0 comments/ 111041 views/ 5 favorites His First Time By: Hoop77 He arrived home his usual time 5:00 to find the house was empty. Where was the wife and kids? He pondered. Oh well... he proceeded to get comfortable. As he sat at the table to remove his shoes a note was left for him. Hon, I have found out you have been bad!! Go into the bedroom and you will find instructions for you to follow. She and him had talked about something like this, but he was sure she would never go through with it. Almost killing himself he ran into the bedroom he found the next letter. You will take a bath, while in the tub you will shave your cock and balls. After you have cleaned up you will proceed to the garage and will find a present I have prepared for you. He was amazed how hard his cock was thinking what was in store from him this evening. She had tried before to Dominate him, but had always stopped way short. He wondered if this would be the same. Quickly he undressed and proceeded to comply with her request. As he was lathering up his body he found himself stroking his cock and dreaming of what was in store for him. As he was about to climax he stopped and finished his bath. As he entered the garage he saw a note on a small foot stool. It read, Now that you here this is my room. You are but a quest to me. I control this room. You will address me as Mistress. You are only allowed to answer my questions with a yes or a no. There in a blindfold and hand cuffs in the bag beside you. You will place the blindfold on and the handcuffs. Sit and wait for my arrival. Blindfolded and in cuffs, his mind was drifting off. what was she going to do to him? Was she going to follow through with her plan or stop short. He found his hand on his cock wanting to masturbate. Then the door opened and she was there. "Stand my slave, she ordered. He smelled the perfume she wore when she was in the mood for love making. The aroma made him want her more. Standing he felt her gloved hand touch his shaven balls. Jerking away she grabbed his cock with force and pulled him close to her. Do you understand my instructions on how you are to answer me she asked. Yes Mistress, was his reply. Very good my naughty slut. First I will tell you why you are being punished. I found evidence that you have been masturbating without my permission. Do you understand slut? she asked. Yes Mistress, he replied. From this day on you will not masturbate unless I give you permission. Yes Mistress, he answered. His cock was thumping with anticipation, her stern voice caused him to become very excited. Next slut, you are my property, you will not cum unless I tell you it's OK. Yes Mistress, he replied. Very good, my little slut. He then felt his hands being pulled up over his head and secured to a rope. His legs were spread apart and secured with rope. The Mistress began rubbing her glove covered hands all over his body, causing goosbumps to appear. You like this feeling don't you slut? Yes Mistress, he replied. He heard some movement and then felt the stinging effect of her hand across his ass. His body tensed up, she had never gone that far. His ass stinging he felt his cock grow ever harder, crying for relief. Do you like having your ass spanked slut? Yes Mistress, was his reply. Well my hand is to tender to give you a good ass whipping? He figured this was over she had made her point and it was over. She would untie him and they would fuck. But the next thing he felt was a leather belt stinging his ass. He started counting 1,2,3,4,5,6,7,8,9,10 his ass was on fire. Standing there feeling the heat upon his ass she grabs his hard cock and tell him, I like to see that ass of your red. Raking her nails up across his ass sends waves of pain through his body. As he jerks, she squeezes his cock harder. Do you need more punishment slut? No Mistress was his reply. I think you do, I have been cleaning up your cum for a long time now slut. Yes Mistress, he replied. Besides his ass was getting use to it and he was enjoying the feeling. waiting for the next wave of smacks, he felt something prickly across his cock and balls. I have found a new use for a hair brush my slut. I will continue to slap your balls and cock till you loose this erection you had no permission to obtain. Yes Mistress, he replied. He was in a dilemma, even though it was painful, the brush was making his cock harder. As she put more pressure on his cock and balls with the brush, he felt the pain threshold and his cock began to shrink. Very good my cocksucker she replied. He then felt something being placed on his cock, a rope was tied around his balls and cock. You will not get a hard on until I am ready to use my cock, do you understand? Yes, Mistress was his reply. He felt his cock try to grow just from the tone of her stern voice. pain was beginning to build up in his groin. Releasing his hands and feet he was ordered to lie back on the floor. Mistress then sat on his chest and told him, you are going to suck on my pussy, I am going to fuck that face of yours. Yes Mistress, was his reply. Sitting on his face she pulled his mouth to her pussy, her juices were flowing, she aggressively rubbed her pussy over his face and tongue. Eat my pussy, slut. Suck my cunt juices, don't waste any of it. Climax after climax she fucked his mouth and tongue for her pleasure. He had always fantasized about being used like a piece of meat, he was no feeling the effect of reality and not just dreaming about it. His cock was yearning to be released from its bounds. Her scent, her tone was causing him to leak pre cum from his restrained cock. After several orgasms, she stood over him and told him he was a good face fuck. Yes Mistress, he replied. Releasing his cock, it sprang up to a full erection. Seeing this she told him he had not asked for permission to get hard. But Mistress all the excitement I had no control over it!! He replied. I see you have a few things to learn, How were you suppose to address me? Yes or no Mistress, he replied. I must punish you again slut. Yes Mistress he replied. Stand up, as he was trying to stand she helped him to his feel by grabbing and pulling his cock. The then felt a sharp slap across his cock, causing pain to go from his cock to his balls. As his cock began to go soft. Do you understand now my slut this is not a game, this is our new lifestyle. Yes Mistress, he replied. Very good my little cock sucker. No go to your knees, on his knees he placed his cock in between his legs to keep I from getting hard. Next he felt her hand on his head guiding his face forward, his lips touched something hard, suck on my rubber cock slut. He held hid lips closed, this was to far he was thinking. Before he could say anything, she had grabbed his hair and jerked his head, causing his mouth to open, she shoved the rubber cock in his mouth. Now suck my cock you slut. He could not reply, he found a stirring in his cock and squeezed his legs together to keep his cock from getting hard. As she fucked his mouth, you are going to be a good cock sucker my little cock slut. Deep throat this cock, my cunt is getting very wet again slut. He could not answer, he was in a situation, his cock was hard again, he found himself liking the idea of being her cocksucker. Trying to concentrate on not getting a hard on and pleasuring his Mistress had his entire body feeling every pulse that raced through him. As she pulled out the cock and rubbed it over his face she told him there is more to come. Yes Mistress, he replied. Stand she ordered him, knowing he was hard again he tried to keep his cock between his legs to protect it. As he stood it sprang forward, well I see you haven't learned how to control my cock you slut. Again she grabbed it with force and slapped it back to being soft again. Again she placed his hands above his head and tied him securely. As she was standing behind him, he felt the rubber cock between his legs. She was up against him now and as she reached around she grabbed his cock. Now my slut, I want this to get hard, Yes Mistress, he replied. As she gently stroked his cock, and rubbed the rubber cock between his legs he was erect and close to cumming. You will inform me when you are close to climax slut. Yes Mistress, his voice was raspy, he was very near, he wanted this climax. His cock and balls were on fire with lust, She stopped stroking his cock, and started to play with his nipples. Squeezing the hard, he found he liked the feeling. Back to his cock, pre cum was dripping out of the head. Again she told him, you will let me know when you are about to cum slut or you will be punished. Yes, Mistress he replied. Again he felt he needed this climax and besides she