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Everyone in this is over the age of 18 and is based on the daydreams I have with my math tutor.
It was another long Friday after college and I was sat by my desk in my room waiting for my tutor to arrive. Usually after a long day I hide in my room, put on my pink laced thongs, get my dildo out, open up my laptop and scroll through femboy hentai and sissy hypnosis on reddit, and slowly stroke, ride and suck on my dildo as I lose myself to all the GIFs and videos of big cock daddies using and teaching their femboys how to take cock. On that day I didn’t have the time I usually have to properly enjoy myself, so I just stuck to stroking my cock through my thongs while I scrolled.
I’m on the shorter side as a boy, naturally smooth everywhere and only 5’5 but surprisingly thick ass compared to my slim waist. You can see why I like watching femboys taking cock so much, as they look like me.
I heard a knock on the door and heard my mom greet Stewart, my tutor. They exchanged pleasantries and Stewart then made his way up the flight of stairs to my room. I guess I got a bit more into my activities than i thought as I thought I had more time before he knocked. I quickly exited the windows, stuffed my dildo away, pulled up my thongs and shorts doing my best to hide my 5″ erection and greeted him at the door.
We exchanged pleasantries and we both sat down at my desk, I was trying my hardest to conceal my hard on in my thongs, which took longer to subside than usual, making me flustered and a little turned on.
“Are you ok?” Stewart asked, “you seem on edge today”
“I’m fine, just getting comfortable”.
He stared at me for a bit and then he got a notification on his phone which got his attention, as he looked at his phone I caught a glimpse of his notification banner and thought I saw the Grindr notification, he quickly turned his phone around, and said it was his wife. I thought I was seeing things and thought nothing of it and got to work.
We carried on the lesson as usual, I was learning about how to calculate trajectories and the force behind them. As the lesson carried on I could feel my cock getting softer but feel the waist band of my thongs rising above my shorts, which inevitably turned me on more as I love the feeling the soft lace of my thongs has on my ass and soft cock. I tried shifting in my seat to move the waistband down further but to no avail. The constant movement jostled my desk and caused my pen to roll over onto the floor. I bent down to grab it and my mid section must have been exposed and he saw the waist band of my thongs, as soon as I got up he gave me a small smirk and said,
“Nice panties”.
I could feel myself going red and he could tell to.
“No wonder you were feeling uncomfortable, but don’t worry, I won’t tell anyone, your secret is safe with me”. I blushed some more and thanked him and we finished off the lesson.
As I was walking him out of the house, and onto the porch my mother called mother called from the living room.
“That was quick, how was he, is he getting better?”
To which Stewart replied,
“He’s just getting started”, I then felt his hands softly groping my ass through my shorts and pulled on the lace string of my thongs gently. I looked, partly in shock and partly turned on to Stewart who was smirking at me.
He left and I quickly closed the door and ran to my room. My heart was pounding, I felt excited, scared, confused, but most of all, I felt horny.
That night I signed up to Grindr, on a mission to find him.
After hours of searching and receiving unsolicited dick pics which did turn me on. I came across a profile of a hard shiny veiny 7″ cock that made me drool slightly and a hand and shirt sleeve that looks suspiciously like Stewarts.
I messaged him and we started chatting, I kept my profile anonymous so as not to arouse suspicion that it was me and to confirm if this was Stewart.
After a few messages back and forth he told me that his now biggest fantasy was to have a young femboy suck his cock and impregnate him. I asked him why it was his fantasy now and he said that when he was tutoring someone he saw them wearing a pink laced thong and felt their firm but bubbly ass and couldn’t get that out of his head.
I immediately knew it was him. I prodded and asked why he didn’t go further with them as they may have liked it.
“They seemed nervous and I didn’t want to rush him, if they initiate I won’t stop them”
He asked for a picture and I sent him one of my bare ass with cheeks spread apart with my dildo just about to penetrate.
“Fuck you tease!! I want to just rim that ass and replace your dildo with my cock” he messaged
“Maybe if you go further with that student you’re tutoring, I’d let you ;)” I replied.
“How further should I try with them? bring other panties or stockings for them to wear and try it on in front of me?”
