Twink Tax Time

Garrett and Aaron have a beautiful morning fuck and incredible cum share. During breakfast they plan the Dildos and cock cages to train Aaron. He cums clean about some small lies, but his heart was in the right place!

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  • 14 Min Read

We finally passed out, sexually exhausted…for now. I started to wake up when I felt Aaron beside me, lightly rubbing my nipples and caressing my face. I opened my eyes to this lovely, adorable blond, messy-mop-toped-haired Twink. God, I could not get over how sweet he looked and so much the spitting image of Twink porn star Scotty Clarke.

Our eyes locked, and he looked at me so intensely I asked, “What? Are you Okay, Aaron?”

He answered, “Yes, Garrett, it's just… you're so…your so…so...fucking gorgeous and handsome!” He exhaled, so relieved and pleased to be with me, a tear in his eye.

“Did I make you happy last night, Garrett?” He asked.

I replied, “I do not think that happy even comes close to describing what you did for me. I don’t think I am a slut, and evidently, you know I am versatile and loved fucking you as much as you fucking me. But no bullshit young man; since , I have likely been fucked over these seven years about 1000 times and many repeats in there. No one, not a single man, boy, or toy, has ever gotten cum out of me like that. You gave me the most powerful, intense, and voluminous orgasms I have ever had, except for huge toys and multi-fisting. I am sorry, Aaron, but you were born to fuck boy-cunts, especially my boy-cunt!” He chuckled and smiled so big that more tears fell.

I said, “Hey! Hey! What’s with the tears?”

Aaron answered, “I have never been so happy in my entire life as I have been here with you in just these two days. I do not know if I know what love and being in love is, but my heart, mind, and soul speak like crazy for the first time. Have you ever been in love with another boy or man?”

I said, “No, Aaron, I have not. But as we are being honest, I have never had feelings for another boy or man like I do for you. Same as you, I am not sure if I know what being in love is, but I do know I am falling for you, but let's go slow and not fuck it up. I know I am just four years older, so there is not a significant age difference, but I recall my most mental and emotional maturing happening between the ages of 18 and 22.

I am gainfully employed in my first job and finished my accounting designation just a few years ago. I have this great condo, a fantastic set of wheels, and not too much debt. So, there are lots in life ahead for you, Aaron:  many choices and decisions, including your geology degree and career. I have a happy life right now, and the only thing I do not have is a life partner. Would and could we do life together? Let's go one day at a time, ok? I wiped his tears and kissed him.

“Are you hungry, Garrett?” He asked.

I responded, “Starving!” Here, I thought he meant food. He got up over and swung around and presented his sweet, wispy blonde, near hairless anal pussy to my mouth.

Aaron said, “Here is your breakfast, Garrett. Now eat my cunt and check me inside for a load of shit. If I am clean, I am going to ride your big cock and give you the best morning cum you have ever had!” I thought, Fuck me! I am so in love with this boy. I am never letting him go, ever!!!

I grabbed his sculpted hips and thin Twink pelvis; hauled his ass up to my mouth with my developed biceps. I parted his sweet white cheeks and went full fucking bore on his pink gaping tiny rosebud. Aaron moaned, groaned, pumped, and sucked my cock and balls. I stuck my tongue deep in his hot, hungry hole.  I lubed my fingers at the same time and inserted them into his roasting steaming pussy. He was still clean and tasted like the last load of cum I blew in him, somewhere between honeydew and fresh bananas. I was so turned on I lubed my other two fingers and inserted them along with my tongue, pulling apart his heavenly boy-pussy. He relaxed, and I could see nearly 10 inches into his lovely anal tunnel. God, it was the most beautiful thing I had ever seen, along with his perfect cock. He is a total masterpiece!

Aaron said, “Garrett, please let me mount you and give you the best morning cum you ever had.”

I lifted his hips off me. He swung around, and we kissed as he loved tasting his ass and pussy on my lips and mouth. He moaned and groaned.

