“I'm gonna need to see his ID,” the clerk behind the counter said when I strolled into the bookstore with mom and Gary. Feeling a sweeping sense of pride at being able to prove my age, and a bit of indignation that he didn't believe mom and Gary that I was 19, I gave him my ID card. He looked it over, front and back, then he gave me an appraising look. Finally, he handed my card back and said, “You're good.”
With that, mom put her hand on the small of my back and walked with me through the store. Right away, I spotted a display of anal toys that caught my attention. Almost as if I were in a trance, I made my way to the shelving unit and let my eyes scan the goodies that seemed to be tailor made for my bubble butt.
There were so many toys! Butt plugs of all shapes and sizes! Giant dildos and vibrators! Even self thrusting dildos and plugs! Right away, my ass started to quiver and I knew I needed to own ALL of these toys someday.
“Do you see something you like?” mom asked, and I nodded with a mesmerized grin.
With a catch in my voice, I blurted out, “Everything.”
I heard Gary stifling a snort while mom rubbed my back and said, “Take your time, buddy. Pick out a few things and take it to the counter so Gary can pay for them. I'm going over to the DVD section so you can have some privacy, okay?”
“Thanks mama,” I cooed, my voice husky.
With my eyes still scanning the plethora of yummy anal toys in front of me, I set my sights on a purple vibrating plug. The words Anal Stretcher were printed in big blue lettering on the outside of the plastic case, and just reading them sent a jolt through me. I took it off the shelf to get a closer look – it was massive! The dimensions were printed on the back of the case – 6”x 3”x 8” - I had to have it! I looked at the price tag and blushed when I realized it was $30, but Gary gave my shoulder an encouraging squeeze.
“You want this one?” he asked, and I nodded without taking my eyes off of it. “We'll get it for you.”
“I'll just get this one then,” I compromised, and he scoffed.
“Pick a couple more things out, Casey,” he urged me. “Don't worry about what it costs, okay?”
I gave him a grateful smile and nodded, then I set my sights on a long, thick dildo. There was no way I'd get the whole thing up my butt – it was 17 inches long! But it was lined with tentacles. The tip was thin, but it gained thickness on the way down the shaft. The base was massive! I picked it up with a blush and saw the price tag, then I swiftly put it back.
“You don't want that one?” he asked me, and I shrugged longingly. “It's pretty big, but as long as you won't hurt yourself with it, you should get it.”
“You mean it?” I asked hopefully, and he nodded. With an excited gasp, I grabbed it off the shelf and handed it to him for safe keeping while I looked for a thrusting dildo.
It didn't take me long to find what I was looking for. On the opposite shelf sat a 9 inch, realistic looking dildo. It had all the contours of a big, veiny dick, and I was enamored with it. The outside of the package said “Booty Pleaser” on it, and I wanted it bad!
But right beside it sat a vibrating, pride colored dildo that was thinner and shorter. My eyes were switching back and forth between the two, trying to decide which one I wanted. Finally, I went with the Booty Pleaser, promising myself that I'd find my way back to the bookstore as soon as possible so I could get the pride colored dildo. Maybe I could give dad a puppy dog look and he'd bring me out to Waverly. Or maybe I could go online and find one that could be shipped to the trailer.
Gary handed me my goodies and we walked to the counter to check out. While we were at the register, I spotted a display box with pride bracelets in them. Without a word, my stepdad took one out of the box and put it in the pile, then he set a bottle of anal lube on the counter and paid for everything. When the clerk put my stuff in a black plastic bag and handed it to Gary, I smiled sweetly and said, “Thanks.”
“Go put your loot in the car while I check on mom, then we'll head over to 7-11,” Gary said, then he slipped my bracelet onto my wrist and handed me the keys. “You gonna drive us back to Yorktown?”
