2 comments/ 7810 views/ 1 favorites My First Chatroom By: Emma051 I. It was just over a year ago when I went into my first adult chat site. I was 19 at the time and had just recently moved into my first apartment alone. It was a good hour drive from all my friends at home. I wasn't really sure what to expect in the move, but I was a young woman, ready to take on the world. I had just started a new job, and while I was ready for anything, I think the stress of the move had left me exhausted. It was early a Thursday morning when I decided I needed a break and decided to take the day off work to relax. I started the day off with my cup of coffee, I answered all my email, and chatted with a few friends online while watching TV. The reality is though, after about an hour, there really isn't anything to do. I became kinda curious about the adult chat site on my IM. I had never really gone in one, but I had seen the ads and was certainly curious. I knew my parents and friends would kill me if they ever found out I was there, so I decided I would create an alias. I picked the name "emma_mar19" and picked a city between my new apartment and my old home town. I thought there was no way I'd ever actually meet anyone, so it really didn't matter where I said I was from. I signed in, posted a kinda blurry picture in my profile, and entered the room. Right away I got quite a few Instant Messages. HotBud23: "Hey Girl" Wandering Around: "hi./m/56" BigGuy24: "Welcome to the room" HornyHubby: "Where ya from Honey" Handsome Fellax: "over here Slut bag XXX" Obviously the guys were crude, but i found it kinda funny. I liked the attention, although none of the guys seemed like someone I would actually ever want to talk to. I sat there, reading through the chat room. Mostly it was what seemed like guys posting their stats or spammers recruiting for webcams; hardly exciting. It was far little less sexy than I had imagined. I suppose that's what happens when you have so many little boys in one place. lol. While disenchanted, I was still interested, and kept reading through the room. After about 15 mins I kinda zoned off and began to do other things... until I got a private message that seemed a little different. DirtyOlder52: "hi there sweet thing" DirtyOlder52: "I know I'm older than what I'm sure you are looking for, but I thought I'd say Hi" Something made me think he was a bit more of a man than all the boys in the room. He seemed like a genuine guy. He had a different approach. His SN was "dirtyolder52" but he obviously had a sweet disposition. Unlike calling me a slutbag, he actually just seemed like he wanted to talk, and it completely engaged me. I decided to say hi. emma_mar19: "Hi there" DirtyOlder52: "hows it going" emma_mar19: "Good, and you?" DirtyOlder52: "really good" DirtyOlder52:"I saw that you lived just a couple of miles away and thought I'd say 'Hi'" DirtyOlder52: "to be honest, I didn't expect that you would actually write back to me" emma_mar19: "I have to admit you're a lot older than my type, but you seem nice, no harm in chatting" DirtyOlder52: "well I'm glad." There was a minute pause and I couldn't really think what to type. DirtyOlder52: "so what you up to in these rooms?" emma_mar19: "this is my first time, I guess i'm just looking around" DirtyOlder52: "oh ok, welcome. I tend not to be on here too often" emma_mar19: "thanks... I took the day off work and decided that I would check this out" emma_mar19: "u?" DirtyOlder52: just surfing emma_mar19: cool. DirtyOlder52: "I like your pic, its really cute" DirtyOlder52:"obviously you are a little curious about me or you wouldn't say hi, want to see a pic?" emma_mar19: "sure" I don't really know what I was expecting when I said "sure". I suppose a picture that was a little more PG, but he sent a pic of his cock. It startled me and wasn't at all what I expected. It looked different than the couple I had seen on guys my own age, it had grey pubes and the skin looked a little tired, but something about it really turned me on. It was so huge and so hard. DirtyOlder52: "do you like it emma?" emma_mar19: "yes. Although I have to admit that wasn't the type of pic I was expecting" DirtyOlder52: "Oh shit, I'm sorry" DirtyOlder52: "I didn't mean to offend you Emma" emma_mar19: "You didn't... I just wasn't expecting it" He immediately took the picture down. DirtyOlder52: "forgive me Emma, I still very much want to talk to you." emma_mar19: "You didn't have to take it down silly." DirtyOlder52: "would you like me to put it back up again?" emma_mar19: "yes" I didn't really know what else to say. I sat there looking at that picture of his hard cock and something just got the better of me. I started playing with myself. Rubbing my clit through my panties as my eyes traced the curves in his shaft. DirtyOlder52: "I'm looking at your profile picture emma, its extremely hot" DirtyOlder52: "does that make you nervous" emma_mar19: "not at all, actually it makes me kinda turned on" DirtyOlder52: "would you like me to call you sweety?" It seemed very quick, but before I could even think about it, I posted my number. I had heard a thousand "don't post personal info on the web" lectures, but for some reason I ignored it. I wanted to hear his voice. But the second i actually pressed send, I regretted it. all I could think about was "I can't believe i just did that." I sat there for a few minutes and nothing happened. He signed off and I didn't hear back from him. A few minutes past. I was starting to think he wasn't going to call at all and was actually pretty relieved. I felt so guilty. I had just made a huge mistake giving out personal info and the more I thought about it the more it occurred to me that this guy could be anyone! He was twice my age and we had only talked for a few minutes online... and then the phone rang. "Hello?" I picked up the phone. I must have sounded so nervous. Even thinking back to it I can remember I was shaking. "Hi there girl," His voice was deep and raspy. It sounded old, stern, deep, but somewhat familiar. "I want you to know that you can talk about anything with me... don't be shy..say want your thinking. nothing ever leaves me....never." He paused for a few moments and I listened to the sound of his thick breath on the phone. I could tell he knew I was nervous. "Have you ever been with an older man before?" "No...." "Come on you can tell me, have u had a relationship with an older man before.....be honest... I'm okay with what ever