i know this chapter is a long one but I got carried away writing and didn't want to break it up with how hot I found it to write so appreciate the patience and support as always.
As I finish up eating my nuggets, I don’t know whether this is meant to be a straight-casual dinner or something more formal like heading to a restaurant because I don’t know anything and with Ollie telling me he’d meet me at the hotel it’s left me sort of unprepared.
I think about what I packed and then realise if he is taking me out then I can’t just throw on a t-shirt and jeans though if I get dressed up too formally then I’ll look like a total idiot and I don’t know what to think. The next few minutes are about just looking around as I walk past a clothes shop and wander in to have a look.
A well-dressed and good-looking guy wanders over “Hey there, just looking or can I help you with something” he asks as I look at him and wonder if he could help me. I open my mouth as I realise how distinctive and jarring the accent is.
“Umm yeah, I could do with some help… it’s just that I have a dinner date tonight and well I don’t actually have any clue on what it actually is or where we are going so I want to get something that sort of covers me either way” I say as I feel embarrassed about my clear cut Aussie accent as opposed to all the English accents and to me how posh they sound.
The guy in the shop nods his head and we go through some clothes options I just choose a black button-down shirt which is a good cross between casual and formal so whatever option that Ollie has for me is going to be alright and a pair of jeans that I like and a pair of shoes that catch my eye.
I wander back through the shops and head to the hotel, to rest for a little bit because there’s still a bit of jet lag and I lay back on the bed thinking about Ollie and whatever he has planned for tonight because I mean we only met 24 hours ago and I don’t want to overread the situation.
I drift off to sleep for a bit as I get a message from Ollie telling me he’ll be at the hotel at about 6:30 to pick me up which gives me a couple of hours to sleep and then get ready to meet him and let him take me wherever we are going.
Checking the time, I see that it’s about 2:30 so I set an alarm just in case I don’t wake up beforehand so that I can give myself plenty of time to get ready. As I drift off to sleep, my mind is racing through all sorts of situations about what is going to happen tonight if anything because I’ve never been the one asked out on a date before even though it’s not even a date.
Laying there sleeping, I’m thinking about if things go well with Ollie and there’s a move between the two of us now the nerves kick in seeing that I have never done anything with another guy and that will show because even though I’m not even close to being a virgin, I’ve never done anything with a guy and that will show big time when we get together.
As I reassure myself that it’s going to be ok, my mind starts to think about what I want to do if Ollie does want to fuck with me. The thought of what we are going to do goes through my mind racing because even though I’ve always been curious, I’ve never thought about sex.
I keep dreaming and the overthinking continues as I don’t know what I want to do because I don’t know whether I can take a cock at all but then if Ollie is just a top I want to be with him and will it mean that he’s going to force me into it. The thought then goes back to on the plane where he said that he met a guy when he moved to the UK which is why he moved to Virgin Atlantic so maybe he’s not single at all.
The alarm goes off as I wake up and start to wonder if this is a good idea to go out with Ollie because what if we are thinking of two very different things I read the situation as flirting and all that but what if it is just an act Ollie plays.
I get up and have a shower before getting ready putting on the shirt and jeans as I wait nervously for him to tell me that he’s here which is mostly just filled with trying to get my hair right which no matter what I do isn’t satisfying me until my phone goes off with Ollie telling me that he is downstairs waiting for me.
Letting him know that I’ll be downstairs in a few minutes as I just text a reply to Mum’s missed call which I didn’t really want to be talking to her and I had sent her a couple of pictures while I was walking around today.
Me: “Hey Mum, everything is good and there’s not really much to talk about because I only had a walk and sleep because the jet lag is really kicking in and just taking an early night”
Mum: “Ok then… have fun x”
I sigh at the passive-aggressive nature of Mum’s message and just wish that she wasn’t so annoying about this and just let me live my life here without trying to control every little thing I do because as I notice another text with her giving me all this information about different tours that I should take even though I have plans to go to the Chelsea game tomorrow night.
Catching the lift downstairs, I see Ollie standing there in a white t-shirt and black shirt unbuttoned over the top looking a mix of both casual and formal but looking super-hot as he stands there as I smile.
“You look good,” he says to me as I smile and he wanders across to me and hugs me tightly as I can feel the muscles he has against me and his tight t-shirt as he lets go of me and looks me up and down.
“So do you” I say as my mouth goes dry right now because I’m looking around as if people are going to know who I am despite being 16,000km away from home and nobody would know who I am or would even care but living under the umbrella of my mother’s helicoptering has made me look over my shoulder at everything even though Mum is only looking out for me.
