For three decades I’ve been playing with my own ass-hole, carefully impaling myself with rubber dildos. This has progressed to where I can comfortably take one a little larger than the 6-inch long, 6-inch circumference (1.9-inch diameter) of my own erect penis. Thrusting it into my hole as far as it would go, then pulling it back out, over-and-over again, I like to imagine it’s another man using my ‘man-cunt’ for his pleasure as I wank my cock to a fabulous orgasm. This is great fun, but I have to do everything myself. I’m never able to just let go; to have a lover take over and use me as he wants; to be fucked as a woman is. My desire to be dominated and treated as a “bottom” had grown so intense that after a lot of consideration I finally decided to follow-through; to pursue “the real deal”, and get my horny butt-hole fucked by a real man. To this end I read up on gay meeting places in my locale, got a tattoo, and started going to the YMCA…
I’m a white man of average height, with greying hair and a hippy-like ponytail, in better physical shape than the vast majority of adult men I see. I keep myself in decent shape. Not muscular; no “six-pack abs”; but fit. No ‘spare tire’ or beer belly. At the “Y” I make use of the one thing there which I otherwise have no immediate access to: the swimming pool. Particularly the diving boards. While wearing a tight-fitting “gay-hanky-code-correct” dark-blue bikini-style swimsuit bottom, like the ones you see on Olympic high-divers, my tattoo (more about it real soon) is much more visible than when wearing shorts or pants. My hope was that the tattoo would entice some well-endowed stud into taking me and making me his bottom, to be used (and perhaps abused!) however he saw fit. It was mentally challenging to prevent a hard-on while I was diving with all these mental visions of what I hoped would happen to me soon.
Every time I visited the ‘Y’ my attention was drawn to the other men there, constantly scanning and attempting to evaluate them, looking for any signs they might also be trolling for another man to have sex with. Several looked as though they were on-the-prowl, but like me: as potential bottoms. Apparently I had a lot of competition, with not enough Tops around to fulfill our needs. Had I wanted to top a guy myself I probably could’a easily picked up one of them and fucked his ass to my cock’s content. I filed that bit of information away for possible future use. My search for a man to take me to bed continued.
One night while diving from the 1-meter board I noticed a middle-aged, 6-foot-plus, broad shouldered, square-jawed man with skin the shade of a dark brown M&M candy watching me dive. I’d noticed him earlier, but had no idea if he was interested or not in men, particularly white men. As I prepared for my dive into the pool I bent over exaggeratedly, barely resisting the urge to wiggle my butt at him. I hoped he didn’t need eyeglasses to see me clearly as I displayed my entire tattoo for him. In high-contrast ink (on my pinkish-white caucasian skin), my “tramp-stamp” in the center of my lower back is of a dragonfly. The wings are green, blue and purple, but it’s the dragonfly’s body I wanted my admirer to see. The dark-blue tail normally disappears under my waistband, but while bent-over in my small bathing suit he saw that tail: an unmistakably human penis shape with a prominently pointed cock-head aimed down into the cleft between my ass cheeks. I squatted-down before my dive to ensure it was on full display for him.
In the locker room after my swim he walked up behind me as I was bent over putting my sneakers on. No one else was around. “Hey, little buddy, what’s up with the tramp-stamp?” he growled to me from behind. My knees went weak and my heart skipped a beat! But I was ready. I’d rehearsed my first response to this line of inquiry earlier, just-in-case. I hoped he was game.
“It’s an invitation to whomever’s interested!” I barely managed to say without my voice squeaking with excitement. I continued tying my Converse All-Stars.
“Really?! Oh, that’s nice.” he growled again. “Say, I just may be interested!”. His low voice had my cock beginning to stiffen-up. “Where’d you have in mind?”
“If you want I’ll get a hotel room!” I managed to say as I stood and turned around to face him. His large chin gave his face a “He-Man” superhero look. He was tall enough to rest that awesome chin on top of my head. Then I looked up into his eyes. Those eyes… I hadn’t seen his face up close yet, and was unprepared for those beautiful deep aqua orbs. If the eyes truly are windows to the soul, then I knew I was going to let this man do to me anything he desired. And I would do anything he desired in return. My first impression was of sincere goodness and honesty. Instantly I felt I could trust this man.
I stepped up to him. He put his hands on my shoulders and we peered into each others eyes. I was lost. I was his. I was about to faint! He caught me as my legs went limp. He gently set me Sakarya escort back down on the locker room bench, then sat beside me.
“Are you OK?” he asked with genuine concern in his voice.
“Yeah, yeah, just a little faint. I think I just fell in love!” I whispered breathlessly.