I blushed and shook my head no, then I put my bag on the floorboard in the back seat. While I was waiting for mom and Gary to emerge from the bookstore, a cute biker walked by and smiled at me. I smiled back, then I saw him fix his gaze on my bracelet. I bit my lower lip and instinctively arched my back as he made his way to the entrance of the bookstore. Just as he opened the door, he stepped to the side to let mom and Gary walk past him.
Crap.
“Did you put your stuff away, kiddo?” Gary blurted out, and the biker gave me a panicked look before turning into the store.
With a sigh of resignation, I nodded and handed him the keys so I could follow my mom into 7-11. Gary joined us in the store and we each grabbed a soda and some candy for the ride back. We got in the car while I looked longingly at the bookstore, wondering if the biker was still inside. As we were backing out, Gary said, “Check your bag, kiddo. Let's make sure you didn't leave anything behind.”
A little confused, I picked up the bag and rifled through it. That's when I spotted it – the pride colored dildo! Gary and mom must have gotten it for me while I was putting my stuff away. I gasped and whipped my head up, beaming from ear to ear.
“Thanks mama, thanks Gary!” I exclaimed, taking it out of the bag and turning it over so I could get a good look at it. “I love you!”
“We love you too, buddy,” mom said, smiling at me in the visor mirror as we pulled out of the parking lot. “When we get home, take your stuff to your bedroom and close the door, okay?”
“I promise,” I said shyly, putting my dildo away so I could text dad and tell him about my haul.
-----
I fell asleep on the way home from the bookstore. I'm not even sure how – my mind was racing in anticipation of trying out all of my new toys as soon as we got back to the apartment. I could feel my anus shivering so hard it felt like it was sweating from the inside. Mom and Gary hotboxed the car as soon as we were off the main highway, but in my haze of horny pleasure, I paid it no mind. But as I was contemplating which toy I planned to use first, I found myself fast asleep with my head resting against the window.
When we got home, I was awakened by the sound of mom and Gary talking.
“Looks like he's still sleeping,” he said as I shifted a little.
“He's wiped out,” mom said. “You might have to help him get inside.”
With that, they opened their doors and I started to blink. It wasn't dark out, but the sun was starting to set and there was a late afternoon shadow from the apartment building that was cast over the parking lot. Gary opened my door and softly said, “Hey buddy, you waking up?”
“Yeah,” I yawned, then I felt him un-click my seatbelt.
“That's a good thing, because I don't think I'm strong enough to carry you anymore,” he said ruffling my sweaty hair. “You were sleeping like a log, bud.”
I gave him a sleepy smile, and with a groggy voice I countered, “You're still strong enough.”
“Oh yeah?” he chuckled, grabbing my bag from the floorboard with one hand and taking my hand with the other. When I nodded, he said, “You damn near broke my back the last time I had to carry you inside. And that was years ago.”
With that, I got out and wrapped my arms around him for support while we walked to the door.
“But you're stronger now,” I reminded him, and he kissed me on top of the head. “Gary?”
“Yeah buddy?”
“Thanks for today.”
“You're welcome, Casey,” he said quietly. “I hope you're having a nice weekend.”
“I am,” I yawned again. “Gary?”
“Yeah?”
“Is it okay if I go see Riley later?” I asked sleepily.
“Sure bud,” he said. “You gonna spend a little time in your room with your new toys first?”
I nodded with a smile and he booped my nose with the end of his finger, then he handed me my bag of toys so I could hurry to my room and try them all out.
As soon as I was alone, I dumped all my toys out and carefully unboxed them. I thought about making a video so I could watch it with dad when I got home, but I didn't have the patience to stage my phone. So instead, I took each toy out and carefully laid them side by side on my desk, then I snapped a few pics and sent them to dad on WhatsApp. Then I lowered my pants and opened the anal lube that Gary bought me.
I was so excited to take all my toys for a spin that I wasn't sure where to start. Finally, I decided to slide my pride colored dildo up my butt first. It came with two C batteries in the package, so I popped them in and turned it on. Then I poured some lube over the tip and pressed it up to my anal lips. When they bloomed, the vibrator slipped in and my horny bubble butt swallowed it whole.