you say." "Thank you for being so kind. But no, I've only dated one guy and he was my age. I've always found them cute i guess though." "Well thats good for me. I'm glad you liked my picture, I'm sorry if it was a little indecent." "To be honest I liked it. It was much bigger than my ex's, and it turned me on so much." "It sounds like you have a bit of a dirty streak in you Emma, is that true?" I couldn't really respond, I opened my mouth and all that would come out was a soft moan. "Would it be ok with you Emma if I took out my cock and played with it a little?" I could hear him unzip his pants. After a few moments his breathing got heavy. "So Emma, I'm looking at your profile picture here... and i have to tell you how sexy I think you are. I keep looking at your tight little body and those thin little lips. Do you think you'd ever actually meet up with me?" I didn't know what to say. I knew nothing about this guy. In reality I had only seen one picture of his dick. He could (and probably is) some psycho. "Hello...? Emma?" "Well maybe, but I don't even know your name, I've never even seen your picture." "Well my name is James. Let me email you a face pic" A few moments later I had a new email in my mailbox. I opened it and my jaw dropped. It was Mr.Stevenson my high school PE coach. II. "Emma... Emma?" I didn't know what to say. I recognized him right away but for some reason he seemed not to recognize me. I thought about it and supposed I had only had him for a couple of months during my sophomore year and the pic was pretty blurry. It didn't seem too likely though that he'd remembered me, but I certainly remembered him. He was 6'2, overweight, and had a great big white mustache. I never found him sexually attractive, and thinking about him sexually kinda grossed me out. "Emma, are you there?" I could still hear him stroking his cock on the phone. "Umm... yes, Mr. Stevenson" "Mr. Stevenson?" He laughed. "When did we get so formal?" I contemplated not telling him who I was. The reality was, I wasn't really sexually attracted to him at all. The more I thought about it, the more I kinda wanted to get out of the whole thing altogether. It seemed like just telling him the truth would be the fastest way to end it all. "When i was your student." "My student? Oh Shit, I'm sorry Emma. This must be very uncomfortable for you. I've had so many students and I can't remember all of them right away." "Its ok Mr. Stevenson, I understand that its just a misunderstanding." There was silence. I was extremely awkward. The silence lasted for what seemed like forever. All I could do was search for the right words... for any words... but none came. All I wanted to do was hang up the phone. I heard his breathing again getting heavier. Slow soft breaths became deeper and muted. Each one seemed a little louder the one before it. and regular. "Mr. Stevenson, are you still masturbating?!?" "Emma... uh.... its just that I got so turned on.... I...ssshould probably go." He hung up the phone. I sat there, feeling awkward. I didn't really know what to think about what had just happened. My panties were wet, but felt cold. I stood up and walked across the room. The computer monitor was still on and displaying the picture of Mr. Stevenson's cock... of Mr. Stevenson's old sweaty cock. Again my eyes traced the curves of his shaft, and I found my hand running over my stomach, down to my panties. At first I just held my hand over it, but I started rubbing, and finally I pulled my panties to the side so I could fully get to my clit. I rubbed faster and faster. Feeling my pussy get so wet. my lower lip cupped under my front teeth and I began to bite down. My eyes rolled back my head and I whispered, "Oh Mr. Stevenson". I had no idea where that had come from... I picked up the phone and pressed "*69". III. "Emma?" Mr. Stevenson picked up the phone on the first ring. "Yes. Mr Stevenson. I'm sorry I was so uncomfortable. I think the fact that you used to be my teacher is actually very sexy. If you'd be up for it, I'd really like to meet up with you. Can you come pick me up?" I could tell I had taken him off guard. "Are you sure Emma?" "Very." I gave him my address and we hung up. It was about a 30 min drive before he'd be here and I decided I would jump into the shower before he came. My pussy was still so wet and I wanted to clean up. I was so turned on and couldn't wait to see him. I got out of the shower, wrapped myself in a towel and opened my dresser. I picked out my black thong and matching bra. I walked over to the closet and looked for something to wear. Almost immediately something caught my eye...it was perfect... my old school uniform. It seemed just right for the occasion. I pulled on my white socks, bringing them high to my knees. I buttoned up my white shirt and tucked it into my plaid skirt. The uniform still fit surprisingly well, although tighter than it had last time I wore it. It made my breasts bulge out, but I think that made it even better. I decided to tie my hair back into a ponytail like I used to in Mr. Stevenson's class. And I waited. After about 10 minutes of watching out the window I saw a car pull up. It stopped in front of my building and a few seconds later my phone rang. "Emma, I'm outside. Wanna come out?" "I was thinking Mr. Stevenson... maybe you should come up here, its apartment number 34h." I really didn't want to come out of the house dressed in my old uniform. While I thought it would be kinda fun for Mr. Stevenson, I thought that I really didn't want the other tenets in the building to see me dressed like that. I watched him get out of the car. He looked fatter than I remembered, and certianly scruffier, but it was the same Mr. Stevenson. He walked down the path and disappeared into my building. A few moments later I heard a knock on the door. "Hi Mr. Stevenson!" I was really excited to see him and jumped a little when I said his name. "Wow Emma, you dressed up for me! You look amazing" He put his hands around my waist and drew me close to him. I was pressed against his pot belly as his hands traced over me. I felt comfortable with him, secure and safe. His hand moved up to my neck. He brushed my hair to the side and ran his fingers along my neck. His lips followed close behind, bringing chills all over me. I moaned lightly. My chest heaved in anticipation, practically busting out of my shirt. He placed his hand softly on my breasts, massaging them as my nipples became swollen and