might make a move on you?" There was a slight pause, as if his eyebrows were being raised, "That's quite the question. Why do you ask?" As nonchalant as I could, given my stomach flutters, I responded, "Oh, just curious." Step two. We talked some more, then I asked him if he wanted to come & play. He did (no surprise there) & he asked when. I relied "Saturday, around 4pm?" There was another pause, this time notably longer. "Well, alright then. See you at 4pm." Step 3. My plan was simple. If he showed up on Saturday & we got busy then no problem. If he showed up & was not into because Anne wasn't there then I could simply claim we'd become confused over which weekend I'd been talking about. I set the phone down & tried to calm myself, trying to let the realization sink in that I'd quite possibly just managed to talk a guy letting me suck his cock. I tried to think about it, how it would feel, given the few, furtive glimpses I'd had of it already during our 3-somes. Suddenly Saturday seemed an age away. I was as giddy as a teenager come Saturday. I had my snowmobile in the garage up on its stand & the garage door up, because the belt needed changing. Sure enough at 4pm up rolled Jay's car & out he stepped. I looked up, seeing that he had noticed that Anne's bright yellow sedan wasn't in the drive way & gave him a smile & a wave. I made the usual friendly greeting, handed him a cold beer & made small talk. At no stage did he mention Anne's absence, which was encouraging. Jay was a bit older than me, taller, more muscular & very hairy across the chest & turning grey in places. He wasn't all that handsome, really I'd have to say he was pretty non descript in the looks department, bland even, but had a quick & quirky sense of humor that soon had ladies giggling. A teenage motorcycle accident had left his scarred up on his left arm & the tip of his little finger was missing too. Apart from that I knew very little about him, other than he had a nice tool, a nice nut sack that hung way low & he could shoot big loads. I closed up the garage door, "I hope you didn't mind that question the other day." He shrugged & didn't know what I meant, "You know the one about being naked in a bedroom with another guy." He looked at me for a moment, smiled & simply said "Oh, it don't matter. I fully understand." My heart raced. What now? I was about to just dash over there & unzip his pants when Jay leaned back against the work bench, legs slightly spread, the tight t shirt he wore showing a respectably muscular chest & biceps. He looked around, "Are you finished here?" I nodded & he shifted his stance to spread his legs a little wider, "Any tools you need to put away?" I suddenly realized that it wasn't only myself who was engaged in this dance, Jay was feeling me out too. I nodded & said "If you don't mind...I mean I can leave it if you've got other things to do." He shrugged & said that it was up to me, he was happy either way. And so I put down my beer & took my first step toward him. At the same time Jay put his beer down on the bench & leaned back, resting his hands on the edge, inviting me. The first thing that I was aware of was the heat from his body, as I stepped up my eyes ran down to the crotch of his jeans. I could now smell him too, with the scent of fresh laundry, the slight hint of body wash, I knew that he was all clean, squeaky clean & ready for me. Taking a deep breath I hesitantly reached out for the belt buckle & nervously undid it while Jay's hands came up to rest on my shoulders. I could see a growing bulge in his pants & wanted to free it so badly. I popped the waist band button open, giddy with excitement, then found his zip & slid it down. With hands trembling I peeled his jeans down to reveal tight, blue & white candy striped boxers that contained his straining cock. Jay was breathing deeply now but didn't say a word. I brushed my fingers over the cotton that covered his erect cock, sending shivers through him & making him gasp. "Mmmm, nice!" I said, quite without meaning too. Searching for the opening I slipped my fingers inside & felt him for the first time, making me tingle all over. My fingertips found his shaft, ran up over his firm head & then down over his ball sack before swooping back up to roll his foreskin up & down. I caught a quick glimpse of his cock head, deep red & shiny, through the fly of his boxers & felt my own cock stirring. I had to have it! I knelt down & pulled his hard cock out, a tiny, shining star glinted in the tip with the first hint of pre cum. I curled my fingers around his shaft, cupped his balls & inched my head forward, my lips parted, sliding his fresh, clean cock into my mouth. It was indeed everything I'd hoped for. Jay must have thought so too, as he let out a gasp of pleasure. My tongue first found his slit & lapped at that sweet drip of pre cum, then went to town over his head. I bobbed & licked, stroked & squeezed, letting my hands run along the insides of his thighs before resuming their duties caressing his balls & stroking his shaft. Soon Jay was breathing hard & each time I sank my mouth down onto him I could feel a twitch in his hips that grew with each passing second. His hands left