It felt so good!
I stood in front of my desk with my feet spread and my back arched, crudely fucking myself in the ass with the yummy phallic toy while my toes curled. It was the first time I'd ever felt a vibrator in my hole, and the feeling was euphoric. As I continued to rail myself with it, I could feel my little boner sizzle and pulse while a long strand of precum hung off the tip.
My eyes started to flutter and my toes dug into the soles of my shoes, then I moaned hotly and a burst of orgasmic energy wrapped itself around my body. My anus began to spasm from the pleasure while little flashes of light danced in front of my face. I moaned one more time, then my asshole closed tight and forced the dildo from its confines with a moist, audible squelch.
When I realized what happened, I planted my hands down on the desktop with the dildo resting under my right palm. I bit my lower lip and took a few breaths, then I turned it off and brought it to my nose. I took a deep, delicious whiff of my slutty boy pussy, then I slipped it into my mouth and washed it around, disregarding the flavor of anal lube and silicone that was mixed with my juices.
While I was still sucking the flavors of my ultimate ecstasy from the dildo, I grabbed the realistic looking, self thrusting dildo and looked it over. The package said Booty Pleaser, and I wanted my booty pleasured again. But it needed to charge so I could feel it thrust inside me. Unable to wait, I simply took it to my bed and mounted it anyway. I held it in place with my left hand and lined it up to the entrance of my poop chute, then I lowered myself onto it and felt my eyes roll back in my head. It felt even better than my Pride colored dildo!
Eager to take it for a proper spin, I used my thighs to ride up and down. The sensations were decadent – long, shivering waves of sinful pleasure rolled through my frame at what felt like a steady pace at first. Then they picked up steam and the stimulus was more than I was expecting, shooting through my body through all four limbs and up my back. I unconsciously slid my hands up my thighs to my nipples, giving them both a firm pinch that sent a chaotic band of frisson down my torso. I felt it engulf my midsection, then I lost track of time and let myself get carried away while a deep heat pulsed through my taint and wrapped itself around my bottom-sized bits.
And with that, I realized that I could fall in love with an inanimate object! I pinched down on my nips and let out a long, whorish moan that emanated in my tummy and echoed off the walls of my room. My throbbing rectum was clamping down around the long dildo, trying to expel it, but the end was lodged against the puddle of blankets under me so I was able to continue my luscious ride. Every thrust felt like it was kicking off its own climax inside me, adding layers to my orgasmic inferno as I rode harder and harder. The molded veins and the realistic helmet were catching all of my pleasure receptors on the way in, and on the way back out, while my prostate took the brunt of the friction with gusto.
I let out another guttural moan, then I gave in to my exhaustion and raised my hips far enough for the dildo to shoot out of me and tumble to the bed. With a glazed over smile on my face, I fell to my pillow and rolled onto my back with my legs spread wide and my asshole still experiencing contractions. With the room still spinning, I felt around for my new plastic lover until I had him in my grip. I pressed the tip up to my winking hole and tried to push it back in, but my spent boycunt resisted.
So instead, I brought my new boyfriend to my face and licked him up and down, then I slipped my mouth over the head and sucked him with a satisfied smile.
While I was laying in my bed, basking in the afterglow of the most incredible anal orgasm I'd ever experienced in my life, I let my head fall to the left and saw that I had two more toys I hadn't tried yet. One was my extra large tentacle dildo and the other was my butt plug. With my eyes half opened, I tried to muster the will to get out of bed. But the post-orgasmic sizzle that had gripped me was so powerful that I just couldn't bring myself to get up. So instead, I locked my fingertips behind my head and sighed with relief, wondering if the best was yet to cum. 🏳️🌈
-----
Night had fallen and I knew I was taking a chance by heading out to get myself laid in the dark. But I'd made plans to meet my grindr hookup from the day before behind the movie theater. So with my ass lubed up and my new plug in place, I told mom I was “going for another walk” and hurried across the street. I'd almost forgotten about him while I was sampling my new toys. I got about half of my biggest dildo up my ass before I had to tap out. But it felt incredible!
