Skater Snooping on the College Prof’s Sex Toys

Tommy Cums out to Dad. As he had begun to expect, Dad is Gay as well. They know that they have to get it over, and soon they must have sex in front of the Homies and Professor. Eddie is in Love with Tommy; Chase and Seth have been fucking since the prom last year. The four have a quick DP in Tommy's cunt and all are now going up to #2020 For Fist

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  • 16 Min Read

All persons and depicted activities are between consenting adults over 18 years old at all times.

 I collapsed in total exhaustion shortly after 7 AM Saturday. Last thing I recall was Professor Brown removing my cock cage and cum tube; my dick let go a gush explosion of about three ounces of trapped semen that flooded and spewed in Professor’s sucking mouth and throat. I was practically in a deep sleep when I must have been lifted to the lovely king-size bondage bed below.  Just before I settled for umpteen hours, I felt a massive silicone plug stuffed deep up my pussy. Now I sighed, gasped, and moaned, quickly falling into the deepest, most relaxed sleep state of my entire life.

I felt very rested upon waking; I still could have gone for more. I looked at my watch and the clock; still bleary-eyed, it said Eight Twenty. I thought fuck-shit! Only a bit under two hours. I stirred and sat up as Professor Brown was coming back into the bedroom.

“Thomas, you're awake. I was getting worried,” he said.

“Worried Professor Brown…I barely got two hours of sleep,” I replied.

“Thomas…it is almost 8:30….PM!” He spoke.

“Oh Fuck! I have never in my entire life slept more than 9 hours… wow…13! Holy Shit! I mean, the fisting was exquisite and fabulous, Professor Brown; I can’t believe the relaxed state I am in…It’s like I have been born again in a new body; so, at peace I can’t even describe; the giant plug up my boy-pussy feels like I was meant to have it since becoming a young man,” I said.

He stated, “It is typical Thomas. This happens with all the Twink boys and young men, as well as men in general. The first few times they are fisted, the peace and happiness-filled cunt, transforms one's body and mind. We keep so much stress and historical life tension in the anal ring, canal, rectum, and colon; then, when finally permitted and forced to loosen, it is as if the body realigns and reboots to its intended perfection; all the stress just gets fisted out as the brain and body scream Thank-you repeatedly over and over again.”

I noticed the massive leather sling was on the floor along with the Cyber-Ultrasonics Virtual Reality Belts (CUVRBS – for short). I leaned over to the nightstand, where I threw my phone, and saw dozens of text messages from Dad and my homies' crew…Oh Fuck…they are about to file a missing persons report, as there has been no response or hearing from me in over 24 hours…. FUCK ME FUCK!!!

I texted Dad: 'I am fine, I will be home soon.' Then I texted the same to Eddie, Seth and Chase.

“Professor Brown, I think I'd best be going, sir,” I spoke.

“Thomas, you are a young, beautiful adult man; it is up to you what you do in your personal private life and what you share,” he answered.

“Are you fucking and fisting with my dad?” I asked.

“Thomas, I have sex weekly with dozens of men; some older, some younger. I think it's best that you ask your father to answer that, as it is not mine to tell, given the relationship you have with him and now with me. I do hope you will return this long weekend, though – Just text beforehand; keep the plug up your pretty-pussy and here are those douche hoses to help you clean easier; Valves and diverters can be bought at any hardware and plumbing store. I’m sure you and Dad will figure it out,” he chuckles in reply.

I stated, “Yes, Professor Brown, I want so much more; can I bring my home boys for an anal sex, dildo and fisting orgy if they agree? Even though I am not sure if all will cum out…But I hope they will.”

“Sure, I love Twink orgies; I can invite another hot friend if you four 18+ boys want to all get in the sling for a fist fuck bonanza with the 4 CUVRBS belts, and your cocks caged,” he responded.

“Fuck that is so hot I just came again,” I spoke and giggled. I got dressed in my damp and cum soggy undies and jeans; Professor Brown kissed me passionately goodbye. My cock was swollen and dripping. My heart and brain were dizzy with excitement, fear, and trepidation as I pondered cumming out to Dad and the homies. Going down the elevator with the hoses in my jeans and socks, and my cunt bursting with the giant plug to our unit #420, I had much to percolate. I realized exactly 16 floors below the Professor’s unit was our unit. I was playing out multiple scenarios, both good and bad, with Dad and homies crew; what I was sure would be our mutual revelation.

I put my key in the door and walked in. Dad was sitting in his big leather chair with a muted sports program on TV. I was silent and sat down on the couch across from him. I moaned as the plug pushed deep up my boy-cunt and my dick ejected semen strings and blobs. He took a swallow of his Scotch on the rocks. He was not a drinker at all; I knew we were about to have a life-altering conversation.