“Oh!, Ha, ha! OK, well, then, maybe I’ll stay right here until you recover!” He said, his voice not quite so bass this time, but still knee-weakeningly sexy. Now I understood how women sometimes get wet just from a man’s voice. My cock was now fully erect in my pants and my ass-hole was tingling in anticipation.
“Thank you! But I don’t think I WANT to ‘recover’! My present condition feels pretty good, actually. Oh!, my name’s…” I started to say, but he interrupted me.
“Roger. Yeah, I know. I was checking you out, earlier. You’re my type, and evidently I’m yours! Tyler, by-the-way.”
“OH!, Hi, Tyler! I hope you’re my type!” I nearly squeaked again. “I would love to find out, AND prove I’m yours!”
“Your tattoo gave me the impetus to pursue you further. Until I saw it close enough I wasn’t sure if it would be appropriate to do so.” he said. His diction indicated a high-level education, which I found intriguing.
“Great! That was my intention!” I enthused. “But, there’s something you should know, first.” He started to interrupt me, likely with a question about my health status, but I wanted to get my “virgin” status out in the open right away. I held up a hand in a “Halt” gesture. I looked directly into those lovely eyes as I said: “Wait, please, Tyler, hear me out. I am a virgin! At least as far as being with men, and gay sex. I’ve played with myself with dildos, but I’ve never, EVER had sex with another man. I am ‘clean-as-a-whistle’! No STD’s what-so-ever, EVER!”
“OK. I guess you anticipated my question. I’m clean as well. I’ve always practiced safe-sex, and never had an STD, either. If you’re in doubt, we can get my health records…” he said.
“Oh, Tyler! That’s wonderful! You seem an honest man, so we’ll skip the resume’ review. I hope you’re willing to do me bareback! I would love to take your cum inside me!” I said, too excited to self-edit myself.
“Whoa! Little buddy! Let’s take this one-step-at-a-time! You sure seem sincere, but we should go slow, here. OK, a hotel room, then. Tonight?” he asked.
“Right now!” I was almost effervescent!
“Gee, you’re an eager-beaver!” Tyler replied.
“Beaver! Ha-Ha! Yeah, I hope you like my ‘Eager Beaver’!” I joked. In a stage-whisper I continued: “I’ve been wanting to do this for so many years, I’m anxious to lose my virginity! I want a man to take me as his woman!”. I looked around, but we were still totally alone in the locker room. Out loud I said “Tyler, I want to be YOUR woman! I hope you’re built as big in all the right places as you appear to be!” He saw me looking directly at his crotch as I said that.
“Oh, don’t you worry yourself on that account. I’m pretty sure you won’t be disappointed!” he laughed.
‘Oh, boy!’ I thought to myself.
My erection remained the entire time as we finished getting dressed. We left the “Y” together. As soon as we were away from the front of the building we held hands, fingers interlaced, as we walked to Tyler’s car. His big hand engulfed mine, and I was excited to feel his smooth skin touching mine in a way 2 men don’t normally touch. Our inter-locked fingers intensified my eagerness and heightened the reality that I was headed toward my first real ass-fucking! My cock remained rock-hard as we walked. I was so excited I could feel pre-cum already leaking from my pee-hole, wetting my silk briefs.
Tyler drove a 1-year-old white BMW with in-state plates. I was pleased to see he drove a nice car. It meant he probably wouldn’t be relying on me for money if we became long-term lovers. When we reached his car he held open the passenger door for me. The gesture warmed my heart; he was already treating me as his lady! I stepped up to him and looked up into his eyes again. I licked my lips. Tyler took the hint, bent his head down slightly, and our lips touched in my very first man-kiss. The weakening of my knees again caused me to wrap my arms around his waist for support. He wrapped his big strong arms around me and pulled me into a tight hug as our tongues found each other. As we let our tongues wrestle for a while I felt his penis begin to stiffen in his pants. I wanted SO MUCH to reach between us and grasp his cock thru his pants, but we were scrunched together so tightly in our embrace that I couldn’t. Eventually Tyler broke our kiss and gently pushed me away slightly. “Come on, Roger, let’s get to the hotel so we can consummate this relationship!” He was anxious, too!
He drove us to a Holiday Inn near the interstate and waited in the car as I checked us in as “Mr. & Mrs. Parks”, using one of the pseudonyms and associated credit cards I’d set up previously for just such an occasion. With key in Side escort bayan hand I quickly returned to the car. “Room 69!” I said jovially to Tyler as I hopped back into the passenger seat. “A premonition, perhaps?!”