had punished him before and it was not to severe. As he was standing trying to decide if he should disobey her, his body decided for him and the wave or an orgasm took over he could not stop it now. You fucking slut, I told you to tell me when you were close. Yes Mistress, but I could not hold it back. Well you will just have to clean up this mess. He then felt something being spread across his lips, lick this cum from my hand slut, in protest he clenched his mouth shut. Pain shot through his cock as she placed her fingernails into it as she squeezed. He opened his mouth and tasted his cum for the first time. Now my slut do you like the taste of the stuff I have been cleaning up from you. Yes Mistress was his reply. As he licked the cum from her had and fingers she forced him to suck her fingers. Now since you cannot tell me when you are going to cum, I will punish you. Yes Mistress was his reply. His body was spent, he would be content to be released and go to bed. But she had allot more for him to experience. As she removed his hands from the rope he was bent over on his knees and tied to the foot stool. Standing in front of him, she jerked his head into her very wet pussy, he realized at that moment he had released the beast in her. No longer would she be timid and shy. He was her slave. Suck my cunt slut, make me cum!!! Yes Mistress, again he was being used as a piece of meat and he loved the feeling of it. As she fucked his face again, he felt his cock begin to get hard again, how unusual after they would fuck he would rollover and go to sleep. Now his cock was responding to all of her again. After three climaxes she proceeded to go behind him. Stroking his cock as it dangled between his legs she said, this is my cock it will get hard for me once again. Yes Mistress he replied. As she was stroking his cock, he felt something cold and wet being placed upon his asshole. She was going to fuck his asshole. He had always wanted this, but was afraid to ask for it. I am going to fuck you in the ass like you like to fuck me do you understand, Yes Mistress was his reply. She was gentle one finger, then two, he felt some pain but her gentleness caused the pain to be erased. He was enjoying this new feeling, now she placed three fingers in his ass spreading it, slowly she was finger fucking his ass. Do you like your asshole being fucked my slut, Yes Mistress was his reply. Well very good whore, he then felt her behind him and his asshole was being pressed by a rubber cock. Slowly she placed the cock in his ass, as he opened up for her he felt his cock grow hard. More, and more cock was going in his ass, he felt dizzy with lust. When she was all the way in she had stopped. He was wanting his asshole fucked hard, as he moved forward she asked, do you want me to fuck this ass whore. Yes Mistress he replied, yes what whore, please fuck my ass Mistress. She then pulled the huge cock back slowly and started to fuck her slut. She built up a faster speed, you asshole looks so good being fucked slut, Yes Mistress he replied, the feeling of having his ass fucked was amazing. She was fucking him, lost in her own pleasure she was feeling an orgasm build between her legs. She was fucking this slave, she seen pictures of him sucking a cock as she fucked his ass, he was her cum slut. She loved to feeling of power over him, she knew she would look at sex in a totally different way. As her orgasm came she heard her slut, Mistress if you keep fucking me I will cum!!. Getting her orgasm she pulled the cock out of his ass. Untying him she placed him on his back, I am going to allow you to fuck my pussy slut, you cannot cum till I tell you. Yes Mistress. As he felt the hot wetness of her slide over his cock, he knew it would not be long till he would climax. She was using his cock, not caring about his pleasure this cock was hers, as she fucked her cunt waves of orgasms came over her. Coming back to where she was at she heard him, Sorry Mistress I could not hold back I had climaxed. Not to worry my slut you will just have to clean it out of my pussy. She had never been this turned on in her life, as she shoved her pussy in his face, he knew he would never want to do anything to displease his mistress. Unless he wanted punished!!! His First Time His first: The first woman to ever feel him cum in her mouth (100% True) There is one thing that always gets me hot…one thing that I fantasize about probably more than anything else: Greg’s hard cock in between my lips. I just love going down on him. When we first met he informed me that at 46-years-old he had never been able to cum orally with a woman before. Perfect! A challenge! Being that he had been first for so many things in my life, the most incredible of which was taking my virginity when I was 20 years old (I’m 22 now), I wanted so badly to be his first in something. This was my chance. I had been telling him for quite awhile that I was going to get him to cum in my mouth. It became an obsession to me. Whenever I fantasized, that was what I fantasized about. When I laid down at night it was what I pictured in my mind. The thought of his cum sliding down my throat never failed to get my pussy wet and aching. I often masturbated to this fantasy because it always led to that wonderful aching sensation between my legs that built me up to climax. One evening we met in our usual hotel and I was determined to get him to cum for me. He sat down in one of those padded chairs and I kneeled down naked between his legs. His cock was so hard it hurt my pussy just looking at it. Slowly I began massaging his inner thighs, lightly scratching them while teasing the head of his cock with my tongue, already enjoying the taste of his pre-cum that was dripping out. I then took the head of his cock in my mouth, licking and sucking, like he was my very own lolly-pop. He felt so good in my mouth, all hard and smooth. As I sucked him I could feel my pussy getting very wet, and it had that familiar lustful ache that it gets when all I want is for him to throw me down and fuck me while I moan and tell him to “fuck me” and “cum inside me!” But this time I didn’t say that, this time it was “Cum in my mouth, I need you to cum for me!” His breathing got heavy as I started sliding his cock further and further into my mouth, sucking on it everytime I pulled it out, almost willing it to cum for me. He told me to keep going, telling me that he was close. Now, I’m always turned on by him, and I’ve always enjoyed sucking his dick. There’s been times when I’ve thought to myself that there was nowhere else I’d rather be than on my knees in front of him with his cock on my lips. But this time, I was near insane with lust and aching, my pussy juices were dripping out of me. I couldn’t believe how turned on I was. I actually had to reach down and finger myself for a bit while I sucked his cock. I started to feel him swell between my lips and I just couldn’t help myself, I began squealing and moaning with his dick still in my mouth, and me still sucking on it. Suddenly he says “I’m cumming” and as I squealed in total arousal overdrive, pussy full-on throbbing, nipples hard, and damn near climaxing myself, he began cumming very hard into my mouth, and it was running down my throat. I kept moaning the whole time. I swallowed almost ever bit but left some of his cum on my lips and some in my mouth. He looked down at me, pulled me up to him and kissed me very passionately, licking his own cum from my lips. Kissing him while still tasting him was such a turn on. There were so many times where he had gone down on me, getting my pussy juices on his face and lips then kissed me so that I could taste myself on him, and it had always turned me on. Now here we were, and he was getting to lick his own cum from my lips. I felt so good. I had been Greg’s very first blowjob that had resulted in his cumming in a woman’s mouth. Next time we do it, I’m going to masturbate myself to orgasm so that we can cum together. I doubt it will take very much for me to cum. Of course he has promised me something else that has me aching as well. Next time he cums inside me he is going to go down on me right afterwards, so that he can get my cum and his cum on his lips, so when he kisses me I can taste us both. I can’t wait! His First Time (This story is dedicated to Lady S, to whom I am enslaved. It is about extortion, blackmail, money slavery, forced-bi, unsafe sex, and should be viewed as fantasy. I am flameproof, don't need foolish, anonymous public comments, but if you want to email me with comments, I will respond. Hope you enjoy.) The windshield wipers squeaked as he got on the Saw Mill Parkway. As he