“Where the fuck have you been…I suppose all the $300 is blown on partying,” he asked.

“The $300 is in my bedside drawer; I think you know exactly where I have been, Daddy,” I answered in a sarcastic femboy eyelash-batting voice and face.

He spoke with anger and a sharp tone, “What the fuck is that supposed to mean!”

I decided just to cum out with it and drop the Gay bomb, “I am Gay, Dad! I am so Fucking Gay!!”

He took a big breath, finished his booze, and said, “I love you, Tommy, no matter what, but I am Gay also!” I acted surprised, but I wasn't really; it all made sense now over the past ten years, and some of it before.

I stated loudly and forcefully, “You have been fucking with Professor Dr. Jordan Brown since Mom left…or was it earlier than that, Daddy?” I felt bad and sighed, looking down. We were both silent. “Is that why Mom left?”

Now I felt like a total shit son. A tear fell from Dad’s eye, then another, and another. He spoke,

“I loved your mother so much, Tommy; I might be in Love with her…still. If only she had cock and balls, we would have had the best marriage ever! But then, of course, we would not have you. Having you, Thomas, was the single greatest thing that ever happened in our lives. I love you more than life itself, and I am so incredibly proud of you for everything you are. (I half smiled, thinking I guess I could have been worse; still, I felt guilty how I shit led into this)

When we got married, your mother knew that when I was 18, I had a same sex secret relationship with one of my best male friends. It went on for two years until I met your mom at age 20; we got married.

The best friend and I, both bisexual at the time, both got married and had a kid. My bestie was Daniel. He moved away and joined the Navy… We occasionally still correspond, but it's been a while since we last did. He is also divorced and has a male common-law partner, both of whom hold a rank equivalent to that of an Admiral, or something thereabouts.

Anyway, I, your father, me…Mike, now being 40, met Jordan when you were just 5 years old. He was 18 and had just moved in to attend university for his degree in psychology and sex therapy; he is now 32.

When Jordan was 18, we met when I was 26; I had been happily married for over five years to your gorgeous mother; we had you, our beautiful 5-year-old son. Jordan had in his apartment pretty much most of the sex toys and apparatus he has right now. I was not the superintendent at the time, but I was working in the maintenance department, and yes, we were responsible for conducting the fire alarm and sprinkler inspections. Guess who got the west side inspections and who was knocking on Jordan's door that night? (I smiled and nodded).

Your mother tried so hard to please me sexually with strap-Ons; God Bless her- even did fisting, all the BDSM anal shit I wanted. We even had several threesomes with Jordan when you were at school or with family and friends. Your mother was falling in love with him; I mean fuck he is so incredibly gorgeous with that huge fucking cock and balls. Not sure how you clocked out, Tommy, but I am just over 7.25 inches. A good size, but not his 10-inch Kielbasa!

Anyways, ten years ago, after four years of blissful group sex sessions with Jordan, your mother decided it was best we divorce; she left the province as she could not have Jordan. He said he was 100% Gay and no longer wanted a woman in any orgy. Your mom was devastated; she was distraught to have hurt me, but I started it and brought it on.

But the most crucial thing, Tommy, is that I love you so much, and your mother loves you more than you know. God, you look so much like your beautiful mother, with her long, ash-blond hair.”

I answered, “I guess that is why you spent little time with me after she left. We used to play so much, but then when I started to hit puberty and look like a male version of her…it excited you sexually, doesn’t it, Daddy? When did you suspect I might be gay?”

Dad Mike answered, “Your late teen sleepovers with Eddie over here. I do not want to know if you did anything, but I saw it in your eyes. Often lust and yearning for Seth and Chase, but the way you looked at Eddie…Wow, head over heels you are for him, I know this!”

I started to weep and bawl, “I am so in Love with him, Dad!! (Tears and panted weeping) I do not know what to do, or even if he is gay or has feelings for me; or what Seth and Chase think…like if I am wrong about all of them, I will damn near die losing or changing my friendships…I would have nobody.”

Dad replied, “You will always have me; we will have each other forever! You can’t live a life of lies, Thomas; you must leap and have faith that the truth will set you and all free!”

I took a massive breath as I wiped my tears, “You knew when I saw the things in Jordan’s unit that it would push me to cum out; that I would run to him last night in an anal fucking craving lust orgy.”

Dad answered, “Will you forgive me?”

I replied, “Nothing to forgive…you have always known your son, better than he knows himself…it was time, wasn’t it!... I miss you, Dad! I thought you hated me!” I wept and bawled.