“Just may be!” Tyler smiled back.
“Around the back to the right, ground floor” I told him. We drove around the building and parked as close as possible to the door leading to our room’s hallway. I practically jumped out as Tyler shut the engine off. My enthusiasm and excitement were revved past redline! My anxiousness prevented Tyler from opening my door for me; not the lady-like thing to do, but I was in a hurry. I was FINALLY going to lose my anal virginity to a beautiful big black man, and not a moment too soon! I felt like a kid on Christmas morning!
Once in the room we immediately resumed our passionate kiss. This time our hands got busy, unfastening as many buttons, belt buckles & zippers as possible without separating our lip-lock. As his tongue probed every corner of my mouth, my tongue playfully swiped at his, pretending to try to force his tongue away. It became a little game, which I hoped was a preview of our love-making to come: him forcing himself on me as I pretend to fend him off. I was panting heavily through my nose, and finding it difficult to keep upright. Tyler sensed my distress and reached his arms around my waist. He picked me up and carried me to the king-size bed, our kiss uninterrupted as he set me down on the edge and dropped to his knees between my legs.
Our clothes were still on, although mostly unfastened. I used my toes to force my sneakers off my feet, then my socks. Tyler pulled my unbuttoned shirt back off my shoulders and I straightened my arms behind me to let the sleeves slide down and off. My tongue was getting tired. I was still panting, too, finding it difficult to breath. I tried to get Tyler’s shirt off, but you can’t remove a pull-over while lip-locked to your lover! Tyler broke our kiss and I immediately whipped his shirt upward. He raised his arms as I slipped his shirt up and over his head. I gazed at his chiseled hairless ebony chest. His pecs stood out from his chest like a preadolescent girls tits, with dark, practically black erect nipples! I couldn’t restrain myself as I dove toward him and fastened my mouth onto his left nipple. I sucked on his tit like I used to my wife’s.
“Mmmmm…” Tyler moaned. “That’s nice, Roger. I like that very much!” I was elated! I switched to his other nipple and tried to suck that one down my throat as well. He let me stay there for a minute or so, then he put his hands on my head and pulled my mouth off him. I looked up into THOSE EYES again and melted.
He stood up, and I immediately hooked my thumbs over the waistband of his pants and lowered them to his knees. His boner was poking out the top of his blue briefs! I saw the purplish-brown mushroom-shaped glans trapped above the elastic waistband. Immediately I hooked thumbs onto his briefs and drew them down, too. The biggest, beautiful-est dark-brown hard-on came bouncing out right in front of my face! I opened my mouth and wrapped my lips around his cockhead as I wrapped my fingers around the hard-as-steel nearly 8-inch long rod! I slid my tongue over his glans, marveling at it’s spongy-yet-firm shape. I breathed deeply, taking in the musky aroma of Tyler’s crotch. He hadn’t showered after his workout at the “Y”, so his manly scent was intoxicating! I love how my own underpants smell after I’ve been wearing them for several days, and Tylers crotch was just as sweet smelling! I started sliding my lips farther down his shaft, straining to open my mouth wide enough to take him in without scraping my teeth along his skin. He was probably almost 2-1/2 inches in diameter! I knew he was going to stretch my horny ass-hole wider than it’s ever been stretched before! I could only get half-way down his shaft before my gag reflex forced me to stop. I held his cock there, as far in my mouth as I dared take it, and applied a little suction. There wasn’t enough room left in my mouth for my tongue to move around much, so I just licked the big pulsing vein on the under-side of his cock as I continued to suck on the magnificent black lollipop in my mouth. My very first flesh-and-blood cock sucking was so much fun I was now SURE I would love being a cock-sucker!
Tyler gently placed his hands on the sides of my head again as he had just a minute ago, and pulled me up off his cock. There was an audible little ‘pop’ as his cockhead exited my lips because I still had some suction going. I loved how the flared lip of his glans forced my lips open a little wider as it pulled out. I wanted SO MUCH to feel that flared head pop INTO my ass-hole, soon! “OK, Little Buddy, enough of that for now. I want to see your equipment!”
With that he moved his hands to under my arms and picked me up. I stood and he bent down and pulled my pants and briefs together forward to clear my hard-on, then down to Escort izmir my ankles. My ragingly hard, pre-cum leaking cock sprang out and nearly bounced against Tyler’s forehead. He knelt before me and took my cock in one hand, my balls cradled in his other hand. As I stepped out of my pants he inspected my “equipment”. Although almost 2-inches shorter, and noticeably smaller in diameter, Tyler seemed pleased with my tool anyway. I figured that since I’m supposed to be his woman, not his husband, it probably didn’t really matter how big I was. It’s my man-cunt he would be enjoying, not my cock, I assumed. Tyler took my cock into his mouth, all-the-way to the hilt! My pubic hair tickled his nose when it touched my pubic bone! WOW! I thought, he can deep-throat!
