4 comments/ 76634 views/ 15 favorites My Prostate & Me By: lord_jefe Well, it all started about 20 years ago. I'm not sure if you know how tech support works. For me, I had either 10 calls or none. One day—I had 15. This is why tech support people burn out so fast. I had worked my ass off. I was tired, horny and had no girlfriend. So I went to a rental girlfriend place that I'd been to once or twice before. You walk in and there's a lineup of girls, and I, being in my 20s, picked a girl the way most 20 year olds did—the one with the biggest boobs. Almost 20 years later, I don't remember her name. I'm sure it was a fake name anyway so I'll call her Trixie. After we took care of the financials, we chatted. Trixie was a stripper from Ft. Lauderdale with a silicone set, visiting her cousin. I told her I was there for some relaxation, as I had a stressful day. Turns out too stressful, as my "party" didn't want to start, as it were. She offered a back rub. So I got facedown, she pulled out some lotion, and gave me a fairly good backrub. Trixie had me get up on all fours to check the situation, and still not much. Back to the backrub. Trixie began to rub my ass. I spread my legs in order to find some room for the lads, as they were getting squished. She began to massage my balls and my ass crack. I started to grow. Trixie noticed, and decided to keep on keeping on. She was rubbing my asshole, while playing with my balls. She asked if I was ready to go nuts. I figured she was going to blow me so I said yes, and went to turn around, but her hand was on my shoulder. Unbeknownst to me, she had put a condom on her finger and covered it with lotion. She gently slid it in my ass. I went from semi-erect to hard enough to drive nails. I'd never felt anything like that before. It was incredible. She asked if I was okay, and I could only moan. Trixie giggled and went a bit deeper. I rose back up on all fours. As I was thrusting back involuntarily on her finger, she explained that she was massaging my prostate. I didn't care f she was chanting for Cthulu, it felt GOOD! She asked if I was ready for more. I was afraid she was going to whip out a penis, so I trepidaciously said, "Okay?" Trixie put another finger in the condom. What I thought couldn't get better, got much better. She kept hitting that prostate, as well as stretching my hole. I was in heaven. I told her I was getting close to a big orgasm. She had me flip over and lay on a pillow then put a condom on. She slid her finger back in, and began to suck me. When I came, I was pretty sure my brain melted, I'd never felt like that before. I actually passed out for a few seconds. It was the greatest orgasm I've ever had up to that point. After Trixie woke me up, I was so embarrassed that I couldn't talk. I mean, she must have thought I was gay—I couldn't get it up for smoking hot blonde stripper with huge jugs, and I let her fuck me in the ass? She must have sensed my inner torture, because she hugged me. Trixie thanked me for letting her to finger my ass. That broke my silence. "Thank me? You just gave me a gay orgasm, and you're thanking me?" Trixie looked at me angrily and stated, "Hey, I have some very good gay friends. Don't insult them." She then smiled, and continued, "What happens between a man & a woman sexually isn't gay if it feels good, and that felt good for you, right?" I hesitantly agreed. She explained she had been taking night classes in nursing, which is where she learned about the prostate. Trixie had loved trying it out on me, so much so that she was masturbating while she did me. She said she came twice, and that she'd never come from a client before. She begged me to come back, and offered me a discount to do so, as she was only going to be around for a few days. I went back, and, well... I guess that's another story! * Special thanks to my editor nancyallen My Prostate & Me: Alone Together For my fans: You'll notice no number on this story, and that it's in the Toys & Masturbation category. The reason for this is that it's just me & my prostate right now, not in the past. The general tone of the story is pretty sad, but it improves, much like life. Times have changed. I'm 40, unemployed, and living with a family member since the wife left. Hell, my dog even died. I'd say I'm living a country song, except I still have my truck (who knows for how much longer). To top it off, due to hard living, I can barely get it up anymore. I decided to masturbate today. No big surprise, I try every day. Yesterday, I gave up after 2 hours & a sore wrist. I broke open the old toy chest, and thought I'd see what toy I'd try. Used the silver bullet yesterday, so I'd try something different. Here we go...the probe. My ex's favorite. I used to use it on her clit while I'd eat her & finger her g spot. Made her squirt. Good times. Today, it's going to be used for the original purpose. It's an odd toy – big handle, thin neck, and on the end it has a bulb about 7/8 of an inch by 3 inches. I squeezed on a bit of KY, and began to massage my hole. On the laptop, an internet porn of Tory Lane & another girl naked & fighting. Nice. Slowly I started pushing on the probe. My ass resisted a bit and then relented. Got the bulb in, and a bit of neck. Vibrating slow...I love that feeling, when my butthole gives in, and the toy slowly slides in. It's seems to want to stop there today. No big deal. It feels nice where it is. My dick is now in semi hardness, sadly where it usually is for my masturbation sessions. Last week, I managed to cum, or what passes for it. The silver bullet (7 by 1 inch) got my prostate just right, and I squirted. Not a big orgasmic rush, but a relief. Today I want to cum hard. I need it. I'm backed up here. As I watch the porn, the girls are done fighting. The designated dick is wearing torn jeans, and is shoving two fingers in each greasy girl's ass. This is damn good. I need to save a copy of this one. The probe is