“Oh Fuck, Thomas! I am so sorry! You look so much like your mom and that…yearning…for her to be….to be…a young man. It is so hard to distinguish right from wrong or what society and the world consider correct, good, or bad. It was so confusing. I love you so much. You are an adult, beautiful young man now, and we will have to go one day at a time. I am so sorry I pushed and neglected you…I just…I…I…I”

Looking at Dad, I saw an older version of me…seeing me in the mirror across the room, I saw a younger version of him. He is very hot and handsome. I said Fuck it! As he was weeping, I ran to him and opened my mouth and planted a full-blown open-mouth kiss on him, taking his tongue deep into my mouth. He pulled back, startled and confused. I gave him a look that said, 'It was okay.' A second later, our decade-long cold and apart gave way as we both went apeshit crazy with a slobbering saliva drooling face sucking deep passionate kiss. My cock was rock hard again, and my stuffed cunt was begging for action of anything. We kissed for several minutes.

He broke first and said, “We'd best leave this for another time so you can settle your out with Eddie, Seth and Chase.”

I replied, “Yes, you know me so well…I am distracted and unsettled, so I will text the three to come over here right away.” I did just that, and all three said they would be there by 10 PM. Dad nodded and pulled his phone to answer a text.

A few minutes later, Dad stated, “Tommy, I am going out to meet a friend. We will continue Tomorrow. I know all will be fine with Eddie, Seth and Chase.” We hugged, and Dad left. He was no sooner on an elevator than Eddie, Seth, and Chase arrived.

Eddie ran to me first and gave me a big hug, saying, “Tommy Dude! Thank God you're okay… You had us worried, man! Like what up dude?”

Seth said, “Whatever is going on, man, we love you; we are all besties for life, no matter what, okay!” That was a relief to hear. They sat down on the couch; I took the chair where Dad had been. It was still nice and warm and relaxed me. I squirmed and ejected some more semen as the huge butt plug pressed and moved in my begging hole. I moaned.

Eddie smirked, “What was that man…you got like a wild look of like you just blew…a load dude…fuck!”

“Guys, I have a massive butt plug deep in my anus and rectum. It was placed there over 24 hours ago by Professor Jordan Brown in unit 2020. We have never talked about sex, and very little about jerking off, but I just experienced the most continuous mind-bending orgasms and ejaculation from another galaxy with Professor Brown. Guys, I am so Fucking Gay it is unreal. I love you all as best friends; Eddie, I really like you, dude, and I want more than just friendship with you, especially, but really with all of you as well.” Their mouths were wide open as they stared at each other back and forth. Then I saw it! I almost shit my pants and came again from my dick. Seth and Chase reached for each other’s hands…Then Eddie’s joined and held theirs…Then Eddie reached for mine. Chase came around as the three of them stood up and came to encircle my chair. He grabbed my other hand.

Seth began, “Chase & I have been having secret sex since our high school Grad Prom last year, after we were 18. Those bimbos we were dating refused to put out, so we got drunk and…and…sucked, rimmed, and Fucked each other silly the entire weekend; it felt so fucking awesome and right!

When you were lost last night, Eddie was in a panic, totally distraught, waiting for a reply from you that never came. He caught Chase and me having anal sex. He stripped, and we had a threesome all night long, breaking hourly to keep tryna find you to cum join. We wanted to invite you, but it sounds like you were having a great time with the professor.”

Eddie said, “I like you so much, Tommy. I have been jerking off thinking about sex with you…Chase and Seth… it seems like the four of us have been keeping secrets for far too long. Tell us what the Professor did to you, buddy… broken in like a thoroughbred for sure…eh!”

I responded, “Definitely!” We all roared. “He has a huge, thick ten-inch cock, I swear, and knows how to use it. He tore my jeans and ate my ass so incredibly, then pounded my virgin hole until I blew cups of my spunk in my undies. Then we trained on his huge Hankey Dildos till I exploded boy-cum across the room, and finally he cock caged me up and in his massive four boy sling fisted and double fisted litres of cum out of me for over six hours, I fucking swear! Wait until you see his VR cyber belts that show what the body inside is doing...so fucking hot and beautiful! By the way, dudes, my dad is gay and has been doing it all with the professor for over 15 years!”

Eddie replied with his mouth open, “Holy Fuck, Tommy! You think that is where he is right now? I mean, we all got to tell you, we think your dad is a total hot catch, man, like a super hot older Tommy dude, he is Gorgeous, man!”