As his lips slid back up and off my cock I asked: “Can you train ME to do that?”
“Oh, I hope we’ll get around to that eventually, Li’l-Buddy.” he growled. “Now let’s get a look at your pussy!” And with that he spun me around to face the bed and gently pushed me forward. I landed face-down on the bed, then brought my legs up onto it, spreading them apart, making it as easy as I could for Tyler to inspect my ass and any associated parts he cared to. I felt some of his weight on the bed between my legs as he put his hands on my ass-cheeks and spread them apart. The cooler air of the room touched my wrinkled pink “man-pussy”. My butt/cum muscles involuntarily clenched and relaxed, making my rear hole ‘wink’ at Tyler. I felt him move in closer, then his breath warmed my hole.
“Oh!” I involuntarily exclaimed as my butt clenched tight when his tongue slurped across my anus.
“My, you really ARE a virgin!” he said excitedly. “Maybe I’ll do you bareback after-all. Aren’t YOU the lucky one!”
“Oh, YES, my love, PLEASE do me bare! Fill me with your sweet cum! Make me your cum-slut!” I cried.
Tyler lapped at my hole some more, then poked his tongue into me! My cock JUMPED! Then I heard the distinctive sound of a tube of ‘personal lubricant’ pop open. Right then I realized I’d completely forgotten to make sure I had a tube of lube with me! ‘I’m glad he thought to bring one!’ I thought. Then: ‘Oh, boy! THIS is IT!! I’m about to be fucked in the ass by a REAL COCK for the first time!’
Tyler prodded my rear entrance with a finger, and I felt the relatively cool lube he left there. Then he gently forced a finger into me as I concentrated on relaxing my sphincter muscles. More lube was pushed up into my ass-hole. Then I felt the bed sink some more between my legs as he climbed up onto it. I had a request: “Would you please flip me over so I can watch you as you take my virginity? Please???” I pleaded.
“You know, that’s a good idea, Li’l Buddy! Sure, you can watch Daddy take your cherry!”
Tyler reached to my hips and applied pressure to them to roll me over. I rolled in the direction he indicated and immediately spread my legs wide, looked into his eyes (those beautiful eyes!) and said: “I’m all yours, lover! Come take my cherry! Make me a REAL woman! FUCK the SHIT out of me!”
“Well, aren’t WE the dirty little slut!” he laughed as he got into position between my shaking legs. Right then I remembered something I’d read in someone else’s story and reached behind me for a pillow, which I quickly slid into place under my ass, lifting my hips up so it’d be easier for Tyler to access my achingly anxious ass-hole. As I gazed down at the huge black cock slick with lube that was pointed straight at my crotch I smiled as widely as my eyes were open. I lifted my legs up high and spread them wide, inviting Tyler to move in between them and take his place.
“You SURE you’ve never done this before?” he laughed. He was right up between my thighs now, his big beautiful brown cock in his right hand as he guided it toward my hole.
“Oh, I’ve practiced with my didoes! And watched so many gay videos I’m practically an expert!” I laughed. “Please just go slow at first, you’re bigger than anything I’ve ever taken inside me!”
As Tyler pressed the tip of his cock against my butt-hole, I tried to look at the place where all my concentration was focused, but my hard cock twitched in front of my gaze, blocking my view. I was shaking with excitement! He pushed forward slightly, and I felt his cock-head begin to force my sphincter inward. I knew what to expect, and as he pushed harder my ass-cheeks were drawn inward, gripping his shaft. I reached under my butt with both hands and spread my ass-cheeks apart. Tyler’s cock pressed harder against my hole, but it resisted his intrusion despite my eagerness to let him in. I did the “push” trick, and bore-down as if I were trying to take a dump. THAT worked, just as it always did with the dildos, and Tyler’s cockhead suddenly popped past my tight outer ring. “OHHH!!” I cried, involuntarily. It STUNG! It HURT, but it hurt GOOD! “That STINGS!” I said. He was inside my ass! Only an inch, but he was IN! I relaxed my butt muscles again, and Tyler held right there for the time being. My ass-hole was on fire! I looked back up directly into Tyler’s lovely eyes.
The pain must have registered on my face, as he said: “You OK?” His sincerity was again evident. He really cared that I was not in too much pain.