vibrating, and I'm feeling into it. I reach back, and turn it up. That's good. Feel into it. As I change positions, my heel catches the base of the probe. Whoa Nellie, that's good. My cock surges a bit closer to hard. I try pushing the base with my heel. It goes in further and hits the prostate in a way that's pure dynamite and the flag slowly raises under my stroking hand. Oh, how I've missed you old friend. I stoke slowly, buzzing directly on the magic button. I don't want to cum. I don't want to stop, but I need more. I feel incredibly good. But my ass is hungry. Reach into the toy chest, still open next to the bed. Rummaging around, sight unseen, out comes the silver bullet. A little KY, and a quick swap. I feel good, but the pressure isn't on my prostate, and my erection begins to wane. I grab a pillow, and roll over on it...and it sinks deeper in my ass. I wiggle a bit, and I can feel the lines on the base bite my balloon knot. Gotta stop pushing or I'll lose it. My dick has reversed course. I'm stoking slow & easy, and I'm in that magic zone, where I don't want to come yet. I open my half closed eyes, and check out Tory. The guy has his cock out, and it just needs a hand grip to be a baseball bat. Good god. Both women are eagerly sucking. I rummage in the toy chest looking for the blackjack. The Blackjack is a toy I purchased about 2 months ago, when I was feeling the need for a real fucking. It's a double headed dildo, 12 inches long by an inch & half wide. I've had it about 7 inches in, and it felt pretty darn nice. It's heavily textured, and you can feel it move, unlike the smooth silver bullet. A bigger blob of KY then planned, I rub it down on blackie, as it's long anyway, and maybe it will smooth out the ride. I pull out the bullet, and just drop it, in goes the blackjack. The extra 6 inches or so flexes under me. On the screen, the baseball bat is about to go into the other girl's ass. I check the screen. Dana DeArmond. Nice... tattooed bald snatch. Tory leans over her with her nipple piercings dangling. This is DEFINITY going in the porn folder. As the porn cock goes in the ass, I move trying to get comfier. The forgotten silver bullet is now vibrating on the blackjack. I rise to full tumescence. I reach down to stoke, and my hand still has lube from blackie. Jesus, that's so good. I arch up, and sink down, catching the protruding end of the dildo on the pillow. I rise up again, and trap the head on the pillow. I begin to pump up and down. I'm fucking myself! Why haven't I thought of this sooner; it's fucking fantastic! I go to sink down again, and I realize I'm hitting the pillow. I've got to have nine inches of rubber in my ass. A few months ago I put an ad on Craigslist, trying to find a she male to fuck me, as I've wanted to try a real dick. I was contacted by a guy with what appeared to be a large dick. I decided to go for it, and then chickened out; I couldn't take the biggest toy I have, not more than the head, anyway, and decided I wasn't ready. Now with nine inches of cock in my ass, I wonder. I roll on my side. And I go to push blackie with the bullet, to get the vibration I need on my prostate. And blip....my anus closes over the other cockhead. WTF! I guess I got more than nine inches of cock in there...It's a full twelve. God, I'm a fucking male ass slut. I open my eyes and look at the screen. Dana is screaming with pleasure as Tory eats her pussy while the cock fucks her. If she can do it, so can I. I reach into the toy chest & pull out the red bag. Open it up, and pull out the "real cock" Eight inches long, about two inches wide, flaring to two & a half at the head, and ending in balls with a suction cup base. I got it partially in my ass once, and it came away with a streak of blood, and I stopped trying. Now with twelve inches of cock stretching my ass, I decided to go for it. A squirt of KY on the tip and in it goes. I arch up over the pillow, the head stretching my hole slowly. I look over at the laptop for inspiration. Tory has that thing in her shitter now. I sink down. There's a bit of pain, but I push. I've got the head. Check the laptop as I stroke just my cockhead. Holy crap...he's balls deep! I then just push down, and in it goes. No pain. Just incredible pleasure. I've got maybe four inches in, and it stops again. I've read that we have 2 sphincters in the anus, and the internal is involuntary. I push against the pillow, and in it sinks, the balls resting on my ass cheeks. I reach down, and grab its remote, and turn it's vibrator to full blast I reach down, and stroke my cock, which is the hardest it's been in years. Just a bit of stroking and my orgasm hits. For those of you who have had an anal orgasm, you know what I'm talking about. My whole body shakes from my head to my toes. The dildo squirted out of my ass from the clutching of my orgasmic bowel. My cockhead hurts from the semen shooting out. I lay there afterward, my whole body feeling like its vibrating. I needed that cum. I look at my hand. It's covered in semen. I don't remember shooting that much in ten years. I look over at the laptop. Tory & Danna covered in cum. Not just the stars though. I hit the laptop 2 feet away with a glob of semen! Ok dear readers. This is a true story. I literally cleaned up, and wrote it. I just took the big 'un and lived to cum about it. Now I have a favor to ask. I always tell you to vote, and to comment, and I usually pull just under a 4.5 and 2 comments. Here's the deal. If I get higher than a 4.5, and 5 comments, I call the guy I mentioned, and I get ass fucked. I'll bring along this girl I know who's a sub, and three of us, and a little blue pill and some toys will go for it, and results will be my next story. It's on you. My Prostate & Me Ch. 02 This is basically a continuation of my last story, so you may want to read that familiarize yourself. I left Trixie in a daze, mechanically taking the train home. I was still freaking