stiff. "Emma?" he whispered into my ear. "Yes Mr. Stevenson?" "I have a confession..." He paused for a moment. "I knew when I first saw you that you were a student of mine... It really turned me on" I stood up on my tippy toes and kissed him on the lips. Our mouths opened and I felt his tongue caressing mine. His big thick mustache rubbed against my face. He reached inside my shirt, pulled my bra to the side, and began playing with my tits. I felt like I was in extascy in his big strong hands. I pushed my pelvis into him, wanting to feel as much of him as possible touching me. I could feel his cock pressing against my crotch. He was hard against his kakais, pulling his pants tight. I i snuck my hands under his shirt and put my hands around his waist, feeling his large belly beneath his shirt. I traced the lines of his stomach with my fingers until I got to the top button of his pants. "Emma I want this so bad." "Me too Mr. Stevenson" "I want you to blow me Emma, show me how good you are." I took off my shirt exposing my bra and got down on my knees. His cock was buldging out of his pants. The fabric was tight and it looked extremely painful. I unzipped him, freeing his hard cock, and slid the kakais to his knees. He reached behind me and unfastened my bra, tossing it to the ground. I looked up at him, making eye contact as I gripped his cock in my hand. It was warm and hard and i slowly began stroking it back and forth. It felt so good. So hard and so warm. His eyes rolled into the back of his head and he let out a soft sigh. I closed my eyes, opened my mouth, and took his hard cock in. "Not so fast sweet girl. Lick it first and be gentle." I ran my tongue down the shaft of his dick to the small dropplet of cum oozing out. It tasted salty but sweet. I took him into my mouth slower this time. Tasting it as it went in and out past my lips. I loved it. He took the back of my head into his hands and pulled me deeper onto his cock. I sucked him faster and faster as he groaned. "Suck it Emma!" "Suck my dick like a good girl!" "yes Emma!" His words trailed off as all I could concentrate on was that hard dick. His dick seemed huge, trusting in and out of my mouth. I wrapped my tonuge tightly around his dick as he pushed it back into my mouth. I could tell he was getting close. All I could think about was hoping he didn't cum into my mouth. I tried to say it but it was no use with him in there. He got faster and faster. I closed my eyes tight and waited for him to blow. He grabbed my ears as cum shot down my throat. "Yes baby!" I swallowed as much as I could, but there was so much that it dripped down my chin and onto my skirt. I got up, wiped my face off and thanked him. Mr. Stevenson pulled up his pants, buttoned them, tucked his shirt in, and kissed my forehead. "Thank you Emma. I needed that" He shut the door behind him. I felt so slutty. used. dirty. but more turned on than I had ever been. I opened my legs and masturbated with the taste of his cum still in my mouth. My First Chatroom Party Journal Entry #92 - My First Party Hi Journal! Well, last night was the big party! I got dressed up really nice and drove over to the Hotspot. They had been spamming the room on the Hookup website I belong to, and I had RSVPed several days before. It was going to be my first party, though you know I've met a few people from that room before with notable results. I was wearing a simple white sleeveless silk top with a simple black skirt with black thigh-highs and my cool black leather Oxfords. It was warm so I didn't wear a jacket. My hair was down, and my only make up was red lipstick. Underneath I had gone to town and was wearing a full set of black lingerie, lacey black bra, matching panties, and a garter belt. I have to say I was feeling really sexy right from the start. It was just a little after seven when I got to the Hotspot, and when I went in I felt a little bit nervous. It looked like (and is) a dive bar, with pool tables up front, a little dance floor in front of the DJ/KJ (Karaoke Jockey), with a bar running all the way down the wall and around the back. The place was filled almost to capacity with a pretty varied group. I could see the Young Guys, between 21 and 35, dressed up to look hot, more than a few in military uniforms. There were the Older Guys, between 40 and 60, mostly cleaned up and wearing Hawaiian or brightly colored shirts, most with shorts. There were the Young Things, girls between 21 and 30, dressed in tight, revealing outfits that most didn't have the bodies to carry off. They mostly looked trashy and desperate. More than one was easily over 200 pounds and squeezed into corsets and skirts that were straining to hold them. And then there were the older chicks, from 30-50 dressed better than the Young Things, but most showing years of mileage I pray I can avoid. One of the Older Guys, a handsome one about 50-something in a yellow Tommy Bahama and shorts with flip-flops came up and put his arm around me. He said he was AnalCommander61 and I hugged him. He was one of the "Leaders" of the room, and a really nice guy. "Max wants to meet you," he said, and he ushered me through the crowd to the back, where Max was holding court. Max is PrincessMax, a forty-something Asian woman, petite and beautiful. She was dressed impeccably, looking like she was going to go to the finest nightclub in town rather than this little dump. The men and women were gathered around her on her bar stool against the wall. When she saw me her eyes brightened and I went over and we hugged. "So, my hubby brought me a prize," she laughed, her arms tight around me. " I love your shoes!" I could tell the moment I walked in that my 5 1/2 inch heeled Oxfords were a good choice. Max introduced me around, whispering in my ear whether they were good people or not worth bothering about. I was standing with my back right up against her, with her arms around me as she introduced me. After most of the boring chitchat I normally put up with I finally turned around, and Max kissed me. I wish I could explain how sexy it feels to kiss another woman when she's wearing lipstick too. The slip sliding, the softness, well, it's really arousing for me. I felt her hands on my tits, and then they slid down and pressed against my pussy through my skirt. The fact that there were crowds of people just inches away was making me so hot I couldn't stand it. AnalCommander61 was close behind me then, and I felt them both gathering my skirt and