“OOOOOOHHHH AHhhhhhh! Tastes like Garrett cum; still fresh in my pussy from last night! AAAHHHHH UUUUUUMMMMM” And he was bang on. (Sorry, pun). We needed no lube, as Aaron had my cock well covered with his mouth and throat juice. I was lubing like a KY Jelly factory, and he still had my cum trickling out from last night.

I have been mounted before, but Aaron did this so incredibly sexy and gracefully. Facing me, he teased his starving hole with my raging cock head. He started to flex his lightly toned six-pack washboard abs as he slowly and sultry lowered his entire being onto my monolith pole, letting out a massive gasp and throwing his head back, like an addict, getting his fix. I could think of a worse thing than him getting addicted to my cock, that is for sure!

Like I was saying, I had been mounted before and fucked boys and men like this hundreds of times; in all my years, I have never had a boy act and move like this. He began to perform a belly-like dance milking my cock and riding me. His cunt and curves were so velvet and wet; the warm and pressure friction was exquisite. He rubbed my chest and pinched my nipples, and I did the same to him. I do not know who taught him this shit, but the passion that had been buried in this boy was more than breaking out! His rhythmic thrusting, riding, staring at me with so much love and devotion – fuck I was so connected with him – I started to pant and moan,

“Aaron, I am getting close.” I breathlessly said.

He answered, “Flood and squirt your hot cum deep in my chute Garrett; I want to feel your squirting hot cum semen. I am so close also.”

I said, “Point your cock to your face, and shoot all over it for me, and then finish your load all over mine!” He smiled so happily, nodding as he kept up this fantastic belly dance riding, milking and sucking my 9”+ cock – fuck, he is so incredible!

Aaron cried out, “I am going to cum, Garrett, fuck yes, lover. OOOHHHH GGGGGGOOOODDDD YYYYEEEESSSSSS FFFFFFUUUUCCCKKK!”

I grunted and said, “Aaron, I am filling, fucking, I am squirting deep…..OOOOOOOOHHHH GGGGGGGOOOODDDDDD FFFFFFFUUUUCCCKKK YYYYEEEEESSSSSS FFFFFUUUCCCKKKKKK!”

We both came together. It was so beautiful. He perfectly blew three torrents up in his hair and face and opened his mouth. Fuck, he could cum so awesomely. Then as I continued to fill him deeply, he pointed his cock to my face as I opened and took his last steaming squirts all over my throat, face and hair. He collapsed and locked his lips with mine as we shared his sweet morning boy-cum. He keeps sucking my mouth for over 10 minutes, still with my cock in his pussy.

Out of the blue, Aaron asks, “Do you like cream in your coffee?”

I half screwed up my face in reply and said, “Yes. Double, double, in fact!”

He answered, “Perfect!” Aaron pulled off my cock, stood up on the bed, and turned around and squatted to my face and said, “Open right now!” My mouth and jaw opened like an opera aria at the climax. He bore down and emptied my ounces of hot thick cum all over my face and down my throat. He moaned, sighed, and laughed; he bounced down on the bed beside me like kids playing; he began to suck my face and share our cum covered tongues and mouths together. Fuck! He is so incredible, or fucking what! Here I am, the one to be teaching and training him, and he has become a crazy sex god, doing and teaching me things I never even dreamed of! (Let’s not go there!)

I asked, “Ok, seriously, that was unbelievable, Aaron. I love you!” A tear dripped from his eye.

He answered, throwing his arms around me, “I love you too, Garrett. Just one important right thing to do?” I panicked, thinking he was about to propose.

He giggled and said, “I am so fucking starving I could eat this entire mattress!” We both roared.

I said, “Come with me to make breakfast and eat; then we will shower and douche.”

He answered, “Perfect, but can we eat in here on the bed, and you talk and teach me more about the dildos, cock rings, cock cages, sounds, and all this hot red and black leather gear I spied.”