out over what had happened. I mean, come on, I had my ass fingered, and had a huge orgasm. Was I gay? On top of that, I promised Trixie I'd be back. Did I dare? Once could be experimentation, but twice must make you gay, right? I was still living at home at the time. I was in my early 20's and in Brooklyn this is pretty common. I worked a lot of hours, and hung with friends when I wasn't so it wasn't a big deal for me. I ate a light dinner, and locked myself I my room to think. Fact one: I liked girls. Fact two: Men did not turn me on. Fact three: I had my ass fingered, and loved it. Conclusion: I wasn't gay – just kinky. I still had a hard time sleeping, though. So the next day, I went to work. Not as bad, but still a pretty terrible day. I at least had time for lunch with a coworker in a different department. I loved lunch with Bill. He was a few years older than me, and married with a baby, but he was a great listener. We sat down to some really crappy burgers, and he asked what was up. I basically gave him a generic nothing. He didn't buy it. I wasn't going to tell Bill that I might be gay. Or Bi. Or even kinky. I told him I had seen a girl the previous night, and it got freaky. He asked "So, what's the problem?" I told him it went past my comfort level. His words of wisdom were simple. "If you enjoyed yourself, and nobody got hurt, enjoy it" I decided at that point he was right. I wasn't hurting anyone, and I had a good cum, and damn it, I was going to see Trixie again. After lunch, I made an appointment with the establishment to reserve her time for that night. I got off work, and grabbed a taxi. I met up with Trixie, who told me how glad she was I came back. I realize I never described Trixie. She was about 5'7, platinum blonde, 38DD (I asked) with a patch of black pubes, and a gorgeous dimpled ass. She asked if I wanted a repeat. I told her that I believed I did. She smiled and said "I'm really glad you're so into this. You've made this whole trip worthwhile, and today is going to be even better! " She asked if I'd like to start with a 69. I told her in a quiet voice that I'd never done that before. She sat on the bed, and started pointing out parts of her anatomy. Now, I knew where everything was. I had taken anatomy, and seen my fair share of porn. But there was one thing my porn had left me wanting. A shaved pussy. I hesitantly told Trixie that I'd love to eat her, but asked if I could shave her. She smiled at me, opened her bag, and pulled out a disposable razor. She explained that she went bald all the time in the summer, and had grown in this patch for the trip to New York. She was going back to Florida the next day, and was planning on shaving! We went into the shower, and I lathered her up. I slowly shaved her gorgeous pussy, taking my time. When she was bare it was one of the most beautiful things I had ever seen. I wanted to lick her right there, but she was afraid she'd fall. We dried off, and went back to the bed. I lay down, and she got on top. We 69'd for about 10 minutes, and I learned that pussy is basically one delicious beast! She told me I was a natural. She then said "I brought a surprise, in case you did come back like you said" I asked "What?" and she said "I brought little Dickie!" and whipped out a small vibrator with a rubber sleeve that made it look like a dick. It was maybe ¾ of an inch wide and 4 inches long. She explained that since I had such a great time with her finger, she thought I might want an upgrade. I was hesitant. I mean, if a finger made me feel gay, what was a dildo going to do? She saw my fearful expression, and said "Baby, let's just start with the finger, and you ask for it if you want it" I calmed down right away. She had me get on all fours, and put on a rubber glove. She greased up my asshole, and slowly began to massage my balloon knot. Her finger slipped in relatively quickly, and I was in heaven. After a few minutes, I began thrusting back, and she asked "Ready for 2 fingers?" I moaned "Yes, baby" The second finger glided in. It felt like nothing else in the world – I just felt like nothing could ever feel better. She kept fingering me for another five minutes, while slowly stroking my cock. At this point my world basically narrowed to the incredible pleasure I was feeling. I made a snap decision to enjoy it to the max, and told Trixie I was ready for little Dickie, if she went slow, and promised to stop if it hurt. She grinned and pulled out her fingers, and slid in the toy she had already prepped, knowing I'd want it. It hurt a bit at first, but not much. The feeling of that toy on my prostate was electrifying, especially when she turned the vibrator on. I felt so good that the pleasure was all I could concentrate on. It felt like nothing else in this world, and I decided then and there that I had to get a vibrator and do this again...and often! After about 2 or 3 minutes, she broke me out of my reverie and asked if I was going to cum soon. I told her that if she played with my cock, I'd probably blow pretty quickly. She then suggested she get on top of me so she could suck me, and I could eat her pussy some more, since I had made the effort to shave it. I quickly agreed. She put a condom on me, and she climbed on, and I began to eat at the Y. She started to finger my ass again, and said she was going to put Dickie in. After she did, I experienced a bit of a sting, and asked her to go slow. We continued on like this for a few minutes and she took my cock in her mouth and began to suck. Before I could even warn her, I came like a freight train. I even passed out again. When I came to, I looked over at Trixie. She was covered with sweat, and grinning wildly, as well as giggling a bit. I rose up on one elbow, and asked what was so funny. She held up a dildo that had a lubed condom on it, and it was NOT little Dickie. It was about an inch and a quarter wide, and 6 inched long. "What the fuck!" I said. She grinned