my shoulders & were suddenly firmly planted on my head, I knew he would soon come & I felt a thrill run through me. Then he gave a heavy grunt & cum flooded my mouth. I greedily swallowed & sucked & licked his head while my fingers gave his balls a squeeze. Jay almost bent double right over me, his chest brushing against the top of my head, before he jerked up, thrusting his cock into my mouth with one last shudder before a final squirt of cum & a fit of gasping. It felt wonderful to have taken a cock once more & I stood up, wiped the dribble of cum from my lips & helped steady Jay against the work bench. "You OK?" I asked, proud of myself. He slowly nodded & fumbled for his pants, "Yeah' he mumbled, "wow!" He folded his now limp, but still semi stiff, cock away in his pants continued to gather himself. I was sad to see that cock go. We went inside & hung out in front of the TV & had another drink. He asked about my cock sucking & I told him all about it. It was during the later stage of the conversation when I noticed that the bulge in his pants had returned & he'd noticed that I was looking at it. Jay smiled at me, making the corner of his eyes wrinkle & said "You know I've got more for you, lots more, if you want it." I said I would take anything he could offer, which had consequences I didn't appreciate at the time, to which he replied, "Oh really?" with a knowing wink. We adjourned to the bedroom & stripped off, this time it was easier than I'd thought being naked with him, but I was still a little nervous. Jay pulled off his t shirt & rapidly yanked off his pants, revealing his broad chest, slim waist & stiff cock. He directed me to lay on my side, propped up on one elbow, then he kneeled on the bed & guided his cock into my lips, giving him the chance to reach over & touch my cock too! I wasn't read for that & actually swatted his hand away. Jay seemed puzzled & I muttered something about being a bit surprised, then went back to sucking on his cock. I noticed his hand make its way back down to my cock & gingerly brush against me. It felt odd, but I had to admit that it also felt good too. I began to relax & wasn't even bothered when his hands started to stroke between my legs & over the cheeks of my ass. It felt good...it felt very good, relaxing & stimulating at the same time. Slowly Jay began to arch over me, adjusting himself on the bed so that slowly he was on top of my, legs spread over my face, his cock still in my mouth, lowering himself. I realized that he was about to go down on me too & I once more felt the butterflies in my stomach, but I was too far gone & soon this feeling was blown away by the warm, wetness that enveloped my cock. His hands were everywhere now, rubbing my ass, squeezing my balls, stroking my cock. Likewise I let my hands roam, rubbing his ass, stroking the inside of his thigh, his hips & groin. It felt divine. Suddenly Jay let up & rolled off me, leaving me on the bed, dizzy. He was fumbling with his clothes & I was alarmed for a moment that he might be leaving. But then he sat up & directed me to get on all 4s on the bed. I honestly didn't know what for, but I did as he asked. I expected him to slide under, maybe a repeat of the 69 we'd had only with me on top this time, but to my astonishment he pulled up behind my ass instead. I nearly freaked. "What are you doing?" I said, rolling over to protect my ass. Sure enough my fears were well founded. His cock was now wrapped in a condom, glistening with lube. "I thought..." he began. "I mean...well, you sucked cock so good I thought you were...." Again he trailed off. "My mistake, I'm sorry." I made some sort of reassuring sounds, "No worries" or something like that, but I just couldn't take my eyes off his cock. He took off the condom & cleaned up in the bathroom. "You've never done that before, or is it me?" he asked. "If it's just that's it's me then OK, it's a very personal thing who you let in you ass, I'm not offended." I told him that I'd never done that before & couldn't understand why anyone would want to. Jay laughed, "Yeah, some guys hate it, some guys love it & say it's the most amazing orgasm they've ever had." I asked him if he'd ever been ass fucked. "No, but I've had a finger up there, right on my p-spot & it is pretty fucking amazing." "What's this 'p-spot' thing?" He explained it to me. "I can show you if you want." he said, smiling & reached under the bed for the box of toys which, from our previous 3-some nights, he knew was there, pulling out a thin vibrating dildo. "It's amazing." He said, smiling wickedly & twiddling the dildo. "It's just a dildo." As if in a dream I lay back, letting my legs open. Jay came alongside me & started sucking on my nipples, something I'd never had before. So many new experiences, so much unexpected pleasures, so much I'd missed out on over the years without ever even knowing it. I didn't want anything up my butt & yet I wondered if this was something else I had missed out on. After all I'd never previously thought I'd enjoy sucking cock so much. Jay assured me he knew what he was doing, I gulped & nodded my approval, then closed my eyes, hearing only the soft rustle of his body sliding over the