lifting it. Max's hand pressed to my pussy with only the sheer fabric of my panties to protect me, and I jumped. She had a little vibrator on her finger and she was feeling me through my panties, giving me a really good buzz. "Holy shit! Jesus, what an ass! Take a look at those legs!" I heard the voices of men and women behind me and realized that AnalCommander61 had moved aside but was still holding my skirt up, showing my backside off to the group. I blushed, still kissing Max as she worked her finger around over my panties, which were getting very wet. I pushed Max's legs apart and reached under her skirt, finding as I ran my finger along her smooth slit that she was not only very aroused, but that she was not wearing panties under her tight leather skirt. I was slightly afraid of going too far in the crowded bar, but I couldn't help myself. I broke out kiss and squatted down, putting my face only a few inches from her exposed pussy. She was shaved bare like me, and her full pouting lips had a brownish tint. In a flash I was sucking on her sweet pussy, running my tongue over her sensitive flesh. Anal moved in and started kissing her, and I felt her hand on the back of my head as she rubbed Anal's hard-on through his shorts. I glanced away and saw legs all around us, people who had moved in close to watch but who were also shielding us from more casual observers. I spread her lips wide with my fingers and went to work on her clitty for a little while, then leaned in closer and went deep with my tongue. Her juices were flowing, and she pushed against my face, so I knew I was pleasing her even though we couldn't communicate. There was a gush, and her come became thicker, but I hadn't sensed any tensing or anything. She tasted really good. I rose up between the couple and they took turns kissing me, licking her juices from my face and lips. Anal lifted my skirt and I felt his fingers in my waistband. I didn't discourage him, so a few moments later I felt him work my panties down my legs. He stooped and picked them up and put his face against my ass under my skirt, his bristly beard tickling me. He spread my cheeks and I felt his tongue start lashing my asshole, no doubt getting a mouthful of my running juices too. He stopped, and soon was joining our kiss, sharing my taste with Max. "You said you were flexible," Max whispered in my ear, and I brought my leg up and held my ankle up over my head. Max laughed and putting her fingers inside me she said, "That's wonderful, but not exactly what I meant. You want to come home with us for the after-party?" I said I did, and she told me she had to be polite and talk to some other people, but that I shouldn't go too far away. I went away a few feet and the bartender (Amy, a cool girl who took care of me that night. Thanks, Amy) and ordered a beer. After checking my license she handed me a glass and told me I had a few lined up, already paid for by guys at the bar. "Damn, girl! You are so hot! Let's go to my place and fuck!" a guy yelled in my ear from behind me. Wow, I love a subtle guy. I turned and saw it was Sammy, a giant Samoan guy in Marine camo pants and a tank top. Sammy had tried to chat me up on the board a few times, always with the same level of subtlety. I blew him off, a little scared of what he might do or say in person, but he was pretty sweet about it and left me alone. "TeriGirl!" a harsh voice screamed next to me, making me almost spill my beer. I turned and saw BigPeaches, a fifty-something woman with over processed blond hair, 46 double-D's that gravity had caught up with a while back, and a belly roll that had easily conquered her overly tight denim mini skirt. She threw her arms around me and tried to crush me. BigPeaches was one of those women who would try to get you into a threesome with a young jock or military guy, to be their bait. They used you to get the guy, and then hogged him the whole night. We had started to have a polite conversation when she suddenly leaned in and kissed me, shoving her boozy tongue down my throat, and she grabbed a handful of my crotch in her hand. I was still wet from making out with Max and Anal, but Peaches must have assumed I was all for her because her other hand quickly moved up to me tits. To my relief the bartender came up and told us to knock it off because we were out in the open. I handed her my credit card and told her to charge me for a couple of beers and to add herself a fifty dollar tip if she could keep rescuing me like that. She winked and walked away with the card. A couple of the guys I'd met before came up and chatted, but I reminded them that I only did one-nighters and they went away pretty easily. "I've got nine inches that wants to get into you," a man said from behind me, and when I turned I briefly saw a huge black guy before he bent down and kissed me hard, his hand taking mine and putting it on the hardness in his pants. I'll admit that his dick felt huge, but I didn't know him and he wouldn't let me up for air. I started to struggle with him and he finally pulled back, but quickly slipped his hands up under my shirt and started squeezing my titties. "Stop!" I cried out, still trying to get away, and then I saw Sammy come up behind the black dude. He tapped the guy on the shoulder and said, "What do you think you're doing to my girlfriend?" When the guy turned Sammy slammed a fist into the side of the guy's head, spinning him around. They were shouting at each other as they went outside. A little bit later I saw Sammy come back in, none the worse for wear. He looked over at me and smiled, then waved and went over to chat up one of the Young Things. I took a couple of turns at the karaoke machine, getting far more applause than I deserved, and it must have been nearly eleven when I went over to find Max and Anal. Max put her arm around my waist and she kissed me. "We're having a few people over for the after-party, do you mind?" I said that I didn't, wondering who was going to be there. She told me that they had come in one car, so she was free to drive with me and guide me in. I said that was totally cool and we took off. That sounded easy, didn't it? It actually took up nearly an hour. We had to say goodnight to everyone one at a time, and somehow I ended up on the bar with three different men and two women doing body shots off of me. One we were safely in my Lexus we made polite small talk. Max kept looking at my car and then at me. Finally she asked me what I did