even wider, and said "When I got on top of you, I told you I was going to put Dickie in. You just assumed it was little Dickie" I had to laugh. She was right, and it was a huge orgasm. No way could I be mad at that. Folks – this is based on a true story, and there are more parts coming, but I need to know you're appreciating this! Votes & Feedback please! My Prostate & Me Ch. 03 If you haven't read the previous parts to this story -- I'd recommend it, as it explains a lot. I'd also recommend voting & feedback, as it's the only way I have of knowing if anyone is reading or liking this. And I realize this one starts off kind of unerotic. Bear with it. It cooks at the end! * Well, I had been ass fucked with a dildo. When all was said and done I didn't like it. I loved it. I fucking adored it. I wanted more, but Trixie went home. Well, the first place one goes to get penis is a man. That wasn't going to work for me. I like men as friends, the thought of kissing a man is revolting. Getting fucked by one? How do you get the dick without the body attached? When I got the urge again, I went to the sex toy store. I bought 3 or 4 toys, as they all looked exciting. I took them home, and snuck them in the house as I still lived with Mom & Dad. Yes, I know. Pathetic. Seriously though -- rent is damn expensive in NY, and I wasn't that long out of college. I usually hung out with friends on the weekends, and worked late during the week. It was a good solution, excepting the whole privacy for a good self ass rogering thing. So I examined my toys. I had never bought sex toys before except for a pocket pussy that fell apart after 2 uses. I got 1 dildo that was supposed to pump in & out under battery power. I got a butt plug, and I got anal beads. No one was home. Time for fun! So I took out the toys, and attempt to lube them with Vaseline. 30 minutes later, I sat there in disgust. Beads are impossible to insert by yourself, the butt plug was too damn big, and the dildo screeched, whined, and then quit. Also -- never use Vaseline. It makes for really lousy lube and is impossible to clean. So I rethunk the whole penis thing. Where can you find a dick without a dude -- a shemale!! I began searching. I found some ads in the village voice. I picked the least scary one. I arrived in midtown Manhattan at the proscribed time, and met Shelly. Shelly was about 5'8, and not incredibly attractive, but nice boobs, & soft hips. I decided to go for it, as this was my big chance to take a real dick. We disrobed. First off, the nice boobs and soft hips were pads. She put a condom on her floppy dick. The dick was thrust into my face, and I was told to suck. I did. Didn't much care for it. I'll be honest, it tasted like old hotdogs. But hey -- you suck it to get it hard to get fucked. Only she didn't get hard. After about 10 minutes my jaw hurt, and she had a semi at best. She pulled it out of my mouth, jacked it a few times, moaned, and sat down. "That was awesome Sweetie. When can I see you again?" she said/ What now? I sucked a floppy old hotdog tasting dick for this? I told her the reason I was there was to get fucked. "Oh...No problem, bend over." I did. She pulled out a dildo on a handle, squirted some lotion on it, and proceeded to try to ram it in my ass. I learned at that point you don't do anal with someone without warming up your asshole, and hand lotion is worse than vaseline. Let's just say there was pain, minor bleeding, and I rode the subway home standing up. After a few weeks, I was pain free & eager again. I tried the place I met Trixie. She was long gone, but I figured maybe another girl would do it for me. I picked out a girl I had been with before. She tried fingering me, but really had no clue. We had some conventional sex, and went to get dressed. She apologized, as she could tell I was disappointed, and told me to wait a minute, and she left the room. I figured she was checking if the coast was clear. She came back, and slipped me a note, and whispered "Read this outside" and escorted me out. I read the note. It basically said "Sweetie -- sorry I couldn't help you much with your thing. I talked to another girl, and she used to work someplace that could help. Call them" with a phone number & a heart. A few days later I worked up the courage to call. It turned out to be a domination studio, as they called themselves. I asked if they did anal penetration, and I was assured it was a specialty. I made an appointment. Upon arriving, I realized this is not your normal house of ill repute. Despite a receptionist and a desk, the rest of the room seemed...off. It was mostly dark, muted colors. They called for a lineup, and I was forced to reveal my desire to about 10 women. I'll admit, some of them scared me. Rubber and leather abounded. I picked a cute blond in a red leather dress who actually told me that she was looking forward to it. We went into a room. It was matte black paint, and some scary furniture, and lots of tie down points. No bed though. Mistress Mellissa (as I was told to call her) had me disrobe, and get on all fours -- on a scaffold. She locked me down with some handcuffs -- normally not my thing, but I went with it. She began to play with my butt, and as I was starting to enjoy it, she stuck something in. It felt small, like a pencil. I said "I know I said I'm an amateur, but we can go bigger." She replied "No silly boy...it's time for your cleaning" Cleaning? No...she couldn't mean? I suddenly felt a rush of warmth in my colon. This was not a welcome development. I called out "Mellissa?" and received a spank to my ass -- "OWW -- Fuck that hurts!" Mellissa walked to the front of the scaffolding, and looked at me. "Is there something you would like to say, worm?" I knew at this point I was in too far. Realizing my earlier mistake, I said "Mistress -- this is a bit extreme for me." She looked at me for a second, then reached behind me and turned off the water. She said "I think I misunderstood what you wanted." I said "I think so too. I just want a butt fucking." She looked down and then at me "Usually when a guy asks for that he wants to be a little bitch" "That's not me", I replied. She looked at my face, and then said "Well, in this room, I have to be the boss, but I can be a good boss as well as a bad one. Let's follow thru, and you say 'pineapple' if you have any issues." I agreed, and she restarted the water. "Um..." I started. "You need to be clean for this" said Mellissa. I took the enema, which was not entirely unpleasant. The biggest problem I had with it was when she released me to expel -- and made me walk thru the lobby in a towel too small to cover me to get to the bathroom. As I had no choice, I did it, despite the other dominatrix's giggling at me. When I got back to the room, she chained me up again. Then she slowly began to lube my ass. I could enjoy this. She began to penetrate my anus with her gloved fingers, and plenty of lube. It was heavenly. She then reached over to a side table, and grabbed a dildo, about an inch wide, and passed it in front of my eyes. "Ready?" she queried. I said it was fine. She then began to penetrate me slowly. It felt pretty filling, but as she had thoughly lubed me, it slid in easily. It felt so damn good -- it's indescribable, unless you've been butt fucked. It's a satisfying..fullness if you will. She began sliding it in and out. I began to hump back. She started going shallower, and shallower, making me chase it. "You *are* a butt slut aren't you" she marveled. She pulled out the dildo. I immediately felt empty. I looked back, and she held up a bigger dildo. It was maybe 1.5 inches, and about 7 inches long. "I don't know if I can take that, Mistress" I said fearfully. Mellissa looked at me & smiled. "Butt Slut...we are just getting started!" She began to lube the dildo. She placed it at my butthole, and pushed. My fear clenched ass refused it entry. Mellissa leaned forward, and whispered lustily in my ear "Relax, Slut. This isn't so big. Just push out, like you're going to shit." I closed my eyes, and put my head down. Mellissa began to rub the small of my back, and croon lovingly "Relax...let it feel good" I pushed out, like she said. The dildo popped past my sphincter muscle, and slid right on in until it hit the nub of my prostate. I began to shiver with pleasure. Mellissa pulled back with the dildo "Uh -- uh. You aren't going to ruin this by coming, slut." I moaned my disappointment. She began to fuck me slowly again. I tried humping back again, and she let me. I felt so good, so full, that I couldn't stop pumping. I heard odd noises; it didn't register what it was. It turned out to be me, moaning. Mellissa pulled the dildo out. "No, Mistress", I shouted in alarm & disappointment. Mellissa moved to the front of the scaffolding, and looked at me in the eye. She was sweating, and looked like she had just run around the block . "Damn, Slut, you were making my hand hurt." She exclaimed. I looked at her, and as my brain was in a ass fucking induced coma, I wittily said "Huh?" She smiled "You were fucking back so hard I was almost punching your taint!" She began to put the key in the cuffs. I whimpered "But I didn't come!" She said "Don't worry Baby boy, you're going to come." She cuffed me again, face up, putting a cushion under my head, and my ass. She looked at me, and got a bungee cord and small leather cuff from a nearby cabinet. She grabbed my throbbing cock, and said "I like your haircut. Why didn't you finish?" I explained that I kept my balls shaved as I like how it felt, but didn't normally shave my cock, I just trimmed it, as I was afraid women would laugh at me. Mellissa giggled, and said "You did it for me! How sweet! But you shouldn't make such sacrifices." She put the leather cuff just below my cock head, and attached the bungee to the d-ring. The other end got attached to another bungee that went across the 2 posts the cuffs were attached to, pulling my cock up obscenely from my body. She also wrapped a long belt around the scaffolding, securing my waist to the platform. She then put a blindfold on me, and slid something in my ass, that started to stretch me, and then it got narrower. A butt plug! Mellissa giggled again I shuddered. Her giggles had been indicating something unpleasant would be coming my way. "That oughta hold ya" she said. And then she left the room. I heard the door click behind her. WTF? She came back in -- in a minute or a week, I couldn't tell you. Sure felt like a week. "I'm baaaaack" she said in a sing song voice. "I decided you shouldn't have to sacrifice." She began massaging my cock & balls with one hand, and with the other, pulled the butt plug almost to the widest point, and let it go. My ass greedily pulled it back in. My cock began to feel odd. Just what was she massaging me with? And then I felt something scraping against my pubes. Oh god -- she was shaving me! How did she know it was damn near a fetish for me since I got to shave Trixie? She giggled and said "You're going to look so much better now. All the girls will love your haircut!" And she continued to shave me. I decided I could live with this. It made me hot as hell, and who would see it? She finished, and rinsed me off. "You look so cute -- like a little baby. I think we need to share this." Then she forced a ball gag into my mouth. She walked away, giggling again, and then I heard the door close again. Now what? I wasn't left to wait long. I heard the door open, and heels walk across the floor. Sounded different though. "What do you think, babe?" I was about to gurgle some form of answer when another voice -- another woman said "God Lissie, that's fucking hot!" I must have turned every color in the rainbow. She let someone see me like this? I began to struggle against my bonds. "Mellissa then said "My baby slut seems to be embarrassed. Oh well, I guess he needs a bigger