fed into traffic, he exhaled again, to relieve the tension. But it would only be momentary. He knew that too. Today was going to be both methodically IN his control, and maddeningly NOT in his control. He had to take the day off work, and plan it around Michelle not finding out about it. Setting his away messages, and his excuses to give him the whole day, which he might need. He didn't know. On the passenger seat next to him was a "play bag." Overnight bag with a plastic bagged, clean change of clothing. His toiletries so that he came home smelling the same way that he left. Underwear included. Into the same bag would go anything that would smell or look like he had NOT been in the office that day. In a separate compartment was his work material. Blackberry and a file or two in case he had to refer to it. But there was nothing else. Usually, he would have all manner of bdsm toys, etc. for him and his partner to play with. Today, he was nstructed by Lady S to bring nothing in that regard. His wallet and keys were all he carried now. And those keys jangled warning bells as he veered off the exit for Tarrytown. He glanced at the directions in his hand, and made a right at the foot of the exit. The motel would be at the side of the road, on his right, about a mile down. He inhaled deeply again. But the tension was not going away that quickly this time. As he saw the motel up ahead, the windshield wipers swiped the light rain off the windshield, and was oddly in tune with his heartbeat. He was early pulling into the parking lot, and thought of Lady S again, and her instructions. Being 5 minutes early was no better than being five minutes late. He paused. He was instructed to go directly to the room. But he was early, and instead sat in the car and waited. Looking at the room set off to the side, slightly isolated. She had paid for it with his credit card, along with a few more trinkets for the afternoon. He had long since given up being able to control how or when she used the card. He had wisely set the spending limit low on this card, but was still concerned with he had given her the number in a moment of weakness two years ago. She had been "fair" in her usage of it, but a few recurring expenses added up. This is how it all happened with the two of them. Very very gradually she built up her knowledge of him and the weapons she needed to coerce him if necessary into doing what she wanted. Lady S, as he called her, made it clear that it would be very "unwise" of him to not meet her demands. "I would start out small with the steps I would take," she said one night to him on the phone, while they were in that mutually hypnotic haze they got into whenever they discussed their "financial partnership." She slowly said, "I'd pick just one vulnerability area -- home, business, neighborhood, friends, family -- and do something small that would probably mean nothing and expose nothing. Until they get a second or third piece of the puzzle." He could hear her rubbing her pussy through the telephone. Shamefully, HE was getting hard too as they went through this verbal ritual. "But that first puzzle piece might be a meaningless password to a profile, or site that would contain your image or something that would cause you great life-changes. Do you want to go there? Do you want to start this process? Do you want to start this snowball going down the hill, and with it the fear of what you might be unleashing? I have an awful lot of steps I can take to convince you otherwise, don't I, Arthur?" I shook that image from my head, and looked at my watch. It was time. I got out of the car with my bag, and headed across the way. Her car was in front of the motel door. The room was off to the side, and they were alone. No one next door for five doors. No one upstairs. Privacy. He inhaled as he approached the door and – as he was instructed to do – simply enter through the unlocked door. It was dark inside. * * * * "Right on time!" She laughed. "Stay where you are a minute. We're videotaping this." I nodded my head. "Say yes, Arthur," she instructed. "Yes," I replied. We? "Good," she replied. "We need to just complete a few things first. Why don't you tell us your full name, and such. Some personal information about yourself. Speak clearly for the video camera." I spoke my name into the camera, and then my address. "More. You know what I want on here." She was insistent. I continued. I included my wife's name. My son's. The company I worked for. My boss. My neighbors. My friends. Finally, I paused. "That's good Arthur. And, you walked in that door on your own accord, correct?" I nodded. "Yes, Lady S." "Good. No coercion was used. Could you walk out right now?" I didn't know what to say. I knew that I couldn't, but I couldn't say that on this recording. I knew what she wanted this recording for, and I had to give it to her. And then I realized that, then again, I was here on my own accord, really. Lady S and I had been talking about this for two years. She had slowly boxed me into a position where even if I wanted to back out, I didn't know what would happen. But we both know where this was going, and I accepted that. But it didn't make me any less frightening. "Yes Lady S. I am here voluntarily." "Good. Now, there is a blindfold and a pair of handcuffs on the chair next to the door. Get them now, put the blindfold in, and cuff your hands behind your back. This is for "play purposes," right? Do you do this voluntarily as well, Arthur?" "Yes Lady S." And I reached for the handcuffs on the chair. They were cold, hard and real. "Put one on your right wrist first, Arthur. Then the blindfold. Then the other cuff, behind your back. Let's hurry now." And I did it. Got the blindfold on, and clicked the cuffs locked behind my back. "Turn around," she said. "So I can have a photo of this. Of YOU putting yourself in bondage. How lovely." I heard the faint click of the camera, then her heels moving toward me. She turned me around and started guiding me slowly across the room. She talked as she did. "This afternoon is for a purpose, and we both know that. For you to prove your commitment to me, and this Thing we are in. Get to your knees slowly and stay still." She helped me down, and I obeyed her. I stayed stone still. I heard her rustling around. Then I heard a second person across the room. Also moving something. I sensed the light in the room had gotten brighter. Floodlights, perhaps. Then, Lady S was next to me again. She played with my hair a moment. "I'm going to take the blindfold off, and you're going to look directly into the video camera again. Do not look up. You'll answer my questions accordingly." "Yes," I replied. And she lifted the blindfold from my eyes again. Two lights were shining on me. "Do NOT look up at us. Understand?" She said. All I saw were four naked legs in front of me. Two female legs -- Lady S -- and two strong male legs: whose I did not know. Then the light went on on the video camera. Now, the male legs advanced forward, as Lady S moved behind the video camera. "Now you know, Arthur, what you are going to be doing, don't you? What I want this video of." "Yes," I replied. "Tell me. Tell the video camera." "You want a video of me sucking a cock for you." "Will this be your first cock, Arthur." She kept using my name. "Yes it is." Now the man in front of me began stroking his cock. It was thick and appeared long. The camera, however, was trained on me, and did not show his face, which was above the frame. My face was the star of this production. "And you are doing this voluntarily, aren't you?" "Yes Lady S." And with that, the cock was in my face. "Then start, Arthur. Start sucking." And I took my first cock into my mouth. It was an odd sensation. Hard skin. Thick. The man's hand now was on the back of my head. Very slowly, he began to kick up a rhythm. Slowly into my mouth. Then slowly out. "Hmmmm. Looks great, Arthur. Keep it up." He started getting harder. My hands were still tied, and I began to feel frightened. Lady S and I had always spoken about a condom for something like this. But there was none in sight. But I could say nothing, as his cock was in my mouth. "That looks great. Now turn toward me a bit." And I saw a flash, as she was getting digital stills of this. I glanced up and saw that Lady S. was wearing a mask to hide her own face from the camera, should it appear. "I want to see him go deep. Take it all in, then hold it." And as his cock went deeper into my mouth and then my throat, the Man whose cock I was sucking moaned, and he held my head. "Hold him there," she instructed the Man. Then a flash. Then another. Then he let go, pulled out, and I was allowed to