sheets & the bouncing of the bed. First I felt the warm wetness around my cock again, then something probing between the cheeks of my ass. I tried not to tense up, but the slim vibrator was slippery with lube & slowly it advanced, drawing a strange, tingling sensation from my ass. I began to relax & soon felt for the first time, my ass being penetrated. Further & further it went, slowly, edging back & forth. Then came the buzzing sensation & a fresh wave of pleasure rumbled through me. I felt warm all over. And then came a sensation that I had never thought possible. It was like an avalanche, it was like an electric shock, it was like an explosion, it was an indescribable torrent that left me seeing stars & my ears ringing. Jay pulled the vibrator out & beamed at me. "My my," he purred, "We are sensitive, aren't we." Then laughed. "Wow!" I croaked, "That's amazing!" then groaned once more as he let the wicked vibrator have its way with my ass. This went on for what seemed like forever, when he whispered to me, "I've got something even better, if you'd like." In a semi conscious state it was all I could do to nod. I felt his hand on my side, gently signaling me to roll over, then both on my hips to pull them up. Again he got behind me & I could hear the ripping sound of a fresh condom packet being opened. I felt terrified, like I was about to cross a line that meant no coming back. "Are you ready?" he asked. I shook my head, panting. I wanted to move, but somehow couldn't. "You're still here," Jay said, his hands resting on my ass, "I won't hurt you" he purred softly, "Just say no, or walk away from it, I don't mind either way." I could feel the warmth of his groin shining like heat lamp against my ass, my exposed, open, vulnerable, unprotected ass. I felt something rising in my gut, something inescapable, that a guy's hard cock was about to be put into my asshole, that I was about to be violated & if I didn't do something right now to break this spell another man's cock would be deep inside me, fucking me like a girl. I breathed in deeply & let the word "NO!" form, ready to let it fly loudly & clearly...but when I opened my mouth what came out was something unexpected, a tiny, shivering voice that whispered "Fuck me...." I couldn't help it, I tried to say no again, but this time, a little louder, I repeated it, "Fuck me!" "Just relax, let me know if you want me to stop." said a calming voice from behind me. I first felt the tip of his cock bump against me, the terror running trough me like an earthquake. I grunted, groaned & squealed, gasping & sobbing, It did hurt a little at first, but Jay was careful, probing a little deeper each time then sliding back. His grip tightened on my hips & I felt something warm, dangling & rubbery, bump against me. He was all the way in. I gripped the sheets as he took his first, full stroke. It wasn't pain, it was the wave upon wave of orgasmic pleasure that flooded out of my p-spot as the head of his cock rolled over it, again & again. Later Jay told me I was a gibbering mess, my teeth chattering, uttering a stream of sounds that were like an animal, my head rolling around. I remember none of that, except that I was somehow trying to cling on to reality as best I could. Jay pumped away at my virgin ass slowly & carefully but soon he was grunting too. He gave a groan, "Oh fuck, I'm gonna cum!" & then shuddered, sending me into a place even further beyond where his cock had already sent me. After we'd recovered & cleaned up I started to feel remorse, guilt & embarrassment. Jay set me right, "Naw man, you're not gay, you're no gayer than I am. You don't look at a guy & think 'Hmmm, he's yummy' or 'I'd like to date him'. You just like pleasures you can only get from a guy. Simple test, in a room full of attractive men & women, who'd you look at?" He was right, I'm a straight guy who loves women, nothing changed there. But I love to suck & slide a stiff cock up my ass & I've never felt more satisfied. First Time Guy... Some guys my age will know what I am saying when I mention about loneliness and what it can do to a guy. In my case losing my wife after 30 years of marriage was a real shock and I felt that I could never find another like her. And anyway I felt I did not want the commitment of another involved relationship. But to be frank the sexual urge was still there and I had to live with it for nigh on seven years, because during that time my wife had developed cancer which meant that her sex drive was virtually gone. It had never ever occurred to me about linking up with another person, maybe evena guy; but then I had never had reason to explore my sexual leanings before, having been quite happy with my wife until the illness set in. But since I was being both logical and practical in coming to the conclusion that a male sexual relationship would not incur too much commitment if arranged on a strictly casual and mutual basis, perhaps like someone of my own disposition, who like me missed the pleasure of sex and the like.. I took to sitting in the local park thinking that maybe another guy would join me and we might get talking - which would develop onto other things and ... well you know how it