“Yes! that would be great, he might even reward you!” I replied quickly, my heart pounding with excitement.
“Alright, bet ;)”.
The week rolled on and the Friday came again, this time it was just me at home alone as my mom was away for the weekend.
After college I quickly went home, showered, and got dressed in my usual fashion, thongs, shirt, but this time I wore booty shorts on top. I answered the door to Stewart and he was taken aback.
“Hi….wow, that looks tight”,
“Feels fine for me”, I said smirking, I noticed that he had an extra bag with him. I wondered if he actually followed through and brought extra clothes for me.
As I was leading him to my bedroom, I could feel his eyes on my ass as I was walking up the stairs ahead of him, teasing him made me even more horny.
I took him to my desk and we sat down and started the lesson as usual, 10 minutes later I drop my pen, this time on purpose, and bent over to pick it up to really show Stewart my ass through my tight shorts and my pink thongs.
“what’s in the bag” I ask
I heard a big sigh followed by rustling of his bag.
I get back up and see Stewart smiling at me and showing me the contents of the bag; black lace thongs, black fishnet stockings and a black micro bra.
“Is that for your wife” I ask sheepishly, my heart pounding through my chest.
“Haha, why do you like it?” he says smirking at me,
“They look great, bet your wife would love it”
“Well, I bet you’d look even better in them, given how you look like now”
I swallowed my nerves.
“Well there’s only one way to find out”
I got up and got undressed, shirt off first, then booty shorts followed by my panties, I can feel Stewarts eyes all over me. I put on the black panties first, then stockings followed by the bra, which Stewart helped me with eagerly.
I was ready and never felt ier, I took a look at myself in the mirror and loved everything about it, the way the stockings and thongs perked up my ass, the way that the bra just about covered my nipples.
I can tell Stewart loved it too, I look over at him and look down and see his huge bulge through his trousers.
” You look absolutely y, you look much better than my wife would have”
“Thank you, it fits perfectly, I see you really like it” I say smiling and pointing at his bulge
“Haha, sorry, seeing you and that ass in that really turns me on, shall we carry on with the lesson as you are now?”
I thought back to what he messaged on Grindr the other day
“if he initiates then I won’t stop him”
I walk up to him and touch his bulge, feeling his cock through his trousers.
“Maybe you can teach me something else?”
“Like what” he breathes softly
“I’ve never stroked a real cock or sucked a real cock before, maybe you can show me how?”
“I can certainly teach you that, get down on your knees” he commands
I quickly go down onto my knees and eagerly wait while he undoes his trousers, and then takes his thick veiny cock out his pants. As he does so it falls and rests across my face. I stay there in wonderment of his massive cock.
“Your so big!”
“Haha thank you, now lets teach you how to stroke it”
I move his cock off my face and start slowly jerking his cock in a slow back and forth motion towards my face, squeezing as i near the head and relaxing as i near the base.
“That’s it, just like that. Fuck you’re good at this. use your tongue to get my pre cum, we don’t want to leave any evidence behind right” he said winking at me
“mmmmm great idea”
He didn’t have to tell me twice, as soon as I saw his cock I just wanted to taste it. I eagerly started to lick the tip of his cock, making sure I get all the pre cum from, jerking him as I do so.
I noticed Stewart started to thrust his hips gently in time with my hands stroking his cock. I can feel his cock pushing up against my lips, after a few minutes like that I couldn’t wait. I opened up my mouth fully and felt his cock inch deeper and deeper into my mouth. I was sucking his cock! It felt so right! With each thrust his cock was going deeper into my mouth. Luckily i practised on my dildo otherwise i could not have taken his huge cock.
“Good boy, suck that dick, that’s right, you’ve been wanting this ever since you showed me your panties haven’t you”
I nodded as my mouth was full of his cock, tasting the saltiness of his pre cum, i never wanted to stop. My tongue was swirling around his hard shaft as he thrusted in and out of my mouth, that’s when I felt his hands on the sides of my head.
“now time for the next lesson, I’m going to teach you how to really suck cock”
And with that he started to thrust even deeper, and deeper, till my lips were touching the base of his cock and balls. I was deepthroating Stewart! Stewart was face me!