rest a moment. Lady S. put the camera on pause. The flashing light shined. She changed the cartridge on her camera. "Ok, now the money shot." Now I began panicking. I pulled my mouth off the Man's cock, and gasped out to her. "You said that you wouldn't make me take a cock bareback. Please have him put a condom on before he cums." Both Lady S, and the Man above me now huckled. "I don't think so, hon. You're going to get a mouthful of cum." She said matter-of-factly. "Regardless of what I promised you before, that's what I came here to see." "Please no! I'll do anything!" I begged. I was truly frightened. And with that, Lady S gave a small laugh. She walked over to me and ran her fingers through my hair "Anything, huh?" "Yes," I replied. She then walked slowly over to the door, where my pants were. I heard her doing something, then, a moment later, she came back to me with my wallet in hand. "Let's see what we have here," she said, as she looked in my billfold area. "Twenty, 40, 60, 110, . . $180?" She took the cash out, and held it in front of me. "You expect to buy a condom from me with this?" She took the money anyway, and tucked it in her black bra. "Please! Please don't make me take his cum in my mouth!" I begged. My heart was pumping. Silence for a moment, then she began looking through the wallet again. She pull out a credit card. "This is your play card, isn't it?" She said, as she held up my Republic Bank Visa card. I nodded. "What is the limit?" "$1500 I think." She then reached for her cellphone, and began dialing the phone number on the back of the card. "Get that cock back in your mouth," she snapped, and I began sucking again. I could hear the automated voice from the cellphone give punch-in choices. Lady S was making them. Then, after a few choices, she moved to me and held the phone to my ear. "You want a condom? Then you're going to do one simple thing: You're going to raise the limit on this card." The voice on the other end of the phone now came up. "Customer Service. How can we help you." I then spoke into the cellphone. "Yes, I'd like to raise my limit on this card." The cheery Customer service woman then asked, "I can help you with that. What would you like your limit raised to?" Lady S was listening and whispered to me "$10,000." I looked up at her, but her eyes were stone serious. "Just fucking do it!" she hissed. "$10,000?" "I'm sorry but we can only raise it today to $6000. And your have been approved for authorization for that amount. I would just need your pin number and the answer to your security question. Your pin first." I paused, looked up to Lady S, and said into the cell "5679." Both she and the Customer Service woman noted it. "And now the answer to your security question: Who was your third grade teacher?" I looked up to Lady S. "Mrs. Goodman." She smiled also, as the Customer service woman said. "Alright. You've authorized us to raise the limit on your card to $6000. Will there be anything else today?" Lady S said softly to me, "Tell her that you have to leave, but that your wife will be changing the security question and pin number." I paused. She wanted to have control over this account. I had no choice. So I told the customer service woman what Lady S had asked, and when she asked for me to put my wife on, she took the phone, and walked into the bathroom of the motel room, where I could not hear her complete the call. And as I tried to listen, the Man grabbed my head and shoved his cock into it again. He spoke his first words. "Looks like you're fucked. She's gonna change the pin and passcode, and the account will be hers. You won't be able to get back in to lower the limit again. You'll just get the bill each month. Fucked man." A few moments later, Lady S came out of the bathroom with a smile. When she put her cell phone away, she came out of her pocketbook with two condoms in her hand. She held them up to show me. Lady S then reached into her purse again and came out with a tiny sewing kit. She plucked a sewing needle from the kit, and then began punching holes through the foil and spearing through one of the condoms over and over. She smiled while doing this. Lady S then approached me with both condoms, and put them behind her back. She mixed them up behind her back, then came out with both hands, the condoms hidden in her palms. I would have to choose which one I would get. "Let's see how lucky you are today. Fifty-fifty chance, honey. Your choice." I paused a moment, then chose the one in her right hand. She instantly tossed the other one over her shoulder. "Blindfold him again," she instructed the man. "I want this to be a surprise for him." I was in the dark again, and I heard her opening up the condom, and reaching to hand it to the Man above me. He rolled it onto himself, and in a second, I was again sucking his cock. Lady S started the camera again. He pulled me to his cock again. I could taste the latex, which was worse than his bare cock. Not knowing whether the condom was broken or not was making me nervous. Had I made the right choice? His cock started getting harder and bigger in my mouth. Lady S was breathing faster. "Suck him! Do it now. Harder." Then she moved back across the room again, and came back. Now she took my blindfold off. "Keep sucking. I wanted to show you this." And in her hand was the condom she had tossed across the room, that I didn't choose. The foil was riddled with holes. "Ok? Feel better?" She asked, comfortingly. And I nodded through teary eyes, taking his cock into my throat for the first time. She cheered. "Yes! Alright. What a great cocksucker." His pace picked up. She now rubbed her pussy, watching. "Keep sucking. Don't disappoint me," she urged. "Just imagine how I'm going to pillage this credit card. I'm going to keep it at the limit every month. It's your job to keep it going. Got it?" Now, the Man grabbed my head with both hands and began pumping into my mouth. "Take it all, Arthur. Do it." And I heard Lady S now humming a vibrator over her clit. "Come on! All the way." And with that, I felt a sudden rush of cum in my mouth! I tried pulling away, but I couldn't. "Hold him there. Hold him. Make him take it all," she urged. And my mouth was filled with his cum. What was happening?? Lady S put her mouth right to my ear, "You'll lick anything that drips out of your mouth off the floor. You'll hold it in your mouth for the camera." And the Man pulled out of my mouth, and I saw that his condom was riddled with holes just as the other one was. "Let's see the cum." And I showed the camera. "GREAT shot." "Now, fucking swallow it, Arthur! Do it RIGHT now." And I had no choice. It was all in my mouth now. When he was finally all done, she came over to me and ran her fingers through my hair. "The condom you picked, I had already punched with holes, so you couldn't win. Both would have leaked. This is what I wanted. I wasn't going to let you get away with it." And she kissed my cheek, and hugged me. "You'll probably be fine. There's nothing you can do now about it anyway." And with that, she eased me to my feet, and over to the bed in the room, and bent me over the edge, and because my arms were behind me, I fell face first on the bed. My ass in the air. "Now, hon, it's time for you to start bidding on how much you would give to keep that cock out of your ass." And both she and the Man began laughing, and I was held face down. "Let's start the bidding at $1000," she said. As serious as a car wreck. His First Time This story is true, it is my story about my first time. Let me know what you think. All characters were 18 years old at the time and there was no underage involvement. He told her about his fantasy in the car one day. She was a little shocked. "Are you gay?" she asked him and he replied no. It was just something that he wanted to try. He had already started the process by himself. He told her how he had snooped through his mom's closet and in a shoe box found several sex toys: a vibrating dildo, a plain rubber dildo shorter and fatter than the first, and a strand of yellow anal beads. He had tried them all and several other objects to try and get the feeling of a real person, but it just didn't seem the same. Even when he rigged a dildo to the wall and got on all fours to impale himself on it, it still wasn't the same. So they decided they would give it a try. -------------------------------------- He sat in the car and waited for her to come out of the store. She finally did after what seemed ages and had a brown paper bag in hand. When she got in the car she told him it was all they had and hoped it worked. He pulled out the box, gazing at it with a mystified stare: the Slip