is.. My fantasies were beginning to run away with me. How it would be with another guy? and wishing it would be soon. I certainly didn't fancy hanging around the gents toilets and I could not imagine myself as being a 'toilet basher' if you know what I mean. I wanted sex but I also wanted some sort of companionship - not just a quickie in a toilet cubicle and taking a risk of being caught with my trousers down. But they say patience is a virtue and one day, with the help of the utopia chat room online, I was able at last to arrange a meeting with a guy ten years younger called Ron who actually turned up. Not like a dozen others who said they would and didn't. How infuriating is that!? But talking about it to Ron he replied that guys like that were of no use anyway and weren't worth bothering about. He was a nice guy and we soon got on very well. I introduced myself as Pete and put my cards on the table, so if he wanted to opt out he could. But happily he told me he had often wondered how it would be with another guy, a guy who understood and was not about dump him after a first encounter. "Shall we try then Ron?" I asked having chatted with him for about an hour on the park bench about our life and where we were right now, he was widowed too but for a different reason, his Mrs being killed in a car accident. It is difficult to explain just how I felt that first time I took Ron home to my place. Just the feeling of that was electric - we ventured to explore our inner feelings with each other, just standing there facing each other. Looking into each others eyes was magic and I felt a certain kind of enchantment I could never have invisaged before. Funny thing it turned out we both had similar expectations of each other and he said he fantasised too. Telling me he had dreamed of how it would be touching another guy, that he had never done that before. "And doesn't it feel so good that at last we have met on a mutual understanding and we can both cherish the experience together, for neither have I touched another guy, so I guess we ought to do something about it?" I said feeling my quintessentials start to throb. It seemed right, with me being the host I should let my trousers down first, in such a way to make it really thrilling and meaningful. Looking into Ron's eyes they were all of a sparkle as I did so and having dropped my trousers to my knees I asked him if he'd like me to go further. He simply looked up as me and then down again helping me down with my boxer shorts. Then he did the same and there were, facing each other with half mast erections and still feeling a little unsure of the other's reaction. But I had to go for it I really did, all my fantasies were coming true and there I was at last, having the opportunity to touch Ron there and how good it was. Certainly you can't compare it with touching your own and gently massaging it in my right hand I enjoyed the feel of it, the way it soon started to grow and stiffen, so warm and flexible too. "That is so nice, Pete" Ron said with his eyes half closed, the look of absolute ecstasy in his expression as he felt me too, it felt lovely - having been without for so long, it was all coming back to me how my sweet late wife enjoyed touching and sucking me before we made ecstatic love, but this was different and the thrill of the new venture made it so special for both of us as we ventured into wanking each other, teasing each other, stretching back, cradling balls and eventually feeling his fingers find my ass. "Can I suck you now, Pete" he asked so sweetly and I closed my eyes as I said yes and waited for that first feeling of being sucked by another guy, knowing that it would all lead to my sucking him and the thought of that was so absolutely thrilling and magic, I longed for that now as I felt him rough suck my cock for all he was worth and it didn't take long for me to move into position so we could simply enjoy a very deep wanking cock suck of each other, his cock tasting so wonderfully earthy and pungent and we must have both lost control of ourselves in a lusty frenzy as we sucked each other until we both cum strong. I had a mouthful of his cream and he milked me to shoot over his face, feeling him still licking my p-hole afterwards which was so very sensitive and warming. We both lay there afterwards exhausted , we both agreed it was so very good and Ron told me he loved the taste and scent of my cock, taking another taste of it like he couldn't resist making me hard again to my surprise, because I thought I was satisfied, but with Ron it was like I was learning all over again and I longed for the feel of him tt explore my ass and between, like it was the most natural follow-on after that which we had done. We talked a while about it, he said he would love to fuck and meet more if that was fine with me. "More than fine" I said, "I want that very much. "You have a lovely ass to be sure, I really would like to go further Pete." "Then be my guest I shall be what you want me to be." And I was, Ron said he would like to see me in a tight skirt like his wife wore, it would bring back so many happy memories, if that was alright, he said. "But Won't be able to hide the fact that I