All the images of femboys sucking cock from Reddit flashed in my head and I was in heaven, I gripped onto the hips of Stewart and pulled myself in further, taking it all!
“You’re such a cock hungry slut aren’t you! That’s right, swallow my cock whole, your mouth is my fleshlight bitch”
“Bitch” that word did something to me, I just wanted him to fuck me and call me names.
I stopped and pulled out my phone, opened up Grindr and showed him our messages. While he was reading them I got out my dildo and lube and recreated the image i sent him, this time with the clothes he bought me on.
“That was you!?”
I barely had a chance to respond before he quickly grabbed by ass and started to rim me. It felt amazing! his tongue licking my ass swirling around, it made my cock twitch.
After a minute of having my ass eaten out, Stewart started to rub his cock between my ass cheeks, I helped me out by moving my ass and rubbing up against his wet hard cock.
“God I just want to fuck you now! Time for your bonus lesson”
I can’t wait, I tell him to use the lube as I’ve never had my ass fucked by real cock before. He lubes up my ass and his cock and starts to prod against my hole. He then pushes in more and slides slowly in. He thrusts slowly in and out, getting me used to his girth, but going in deeper with each thrust. I was sighing with pleasure every time he thrusted in, deeper, and deeper, till i could feel his balls against mine.
I took all of Stewarts cock in my ass and it felt amazing! Why did I wait so long to do this!
“God your ass feels amazing, you really are a cock hungry bitch”
There was that word again, with that I started to move my hips back and forth, stroking his cock with my ass.
“Fuck!! i guess you like being called names huh?, you slut, fuck that cock”.
“mmmmmm yes daddy” I blurted out, a little bit shocked
“Daddy?, you really are depraved aren’t you”
At this point I didn’t care, I was having the time of my life, my ass felt full and warm, I was leaking loads of pre cum that I was hungerly scooping into my mouth.
“Get on your back, I want to see the face you make while I fuck you” Stewart commanded
I quickly got on my back with Stewart holding my legs apart his eyes locked with mine as he slides his cock into my gaping ass, My eyes roll back with pleasure as he inserts his cock into my ass, which has now shaped to his cock.
“I love the face that you’re making, and your nipples, they’re practically cutting through the bra, we can’t have that. Here let me move them away for you”
He starts to get my hard nipples out from my bra, teasing them, squeezing and pinching them gently, my ass tightened from the pleasure. I never knew I’d like this so much.
“Wow, your ass just got tighter the more i squeeze your nipples, I wonder what would happen if i suck on them”
I didn’t have time to respond before i felt Stewarts mouth on my nipples, biting on them gently, sucking them, playing with them with his tongue while he was thrusting his cock into me.
“God that feels amazing, I think I’m about to cum” I moan as his body rubs against my cock.
Stewart leans in closer to my ear and whispers “Good, as I’m about to cum to, and I want to see if you can get pregnant”
That one sentence sent shivers down my spine and melted my brain. I wrapped my legs around Stewart, and kiss him deep, our tongues swirling around while his cock is deep in my ass. With each thrust bringing us closer to our climax.
I feel the intense pressure building up in me as I’m about to explode and with one last thrust, I climax, squirting my cum all over my body, and at the same time I feel Stewarts cock explode his cum deep in me. Thrusting in me each time he splurts his cum, trying to get me pregnant.
My head feeling dizzy from the pleasure I kiss Stewart one last time and say thank you. He takes his cock out and rubs it against my cum covered body.
“Here slut, lick it clean, this is the final lesson for today”.
I take his cock covered in both mine and his cum and eagerly slurp all the cum and lick him clean.
“I really enjoyed this lesson” I sigh in relief and ecstasy
“I’m glad, as this is just the start. Keep the clothes and I’ll buy you some more, I have a free house next week and we will carry on our lessons there, and get you really pregnant.”
And with that he cleaned himself up, got dressed and left. I lay there on my back in my bed, cum slowly oozing out my ass as I hold my stomach thinking about what he said.
Of course boys can’t get pregnant, but that doesn’t mean that you can’t try.
ero