pacifier. Would you like to help?" "Can I?" said the second voice. "I never get to play!" "Today you do, Babe" said Mellissa. The butt plug was pulled out. I felt so empty. Then I felt a dildo going in my ass again. "This is the last dildo you had in you, slut. Do you want to come with this or bigger? Nod your head once for this, twice for bigger" Mellissa instructed. I carefully nodded once. That thing was big. "Oh...you want bigger. Of course you do, you slut." Wait -- I nodded for the same size. I attempted to break free of the bonds. "Look how eager he is, Babe. He really wants it" said Mellissa. I shook, but was stuck tight. And then the ball gag was removed. I began to babble "No Mistress! It will split me in half! Please!" Mellissa came close, and whispered in my ear. "I know you can take this, and you're going to love it. If you wimp out, just say 'Pineapple' but do you really want to do that with my girlfriend watching?" I took a deep breath and agreed to try. "Hold his balls for me, Baby" said Mellissa. I felt a hand grab my boys gently, and hefted them up. "He's got huge nuts!" I heard the other woman say. Mellissa agreed "They are some of the biggest ones I've seen, and right now, they're even bigger cuz this boy slut needs to blow!" I felt something blunt approach my now swollen anus. Mellissa began pushing what felt like barrel of a howitzer in my ass. It wasn't going. "Push out, remember slut?" She tried. I tried pushing out. Nothing. My hole was scared! Mellissa eased off the pressure, and I sighed in relief. I heard some rustling, and footsteps. "Here, Baby, rub this on his balls." I heard a SNAP! sound, and then what sounded like angry hornets. A vibrator? I've tried one of those on my nuts before. It was nice, but not that great. Well the vibe touched my nuts. I don't know what it was, but it felt like my nuts were being massaged by 100 tiny hands in teeny velvet gloves. I slumped down, and then tried to push up into the vibrator with what little movement I had. It was at that moment that the dildo was pushed home, and my universe exploded in a million pieces. Now, in the course of writing of my adventures, I usually say I passed out from the orgasm. That's not strictly true. I lose sense of my surroundings. This time, when I opened my eyes, I was untied, and soaking wet. Mellissa stood there in a robe. "About time you came to. Scared the shit out of my girl. But cold water always does the trick" she explained. I slowly sat up. I was a mess. I was covered in lube, cum, sweat, and water. There were dildos all over the place, including one that looked like it belonged to a farm animal. It was covered in lube. I shuddered looking at it. There was also a large handled stick like thing, plugged into the wall. I've since learned it's called a magic wand. Can I take a shower?" I asked, as I gathered my wits again. "Of course" said Mellissa, and handed me the same hand towel from before. THE END (for now) Please don't forget to vote, and please comment! There's one more true chapter to this tale before I turn to my fantasies, and if y'all don't show me what you're thinking, then I don't know why I'm writing! My Prostate & Me Ch. 04 This story is a continuation of my exploits with my prostate. Please see the previous chapters for details. * I was ass horny. This is the best way to describe the feeling I get when I want my prostate satisfied. I've accepted the fact that I get these urges. Years later, I still get them. And I still act on them. It was cold pre-Thanksgiving day in Manhattan and I was horny, so I called the service I used whenever this urges consumed me and made an appointment with my regular girl Rita. She had dark hair, a nice juicy Hispanic ass and a tasty shaved pussy. She knew how to please me well (and if I prodded) with a finger in my ass during a hummer session. It was not my ideal butt-fuck, but it would do. I went to see Rita, it was as I expected, good but not mind blowing. I still felt an itch... My ass was yearning for more. On my way out, I heard what sounded like the "lesser occupied" ladies conversing and one voice sounded familiar...Trxie! To say I was shocked would be an understatement, I had not heard or seen her in roughly a year, when the place she worked at was raided. I stopped in my tracks and just said "Trixie?" She spun around, yelled "Jeffy!?!" and jumped up into my arms. "Trixie!", I said in shock. I couldn't believe I just bumped into her. Manhattan is not a small city. "Jeffy!?" she proclaimed as she jumped into my arms. Every eye in the room was on us. She looked at me and just said "I didn't think I'd see you ever again!" She explained to the other girls that we went back a long way. We actually sat on the couch, and talked, and she explained she came up to visit her cousin for the holiday, and figured she'd make a few bucks. Her cousin had quit the ass for cash biz, and Trixie had always been primarily a stripper. We caught up, and then since a client was coming, I had to go out the back. I promised I'd be back soon. Trixie gave me hug & a kiss, and whispered in my ear "Friday -- call this number" and slipped a piece of paper in my hand. I walked out floating on air, and still amazed to have found Trixie, after all this time. I opened the card and to my excitement, it read: "On me...and this time, in me!'' I was thrilled -- I had a huge crush on Trixie. I'd had amazing sex with her, but that wasn't it. She just made me feel..happy. Now we've made it to chapter 4, and I realize I never described myself physically. I'm 6'2, balding since the age of 18 (I was 26 at the time), and about 325 pounds. Oh -- and hairier than a grizzly. Nothing on top, but a friggin shag carpet on my back. I had never been the guy a woman wants. Women tend to consider me a Teddy Bear, but nobody wants to fuck Teddy. I was a fat bald hairy dude with a 5 inch wang that was about 2.5 inches wide. What I lacked in length I made up in