am male" I replied chuckling. He showed me how he did it, hiding my cock and balls in a sort of sling fastened up with elastic against my tummy as I bent over on all fours, displaying my 'pussy' substitute between my cheeks, he was well happy with that and I enjoyed the most elaborate and gentle slow spoiling, feeling his tongue and fingers stretching my ass cheeks wide. And then the simply wonderful and sexual feeing of his tongue piercing my hole, sucking and licking and murmuring. I guess how he use to with his wife, saying just how sweet like honey my pussy was and soon I would feel his fuck inside. "I want that!" I yelled prompting hi to take me, grasping his lovely thick girth and pulling it's head towards my hole, already feeling the urge to be well and truly ass fucked by this wonderful guy. Then he fucked me, it was so divine that first time, the way he did it like he was a natural, to think it was his first time too, it was simply lovely as he worked it into me, hearing his moans as he started to slow thrust it into me, hearing the wonderful sound of cock fucking asshole as we both submerged into a perfect fuck. That first time with Ron set a precedence for lots and lots more, we were to have loads of role play sessions too and with Ron it was always different, fresh and new. First Time Guy Strap On Mike is just a normal guy and most girls would never know. He wondered about what it would be like to have a girl sexually use him like he had so many girls himself. Mike was friends well friends with benefits with Jill. They hooked up from time to time when they were in between relationships. It was all in good fun they would both work out their sexual needs in random locations just to fulfill that weekly need of release. She was the submissive one and didn't mind trying new sexual activities from time to time. They slowly graduated from sex all night to finally fulfilling one of Mike's fantasies. One afternoon Mike convinced Jill to try a bit of double penetration. First he had Jill lay down on her stomach and he worked his all day stiffening cock into her moist womanhood. After they had gotten things all nice and moist he insisted on trying one of her feminine toys on her anus. They were indeed successful with penetrating her butt and pussy at the same time. It was a slow and tedious process that yielded new sensations for both Mike and Jill. It was the tightest Mike had felt inside a woman in a long time. Further, it was most fulfilling for Jill during the stint of this adventure. As fun as it is reminiscing about old times. They moved on over the years and eventually found new lovers. After a few years their lives crossed paths again for that need of sexual release after that hard day of work. Something to take the edge off that alcohol just won't do. Mike eventually through text explained to Jill that he always enjoyed dominating her in the fun of their countless sexual adventures. He explained that he would enjoy it if she would ever be interested in returning the favor of being the dominant one for the night. Mike was unsure of how to breach the subject of her being the one to be dominant enough to use a strap on in his never invaded hole. Mike expressed again that he was curious about if she would have enough guts to possibly use her fingers near his butt. She replied that she had never explored a man's butt and it definitely was a new idea to her. He then said he would even let her use her tongue on him. She immediately replied that she found that actual act a bit too disgusting. She replied again that she would consider using her fingers while giving him head on their next fun fest. Thursday came and they met up at a hotel that they had been to numerous times and decided to have fun. Mike showed up first and hopped in the shower discarding his work clothes from the day. He lackadaisically admired his body in the mirror while letting the water warm up. He casually noticed that the time at the gym had been paying off and that he was actually starting to sharpen up. He noticed too that by the next time that he would have fun with whichever girl he was with he would need to shave himself. Mike jumped in the shower and washed himself of the days work. He even washed his cock and rubbed around his butt hoping the evenings festivities would bring about some fun. When he got out he was met at the door by Jill who had just gotten off work as well. She showed up in a casual paralegal outfit complete with knee high dress a female sports coat half undone with a white button up revealing her tired looking breasts. With the anticipation of rekindling an old flame they hurried themselves into meaningless kissing relighting an old flame of zero love and using each other for carnal instincts only. They groped each other in a frantic pace and led each other disrobing clothes along the way to the bed. Mike fell on top of her and started attacking her breasts pulling her bra down in anticipation. He knew it would be no time and her nipples with barbells through them would be hard. He shoved his hand forcefully into her panties and began massaging her whole sex into a fever pitch drip. They instinctively knew what they were doing, there