We walk out towards the street “Did I overdress?” I say looking at myself as I feel that Ollie might be a bit more casual than me which makes me worried but the shake of his head tells me otherwise.
“Nah, you are looking absolutely perfect,” he says as I smile and he flags down a Taxi and we get in he gives the Driver an address and we head off as he sits in the back with me. I sit there and my nerves are still jangling but at least I’m calming down a bit now as this whole situation isn’t anywhere near as weird.
The drive isn’t that long and we pull up as Ollie pays for the ride and we get out. I look around not sure where we are but it’s near the river and some nice apartments as I follow Ollie’s lead as we wander down and see a pub that he takes me to. I follow him as he finds us a table in the warm setting sun and sit down as the waitress brings us over a menu.
“This is amazing, bring all the boys you just met on the plane here,” I say as it does feel that we’ve known each other for so long yet barely know anything about the other because it’s just been general talking and chatting.
Sitting there, I don’t even know how to start the conversation as Ollie who is the master of words and conversation “So what does Corey do back in Australia?” he says as I nod my head.
“I’ve just graduated from Uni so been saving up for this trip for a few years but I’ve been working in a few different part-time things like working at major events just casually for extra money, worked in a Supermarket and then just odd things like that,” I say explaining as I try to make it sound exciting.
Ollie looks intrigued “Major Events? Like concerts and all that?” he asks as I nod my head. “It is really not that exciting, I just helped people get around the venue and all that, I can’t say that I did anything amazing other than serve people food and drinks… and get yelled at at times” I laugh as he laughs.
The waitress comes over and we order drinks as we both have a mojito and order some food with him ordering a Beef Burger and I go for the Fish and Chips which the waitress jokes about me getting into the English spirit.
“She does know we have plenty of fish and chips in Australia right?” I say as Ollie just laughs because if anything there are more places in Australia you can get seafood than probably in all of the UK. “They think it’s a cuisine speciality but let me tell you… there is nothing special about local food” he replies to my joke,
The drinks come pretty quickly as I take a mouthful “Well tell me about your life as a flight attendant, I bet it is pretty fun getting to travel the world and experience all different places” I say as Ollie shrugs his shoulders.
“It’s alright, Virgin Atlantic is so much better than Jetstar,” he says as I laugh and have a joke about it. “Oh yeah, I guess that going from London to New York feels better than going from Sydney to Hobart or Canberra plenty of times in a day,” I say as Ollie laughs at my joke.
“Oh yeah, there’s plenty of difference especially when you’re able to be in business class with the people you meet being a whole different class of client to the usual Jetstar passengers… no offence to you of course” he says as I nod my head and tell him that I don’t take any offence because I know what it’s like.
The two of us talk a bit more about some of the stories that he has from flying and I establish that he only really ever got to do the domestic routes for Jetstar which after a while was tedious and Virgin Atlantic became a big change.
“So tell me how a Jetstar domestic flight attendant becomes a globetrotter for a luxury airline?” I ask as Ollie might not want to talk about it because he did say that it was through a guy that he moved across here.
Ollie smiles and takes a big drink “I might need another one” he says with a laugh as we sit there still waiting for the food which I feel like they might be flying in from Australia. “I was working on the Domestic sector and was talking to a guy on a flight one day between Gold Coast and Sydney and he was talking to me about things and working about as a flight attendant because he worked for EasyJet over here and moved across to Virgin Atlantic and getting a big opportunity and we sort of kept in touch before I decided to apply.”
I sit there nodding trying to gauge why he needed a drink to tell me all that because it seems relatively tame that he just met another flight attendant who suggested his job though I’m being totally naïve.
“How was it making the big change?” I ask as Ollie shrugs his shoulders. “Getting used to everything was an adjustment with bigger and different planes and then just the length of things, being based out of London but it was lucky I knew a few people or unlucky in some cases” he says as I don’t know whether I should push the issue but now it might come up about the situation as we talk.
Ollie keeps talking about the flights as the food comes and he turns the situation back to me as I can sense he wants some more information about me. “So that’s enough about me, is there a boyfriend… girlfriend or anyone special back home waiting for you,” he says as I laugh and shake my head.
“Nah, nobody special back home… living the single life” I say laughing a bit “My mother would be all over the situation if I had a girlfriend or anything like that because she wouldn’t approve” I laugh again as Ollie laughs.
The situation feels good between us “What about for you? You can’t ask me the question about having anyone if you aren’t going to tell me about your life and saying you don’t have a girlfriend won’t count because I know for a fact that you don’t because of what your friend said this morning.