width, or at least that's what I chose to believe. I couldn't stop grinning though. Trixie wanted me...and a freebie no less! But "in me" I was at a loss. I'd fucked her several times, but that wasn't our thing. Our thing was my ass, and her in it. I was up about 6 AM Friday. I just couldn't sleep. I tried watching TV, watched cartoons, but kept repeating in my head, almost like a song "Trixie's gonna fuck my ass!" I was stoked. Don't get me wrong, I'd seen Mellissa a few times since Chapter 3, but there wasn't any enjoyment on her part, and the hand towel after the enema got old. I called the number around 10. My girl answered on the second ring --"Baby, is that you?" I replied that it indeed was. She said "I've been waiting for your call...I woke up early waiting!" We laughed, and she gave me an address in Queens. I gave myself an enema, took a Viagra I had scored off a friend and grabbed the train. I walked up to the apartment and knocked. The door opened and there stood Angel, Trixie's cousin. "Kathy...he's here!" She shouted. "Kathy?" I thought "Who the hell is...oh right! Her real name!" The newly christened Kathy stuck her head out of the bathroom, wrapped in a towel "What, Joyce? I can't hear shit in there!" "I said you Prince Charming is here!" shouted Ang...err...Joyce. Kathy looked at me and babbled "Shit! I didn't expect you this quick! Let me get some clothes!" and scurried to the bedroom. Joyce looked at me, and invited me to sit. I had fucked Angel once. Good, not great. Awkward now though. Joyce said "Tell my cousin I'm going out, and you too better not stain my sheets" I wished her a good time, and closed the door. The bedroom door opened, and out came Heaven. Kathy was wearing a cup less bra, and thigh hi stockings. Oh...and a smile. She gave me one of those little "come here" gestures. I floated over. We went in the bedroom. We began kissing. Kathy started pulling my clothes off. She pushed me back on the bed and gave me head like a woman possessed. She then stuck a lubed finger in my ass, and rubbed my prostate gently. I nutted very un-gently all over her face. Kathy went to wipe her face, and came and lay down beside me. "God I missed you" she said. I looked into her eyes and asked "Why me?" Kathy explained "You know what I do... I'm a full time stripper... and a part time hooker. I use my body for sex, and for money. The downside is everyone treats me like meat, because basically I am. You not only don't but you make me feel like the sexiest creature in the world, and that makes me so wet! On top of that, you let me finger your ass. I love it...It makes me feel in control. I don't get that a lot" She then asked "Joyce leave?" I nodded yes. "Bitch remind me not to stain the sheets?" I nodded again, and chuckled. "She's pissed offat me -- she tried to tell me that I shouldn't have invited you, as it lets you know our 'secret identities.' I'm Kathy, she's Joyce. I'm a stripper in Tampa. She's a bartender with a bad dye job" She looked at me and then said "Now get on all fours, baby. It's playtime" I had some lube on my ass from her earlier finger. She grabbed the KY, and added some more. She then began fingering my ass. If it took an hour or a week, I couldn't tell you. I was just feeling my body and her finger, and then another finger, and then a third. She then began milking my cock, but I was able to ride through the pleasure, and not shoot, but it was damn close. "You ready to take my cock, Sweetie?" She growled lowly in my ear. "Please Kathy!" I moaned "Fuck me baby!" I felt a blunt tip against my hole. She slowly pushed through my bung, filling me up. I groaned, and enjoyed, pushing into it, until I felt her hips against me. Wait, hips? Apparently she had slipped on a strap-on. "You like my cock, Baby? I picked it up for us the other day after I saw you. It's bigger than "Dickie", but I thought you'd like it -- and it fills me too" She giggled after the last part. She then began to saw in and out of my ass slowly. I was fucking back at her. It was stupendous. The feeling of her double D's hitting me in the back while I felt like my very soul was being turned inside out was amazing. I came like a freight train. Kathy just collapsed on me. We lay like that for a while before she pulled the dildo out of me. We both lay there, sweaty & panting. I looked over. She had a pink jelly dildo sticking obscenely from her groin. It had to be about 7 inches long, and maybe an inch & ¾ wide. "That was fantastic" she groaned, and rolled off the bed. She pulled off the dildo & harness, revealing sweat matted curls, and slowly slid about 6 inches of dildo from her moist slit I looked at her pubes, and saw something glinting. A piercing? I then up at her eyes. She was smiling. "I gotta pee, be right back" I lay there content, and exhausted. I heard the bowl flush, and then the water running. Kathy came out with a bowl of water, a can of cream & a razor. She gave them all to me, lay a towel on the bed & lay down. "I wanted to get it shaved before you got here" she explained "but you were early" I slowly and carefully shaved he landing strip. And the after wiping her down with a hand towel, I applied natures best aftershave, tongue supplied saliva. I also played and marveled over her clitoral piercing. After, I rolled over next to her. She lay there panting this time, and said "Shit. You really have a natural talent" I thanked her for her teachings, and she said "What about you, Baby? I got some flossing during the blow job I gave you earlier" I chuckled, and told her about what Mellissa had done to me. She began to shave me while I shared the tale. When I was smooth, and ready to be used as a short yet thick flagpole, Kathy dumped out the water, came back, and started rubbing KY onto my bare glans. "Did you fuck her ass?" Kathy queried. I explained what kind of place it was, and that was against the rules. Kathy then asked "Have you ever fucked anyone's ass?" I