that I could afford a new Lexus. I told her I was an avowed Daddy's Girl, and she laughed. I told her about some of the jobs I'd had in the past, and she said I was an idiot for even doing that, since Daddy was willing to support me. I asked her who was going to be at the after-party and she laughed and said it would be a surprise. She led me to a gated community and along beautiful streets filled with big houses with perfect lawns. I pulled into the garage of a gorgeous two-level and parked next to a red vintage Porsche, and we went inside. Their house was perfect in every way, with thick white shag carpets and gorgeous antique furniture. Max put me in the living room and I sat on the humungous sofa while she got us some drinks. She handed me a scotch and sat down close to me, and I barely had a moment to sip before her arms were around me and we were kissing. I carefully put my glass on the table and put my arms around her, settling back so she could have her way with me. We kissed and touched for a little while, getting pretty hot, but not touching anywhere that would get us in deeper. Max stood up and slipped her skirt down, then unbuttoned her top and took it off too, revealing perfectly round, full breasts enclosed in a tan demi bra. Her perfect little body was glorious, and I could tell she was very proud of it as she slowly removed the bra, leaving her naked except for her red pumps. I took her lead and stood up and I pulled my top off over my head and then removed my skirt. Our arms went around each other again and we kissed deeply. I felt a little off balance because I was several inches taller than she was, even in her heels. "Do you want to join the big party right away, or have a little one-on-one first?" she asked me before taking one of my nipples in her mouth through my bra. "One-on-one," I said, and Max led me up the stairs to a little bedroom. I could tell it wasn't the master bedroom, but I didn't say anything as we fell to the bed and started making out for real. Max kissed down my body, pausing to flick her tongue across and around my navel piercing. When she got down to my pussy she lapped at me deeply, then started playing with my pussy with her lips and tongue. It wasn't long before I was thrashing around, moaning and whining. I mean it, the woman has a gift. We didn't even slow down when the door opened and one of the older guys from the party came in. He took off his bright yellow shirt and tapped Max on the shoulder. She stood up and kissed him on the mouth, and then left the room! I was pretty freaked out by that, but I was also on the verge of coming. The guy got on the bed between my legs and started licking my pussy. I ran my fingers through his thin white hair and moaned, and he put a couple of fingers in me while he worked on my clit. He paused for a couple of seconds to drop and then kick off his red shorts, and then he tore open a condom packet with his teeth before going down on me again. I was biting the side of my hand just about to come when he started moving up my body, stopping when his big belly was on mine and we kissed. He tasted like beer, and I could tell pretty quickly that he was missing a couple of back teeth, but I was pretty far gone. I felt his fat fingers spread my pussy, and his cock found my creamy center fast enough. It must have been exactly what my body was craving, because as soon as his fat (if a little short) cock was inside me I started to come. I brought my legs up around him and stuck my heels into his ass and bucked like a bronco, wailing with joy. He started fucking me fast and hard, right away, which was the perfect choice. I came all over his dick and then collapsed back on the bed, exhausted. He kept up the pace for a few more thrusts before slowing down and fucking me with long, slow strokes. "Give me your big, fat cock," I whined. "Your pussy is so tight!" he gasped, and I had the feeling he was going to pop off pretty soon. I dug my nails into his sweaty, hairy back and pushed back against him, thrusting my hips into him with every thrust. I was working myself up pretty good, and I felt another come building up slowly. I heard the door close and looked over and saw KatMaggie, an older girl with a pretty good body slinking over to the bed, naked. She had a big thick black bush over her pussy, and her B cups swung with each step. She climbed onto the bed behind the guy and disappeared from view, but when he moaned loudly I thought I felt breath on my pussy, so I guess she was either tonguing his ass or sucking his balls. Either way, it wasn't long before he grunted and shoved his dick in as far as he could. I guess he was coming, because he immediately fell on me with his full weight. He pulled his dick out and moved aside, and KatMaggie fell on my pussy like it was a treat and started tonguing me deeply. I mean it too. Her tongue felt like it was six inches long, the way it slithered up inside me and writhed around. I watched the guy get off of the bed and wander over to a trashcan, where he stripped off his condom and tied it off before dropping it inside. KatMaggie's tonguing was getting me going so I threw may arm over my eyes and didn't see the guy leave. KatMaggie stopped and pulled her tongue out and whined, so I moved my arms and looked down to see one of the younger guys behind her, fucking her while she ate me. I wasn't getting anywhere except for watching the show, the skinny younger guy was pounding away at KatMaggie's pussy, shoving her face against my pussy. She pushed up and crawled over me, I guess sliding off of his dick, and she put her knees on each side of my head and lowered her sloppy pussy onto my face. It was sloppier than I like, loose and with fat, heavy lips, but I went to work on her, lapping her juices and buzzing my tongue across her clitty. I felt fingers probing my pussy, and then he grabbed my legs and lifted my ass up off of the bed. He set my butt on his thighs and slid his dick into me. This guy had the longest, thinnest dick I think I've ever had! It wasn't enough to stretch me, but when he got it all inside it felt like he was getting close to unexplored territory. It was like being fucked by a really long slim-line dildo. He started fucking me with long, strong strokes, holding my thighs in his hands. After a while I felt him release my thighs and the next thing I knew my bra fell away. He leaned forward, bending me almost double and started sucking on my nipples, one at a