I grinned and said, “Yes, I do many birds these days with just a few stones! Your stones!” We briskly ran to the kitchen naked and cum crusty. We briskly made lots of toast, peanut butter, bananas, jelly, yogurt and some egg whites with Low-fat Cheddar and a massive pot of premium coffee. We made all and quickly retreated to the bedroom. We placed our Coffees on the night table and our plates on the bed. We had nothing sharp, as all was finger food with just a spoon in our hands. We both ate reflective of our caloric-burning and moderate famine.

I said, “So I know you are anxious for the dildos and all, and I am to be the trainer, but it is your body and your sexuality, so tell me what you think you would like to start with?”

Aaron answered after he swallowed and chugged some coffee, “Well, they are all so beautiful, these creature cocks. You will let me mount and ride them at my pace until I loosen and progress to the next bigger and more badass one. So, my eyes might be bigger than my cunt, but that Seahorse one that was your first is a nice shape, and I can hardly wait to feel the ribs in my boy-cunt sawing on my prostate. I want some pain, Garrett. My old dildo that is about the size of my cock; well, the first time I rode it, I went balls deep, immediately forcing it up my ass. The pain was tremendous, bringing tears to my eyes. I breathed through it, though, and hours later, although my lube was quite pink with blood streaks, I had incredible anal pleasure as the pain flipped in minutes to fantastic sensation and pressure. I want to try your size up, so the XL Seahorse is for me to start.”

I answered, “That is very big, Aaron. I will place the peg hole bases of the dildos in a large, specially designed-holder to add stability. I will ride the XXL beside or in front of you in the living room with guidance and support. We will put down big blankets and use a shit tone of the coconut oil lube mix.

With toy riding and fisting, the concentration is more on the anal canal, rectum, prostate and seminal vesicle. The focus is on your pussy and mine, so we remove the penis to only act as a drainage ejaculation hose via the urethra. We will adorn some leather gear as it helps with the mood and eroticism. The biggest thing that I know will excite you beyond belief is the cock cages.

We will wear the negative, Inverted chastity cages with the 5” cum tube inserted into our penises. Once you ejaculate with me through the cage spout, we will progress to different shapes and bigger sizes as you relax and expand. By midnight tonight, Aaron, or into the morning, I will anally fist your boy-cunt, and you will paint my ceilings white with your sweet boy-cum. A key success factor is lots of hydration; pissing is fine, too, as my wood floors are all well sealed.” We were both rock-hard, erect, and dripping.

Aaron asked, “I know what a cock cage is or a chastity cage, and I have seen them before, but what is a negative inverted one?”

I responded, “After douching and showering, we get our penises soft. We will lube and slip around our testicles the metal base. Then we push our soft penises inside us inverted with fingers, then pop it out into the inside of the metal cock and ball ring base. The cum tube-like sound slides into our penis, and we once again push it inside with the flat face plate burying it until it has entirely disappeared. The face plate then locks in place with a slide bolt-like cylinder lock. I will do it all for you; are you scared?”  

Aaron responded, “Terrified!! But crazy turned on just like the pissing and douching.”

I said, “You know I will never physically or sexually hurt you, Aaron, unless you ask me to as a part of our BDSM for sexual gratification. You seem a little down. Are you ready for this, Aaron?”

“I want it so bad, Garrett; I am just a little depressed that I did not cum out as total queer years ago and wasted time with girls for almost four years now.” He spoke.

“Well, what were your closet buddies like in high school?” I asked.

Aaron chuckled.” My best buds were a grade lower than me. We all had a mixed-grade age gym and shower together, and chatting led to a great friendship; checking out each other's package in the school shower was so much fun. I did some sports and was in a bunch of extracurricular shit with them. The main dudes were Evan and Matt, and occasionally, Liam and Kyle.

They were inseparable; Evan and Matt had been besties since JK. I felt like a third wheel, but we had some great times. They live just a few blocks from my parents' house, not far from here. Dad owns the condo beside you where I live. They bought it at the start of COVID-19 with crazy low rates as an investment. Dad begged me to move in and mind the place as he did not trust anyone else and was not looking for rental income, just the appreciation return.