looked at her, and said "Seriously? I'm short & thick. No girl wants me in their asshole!" "Well, I do" was her quiet reply. I stared at her unbelieving for several seconds. "You're going to let me in your ass?" I stammered in disbelief. "Of course. What did you think I meant in my note?" She asked. "I don't know," I responded "and then you had part of the strap-on up your pussy, so I figured maybe that" "No baby" She cooed, stroking my chest hair. "You've been so good, letting me fuck you. I wanted to give you my virginity as a thank you." "Nobody's ever...I mean, you never..." I trailed off, dumbstruck. "I've had some dildos" She explained coyly, "But not a real cock. I wanted it, but I've always been afraid. Last night, I masturbated with a butt plug while Joyce went to work. I realized that you should get my asshole virginity, since I had yours." She got on all fours, and looked back at me, winked, and asked cheekily "Ready?" I slowly began greasing her tight orifice. I began to slip a finger in. Kathy reached back & grabbed my wrist. "Slowly" she sighed. "You have some big fingers" I slowly sank my middle finger up her ass. She let out a low, shuddering moan. "So much better than toys" she whispered into the pillow. After a few minutes, I moved to two fingers. She began rocking back at me, moaning sensuously. "I need your cock, baby" she moaned. I had been hard as a rock and dripping precum this entire time, since she shaved me, and I had a layer of KY coating my rock hard bone since she applied it earlier. I brought my dick to her hole and tried to go slowly in. Her anus resisted. "You're so thick, Jeff" she breathed. "Maybe another finger?" I reluctantly pulled away. I inserted my middle finger in her gorgeous pucker, and then my ring finger. She was face down on the pillow, moaning nonsense. I squirted some KY on the penetration point, and slowly worked my index finger in. I've had women pull away from me after 2 fingers in thier pussy, as I'm a big guy with thick fingers. She just sighed, and moaned, and pushed back at my hand. "Goddamn baby, please fuck me!" She moaned. I crouched behind her, and brought my dick to her now slightly distended hole. I touched the tip to her, and she shot back, impaling herself on my pole. "AAUUGGHHH" She screamed "so good!!' I held still, desperate not to shoot into her furiously clutching bowels. The door, then slammed open, and in rushed a frantic Joyce, who began swatting me. "Get off her you bastard! You're hurting her! Are you in her...?" She trailed off realizing I was in Kathy's backdoor. I quickly pulled out. "Put it back!" Kathy cried, not realizing her cousin had entered the fray. Joyce kneeled by her cousin's sweaty face, and began to brush the sweaty hair from her eyes. "I'm sorry Kat. I didn't realize you wanted it...I heard you cream, and I thought he was hurting you!" I escaped into the bathroom, with my now deflated erection, leaving the two women to talk, while I tried to ponder what my next move would be. I went to wrap a towel around my waist. Dammit! Why does everyone have such small fucking towels? I stuck my head out to see if I could get to my discarded jeans. Kathy & Joyce were hugging. Joyce looked up at me sheepishly. "We've been like sisters for years, and I came back for my wallet, and she was screaming, and I rushed in to protect her, and I'm so sorry!" I sat on the edge of the bed. "I didn't want to hurt her. She just took too much too fast" I explained. "I know" said Joyce. "She told me" "I guess I should go" I said. Kathy looked up. "The only place you are going Mister, is back up my ass!" I looked at her incredulously. "Are you kidding? I almost split you like a log!" She looked at me, and said "Sweetie, what little ass fucking I got rocked my world. Your fingers had me in heaven, and then I came on your dick" "You came? From that?" I said in disbelief "Oh yes, Jeff, and I want more". She looked at me hungrily. She then looked down, and realized my dick was no a shadow of its former self. "Joyce!" She yelled, wheeling around to her cousin. "You broke my toy, like when we were kids. Now fix it!" Joyce pulled her coat off, and meekly began to strip. She looked at Kathy and muttered "I'll suck it, but no way is that fireplug going in my ass!" Joyce took me in her mouth, and began to suck me. I wasn't rising to the occasion, Viagra or not. This was just too strange. Kathy reached under me, and stuck a lubed finger in my ass slowly, while Joyce sucked. I quickly rose back to my impression of the Washington monument. "I like the look" said Joyce "Nothing in my teeth" she grinned. "Thank you" said my barber. "Now get off MY cock" Kathy got down on all fours again, and put her head sideways on the pillow. "Grease me up, Joyce" Joyce looked at her cousin, and said "No way, Jose. I'll suck a cock, but I'm not greasing your shitter. I don't swing that way" Kathy just looked at her and sighed. Joyce took the KY from my hands and began to finger Kathy's ass. Joyce slowly relubed Kathy's ass, while I licked Joyce's wet snatch. When she was done with her task, and post orgasmic, I resumed my position behind Kathy, while Joyce knelt with her face close to Kathy's. I slowly inserted my cock in Kathy's warm tightness. This time she didn't force, and took it slow. Joyce brushed her hair out of her eyes, and softly crooned to her. I began to fuck Kathy's buttery chute, thinking about baseball, Roseanne Barr naked, anything to avoid what I was really doing, as I'd pop like a Pepsi. I'd like to say, I fucked her long and masterfully. I'd like to. Truth of the matter is if I said I lasted five minutes, I'd be stretching it by two minutes. Those three minutes though, were some of the best of my life. I still love receiving, but giving is a close second. The stuff the three of us did that night makes me blush 15 years later, and still puts some spring in my steel. * If you'd like to hear more, please vote and comment.