was no time for the cutsie love escapades that their friends shared on social media. This was all about build up and release of sexual tension. She responded by fondling his cock pulling and tugging on it with a firm grip. Even giving his balls a tug. She wanted and needed that release of an orgasm she trusted him to fuck her with out the use of a condom. Mike also trusted that she wouldn't send him so far over the edge that he wouldn't have time to get a condom and prepare his own orgasm in a bag. Mike knew she was ready when his knee felt the wetness in the bed that they had rented for the nights activities. He pulled away in the cool air and aligned his cock for her soaking entrance. He balanced on the sheets and slid in to a place he knew all too well. They began feverishly bucking and moaning it was more animistic than it was love making. He continued ramming his stiff rod in and out of her enjoying the feeling of her over wetness that he had missed. He hadn't came in a while and he knew that it wouldn't take long. He decided to end it early and see what else the night would bring. He pulled out and with the force of weeks worth of cum came all over the young gal who was granted her sexual release moments before with a face squinting orgasm. They decided after cleaning up to go out for some dinner. Over dinner he egged her on about his desire to try for her to anally please him. He suggested that they could even visit the adult store and see if they would have any toys to help them through their conquest. They departed and headed to the adult store where and middle aged woman was happy to help them find what they were after. Mike explained that they were looking for a toy that would help him get over his desire for anal play. The attendant showed them around and even suggested that they try a strap on. Mikes eyes widened and went a bit pale with the thought of that. The attendant explained that lots of males have tried it and nearly all of them were disgusted by the thought of being with a male. Mike gave it some thought and asked Jill what she felt like trying. She simply suggested that she was up for anything and if it's what he really wanted she would try it. They quickly found a starter kit that had a harness, some lube, and the object of desire. The dildo was a light blue in color almost easter pastel it was elongated to what appeared to be 7" and was gradual in circumference. They payed for it and went on about their night. If they used it great if they didn't he could always use it on her pussy or even her ass. They circled back to the hotel ready for another session of sexual release no matter what was on the menu of desire. They quickly undressed and were on the sofa Mike's hands vigorously working on her pelvic region and Jill's hands automatically working over his hard cock. It was the biggest she'd been with and always wanted to return to it. In between breaths he suggested that she start the anal play. She in her submissiveness accepted the command and edged her middle finger down to his stiff feeling hole. It was puckered shut in anticipation of what may come. She felt natural in running her finger around the hole trying to open things up like she did the first time she felt like masturbating. Mike was aghast at the new feeling of not just his finger but a feminine finger exploring a lost sexual canal. He then leaned over her and suggested adding some lube to dull the tension in the air she complied by holding her hand out and taking some in her tiny hands. She moved the excess down to the bottom of his shaft and then rubbed it over his balls. Mike's head momentarily flew back in the newness when he felt lube fall coldly and freely down his balls to his anal area. It reminded him of when a girls juices would slide from their sex down onto his nether regions while they rode him like a stallion. Jill novicely worked her finger into his anal canal. She figured if she could finger herself well she could finger a mans hole. Mike obeyed by sliding down the couch to get more comfortable she felt more comfortable sliding in and out of his bottom just like her pussy would ache to have done at that moment. She kept working in and out of his tight hole. All the while Mike was enjoying this new sensation that he had never felt before. Mike grabbed Jill's head and pleaded her open mouth down on to his stiffing cock. She engulfed him keeping her finger busy on his rectum. Mike was lost in excitement of receiving head and having his love canal explored at the same time. He didn't want to blow quite yet so be backed her head off of his head and moved her to a standing position. He then explained that he was ready for her to try on the new toy that he had purchased. He went over to the bag and tore the packaging open and removed it's contents. Jill's expression turned to uncertainty as she had always been so confident about just being a fuck for him. He encouraged her that she would be excellent at it and to not worry about how good or bad she would be doing at it. After all it was his First Time as well and he truthfully didn't know what to expect either. Mike quickly assembled the toy and encouraged her to try it on by kissing