First Date with a New Mate

By discord3231

Published on Nov 12, 2023

Gay

Kia Ora, please remember to donate to Nifty to help keep all of this content free. If you enjoy this or have ANY feedback for me, I'd love to hear it! Reach out to me via email at Discord3231@gmail.com and if you feel like it, ask for my number, we can WhatsApp!

Chapter 3 - Dinner And A Show

I got home, a few hours later than usual, but luckily I arrived just 2 minutes before Dad pulled up the drive, having come from work. I quickly ducked into my bedroom and got changed so that he wouldn't think id been lounging around in my uniform, or that I'd just made it home before him. I pulled a sweatshirt over my head, and changed from my grey school shorts into a comfortable pair of sweatpants. For a moment I almost considered swapping my briefs for... well, for the..

I could hardly even think of all that had happened today. The messages, the movie, the kisses, the cleajing me up with his underwear, the planning of all this. Should I be scared that he had planned all of this? Or feel good that he liked me enough to? Was it weird and scary or hot? Thinking of all that happened certainly turned me on, and I knew i wouldn't be able to think much today if I didn't get a chance to beat off soon.

Joey knocked on my door, asking if I wanted anything particular for tea - Dad was getting takeout, our pick. I said I wasn't after anything particular, that he should pick, and asked if he was going with dad.

"Nah, I need to shower after work, hes gonna go get it while I get cleaned up. How about you, man? He'll probably let you play your shit music." He chuckled as he walked into my room lifting his shirt off over his head, and chucking it on my floor, exposing his tanned tight back and black waistline of his underwear sitting on his hips, blue denim hugging his ass, as he walked into our shared bathroom, locking my door behind him.

I closed my bedroom door he had left wide open, and pressed the lock in. Leaning my head against the door and closing my eyes, I pictured Lachlan tussling my hair, his lips on my skin..

I grabbed my school shorts off of my bed, and reached inside the pocket, pulling out the now fully dried boxer-briefs. I pictured him using them to clean my own precum off of my hand.. pictured them on his body, his ass filling them out, his dick creating a nice big bulge in their front. Pictured them soaking up his leak when he gets turned on, as I brought them up to my face and began to sniff them, my hands slipping into my sweats, immediately feeling sweet relief finally as a hand grasped my throbbing dick. It had been so hard so many times today, begging for my attention, desperate, to be set free.

I breathed in deep, smelling his scent on them, a mix of sweat, cum, and pheromones that immediately made me dizzy, the idea that me have even used them to wipe up his own load off his flat belly, cum slipping into his v-line as he lets out a deep sigh. My hips buck at just the thought of it as I lay back on my bed, my mouth falling open in a stifled groan as I taste him on the fabric.

I couls feel pressure building and my strokes began getting faster, the fantasies in my mind becoming more vivid, and more explicit, the thoughts of our bodies against eachother, skin on skin, bodily fluids exchanged. When my bathroom door swung open and Joey stepped out in just a towel wrapped around him, toned chest on show to be seen. As soon as tge door opened I had pulled my hand out from my sweats bit it was too late, he'd seen it all.

"Jesus fuck man, please tell me tgose aren't my boxers?" He asked as I lulled them from my bright red face, and tried to hide them away behind me. I tried to lift my legs slightly too his the extreme tent showing, but between my erection and the leaking I had done, there wasnt much to hide in my sweatpants.

"No they're-they're not, they're from school! Well not school, it's just, I didn't know you were.. um.. why are you here?

He leaned over, picking up his dirty tee off my floor, a small trail of water had followed him out of our shared bathroom, pooling around his size 11 feet, dripping down his well defined pecs.

My erection still wouldn't go down as my heart felt it would pound out of my chest, as Joey turned and went back towards our bathroom again.

"It's chill man, I'm just teasing you. Enjoy the wank" he said as he winked and closed our bathroom door behind him once more.

There was no way I could finish now, not after that, so I changed into a clean pair of pants - some nice shorts - and slipped the underwear on, replacing my loose boxers with Lachlans trunks. Something felt so good having my junk nestled right where his had been, and the light blue cotton seemed provide ample support, making my soft dick and balls an ample bulge in them.


I ate dinner in relative silence, unable to even meet Joeys eyes in shame. He was older than me, 20 years old. He lived with me and Dad after Mum had passed away last year. He had been going to college but ended up dropping out, moving back in with us, and finding a job to help cover the bills. Death is far from inexpensive. He had become a labourer, lots of manual work, and it had somewhat changed him. He used to be meek, not as shy as me, but certainly not so out and out confident.

Working with all those guys, talking shit and doing hard labour had toughened him up, now he didn't even knock before coming into my room, could be almost naked without embarrassment, didn't even bat an eye at walking in on me beating off. Just 2 years ago he was the opposite - quiet, would almost be scared his knock on a door would draw too much attention to him- and his larger frame had cut down, gone from fat to muscle, overweight to toned. He was not the boy he was before Mum passed, he had certainly grown into a man.

"So Andy, about earlier today, walking in on you like that. I just wanted to apologize. Ill knock next time first, OK?"

He smirked as he saw my eyes go wide, glaring at him, while Dad asked what had happened.

"Oh, Andy didn't tell you? I left something in his room, and I forgot to knock when I came back for it. Found him in a bit of a compromising position, didn't I Pup?"