“Yes, I know he is hot like me; I am sure he is with Professor Brown. They said tonight was open if I wanted to bring you guys up for our first Twink orgy. Then I am sure Dad, and he will throw the four of us cock caged on the sling and dildo and fist fuck us until we have them looking like marshmallow coated cookies from head to toe, blasting our boy-cum for hours till dawn!”

Chase said, “Can we all do a quicky here first because my cock is leaking cum rivers and is going to break my zipper here soon!” We all looked at each other and nodded. In about thirty seconds, all four of us were completely naked.

Eddie hollered, “Tommy, what the fuck do you have up your boy-pussy- that is bigger than a plug, it is the size of a massive butternut squash, dude!”

“That is the plug that Professor brown easily slid into my sloppy hole, boys. Cum pull it out and play with my alpine tunnel!” I begged. It popped out. All three of them were in awe of my hole as they started to eat and suck my big, dripping rosebud!

Seth and Chase each have cocks about 7.5”, but the same thickness as mine; I was at a raging rock 7 inches; Eddie had the thickest cock and was a solid 8.5” long... Fuck, it was perfect for me!

Eddie suggested, “I will lie down on the black leather sofa, and Tommy, you mount my cock. Then Seth, you ram your cock-up Tommy’s loose cunt from behind; Chase, you cum feed your cock to him while I eat your ass out some more!”

I was so happy to learn that they had no holds barred and were in a total all-boy pleasure trance. We did it quickly, as Eddie suggested. With little spit, his cock was beautifully in my cunt; I began to mount and ride his significant 8.5” thickness, kissing him wildly and sucking his tongue and feeling like a dream come true.

Chase came and fed me his cock that I was sure would be the size of Dad’s, so I began to fantasize I was sucking off Dad for the first time; I was sure it would happen for real within the next 24 hours, along with lots of other hot Daddy stuff. I was cool with sex with him, and so were the homies. I could tell it really turned them on knowing my dad would be doing sucking, rimming, Fucking and fisting with us.

In ten minutes, I had Chase down my throat balls deep as I was chewing on his nut sack and pubic mound. Eddie was tossing Chase’s salad, sucking his lovely nuts in his throat and then eating his ass like a wild boy. The double penetrating penises in my felt about the same thickness as the Professor, but not nearly as deep; not penetrating that sigmoid. Wait until the boys get that curve and door busted open tonight…they have no Idea the pleasure they have yet to experience!

In minutes, we all cried out and had a perfect group ejaculation. Eddie and Seth up my boy-cunt and Chase down my throat and me all over Eddie’s chest and stomach that we would late group slurp up all the come covering all of us before we headed up to unit 2020!

We all screamed, “OOOOOOOOOHHHHHHHHHH FFFFFFFFFFFFFFUUUUUUCCCCCKKKKKK BBBBBBBBOOOOOYYYYYYYYYYSSSSSSSS HHHHHOOOOOMMMMMMMMIIIIIEEEEESSSSSSS IIIIII LLLLOOOOOVVVEEEE YYYYYOOOOUUUUUUU FFFFFFUUUUUCCCCKKKKK YYYYYYYEEEESSSSSS!”

It was a four-boy Twink cum-explosion. My asshole was overflowing with Eddie and Seth's semen, and my mouth and throat were dripping with Chase cum. We all withdrew. We licked Eddie’s chest and stomach clean of my huge cum; then the three of them returned and devoured the boy-cum dripping out of my anal pussy. What a dream to finally do this all with the homies, and the night was young. Soon they would all experience deep massive toys, cock caging and double fisting like they have no idea!

We showered and douched some with the hoses that Professor Brown gave me. It was so much fun showing nude with them all with our half-hard cocks. This is what Skater-baters were meant to do. I told them we needed to bring nothing other than our clothes, phones and our bodies. We each grabbed a big water bottle, locked my unit and headed up to Jordan's. You could have heard the pin drop in the elevator on the way up; I texted Dad and Jordan we were cumming and all clean in all holes; ready to train and play. It was now 10:45 PM. I knocked on #2020 with my homeboys and all of us holding hands, smiling away. Dad answered the door wearing a Black leather H-string with Jordan beside him in a white silk H-string; Dad spoke.

“Cum in, Boys, strip completely naked and place all your clothes on the chair; then all squat on the couch for inspection beside each other next to your prime lover!” We walked in, cocks hard and dripping, in our jeans. The door slammed shut, and the triple locks engaged. You could hear our hearts pounding and lungs panting with anticipation of horny 19-year-old Twink sex excitement! The hot Twink sex tension is indescribable; we were covered in semen webs like a moth attack. We four 19-year-old Twinks were so fucking hot and horny!

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