time. KatMaggie was really grinding down on my mouth by then, and I had to concentrate on working her good, but I vaguely registered it when the guy started slamming into me hard, then pulling out really slowly, then slamming back in fast. My nipples exploded in white-hot pain as he pinched them hard and twisted. I ground my hips hard against his and thrashed my face against KatMaggie's sloppier pussy. The final result was that I came really hard right at the same time KatMaggie sprayed her come all over my face, humping my face hard and squealing. KatMaggie climbed off of my face and turned around and started making out with the guy fucking me, so I closed my eyes and enjoyed the ride, finally free of her hairy pussy. "I'm gonna come!" he yelped, and he whipped his dick out of me. KatMaggie pulled off his condom and took his dick in her hand and started beating him off fiercely until his thick, white come started splurting out all over my belly. She aimed it lower and he shot his remaining loads onto my excited pussy. He fell back away from me, and KatMaggie got back down and started licking up his creamy deposits from my pussy and belly. The guy climbed off of the bed and came around to where my face was. He kissed my lips and said thank you before leaving. I was feeling pretty well fucked, but I sill wanted to join the real party. I wanted to suck on Max's pussy so bad, and the thought of sitting on Anal's cock made me dizzy. Anal's cock was famous for two reasons. Firstly, it was supposed to be pretty fat and ten inches long. I wanted to have some of that. Secondly, he was famous for only fucking a girl up the ass, a pretty safe assumption given his chosen name. I'd never had anything that big inside my butt, but he was very experienced so I knew he wouldn't hurt me intentionally. I climbed out of bed and gave KatMaggie the obligatory kiss before heading out into the hall. The sound of screaming led me to the master bedroom, where I found Max sitting quietly in a chair in the corner, a young blond's head in her lap, and Anal on the bed reaming out a BBW redhead. She was on all fours and her ass shook and her tits swung with every powerful impact. I watched his hard ass tighten and relax with each slamming thrust as he went balls deep into her, and the redhead was screaming like he was splitting her in half. I looked at the skinny blond eating Max and saw that her ass was bright red already, a big wet spot on the carpet between her legs. Max looked over and saw me, and she brought her leg up and put her red leather pump on the blond's shoulder and pushed her away. The blond looked around confused, and then slowly crawled out of the room on her hands and knees. "Darling," Max said, rising to her feet, "The main course has arrived." Anal looked over and smiled at me, then slammed home one more time before slowly sliding his cock out of the redhead's ass. When it popped free the redhead collapsed onto the bed, crying. Anal's condom looked absolutely disgusting, a slimy sheen of shit and lubricant covering the bright yellow latex. He stripped it off and dropped it into a trashcan, and as he slowly stroked his massive rod I wondered if I would be able to take it. Max helped the redhead from the bed and we all watched her stumble out of the room, her legs like rubber. As soon as she was out Anal closed the twin doors and locked them. My First Chatroom Party I stood there in the center of the room feeling like a mouse in a room with two tigers. Anal was magnificent, his older, hard body covered by patches of graying hair, his cock rigid and impressive. Max was nude except for her pumps, and when she walked over to put her arms around me she asked, "What do you think of our party?" "I think it's just beginning," I said as she sucked my tongue into her mouth. Her hands ran over my body, which I discovered to my delight was still very sensitive. I felt Anal's cock pressing against my lower back when he walked up and put his arms around both of us and held us. It was so hot and hard, I felt my pussy working overtime to get ready for it, but I also knew my pussy was out of luck. Max bit softly on my bottom lip and then she walked over to the bed and pulled the covers back to expose fabulous white sheets. She climbed up on the bed and stretched out like a cat. She laid back on the big, fluffy pillows and licked her lips, her little pink tongue contrasting with her deep red lipstick. I looked up over my shoulder and Anal kissed me, his mouth strong, his lips soft. He swatted my behind and I pranced over and jumped up on the bed. Max pulled me up until our noses touched and she stared into my eyes. I felt lost in her big, beautiful brown eyes and I barely noticed when Anal climbed onto the bed and came right up behind me. He lifted my ass slightly, moving one of my knees a few inches, and then I felt a warm wet surge against my asshole. I gasped and closed my eyes, and after a half second I felt Anal's finger slide inside my ass easily. He worked his finger slowly at first, filling me with lube and working more quickly he ran his finger in wider circles, stretching me slightly. I gasped again when he pushed a second finger into me, but I was ready, and more than willing. I felt his slippery warm hand slide under my belly from the side, and he pressed up until I must have been at the exact right angle. I felt his cock press against my asshole softly, and I was amazed at how easily my ass opened and received his head. My eyes opened wide, and I saw Max staring at me, her eyes filled with pride and filling with tears. Anal was working his cock around in little circles, sliding deeper with each moment and I could feel my ass stretching wider and wider to accommodate him. Finally I was stretched to what I thought must be my limit and I hissed between my teeth. Max kissed me deeply, and more passionately even that before when we were alone. Anal 's cock began to retreat, and my ass exploded with ecstasy. It was weird, like my asshole had an orgasm. But just as I was almost overcome by pleasure he slid quickly back inside and the pleasure was magnified. Tears were flowing freely down my cheeks, but from joy, not pain. I was whining and moaning into Max's mouth as she loved me with kisses. It honestly felt like each stroke in or out was intensifying my pleasure, until after less than a minute I was spinning out of control! I felt another gush of warm goo on my ass and moments later noticed Anal's cock sliding more