Ollie laughs “Ok… ok, nah I’m single at the moment and plan to be for a while even though I’m getting very close to being 30” he says as I look stunned because there’s a big age gap between Ollie and me which makes me wonder things
“Any reason to plan to be single for a while?” I ask as part of me is both relieved and disappointed that Ollie doesn’t want any sort of relationship because I got worried that he thought I might want something but at the same time maybe it’s not a date or any chance of sex.
Ollie shrugs as I realise I might have overstepped “It’s none of my business, sorry I’m overstepping big time” I say as he shakes his head.
“Nah, not at all” he replies in between mouthfuls of food before having another drink “I asked you the question about it so it’s only fair” he says as I nod and reassure him that I don’t want to push him if he doesn’t.
Another lot of drinks come out “Well like I said it’s complicated because the guy who I met when I was at Jetstar and I got together as a couple for a few years after coming over but he was really just a two-faced piece of shit… I mean I know that sounds harsh but when someone tells you something to your face only for it to not be true hurts” he says as I nod my head having not been through it before and I can see that Ollie was hurt by it.
“Sorry I brought it up, I guess it was tough” he nods his head as I apologise but again he tells me that it doesn’t bother him to talk about it because it’s good to get it out of his system and there’s not a lot of people that he can talk to it about because so many of his friends at work are still friends with his ex-boyfriend so he can’t talk down about him.
The two of us change topics as we talk about things more about our family before finishing up as I get the sense that maybe this night hasn’t gone the way that either of us has wanted and that I put up some signs that disappoint him
I head to the bathroom as Ollie sits there still looking out at the water and I use the toilet then look at the mirror and realise that I need to be confident and step up if I want to explore my sexuality, especially with Ollie tonight.
Standing there, I realise how tough things are for my brother having to keep being gay a secret despite all his friends and me knowing that he is both gay and has an absolutely amazing boyfriend and they are perfect together.
Walking back out I see Ollie sitting there playing on his phone as I take my deep breath “Do you want to go somewhere else after this?” I ask as I don’t even know what that means in my head as I see a smile on his face.
“Definitely,” he says with a big smile that lights up his face before laughing “Sorry, that is probably overstepping and you’re probably meaning just going for Coffee or dessert” he says laughing as I shrug.
“Well yeah… but depends on where it goes from there” I say laughing and Ollie looks at me with a smile and a wink.
The two of us get up “How about we just go back to my apartment? I’ve got coffee and there’s a good dessert place downstairs from it and we can go back up” he says as I nod my head but then don’t want to overstep.
“What about Rosie? I don’t want to disturb her or anything” I say as he shakes his head at me telling me not to worry about that because she is on a flight to New York tonight and then has a few days working out of the Manchester hub where she is originally from.
Ollie walks ahead of me as he tells me not to bother even thinking about paying and I get a good look at his tight ass in the pants I can’t help but look at it as he catches me noticing it as he has a smile coming back.
“You like my ass hey” he says as I smirk and shrug “I’m not gonna answer that question” I say as he laughs. “Well, I like your ass so I’m not afraid to say it” We both laugh and walk towards his apartment.
I smirk and take a deep breath “I’m so bad at all this flirting” I say feeling a bit embarrassed then even more so once I realise that I let it out loud as Ollie can hear me. “Were you flirting with me?” he says as I look more embarrassed before he laughs and I hit him realising he was messing with me and teasing me.
“Nah it’s fine, I get the sense that this is all new for you?” he says as I laugh that he read me like a book. “Yeah, like when you were flirting with me I was a bit taken back because I’ve never had a guy flirt with me before and I mean I’ve always been curious but I didn’t think it would ever happen” I say as Ollie nods his head and puts his arm around me.
The two of us walk “I don’t want you feeling like you have to do this, you know… I want you to know that I wasn’t trying to force anything at all” Ollie says as I nod my head and smile.
“I know that 100% and I mean I’ve been thinking about it for a long time and I think on the plane I kind of hinted that I was willing to try new things with new people” I say as Ollie has a smile on his face and instead of stopping at the dessert place we just go straight to his apartment.
The apartment is huge and I sit down on the couch nervous because I’ve never done this before as Ollie makes some coffee for us and comes and sits down next to me as we start talking.
“What have you thought about?” Ollie asks as I don’t really know how to answer the question as I don’t know what I want to do. “I’ve always just thought that I wanted to try with a guy because like I’ve had sex with girls and had a girlfriend but it just feels repetitive and boring but I want something different and my older brother is gay and since he met his boyfriend they’re happier than I’ve ever seen.”
