Tackling The World

by Ben

30 Apr 2021 385 readers Score 9.4 (10 votes) PDF Mobi ePub Txt


Like two kids in a toy shop knowing that we shouldn’t be here, Scott and I can’t stop laughing as he picks up all different varieties of jocks and harnesses and we both laugh trying to imagine each other wearing them. “You can’t be serious about buying anything bro?” I say as he looks as if he is tossing up which one, he is going to buy. He just looks at me and smiles “Of course I’m serious and to make sure we buy something I’m gonna buy you something as well bro”.

I shake my head “I’m going to kill you one day” I say laughing as Scott picks up a black and yellow harness and jock for himself and then picks up a red and white harness and jock and heads to the counter and buys it for me. The shop assistant jokes with Scott who doesn’t look any bit fazed about the jokes about us being a couple. We wander out of the shop “Any reason you didn’t stop him and just played up us being together?”.

Scott looks at me “I don’t know really, it just felt right talking about being in a relationship again and especially with someone who has meant as much to me you like you have you know?” Scott smiles and kisses me out in public which surprises me but I kiss him back. We do some more shopping around the area before finding somewhere to sit and have coffee.

I look at him “Anything else you want to do whilst we’re out and about bro?” drinking the coffee trying to get an idea of what he wants to do. He smiles “Well nothing out and about but I want to see you trying that jock on you know”. I laugh, “Well maybe if we go out for dinner, I’ll wear it underneath my pants for you then that will make you happy right?”.

Scott laughs “Guess that will have to do for a while but I might need to duck home for an hour to change into a proper dinner outfit and then head back to the hotel,” he says and winks at me “Alright but make sure you’re wearing the jock too”. Scott heads off to head back to his place and I walk back to the hotel when my phone rings and I see Dani’s name flash up.

“Hey there you, what’s up?” I ask Dani for the second time today “Not much, just wanted to make sure everything is good for the weekend with you looking after Isabella”. I get the sense there is something else she wants to talk about but I don’t push the subject “Of course it is, I’m looking forward to looking after her on the weekend you know”. I can hear her happiness through the phone “Ok perfect and we can go out to dinner tomorrow night afterwards, I’ll let you know the full details tomorrow”. I get the sense that this may be the start of the trap to see my parents but could she just mean that we will go out to dinner somewhere.

I head back to the hotel and take a shower and this time I take some time to shave, taking ultra-care to smooth out my chest, and then take my legs back hairless so that I’m totally smooth again knowing Scott would appreciate it. I go back out into the hotel room and look at the jock he bought me and just wonder what I’ve actually gotten myself into with Scott. I don’t put it on yet but sit back on the bed naked and think about everything about me and Scott.

I messaged Scott not knowing that anything that we have done was going to happen, I messaged him as a mate, and over the past few days, we’ve really connected to the point where I feel like there is something more between us. The problem for me is that I didn’t think that I could get connected to anyone after how I fell for Ben and even though I knew he was always going back to seeing Liam, it did hurt and I promised myself not to take anything too seriously until I knew it was going somewhere.

The feelings for Scott are strong and would love to be with him but I know that in a week I’ll be heading back home and we can’t just have fun like we are which makes me sad. My mind thinks about whether I want to move back home because I love being around Scott, Dani, and especially Isabella. After all, there is nothing like being around those who are most special about it. I keep sitting there thinking but realising that even though this fun, I love my life back at home because I’m my own person.

My phone buzzes and it takes me back to the real world realising that I need to get ready for Scott as he tells me he’ll be at the hotel to pick me up because he’s organised a spot for us to have dinner. I put on my jock adjusting it as it feels really unusual to have my ass uncovered before putting my pants on and my white and black button-up shirt. I wander downstairs and see Scott looking hotter than before smiling “Well doesn’t somebody look like they’ve dressed up for a date” I say teasing him.

“Well like someone told me, you’ve gotta look good when you’re the sexiest bitch in the city,” he says laughing and I move in and kiss him deeply before he pulls away from me “So are we calling this a date or just dinner with friends?”. I smile “Oh it’s a date 100% Scotty so you gonna tell me where we are going?”. He just looks at me and wanders to the taxis that are waiting and tells the driver where we are going.

“It’s a surprise so you’re just going to have to wait until we get there,” Scott says looking at me and tapping on my thigh “So are you wearing it?” he asks with a wink and I just laugh. “Yeah of course I’m wearing it, bro, are you wearing yours”. Scott pulls the waist of his pants and shows me the waistband of the jockstrap and I just smile and laugh.


“How comfortable is it bro? Mine feels really weird you know but then it’s also feeling really good” I say as I adjust myself to get it to sit right. Scott looks at me “Mine feels good bro, other than the back it just feels like I’m wearing a pair of briefs. The taxi driver looks back at us and pulls an uncomfortable face as we get close to the destination. We pull up at the new Casino and Scott pays the taxi and we get out.

“I’ve always wanted to try the restaurants here but it’s never fun alone and who better to share it with” Scott smiles and he grabs my hand and we walk into the Chinese restaurant as we get to the table that he booked for us tonight. “Of course, you had to book Chinese food,” I say happy because I was worried he was going to pick something that I wouldn’t eat because I truly am a fussy eater.

We sit there and look at the menu smiling as we look at each other “This is an amazing place you know”. We order spring rolls and dim sims as starters which for me is something that I could eat all night and not even think about a main course. We sit there talking about general things as we have the entrees and order our main course.


“This is an amazing official first date if we’re calling it that,” I say looking across at Scott who smiles and squeezes my hand “Of course we’re calling it a date,” he says as we enjoy each other's company in the restaurant. “I heard from Dani and think she’s got something planned to get everything between my parents and I done”. Scott looks at me “She told you about Wednesday night’s party?” he says blurting it out before realising he’s just told me the secret. “What party on Wednesday night?” I say look across at who’s now embarrassed.

“Just forget I said anything alright man, I promised her that I wouldn’t say anything to you unless she told you first”. I look at him “It’s alright you don’t need to tell me anything, I was just referring to the fact that she told me she’s taking me out to dinner after babysitting”. Scott smiles “Well that’ll be nice for the three of you”.

We sit there and keep talking and eat our dinner together, he stealing off my plate and me doing the same in return. We finish and decide not to have dessert and we go for a walk along Darling Harbour hand in hand just reflecting on the lights before we head back for a taxi.