easily. I have never felt so full before, and I know he was only giving me four or five inches of his glorious cock. Max was kissing my lips and murmuring comforting things, and then she asked if he was hurting me. I whined softly and shook my head carefully, and I saw her look up over my head back at Anal and mouth a kiss, and then she silently mouthed the word, "More." I shook my head but not in time. I felt Anal give me another inch, and his pace picked up, sliding in and out faster. His hips began to swing slowly against his piston-like action, and his cock stretched and twisted my hole painfully even as it slid effortlessly through. Max flipped around onto her back and slid beneath me until I felt her tongue teasing across my pussy. I was still afraid to move very much, but I let myself lie down on her and found if I so much as glanced down my mouth pressed into her smooth, swollen pussy. I put my mouth to her and sucked softly as I moaned through the pain. Oh what sweet, sweet pain! It did hurt, but in a strange way that was somehow fulfilling. When it combined with the delightful sensation of Max's mouth teasing on me I was nearly delirious with pleasure. My mouth was pressed to Max's pussy when Anal plunged into me deeply and I bit down in reflex, feeling Max's tender flesh press between my teeth. I felt her stiffen and her legs kicked, but I heard nothing from her. Her mouth wasn't on me, but I found out later she had been sucking on Anal's balls. I nipped again, watching her hips writhe beneath me, and then I lapped quickly inside her. Anal continued his assault, driving probably six inches now deep inside me, and I could feel every ridge, every vein of his beautiful cock as it passed my stretched, sensitive ring. My hips began to move on their own, humping up and down slowly against the monster dick as my orgasm slowly overtook and overwhelmed me. I pressed my face into Max and wept, sobbing into her as my body betrayed me. Wave after wave of pure pleasure, painful in its familiar way, swept through me and I felt Max's thighs close around my head. After an eternity that must have lasted only a minute or two, the waves of pleasure slowly ebbed and I was left quivering helplessly pressed between my lovers. Anal slowly slid his dick out of my ass and as soon as it popped free I collapsed on Max. Together they rolled me off of her, and Anal stretched out on his back, his stiff dick standing proudly. Max helped me to sit up and she led me to straddle Anal's lap, positioning me carefully above his prick. I was afraid, and I was exhausted, but I didn't want the intense fuck session to end. I carefully let Max guide me and slowly lowered myself onto Anal, feeling his dick stretch me delightfully, almost as if it was the first time, but not quite. When I had taken all I could, Max helped me to lie back on Anal's body, my head on his chest. His arms came up around me and he softly played with my titties, but all I could concentrate on was the sensation of his thick cock throbbing in my ass. I looked around to see where Max had disappeared to and saw her standing across the room. It looked like she was pulling up a pair of panties, but when she turned I saw a dick swinging in front of her, long, fat, and black. She turned and sauntered toward me, her strap-on cock swaying with each step. "Please," I begged softly, not wanting to overload and lose control, but at the same time knowing that not only couldn't I resist, but I really didn't want to. My pussy was begging for attention, and in the back of my mind the idea of a real double penetration was driving me mad as my pussy and ass clenched in time. Max climbed between my legs and straddled Anal's thighs. He plastic cock was rubbing against me while she took one of my ankles in each hand and lifted and spread them. She kissed the side of my left Oxford and started rubbing her face against the silky nylon of my black stocking. I was enraptured by the sight of the beautiful older woman fondling my leg, and I hardly noticed the cock entering me, until she shifted her hips and it rammed two or three inches into me, taking my breath away. If I thought I had been filled before, the feeling of the plastic cock stretching my pussy and rubbing against the stiff, throbbing cock stretching my asshole showed me in no uncertain terms how mistaken I had been. I couldn't do anything more than whine and murmur with pleasure as Max leaned forward against my legs, stroking the stockings with her body, and began to slow fuck me with the strap-on. Her every movement caused Anal's cock to shift, and the combination of the two was beyond description. I know that I came again, and I probably passed out for a few minutes at least, but it didn't matter because when my head cleared I was still full of cock, real and plastic. "Why won't you come?" I moaned to Anal, who was running his hands over me. "I did," he laughed softly, "Twice." I turned my head to look up at him in disbelief, and he smiled at me and said, "Ain't Viagra a wonderful thing?" Max slipped past my legs and laid on me, and we started to kiss as she rolled her hips, fucking me in circular motions, grinding against the hard cock filling my ass. Anal started to moan loudly and mash my titties in his hands and Max turned into the most beautiful guy I'd ever fucked, her tight little body grinding her cock into me, her firm round titties swaying above me. I cried out softly when another orgasm pulsed through me sending the room spinning. It felt like the three of us were spinning around in space and the rest of the world had ceased to exist. Anal's cock started to swell and pulse, at the same time Max fucked me hard with long, firm strokes. Anal's cock softened and slipped easily from my ass and I felt a rush of hot liquid run out of me, but I wasn't able to tighten and hold it in. I got very nervous and embarrassed, wondering if I'd shit all over their beautiful sheets. But I was still floating on cloud nine, and I barely registered it when Max pulled her cock out of me. Anal rolled onto his side and he and Max held me tightly, sandwiched between them. I woke up later, having to pee so badly I was afraid I would wet the bed. I slipped out from between their sleeping bodies and was almost clear of the bed when Max's hand reached up and held my arm. I looked down into her barely open eyes and she whispered for me to come right back. I stumbled out into the hall, barely able to stand, let alone walk. Warm