Ollie nods as my answer probably doesn’t help him but he just smiles “And what does that entail that you want to do? Kiss, fuck? Get fucked?” I shrug as I look across at Ollie and take a deep breath before moving to kiss him which I don’t know whether it was the right idea but I feel Ollie’s hand go around my waist as we kiss and I feel his tongue go against mine.
I don’t know what I was expecting this to feel like but it wasn’t like this and it doesn’t feel weird at all and despite it being my first time, I know that I like it and feel Ollie moving his hand across my face and strokes it as he pulls away and looks at me with a smile.
“That felt good right?” he says as I nod and go back to kiss him again but this time he slides off his shirt and then pushes his hand through my shirt and I can feel him exploring my chest as I moan right now and he knows the spots where to touch.
Taking my shirt off me, the air hits my chest as Ollie is running his hands down my chest and he pulls away from the kiss “Fuck you have a sexy body” he says as I smile and start to slide off his shirt as well and he pushes me down and our skin rubs together.
“Tell me whether you want to take this slow or fast and tell me what you want to do,” Ollie says as I just want to go with the flow with what happens as my hands start to feel his body and despite the slight hair he has, the skin is so soft as I run my hands down his back.
Ollie’s hands now go down my pants sliding and I can feel his hand on my ass and it feels good as he slides my pants off and my cock is bulging massively in my boxer briefs as I can feel his hand going towards it as I moan.
I lay there and look at Ollie who is just letting me lay there and making sure that it feels good for me and as his hand goes down my Bonds boxer briefs and I can feel his fingers run softly on my cock which pulsates and my body shakes as I can feel it running down and my whole body is covered in goosebumps as he does it and I moan.
“You like me touching your cock like that don’t you?” he says as I nod my head and he goes back to kissing me and running his fingers over my cock and balls which I probably should have shaved a bit more but it’s far from being messy down there.
As we kiss, Ollie slides out of his pants and his pink briefs are packing a pretty nice bulge as the kissing continues and we grind together as we’re both rock hard and rubbing as we make out together and he starts to kiss my body. The kissing down my body makes me moan as I rub my hand through his hair and he kisses me down, running his hand around my nipples before using his tongue to circle.
The expertise that Ollie has on the body of another man is amazing as he keeps going and teases my body as he sucks on my nipple and I moan before he continues to go further down and finally exposing my cock.
I look as my 7-inch uncut cock springs up and Ollie looks at it “Damn, you are packing” he says as I smile before I don’t expect him to start to lick any part of my cock but he does and runs his tongue down my shaft as I moan loudly.
“HOLY FUCK…” The feeling of his tongue going around my cock feels amazing and I can feel a firmer grip than I’ve ever been used to on it and it feels so damn good right now. The feeling of Ollie’s tongue running down my cock and eventually starting to suck it as I gasp and moan again.
I’m now laying there and my mind is telling me that this shouldn’t be feeling as good as it does because it’s another guy though it is better than anything I’ve ever felt before. The feeling of his mouth is like nothing I’ve ever felt before because it’s like he knows where I just want to be sucked and I suppose the expertise of having a cock probably helps to know where the spots are.
Ollie doesn’t expect me to do anything as my cock is leaking right now and my mind is now just thinking how much I wanted this but had always been scared to try which I thought I might in London but not straight away and with a guy like Ollie.
He keeps sucking my cock and holds my shaft with his fingers which feels amazing and I’m moaning loudly “FUCK… THINK I’M GONNA BLOW” I say as Ollie looks at me and smiles.
“Then do it baby” he says as I don’t want to blow my load too soon because then it’s over but I can’t help but nod and as he continues to suck deep on my cock, deepthroating it as he gets deep and I blow a huge load of cum down his throat.
I look as my body shudders as I blow the first load down his throat and after swallowing, he pulls me up and off my cock to kiss me as I feel the cum on his lips as we make out again and he looks at me.
“Want your turn?” he says to me as the nerves hit me again because I don’t know if I’m actually able to get my head around getting on my knees and sucking a cock because even though I got through the first stages. The two of us keep kissing as my naked body is there and I feel both nervous but also empowered as our cocks rub together.
I look into Ollie’s deep brown eyes as he puts his hands over my shoulders and kisses me “I don’t know if I can cum again… it’s not my first load today” I tell him as he just smiles and tells me not to mind.