on Harness- For the gal who's willing to take charge. He was excited and anxious to open up the box. When he did he could feel his pants begin to push out, his member becoming increasingly hard and erect. They left and headed towards his house, where his bed was waiting. They arrived at the house and once inside went straight for his room. Door shut, blinds closed, and everything they needed right next to the mattress. They began to make out, pulling each other close and groping each other. He pushed her onto the bed and climbed on top, still exploring each other's mouths with their tongues. He pushed against her, making her feel how hard he was, making her moan in anticipation. Finally they pulled away from each other and stood up. First it was his shirt to be removed and finally his pants and boxers. Standing there naked, knowing what was to come was a thrill like no other to him. She stared at his cock, protruding from his body, dancing in excitement. She pulled her shirt off exposing her DD breasts in the comfort of their silk black bra. Next she slipped her pants off to reveal matching silk panties. They gazed at each other for a moment, so many naughty thoughts running through their heads. "Get on the bed." She instructed. He did as he was told, watching her every movement. She pulled out their new toy. Out of the box it came, the flesh colored panty-like shorts with a six inch rubber dong attached. He could feel his heart beat faster as she pulled up the strap-on. Her cock sticking out from her body made his cock solidify to an even harder state and made him want to explode right then. She climbed onto the bed with him and reached down to her cock. "Is this what you want? Tell me what you want me to do exactly." Came more orders from her. "Yes, I want your cock," he replied. "I want you to fuck me" was all he could think to say. "Well, you don't sound like you want it enough" she taunted. "I think you should ask nicer and make me believe that you really want it." "I want you to fuck me in the ass, to make me your bitch and to fuck me as hard as you want, in any direction you want. I want you to fuck me till I cum so hard. Please fuck me like a little bitch." he pleaded with her. The words seemed to please her enough. "Get on all fours!" She commanded. Quickly he obeyed and got on his hands and knees. She took the tube of KY jelly and took a few dabs on her fingers. Slowly she rubbed the lubed on the cock, making it slick and slimy. She pushed him down more, making his ass level with her tool. He felt the tip of it press against his tight hole, making him jump from the touch of the cold lube. Slowly she pushed into him. The pain started and he knew this wasn't right. "More lube" he whimpered as he tried to pull away from the invading dong. She pulled out and put more lube on it and took a few extra blobs and smeared them around his hole. Again, she pushed the tip against him and began to slowly press into him. He moaned as her cock filled his ass, making his cock jump more and more, begging for release. Inch by inch, the dong plowed into him and finally he felt her thighs pressing against him, felt her push all the way into him. She let him get adjusted to the new object inside of him before continuing. "Are you okay?" She asked, holding her position. "Mhmmm.. very good, feels amazing." Was all he could say before he began to whimper and moan again. Slowly she pulled out slowly, leaving only the tip of her cock inside and then pushed back in. Her pace quickened and was smooth and steady. His moans were filling the room and he wanted more. He bucked back, meeting her thrusts and moaned as his ass was being pounded harder and harder. She pulled back and began to push into him more and more. Her hands grabbed his hips and pulled him back onto her. She pulled her body away and then slammed her cock back into his hungry ass, each time with him moaning louder and louder into the pillow. The more she fucked him, the more he wanted it, the more he wanted to be her slut to be used. "I want to try something else," he said. "Here, take this pillow." Her cock fell out of his ass with a slight pop, and he took the pillow and put it down on the bed. Lying down on his back, he lifted his ass and put the pillow underneath. She edged towards him and tried to guide her cock back to his waiting hole. With no success, he grabbed the end of it and placed it against his slick hole. Again moans escaped his mouth as she entered him. His hands held onto the headboard as she began to fuck him like a true man would fuck his woman, making a bitch out of him. Harder and harder she plowed into him, making him want to explode right then. He lifted his legs and lifted them into the air and then placed them on her shoulders. This encouraged her more to treat him like a slut and fuck him harder. His legs eventually fell down and wrapped around her. As her cock slammed into him, he grabbed his own rock hard cock and jerked it up and down in synch with her motions. Soon he could feel himself getting ready to cum, building up deep down and ready to go. His hand moved faster on his cock. "Oh god, I'm going to cum!" He moaned as she pumped faster and faster. "Cum for me! I want my slut to cum for me!" She said increasing her pace faster and faster. "OH GOD, IM CUMMING!" He shouted as cum flew from his cock, covering his hand and stomach. His breaths were turned to gasps as cum kept flowing and she pounded into him, hard slams, with a pulling out to repeat it again. They lay for a moment, his cum dripping off his hand and him trying to regain his breath. She pulled out her member, still hard even after orgasm. Lying down next to him, she turned to him. "So your first time was good? You enjoy being me bitch?" "Yeah, it was incredible. Like nothing else." He said quietly "Well guess what? I have an idea for next time. It involves my cock, your ass, and a corset." His First Time This is a real life experience, so believe me when I say it was the best night of my life. I am Lance Uppercut; I am 5' 10" inches and I weigh 145 pounds; I have brown eyes brown hair. I am not a big tough guy but you can say I look better than a average Joe. I attend a small university that has around 7,000 students and only about 500 live in the dorms. I just joined this year and I am a freshman who was excited for all the parties and the drunken girls. When I first moved into the dorms there was Mrs. Walker; a nice older lady in her late 50's who was head of the student housing. Then I met her assistant Mrs. Robinson. Now the story on Mrs. Robinson was that she's just got divorced and has 3 kids. She is in her late 30's. From my view she didn't have an hourglass figure at all, because she had so many curves on her body. She went through 3 kids so I understood. She stands about 5' 8" and weighs around 175 pounds; Mrs. Robinson would be considered a woman who is large beautiful women. She was still smoking hot with a 38D bra cup size. Her ass was very tight and large in the black pants she always wore to her office. When she wears those pants, all you can stare is that big ass that is so tight and waiting to be fucked. Well after a couple of days went by, I noticed that we still have 2 weeks before school starts. While I was down there at dorm office rooms, I talked to Mrs. Robinson about the Internet and how it's not working in my room. Then she asked me, "Do you mind if I come and help you set it up?" I immediately answered, "Oh no, not at all I can use all the help I can get." I replied. "I have to go to some other student's rooms as well. So you will be my last one at 7 tonight "Is that fine?" I replied, "Oh, not at all and thank you Mrs. Robinson!" After all, the internet was a necessity. After that I went to my room and through my regular routine; and I was watching TV around 7 p.m. I heard the knock on the door, so I went and answered; Mrs. Robinson was right there with her tight black pants and with a sexy red top. I think she meant to show cleavage. I showed her into my room and she asked me, "Where's your roommate?" I told her he hasn't moved in yet. She went towards my laptop; I followed her and she told me bend down and grab the wire so I did. Then, she told me I wore cute boxers! Shocked, I was like "uhhh…. Thank you." Then she sat on the bed, while I unhooked the wires and after I got up she told me to come near her. I went by the chair where she was sitting and asked her, "What is it Mrs. Robinson?" She said, "I never had a son, so... would you mind sitting on my lap? All 3 of my girls have done it, but I never had a son who did it." She looked sad. I glanced around the room, even though I knew there was no