fluids oozed down my legs from my stretched ass and I opened a closet door before I found the bathroom. I went, and then cleaned myself up, checking for damage. Other than the fact that I couldn't really tighten up my ass I was fine. No blood or anything. I unlaced and took off my Oxfords and then my stockings and garter belt, and was about to leave when the door opened. A tall young hardbody blond guy came in and ran into me. "Sorry," he slurred before stepping around me and starting to piss hard into the toilet (mostly on target). I couldn't tear my eyes away from the sight of the stream of hot yellow piss streaming from his long semi-hard dick. He was watching me watch him, and his dick started to bloom. I looked up into his handsome face and said, "Uh, no way. My pussy is played out, Dude." "I like your mouth," he said, his eyes getting that wild sexy look. Aw, what the hell, I thought, and I sat down on the toilet, feeling the warmth coming up from the bowl, and took his dick in my mouth. I could taste a hint of piss on him, and more than a hint of pussy. This guy had definitely been with a girl or two that night. I fondled his hairy balls with one hand and stroked his shaft with the other as I leaned in and took him down my throat. His hands went behind his back and his leaned back, eyes closed. I pulled almost all the way off and concentrated on working his head with my lips and tongue, and within minutes his hips were jumping and soft moans escaped his lips. I looked up and saw him looking down at me, and I kept eyes contact whenever I could as I worked his head with my mouth, slammed his shaft with my hand, and gently squeezed his balls with the other. When his dick started to jump I pulled off and started to jerk him hard with both hands, keeping eyes contact with him as one spurt of warm come splattered against my cheek, and another across my nose. The third hit me right between the eyes, and I had to close them, his come stinging my eyes. I think there was another spurt, and then he was done. He gently wiped come from my face with his fingers, and then started rubbing it into my lips. I opened my mouth and he started feeding me the come he wiped off of my face. After a minute I felt him lean down close to me and he whispered, "Thanks." Seconds later I heard the door and he was gone. I washed up again and went back to the bedroom and was about to crawl in with Anal and Max, but my quick count showed I was still missing my bra and panties. I remembered the panties were last seen in the bar, so they were probably somebody's trophy, but the bra was in the other room. I opened the door and peeked in to that room and saw the blond guy sitting up on his knees, facing me. He was holding the wrists of the little blond I has seen going down on Max earlier, up over her head. Her head was slowly moving from side to side and she looked barely conscious as another young hardbody guy was fucking her slowly. I got my bra from the floor and was turning to leave when I heard the girl whisper, "No, please. No more." I turned toward them and put my fists on my hips. "That's enough," I said loudly, and the guy doing the fucking jumped a little. Both guys turned to look at me, and both looked terrified at first. Then the guy doing the fucking smiled and got that look in his eyes. "You want to join the party, Gorgeous?" he asked, his words slurring slightly. "This pussy's too pooped to pop." It took me about three seconds to realize that what was happening was probably not just two horny guy and a tired girl, but a couple of horny assholes and a girl who said no. "I'm going back to bed with Max and Anal, and I'm going to tell them what you're doing," I said, backing toward the door. "I'd suggest you not be here when Anal comes to check on the girl." I spun around and ran out of the room and into the safety of Max and Anal's room. It took me a minute to wake Anal, who was out like a light. When I told him what was happening he woke up quickly, and he ran naked out of the room. I crawled into the bed and told the groggy Max what had happened and we held each other for a few minutes before Anal returned. "They're gone," he said, crawling into bed with us. "Jane's sleeping, and I think she'll be fine, but we'll check her over in the morning." He all curled up together and Max kissed me again. The change of her expression was precious. Her eyes were closed and she was relaxed when she started to kiss me, and then they opened wide and she stiffened when she tasted the come in my mouth. "What a pretty little whore," she whispered with a smile, cuddling into me and going back to sleep. I giggled and was asleep soon myself. We all got up at around eleven, and we took turns showering. Max loaned me a huge white T-shirt and we went in and checked on Jane, who was lying in bed, awake. We asked her how she was doing and she stretched out like a cat and said she was fine and thanked Max for the fantastic party. Max and I looked at each other and shrugged, and then we went downstairs and I helped Max make a big breakfast for the six people left in the house. After breakfast there were goodbyes and then it was just the three of us, Anal, Max, and me. We sat in the lovely living room and drank coffee (Max had tea), them in their robes, me in the T-shirt, and chatted. I found out that Max had discovered she was a lesbian about five years before, but that she really adored Anal so they decided to stay together out of love and to join the Hookup site to satisfy their sexual needs. I told them about my Journal and my hobby, and surprisingly both of them were very excited. They actually asked me to write about the party and asked if I would give them copies. I said I would, which I normally wouldn't have, and Anal went in to play on his computer while Max and I got dressed. We drove over to my apartment in my car, and I did a quick change before we drove up to the good mall and did some power shopping together. Max invited me back over to the house for dinner and games, but I let her know that I needed to write up the details of the party while they were still fresh. I drove her home, and we made out in the driveway for a little while before she went in. So here I am several hours later. My asshole still feels like somebody shoved a baseball bat up there, but in a good way (chuckle). I can tell you right now that I will be attending many, many more parties in the future. I'm going to bed. Goodnight Journal! Love, Teri