up her legs and her belly. All the while easing her legs into the straps. He finished by securing it up and around her waist. Jill was unsure of this new sensation that was around her waist. It felt like a pair of sleep boxers with a banana attached to the front. Once in place she felt a new wave of attention come over her she had the power of a woman's sex and the power of a man's all in one. By surprise she grabbed Mike's head out of no where and pulled it to her new toy. Mike resisted. "I'm not about to do that." "Shut up and just try it, you were the one that's into this anyways." Mike went with the new avenue and slid his tongue out of his mouth closed his eyes as if giving a first kiss and closed his lips around the stiff shaft protruding in front of him. He sank down on it pretending he was a stupid young slut blowing a guy for the first time. He eased his head up and down pretending to fulfill the role. As his mind reeled he lost track of time going to town on this new toy that he never had the guts to try before. He excelled at sucking away at the hard plastic member. Jill became bored since she wasn't receiving any real stimulation. She voiced up. "Is that all your gonna do is suck this plastic cock or were you interested in going farther?" Mike swallowed hard it was now or never no turning back. He voiced to himself fuck it you only live once might as well try it. He got up and decided to bend over the couch. Jill admired the ass before him. "So this is what it's like to see an ass up in the air awaiting some attention. No wonder you get so worked up when I'm on all fours. Maybe I will enjoy getting to fuck you like you do me after all." "Yea yea if your gonna do it buck up be a man and try it. Or I'm gonna back out." With that Jill rared down and slapped Mike's ass with a crack. "Just shut up, I'm in charge now. You put me in this position now take it like a bitch." Mike wondered what he had gotten himself into he rared up and started backing out. Jill had turned now though and wasn't ready for some whinny bitch. She reached in here duffel bag that had handcuffs that he had restrained her countless times with and quickly restrained his hands behind his back. "Your not going anywhere! You came this far your not backing out now." She easily pushed him back down and held him there with just a bit of weight. It was too awkward of a position for even a strong guy to get up from. She then started lining up the dildo to his man hole. she rubbed it up and down teasing it like a wet pussy. He began to relax and she explained. "Yea I figured it wouldn't take much to get you back to what you wanted." She opened up his butt cheeks to examine her progress. She held on firm to her new cock and pushed firmly into his hole. Mike winced the whole way. She readjusted and pushed stronger into him. She was almost half way in. This is easier than she thought. Mike was in a small amount of pain but didn't let it show. He wanted to muscle through it and get it over with. He relaxed a bit and Jill immediately felt a sense of ease. She practically slid right in. There was no further barrier she felt her belly against his ass. That was it she was all the way in. She stayed there for a minute ignoring Mike. She wanted to take over being in charge. She pulled out slightly and then slid back in slightly. Mike was busy seething through his teeth at the new found sensations. "Your this far just go through with it." He felt her rare back again and plow into him. She didn't care what sensation she was giving him she wanted to take on the act of a guy and give it to him like he did to her. Without any care in the world. She carried on pulling her ass out and then leaning her body into him again. She then grabbed a hold of his small put and made use of some handles. She had a good sense of how to use her new tool now. She started picking up the pace traveling that stiff plastic cock in and out of Mike. Picking up the pace she could feel less and less resistance out of him and moved to keep plowing into his ass. She couldn't help but picking up the pace and moving in and out of him getting lost in her own fantasies of being railed countless times by him. She was enjoying this new sense of being in charge and enjoyed giving him pleasure as well. She continued smacking his ass and pleasuring him drilling his ass with that woman's touch of plastic cock. Mike replied. "Harder harder, I think I can feel like I'm going to cum?" She quickened the place ramming into him with faster speed. Even slapping his ass a few times to make it more authentic. Mike felt weak in the knees and began cumming all over the couch. She picked him up off the couch and said. "That was fun and all Mike but I enjoy it when you pound my pussy even more." First Time Guys I finally had to get out of a bad situation. I put on my back pack and headed for the hi-way. I am 26, average build and needed to move on to find a fresh start. I stood on the hi-way, broke, hungry and wondering how I was going to get everything together. After about half hour, a newer car pulled over and a gentleman, maybe about 35 told me to hop in. As we headed down the road, we got into long chats about this and