one else in it I sat on her lap; she pulled the left side of her top and let her nipple hang. She said "Would you be a baby doll and suck on it for mommy?" Smiling, I gladly began sucking on the tit that hung out of her top. The size of the areole was larger than my sponge on the headphones I had. I began licking the inner and outer circle of her areole and I traced my tongue all over her chest, I was heard loud moaning sounds seeping out of Mrs. Robinson. "Ohhh Lance right there that's the spot!" I felt her hand rubbing my crotch. She told me to get up so I got off her lap and she laid down on the bed. " Mrs. Robinson what are we doing I asked her?" She said, "Come her and kiss me!" I followed Mrs. Robinson's instructions and I got on top of her and began passionately kissing her neck. She said, 'Call me Shana; After that I moved my hands down to Shana's stomach. I slowly began rubbing her belly button, and I moved my hand lower and lower and lower until I reached her wet pussy. Her black pants were something similar to tights. When I felt it, it was very damp and I could smell the aroma already. At this time I was already hard, so I removed her top where I saw two tits that were the size of grapefruits. They were beautiful and soft; she insisted I take my shirt off too. I tried to remove her bra and Shana had to help me remove it. In the moment, my pants were off; Shana took care of my boxers as I did with her panties. I got off the bed and inserted my cock into her. I slowly began pumping while Shana moaned. Soon she wrapped her legs around my back. I slowly fucked her as I increased my speed, then I heard her say ehhh, uhhh, ooooo! It just made me want to fuck faster and deeper every time. Whenever I hit her harder and pounded that pussy, I could see her tits shaking wildly. Shana told me, "Stop for a second and take your cock out." I did; then she got off the bed and told me to sit in the chair. She got on her knees, and began sucking my cock slowly and licking all the ways to my balls. She started off slowly, tasting my cock up and down, and began pushing her mouth up and down on my dick. I brushed her hair out of the way, as I motioned her to go faster and faster, my thoughts were to shove and hold her head right there at the base of my cock. I commanded her to deep throat me, she listened like a chubby little bitch, and I will remember that comment later on. As soon as she started getting tired, I told her to stop and she got up and went back to the bed. I knew I was about to explode; my thoughts were, 'I have one final fuck before I come'. So I jumped up on the bed, she kneeled on all fours. I slowly inserted my cock into her ass hole, which was very tight at the moment. I pumped in her asshole while she screamed; it hurt a little bit for me as well, since I wasn't use to it. She commanded me to go back to her pussy, so I listened I fucked her hard! I told Shana, "I'm was about to come! She said, take it out! I did so and a second after I took it out, I shot this huge load on her ass. I mean it was completely all over her ass and dripped onto her pussy. She quickly turned around and laid on my sheets, as my second shot went all over her face; it was right on her nose and chin area; she was trying to lick it all. The final shot as I came, was a very small one on her left titty. Soon after that we just lied there, she asked if I wanted to make her happy. I said, "I can try." So Mrs. Robinson asked me to eat her out. I began by licking her pussy. I took big licks and then started to focus on her clit and the area at the top of her pussy. I pleasured her at her G-spot until she came. I stopped after that. I wasn't much of a fan of eating her come. She got up and dressed herself and kissed me once more and said, "We should continue to do this more often. His First Time I had a few guys over to watch the game but due to weather conditions, I couldn't get the satellite to pull in the game or anything else for that matter. So all but one guy left for home. Tom stayed there in hopes that maybe the storm would clear and we could watch the game, but he really had a different reason. He knew that I was bi from listening to me tell him about some of the swinger's parties that the wife and I've gone to. Tom asked me what it felt like to be sucked or fucked and I told him that it was a very different feeling. Women do give great blowjobs but so do some guys. In fact some guys do better as they "know" what feels good to them, so they in turn make the guy feel good. As for being fucked by a guy, well if done right, can make you cum without touching yourself I told him. I asked him why the questions as he didn't seem that interested in it before and he asked if I'd be his first. He wanted to suck me then later fuck him. I told him that I'd be happy to and we took our pants off. Tom came over and knelt down as I sat on the couch and proceeded to suck my cock. For his first time, he was doing me pretty good. He listened to how he should cup my balls, gently sucking on them, licking my shaft...all like a woman would do and his wife has done him before. I told him that he was doing a great job and if he wanted he could taste some cum as I would be about ready to explode at this rate. Tom slowed his sucking down long enough to indicate that he was not going to stop but wanted me to cum in his mouth as he wanted to feel it all. I told him that I was going to pump my cock into his mouth and took his head and started pushing him down onto my cock. I started to moan and told him to get ready as I started to cum in his mouth. As I'm fixed, he didn't get the "full" treatment that some guys could do, but I explained that to him that some guys would have filled his mouth full of cum. I personally don't like guys to cum in my mouth. He then asked if I could suck him before we tried anything else. I told him that maybe we needed to go to the bedroom. So Tom followed me to the bedroom and took his pants off. Showing me a 5-6" cock, like mine but his wasn't as thick but did have a curve to it. I had him lay back on the bed and I started to suck him slowly. Before I did that, I'd gotten some lube and a rubber out, and put it on the table next to us. I slowly sucked him while I started to lube his ass. I was pushing in a finger into him and noticing that his cock seemed to pulsate with each little inch I went into him. I stopped sucking and eased a 2nd finger into him when he shot his load all over his stomach. Tom said that he was sorry and I told him that it was fine as I knew I was doing him good. Tom then asked if I was ready for him to do more to him. I stood up to grab the rubber and Tom reached for it first. He wanted to put it on me. I told him that while I'm fixed, having the rubber on me would make the lube much more effective and not as "messy". Tom rolled the rubber onto me and stroked me as I applied more lube to the already lubed rubber. I told him first we'd try it with him on his back and his legs up so that I could tell by his facial expressions if I needed to stop and that should he want me to stop, just say so. I lined my cock up and slowly pushed into him. As my head disappeared into him, I saw Tom's face and eyes roll back. He winced slightly but then grinned. I put more lube on and pushed in little more, giving him time each little push to adjust and also a chance to tell me that he couldn't take it any more. Once when I was half way in his ass, I slowly started to fuck him just with half of me in him. My cock was coming all the way out and going back into him when he asked if I was all in him and I smiled and told him no. With the next push into him, I went in deeper but kept pulling out and going back into him. Each time a little more and little more till I told him that I was all up into him. Tom's cock was rock hard and has started leaking some precum again. I told him that he was going to cum and from the angle it was at, it might hit his face. Tom knew he was close and hoped I was close as well and asked me to make him cum if I could cum also. I grinned and said that most likely he'd cum first. With that, I thrust in him about a half dozen more times giving him slow deep in and out thrusts and with the next thrust, I made Tom cum. I told him to watch this and fucked him faster making him shoot each time I went into him deep. I pulled out and stood next to him, letting him relax. Tom noticed that I was still very hard and asked me why I hadn't cum. I told him that since I'd cum in his mouth, I could normally wait a bit, but if he wanted me to cum that maybe if he was up to it...I could do him like a real guy. He asked what I meant by that, and I told him that he