I am an only child, so I am sure once I was out of the house, they started fucking their brains out. Evan and Matt’s parents are crazy well-off. Evan's Mom is a psychologist, and his dad is a cardiologist. Their mansion has a huge year-round pool and a secluded backyard.  It is so funny that his dad used to buy these crazy premium liquors, and they always warned us teens to stay out of it. But there were dozens and dozens of open bottles, each costing between $500 and a grand. When we did sleepovers in Evan's Teen-Boy-Pad basement, we could hear his parents widely fucking all night. We used to get an empty 2L pop bottle and carefully funnel a few ounces from each liquor bottle, and we would end up with this insane 2L of whiskey-rye, brandy, rum, and scotch, Likely worth the value of a Rolls Royce! Fuck, the 4 to 6 of us used to get so fucking drunk. So many times, I wanted to strip and start to suck all their cocks, but I was scared.

 We all had girlfriends, but so many of us secretly said that Evan and Matt made such a beautiful couple together; you could see the love in their eyes; we wished they would just come out and admit they were in Love. Both are crazy hot and before meeting you, I used to jerk off about them nightly. Liam and Kyle are hot, too, but they are crazy macho masculine. Liam is an incredible hunk at 6 ft 4 and 180 lbs of pure muscle. I shit you not, half hard in the showers; he was eight fucking inches. Rumour had it that rock-hard erect he was almost ten inches plus, anaconda thick like you. Evan and I work together at the grocery store, but we have often been on different shifts and schedules since I started University last fall. They are both planning on U of T this fall, so maybe we can reconnect. I have been so busy with my studies… anyway, back to our sex, sorry for rambling. I would have loved a Twink orgy with them all, though, so moot now.”

I said, “You have masturbated about me…since when?”

Aaron giggled, embarrassed, “Yes, Garrett, since first chatting with you in the hall last September, I have jerked off several times a week fantasizing about you!” He smiled so big and blushed.

I asked, “Did you know I was bi or gay or into the BDSM shit?”

Aaron said, “Well, no. You are so hot and masculine, but I never saw you with a lady, so I used to hope and pray you were.”

I laughed, “Aaron, that same night in the fall after we first met, I jerked off about you and rode my dildos till morning. It's so ironic because your unit is a mirror image of mine, so our bedroom and headboards are right against each other. Here we were, jerking off about each other just a few feet apart. Is that fate or what?”

Aaron started to weep and said, “Garrett, I was not entirely truthful, so please forgive me. (Tears dripped) I was so nervous to approach you. I did need my taxes done, and I had no idea how to do them. Dad said nothing to me, and I could have gone to any service for like $50, but I ….I….I....I....I wanted you so fucking bad!! I have blown more cum about you than I did all through high school over Evan, Matt, Liam and Kyle, combined. After I knocked on your door the other night, I prayed, whispering,… please be gay and want me, please be gay and want me, please be gay and want me. I played out so many scenarios over these seven months. Finally, to be with you is a dream cum true.”

I replied, wiping his tears, and said, “Aaron, there is nothing to forgive. I have wanted you also. You are the better man taking the initiative to connect. When you saw my Gay erotica and toys in my drawers and it pretty obvious I was gay, what did you think?”

Aaron stopped crying and laughed so hard. “Well, I thought about just throwing my tax file up in the air, dropping my jeans and presenting my ass to you for the taking!”

I giggled and responded, “That would have worked just as well, and we would have been right where we were meant to be now. You’re a braver, better man than I! Come, my love, let's shower and douche, dress and cage you up, and take you to another worldly realm of pleasure you have never dreamed of.”

Aaron said, “Yes, please, Master Garrett; also, please clean your pussy out on my kneeling face and chest.” I grabbed the plates and put them on my desk. I lifted Aaron off the bed, turning him over my shoulders, giggling, and carried his naked body to the bath with his big hard cock in my mouth and his mouth down on my massive erection with his feet overhead as I held him in a loving python-inverted hug.

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