that. I told him my sob story and he seemed a little sympathetic. "Rick" said he was a salesman out on his first day of a territory blitz. As it was getting late, Rick asked me if I wanted to share a room with him before heading back out in the morning. I told him I was broke, and he said 'no problem, company expenses'. As we weren't near a city, the only place was an older motel. He apologized for this but I didn't care. He told me I could shower and he would go pick up some beer. Maybe things were looking up. As I came out of the shower and started to dry myself, I didn't think Rick would be back yet so I left the bathroom without the towel to grab my clothes.. There was Rick, smiling with a beer in his hand. It seemed comfortable enough, so I casually started to get dressed, not covering up in any hurry. It was then I noticed him staring at my cock. I don't know why, but I then sat facing him as I looked through my bag, my cock facing him only feet away. I figured for all he had done, if he wanted to look at my cock, fine. After dressing (and a free little show), we pounded back a few beer. We talked a lot about everything and Rick mentioned how his married life was far from perfect. Sex was rare, and the last time he had gotten a blow job was from a hooker several years earlier. Both mildly drunk, Rick blurted out that he would love a blow job, and that he wasn't gay, but he would give me the $50 instead of a hooker to satisfy him. I am not gay either, but have most definitely fantasized what it would feel like to suck a cock. And for $50, I would have done more than that. I immediately knelt down between his legs and started to undo his pants. I think he was surprised to say the least. I remembered all of the cum-shot pics I masturbated to on the net and knew I would enjoy this. I never realized how horny this would make me. I took out his very hard cock and rubbed it gently, feeling a cock for my first time. It felt heavy in my hand, and pulsating and hard. I jerked gently up and down, watching as pre-cum oozed out the hole. I slowly leaned my head toward it and licked at the pre-cum. This was great! I put the head in my mouth. Rubbing at it with my tongue. I then licked my way down the shaft and licked at his balls. It was difficult with his pants still on so I asked him to remove his clothes and lie on the bed. He seemed even happier when I removed my clothes too, revealing an equally hard cock. I positioned myself at his side and went back to work, stroking and sucking. Not a minute later he squeezed the back of my head and grunted, spurting come in my mouth and on my face. It was very intense for both of us. I continued pumping and sucking on the head, licking whatever cum I could find. As things calmed, I held his semi erect cock in my mouth, lightly pumping his cock. That was too fast. I figured I was here now with someone I didn't know, and could explore my wildest fantasies. I was going to get the most of this. He sat up and began thanking me, telling me how great it felt. I smiled, rubbing some cum from my chin. He got up, saying he had to relieve himself of the beer. As he walked toward the bathroom, I told him to stop. I walked in ahead of him, got into the tub and lay down. As I stroked my hard cock, I told him to piss on me. He looked shocked, but at the same time excited. He asked if I was sure, and I nodded yes. He stood over me and started to urinate, aiming first at my cock, then my stomach. I leaned forward and guided his aim to my face, opening my mouth. The feeling of some guy's warm piss spraying me almost had me cumming. I let most of it flow out the corners of my mouth and even swallowed some. By the time Rick had finished soaking me, he was hard again. I stood up and kissed my first guy with a piss soaked mouth. It may have been the most passionate kiss I ever had. He reached down and grabbed my cock. It felt so good. He immediately knelt down and took it into his mouth, gobbling at it like a mad man. Seconds later I spurt what felt like a gallon of sperm. He couldn't swallow it, but tried. He looked up at me and said that was the first time he had ever even touched a cock, and that it was fantastic! We went to the bed and lay down, stroking each other's cock, saying how kinky and erotic this was. Hell, I was doing it now, so I moved down, spreading his legs and began to lick the area around his ass. I tongued it as deep as I could while stroking his cock. I guess he sensed that I was preparing to fuck him and he said he wasn't sure if he was ready for that. I assured him I was enjoying just licking his ass. Just then, I rolled over, and said that I was ready and that I wanted to feel his huge cock up my ass. Once again he declined, but did finger me in the but as he jerked me off. Pretty well in a 69 position, we brought each other off again. Exhausted we fell asleep with each other's cock in our faces As morning came, I awoke with his semi hard cock in my hand. I opened my mouth and awoke him with a gentle blow. He awoke and pulled away, seeming somewhat nervous in the light of day. He got up and headed for the washroom, but before he got there, I said I was thirsty. He smiled and we both headed in.