could either get on all 4's with me standing behind him to fuck his ass or bend over. Either way, I'd start out slow and gentle, but the closer I got, the harder I'd fuck him till I got off. Tom agreed to try it if I'd stop if it got to be too much for him. I rolled off the bed and got on all 4's. I got behind him and slowly pushed back into him. As I got into him deep, I reached under to feel if his cock was getting hard for a 3rd time and it was. I told him that I was going to make him cum again and he said that he'd never cum 3 times in a short period before. I just said you will. With that I slowly picked up the speed and pressure. As I fucked his ass, I kept asking him if he was ready to cum again and he said "Oh YES! Make me cum!" With that I started working him harder. Tom was moaning alot by this time and said something I didn't think I'd heard, so I asked him again. Tom said "CUM IN ME!" I asked him if he was sure and he said "YES!". So I pulled out and quickly took the rubber off. As I pushed back into him, Tom told me not to hold back...I grinned and told him to hang on. With that I grabbed his hips, and fucked him as hard as I could pulling him into my thrusts. Finally I lunged into him one more time and exploded. I gave him all I had. I finally pulled out and asked him what he thought about the entire experience and he told me it was great. I asked him if he thought he could tell his wife about it and if he thought she would want to try it, Swinging with us. He said he wasn't sure about her playing with us, but HE WANTED ME AGAIN! I grinned and told him that I'd be happy to help him when he felt the need and maybe even my wife could do him with her "toy". We cleaned up just as the storm pasted and we were able to watch the second half of the game. I did tell Tom that depending on my mood, I might let him fuck me, and he told me that for now, he liked what we were doing. I told my wife about our experience with Tom and in time, she too fucked him and he fucked her while I fucked him. I've offered to let him do me, but he seems to like me doing him any way I want despite having what I think would be a good size cock to do my ass with. Oh well, maybe in time I'll get some "TOM" in me. His First Time "Elsie, are you there?" Melinda's grating voice on the line makes me roll my eyes as I answer the phone. "Yes, Melinda, I'm here. What do you want?" I could tell my voice sounded harsh. Who else would be answering the phone? "You didn't call. Are you all right?" The way Melinda feigned concern for her girls was amazing. Her whiny coos didn't mesh with her mechanical business woman voice, cold and methodical. "I'm fine. He still hasn't gotten here yet." I was filing away a rough edge on my fingernail and mentally counting the condoms in my drawer beside the couch. "He's late." I couldn't tell if she was irritated with me or him but I brushed it off. "I know," I said, finishing filing my nails and checking my teeth in the bathroom mirror. They had lipstick on them. I rubbed the red smudges off and smiled. I was having a good hair day after sleeping in rag curlers all night, tossing and turning. The big blonde curls were a perfect mixture of whore couture and innocence. I'd gotten ready in record time when Melinda called me 30 minutes before this client was supposed to be here which is barely enough time to apply a thick enough coat of waterproof mascara on a normal day. Had to go lighter on the make up for this one. "You have another appointment at 5:30 for an all-nighter. Same place as last week." "That place was a shit hole," I said, remembering watching a cockroach crawl across the lobby last week as I waited for him to arrive. "It's supposed to be a nice hotel. Do you want me to alert the management?" "The place has roaches, Melinda. I get paid too much to work in a place with roaches." "You get paid to have sex. When you start getting paid to review hotels, maybe someone will care, Elsie." "Right. I have to go, my client is here. I'll call you right back," I said, clicking the end button on my cell phone as the doorbell rang. I buzzed him up and waited at the door for him to knock. As I opened the door, I was rather startled. The man standing at the door was not someone I was expecting. Not even close. Young. Twenty-five, tops. Designer clothes. Expensive shoes. Perfect sandy colored hair. His skin was creamy and absent of blemishes and his build was thin but muscular. I could tell he was a runner. This never happens; they're never this perfect. There must be something wrong with him. He's got herpes. He's a wife beater. He drinks the blood of infants. There's always something wrong with the good looking ones. "Hello," I said, still startled by his appearance. "I'm Elsie." I awkwardly put out a hand for him to shake. He took it briefly and we just stood there for a moment, staring at each other in the hallway of my apartment building. "Charlie," he said. Deep voice but smooth like expensive chocolate. "You're a lot prettier than I thought you'd be." "Well, thank you, I guess..." I said, unsure of whether that was a compliment or not. We stood there for another moment before I realized how completely unprofessional I was being, leaving a client standing in the halls. "Oh God, I'm so sorry. Come in, make yourself comfortable." I stumbled over my words and I stepped aside and let him come in, closing the door behind him as he stepped inside. He looked uncomfortable, arms crossed, shoulders hunched. "Can I get you anything? Bottled water? Beer? Champagne?" "Um. Water is fine." He seemed lost, standing in the middle of my apartment awkwardly clutching a white envelope in his hands. "Should I give you this now or—" He offered the envelope to me, extending his arm out. I took it from him and walked into the kitchen, pressing "call" on my cellphone to let Melinda know I was fine, while counting the cash before throwing the bills into a drawer with the rest of my money, and grabbing him a bottle of water. As soon as I got off the phone with Melinda, I headed back into the living room where he looked lost and swallowed by my apartment. "Here," I said, handing him the bottle, condensation dripping off the clear plastic. I gestured for him to sit down on the couch and he did. "Thanks," he replied. "I... I've never done anything like this before." "It's fine," I said. First timer. Nervous and shifty-eyed as if the cops are going to show up at any moment and cart the both of us off to jail. "Don't worry, your secret is safe with me." "No. I mean, I've never... done... anything... sexual." A virgin. I knew there was something wrong with him. But he's too good looking to be a virgin. Perhaps he's lacking in the size department. "Don't worry. We'll take it as slow as you need," I said, bending over and placing a hand on his shoulder. He swallowed hard, his Adam's apple bobbing slightly. He was looking down my dress, my breasts enclosed by a thin layer of black lace. I smiled, knowing he liked what he saw, taking this opportunity to straddle him and push his back against the couch. "I'm nervous," he whispered in my ear as I pressed my lips to his neck, feeling his smooth warm skin against my face. "Don't be," I whispered back, my lips working up to his mouth where our tongues met. The warmth of his mouth was inviting and he tasted like peppermint gum, strong and cool. My lips moved down to the other side of his neck. He was breathing harder as his hands came up and touched my breasts. He moved them further up and tugged at the straps of my silver dress. "You want me to take this off?" I asked, playfully, moving away from him and pulling the zipper down the back. He watched longingly, like this is just a scene in another porno. "You can touch," I reassured, letting the silver fabric slip to the floor and watching his jaw hit the hardwood as well as I stood in front of him in my lingerie. I spun around and let him enjoy the view, my breasts barely contained in a black lace bra and my sheer black panties left him speechless. He stood up and walked over to me, slipping his shoes off and reaching his arms up as I pulled at his shirt, tugging it up over his head. His dirty blonde hair flipped as I dropped his shirt to the floor in a heap. I liked his hair messy. He reached behind me an unclasped my bra, releasing my breasts from their cage. He bent down and kissed my nipples, letting his tongue circle them slowly. The cool air hitting his warm saliva on my breasts made my skin prickle with goose bumps that ran up and down my body. I could see his dick getting hard in his pants, a bulge forming as it tried to escape the confines of his navy blue trousers. I reached down and rubbed