My face flushed red, as he threw me under the bus in front of Dad, just to humiliate me. And to call me that stupid nickname, he used to call me that all the time as kids, but ever since he hit his teens, it became a teasing nickname. One he would use condescendingly, or when he was getting me in trouble, a way to remind me he's the big brother, im just the pup of the family.

"Walked in on him checking himself out in the mirror, trying on some new underwear. Wanting to grow up and go from boxers to trunks, eh Pup? I was thinking of taking you shopping tomorrow after school, get you a few pairs of them if you're wanting to try switching. They're pretty comfortable, kid."

"Thanks, sounds good."

I responded rudely and quickly finished my dinner, not saying another word before running back to my room. I pulled my phone out, wanting to tell this whole ordeal to someone, but unsure who to turn to.

I thought of messaging Eric, he knew I was into guys, but didn't know about last night, or today. And it felt like it would be too awkward to fill him in on all of that just to vent about tonight. Janie didn't know I was into guys, and there was no way I was gonna tell her about my brother catching me stroking. So that really only left one person who knew enough, that I wanted to talk to.

I opened Grindr, and sent him a message.

"New most humiliating monent in my life just happened"

About 2 minutes later, his status became online and he was responding.

"PLEASE tell me, I'm BEGGING you!!!"

"My brother walked in on me today, after I'd got home from your place. Was SO embarassing and now as some awful way to tease me hes taking me underwear shopping tomorrow after school??"

"Walked in on you how? Why is that embarassing? And underwear ahopping? You? You've piqued my interest. What are yous shopping for?"

"He walked in on me.. yknow.. doing stuff."

I followed up with a blushing emoji, and a hands covering face emoji. Before sending another message.

"And he's taking me shopping for boxer-briefs, the kind you gave me"

A moment passed before his messages continued. First a laughing emoji, and then...

"Oh?? So you got busted touching yourself inappropriately after getting home from my house? Have I understood that right? Now why would you be doing that? I hope little ol' me didn't get you too wound up today...

I feel like I'm missing something here - why did him busting you lead to him taking you shopping for my underwear? How did he know about my trunks in the first place?"

I responded with a few blushing emojis, before he asked, or rather told me to elaborate.

"Well when he came in and I was.. y'know.. I might have um.. like.. had the pair you gave me."

"Had them how? Were you using them as a cum rag or something? Or wearing them..?"

"Neither of the above at the time... I was, uh, idk how to explain it without sounding weird or gross.."

"Come on Andy, tell me. I won't judge you and I promise I won't be mean about it. You can be honest with me. Also 'at the time' implies that you're done one or both of those two things since? I can't help but picture that..."

"I might have been uhm... sniffing them. And i didn't use them to like, clean up anything I promise. I haven't even made any messes to clean up still. My nuts are almost sore after today. But I may or may not be wearing them... I hope thats OK?"

"So your brother walked in on you touching yourself while you were huffing on my dirty boxers? Have I got that right? I guess I know for sure how you feel about me now, no more beating around the bush!" He sent a laughing emoji before his next message popped through.

"Thats kind of hot to be honest, your brother, my underwear, you all horned up, touching yourself while he watches, though I may be letting my fantasies get the best of my imagination aha.

If it's any comfort, since I know how you think of me, let me be fully honest so you know what I think of you."

"It was humiliating not hot!! Shushhh with your weirdo fantasies of me, but I would like to know how you feel about me.."

"I think you're cute and funny. I think when you get so nervous and worked up, theres something in you that mixes that fear and shame into pleasure for you, and I like the idea of giving you pleasure. I want to kiss you and I NEED to see what you look like in my underwear. I also think it's so sexy when you flush red, so forgive me if my image of your situation causes my blood to pump downwards."

I had no idea how to respond, so I sent the monkey covering its face, and another blushing emoji. He responded hinting that if his request to see me in his trunks hadnt been obvious, he meant he wants to see me in them now.

I was getting ready to shower and go to bed at this point, and so made my way to mine and Joeys shared bathroom. I locked his door and mine to ensure no awkward intrusions, and switched the shower on to hot before I began to get undressed.

I went to the mirror, and took several pictures in varying states of undress, attempting to play coy, and hide my obvious arousal in the underwear with my hand in front of me. As I sent them through, he began to make requests - move your hand out of the way, turn around, tilt your head back so I can see your pretty neck - I was unsure how my neck was pretty, but I did as I was told. There was something almost relaxing in giving in to the honesty and obeying, even if it did make me turn red, which of course he commented on.

"That scarlet on your face is so pretty.. I love seeing that on you. Can I ask if you've ever been with anyone at all before?"

"No I haven't, the other night, that was ny first date. Today was my first anything else.."

"Good to know, I'll have to teach you a few things then. Anyway, goodnight Andy, it's been a long day for both of us, and I think we both have something we need to take care of. Get some sleep, and text me in the morning."

He sent me his cell number, which I loaded into my phone, before putting on some music, getting into the shower, and taking care of myself like I'd been needing to all day.

Thank you for reading this far, hopefully if I get some good feedback, then part 4 will be up within a few weeks!

Again, if you enjoyed my story, flick me an email on discord3231@gmail.com and tell me what you thought of it. Even if you dont enjoy the story, still email me, I can take constructive criticism if you're cute!

Next: Chapter 4


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