The tentacles that lined it made quick work of my boypussy.
After I recovered from my earlier ecstasy, I thought I'd take it for a quick ride. I just wanted to see how much I could fit inside me. I got about 8 ½ inches in me before the thickness started to get uncomfortable. Instead of pressing my luck, I treated myself to what I thought would be a sample run. Instead, the tentacles worked their magic against my rectal walls and the naughty friction brought my hole off in under a minute.
Once I cooled off, I slid my butt plug inside and turned it on so it would vibrate. I cooed right away, loving how it felt to be filled up with a vibrating toy. With a hiss, I walked around my room naked, taking the time to let my hips sway sensually while the plug shifted in my ass. I spread my ass cheeks in front of the mirror and checked out my stuffed hole, and loved it! When I let them close, I hopped on Grindr and messaged my anonymous top from the day before. When he agreed to meet, I hurriedly hiked my pants so I could get out the door to see him with my plug lodged up my butt.
When I walked out of my room, my hips were swinging gayly from side to side but I didn't care at all. I loved having my ass filled while I walked around, and I wanted to let everyone know how sensual I was feeling. When I approached mom to let her know I was leaving, my ass was on fire and my voice was husky with desire.
“I'm going for another walk,” I said with a noticeable break in my voice.
“Are you seeing a friend?” mom asked, and I was too horny to do anything but nod my head. “Are you visiting Riley?”
This time I shook my head no, gulping hard as bursts of horny endorphins erupted all over my body.
“I'm seeing someone else,” I admitted, then I studied her expression as she came to the realization that I was seeing a stranger for sex. Then, for some reason, I blurted out, “I'm going across the street.”
She sighed with a look of resignation.
“Please be careful, buddy,” she urged me, then she patted my hungry rump and motioned with her head to the front door.
When I arrived, he was waiting for me. As I approached, I could see the cherry on his cigarette burning bright from the long drag he was taking from it. When we were face to face, he leaned in and planted a rough kiss on my mouth while I hastily unbuttoned my pants and yanked them down. While our tongues were still dueling, he reached out and fondled my bottom-bits, wrapping his fist around it and giving it a squeeze before we let our tongues disengage.
In a hurry to get myself fucked in the ass, I reached back and pulled my plug out. The wet suction was audible as it emerged from my anus, and I once again felt a thrill as I contemplated that sound ringing out every time I removed it. With my plug in my fist, I held onto the dumpster and spread my feet. My lover kicked the insides of my shoes so I'd spread them a little more, then he gripped my hips and slid his hard dick up my easy-access chute. I moaned hotly as the sizzle of a real cock excited my senses, then he started thrusting and I moaned again.
“It feels so good,” I whispered to him, then I felt his fingertips digging harder into my waist and his thrusting picked up speed.
“Yeah?” he panted, and I nodded. “I'm about to bust my load.”
“Do it,” I hissed, then his hips sped up again and I felt the unmistakable heat of anal intercourse fill my asshole to the brim until he froze inside me and planted his load.
“Oh fuck!” he exclaimed loudly, throwing his head back while I ground my ass back against his pubic mane. “God dammit, your ass is so fucking tight!”
With that, he rubbed up and down my spinal column while his cock continued to throb inside me. He planted a kiss on the nape of my neck, then he pulled out and his seed poured from my gaped, throbbing hole while I grinned over my shoulder at him. He smiled back, then he reached out and mussed my hair.
Before I dropped to my knees to suck him clean, I pushed my plug back up my ass and turned it on. When it started to vibrate, I lustily sucked my anonymous lover's package with a grateful smile on my face while he ran his fingertips through my sweaty hair and pulled air through his teeth.
When he zipped up, we shared a kiss on the lips, then I hiked my pants and sauntered back to the apartment complex.