his hard member through the soft cotton fabric. His breath caught in his throat. "I'm going to take care of you," I said. He moaned softly, as I unbuttoned his jeans and let them slide to the floor. His boxers didn't stand a chance against his hard cock, the tip peeking out of the flap. I kneeled down on the floor and teased him, letting my tongue circle the head of his cock that had escaped his underwear. He groaned a little as I tasted the sweet precum. He was already rock hard and I'd barely gotten started. I pulled down the black boxers and took his dick into my hand, sliding it up and down the long shaft. His dick was large, over eight inches, a rarity in my industry, where making a little guy feel bigger is my job as much as actually fucking him. I couldn't wait to take Charlie and make him my own; make him remember his first time forever. "I don't want to cum too soon," he said as my lips wrapped around the tip of his dick, leaving a hot pink lipstick print around the head. I let my tongue run down the length of his shaft, listening to him moan loudly as I massaged his balls gently with my fingertips and took as much of his dick as I could into my mouth. I don't have much of a gag reflex but he was bigger than I'm used to. His breathing was heavy; as I continued to move my head up and down, feeling his dick hitting the back of my throat each time my head went forward. I moaned with him, enjoying the taste of his sweet virgin cock in my mouth. I loved the way his cock felt velvety smooth against my tongue as my spit mixed with the salty taste of his precum. He moaned harder and I slowed down, knowing how close he was. I didn't want him to cum before I got to fuck him. I could feel the heat radiating between my legs, wanting to feel him buried inside of me. I removed my lips from his cock, staring at the pink lip stick I left behind on his shaft before pushing him onto the couch, not even trying to get him to my bedroom; I wanted him at that moment. I laid down on the couch and grabbed his hand, licking his fingertips before allowing him to push my panties aside and slide two fingers deep inside me. He moved his fingers slowly and gently. I begged him to move faster but he shook his head, curling his lips into a sexy smile and continuing to move his fingers in and out of me slowly, my juices covering his fingertips but I couldn't wait any longer. I grabbed his head and forced him down on me, feeling his tongue lap against my clit like a thirsty dog. My skin was hot and my body buzzed. I couldn't believe he'd never done this before as his tongue flipped back and forth over me, darting in and out of my dripping wet hole. Before I knew it, I was in the throes of an orgasm, my body writhing with pleasure as he lapped up my juices that were running down between my legs, spilling onto my couch's slipcover. "You taste so good," he said, rolling my soaked panties down my legs as I tried to recover from my orgasm, my pussy pulsing and my body shaking with pleasure. Regaining my senses, I grabbed his hair and pulled him on top of me. I kissed him hard, tasting my juices on his lips mixed with the sweet peppermint of his breath. "I want you so bad," I moaned, and I meant it. I wanted to feel his cock buried deep in me, my muscles clenched against his member, gripping it as he rode me. He rubbed the tip of his dick against my pussy, barely inserting it and pulling it back out, teasing me. I wanted to feel him fill me. I wanted to take all of him in and feel him push deep inside of me over and over again. I grabbed a condom from the coffee table in front of us and ripped the package open, rolling the latex down his shaft. I forced him to lay down on the couch. He laid down and I sat on top of him breathing heavily. His erect dick was ready for me as I straddled him and let him fill me slowly, letting him feel what it was like to fuck a woman for the first time, feeling him go as deep as he could. He moaned with pleasure as I started fucking him, my hips grinding up and down. He leaned his head back on the edge of the couch and moaned with pleasure as my muscles gripped his thick cock as it filled me over and over. He felt so good inside me, my muscles clenched again ready for another orgasm already. I started fucking him faster, my hips moving as quickly as they could, my thighs burning with the rhythmic movements but I couldn't stop. He reached down and rubbed my wet clit and I screamed as the electricity of the moment careened through me. I could feel him tensing up and I squeezed my legs as tight as I could around him, watching him writhe and moan uncontrollably. "I'm going to cum!" he groaned and I hopped off of him quickly, removing the condom and wrapping my hand around his cock again, jerking him off until he released his load, his cum squirting in long white ribbons across his abdomen and chest, droplets of the sticky fluids landing on my hands. I rubbed his cock, milking it for every drop. He looked down at me as I let go of his dick and laid down beside him on the couch, kissing his soft creamy shoulders, slightly damp with sweat. "That was amazing," he whispered, running his fingers through my hair, my soft curls bouncing back into position. I just smiled in response, my skin still tingling with pleasure. "Were you really a virgin?" I asked in disbelief. He nodded, running a finger down the side of my face. "I just never made an effort to seek out women, I guess," he said. I nodded back. "You should," I said. "You're very, very good." "I'm sure you say that to everyone," he said. "I mean it this time though," I said with a slight wink before getting up to grab my robe from across the room. As I sat back down on the soft couch, he say up and I rubbed his shoulders which were tense with stress. "But why come to me?" It wasn't uncommon for virgins to ask me for my services. In fact, it happened at least once or twice a month, scared men of all ages just looking to "get it over with" but none of them looked like this guy. "I'm not really sure," he said. "I mean, you're a very attractive guy. I'm sure you could get anyone you wanted." "I just don't go out very much," he said. His voice had returned to the shy stutter from before. He was no longer a sex god but a nervous, uncomfortable guy. "Busy schedule?" I asked. "You could say that. I'm just not really... into going to bars and stuff like everyone else my age. Makes meeting girls harder. And I never had luck in high school and college was a blur. I was a double major—I had no social life." I could tell he didn't want to talk about his dating woes with me and I felt really bad for him. I just wish I knew a normal girl to set him up with. "I just saw your profile online and thought you were really pretty. I just wanted to know what it was like." "So was it everything you were hoping for?" I asked, running my fingers through his soft, dirty blonde hair. "It was great," he sighed, which meant he enjoyed it but he felt really guilty about it. A lot of first timers feel that way, satisfied but unsure. "Are you sure?" I asked, kissing the curve of his neck again. I could see the goose bumps pop up as my lips touched his skin. "Yeah," he said, "it was great." He turned around and kissed me slowly on the mouth, his tongue mingling with mine. His breath was still cool with peppermint. "Do you think we could make this a regular thing?" he asked as our lips parted. "Sure. Just call Melinda and she'll set it all up for you." "Is that who I spoke with on the phone before?" he asked, his voice a bit skeptical. "Most likely," I said. "She takes care of the scheduling." "So she's like your pimp?" he asked in a half joking/half mildly concerned way. "Not exactly," I said, with a laugh. It wasn't as bad as he thought. She took 35% of our profits but with her, I knew my clients were screened and were safe. I didn't need a Craigslist ad and a sketchy motel on the side of the highway. Everything was safer this way. "Well, that's good," he said. His voice was warmer now. Less nervous. "It's not as bad as you think it is, this business," I said, rubbing his back again. His shoulders were still tense. "Why are you so tense?" "Just a tense guy. I should probably get going though; my time's almost up," he said, checking his watch and standing up, reaching for his shirt. I grabbed my bra and panties, sliding them on before wrapping back up in my robe. "I'll see you next week then?" he said. "Of course," I said. "Goodbye, Charlie." I walked him to the door and kissed him on the cheek as he walked out. Closing the door behind me, I walked over to the couch and plopped back down, taking a moment to relax before getting ready for round two.