I take a breath and slowly go down his body, barely able to breathe right now as I’m in line with his cock as he rubs his hand through my hair “You don’t need to do this if you don’t want to” he says as I know that it takes a few moments to think through.
Strangely, my thoughts go to my family as nobody would be thinking I’m about to be sucking a guy's cock and thinking that I should be chilled in the hotel room or exploring the nightlife not in some apartment about to have sex with a man.
Ollie realises the anxiety and pulls me up and looks at me “Hey… you don’t need to do this if you don’t want to, I’m not worried, honestly” he says as I nod my head and I stand there for a moment before kissing him.
“It’s not something that I ever thought that I would be doing even though I’ve thought about it” Ollie nods his head and looks at me. “I understand that and there’s nothing that says you have to do it at all, you can always have that fantasy,” he says as I take on his advice and look at him and feel him together close to me.
As I stand there, I kiss him deeply “Do you want me to go or can I stay here with you for the night… if it’s ok?” I say as the feeling of being with him naked is probably the best feeling that I’ve had for a long time and he smiles.
“Of course it’s fine, did you want me to get dressed and you can shower” he says as I shake my head. “Definitely not, I want to be naked and cuddled into you, you have an amazing body and this just feels right being in close with you,” I say as I worry Ollie is going to react badly but he doesn’t.
I see him smile and kiss me as we head to his bedroom and he turns off the living room as we get into his bed we’re both naked and I feel him pressing into me before my hand explores his cock which is rock hard and I lay there and think that I’m ready to try.
“Make me your slut” I say to Ollie who looks at me curiously and sees on my face how much I want this so badly that he climbs over the top of me as I’m laying in his bed and his cock sits on my face as I smile and start to lick it.
The taste isn’t as bad as what I thought that it would be and I start to suck on the head and feel his smooth balls on my chin as I start to go deeper and take it all as Ollie moans big time. “Damn, you’re a natural” he says which helps my confidence grow as now I’m sucking on his cock and my head bobs up and down as he fucks my mouth and I take it all like I was meant to do this.
I keep sucking on Ollie’s cock for a bit as the time goes and his naked body just feels so warm and amazing up against me right now as I’m showing how much I want this and doing it with him.
Ollie pulls me down so he can be on top of me and kisses me deeply again before rolling me over and telling me to spread my legs so that he can get to my tight ass. I do what he says nervous as hell because even though I thought earlier tonight I don’t want to get fucked, I realise that I don’t want to miss the opportunity with Ollie and this whole trip is about exploring.
I expect pain at first but Ollie spreads my cheeks as the cool air hits my ass and his hands are amazing and run his fingers on my crack and smooth pink hole before putting his tongue onto my hole and starting to rim me.
The feeling of his wet tongue on my hole is amazing and it’s the first time that I’ve ever had anyone tasting my hole let alone another guy and it feels so good. The natural lube that Ollie is putting in as I can see in the mirror opposite his bed that his head is buried deep into my hole and the cheeks are on either side.
“OH FUCK THAT FEELS GOOD” I moan loudly as he smacks my ass as he continues to bury his face into my virgin hole. I lay there moaning as Ollie pulls off “I want you to get adjusted” he says to me as I nod my head and he grabs a small dildo and pushes into my ass to spread my hole.
The feeling is nothing like I thought it would be as he starts to stretch my hole out as it feels good with the slow speed before he adjusts the speed so I can get used to what it would be like for him to be really inside me.
“You ready for the real thing babe?” he says to me as I take a deep breath and nod my head as Corey puts on a condom because even though he’s clean he likes to be safe and I totally understand that as well.
Pushing his cock against my hole, I feel the tip pressed against my hole and I moan a bit at the feeling of it. “God that feels good” I say before feeling Ollie pushing in and even though the dildo went in there which helped stretch me out it tightened up straight away.
I lay there as Ollie pushes deeper into my ass and he starts to pick up the speed of fucking me as I can’t believe the feeling because it’s so different to what I thought because I thought it would be painful and not feel good at all though right now even though there is pain, it feels good.
Ollie pulls me up and he so that I’m getting onto all fours so that he can get behind me with more power as he grabs hold of my shoulder as he starts to press into me with his hard 8-inch cut cock. The push in feels so weird as I grip the end of the bed as he pushes in deep as I can almost feel a pop once the whole of his cock goes in and disappears up my hole.
“Fuck that feels good” I say moaning as he takes it so slowly so that I can adjust and he reminds me that I need to keep breathing otherwise I’m going to pass out which he tells me he nearly did the first time he got fucked. The speed slowly picks up as I moan loudly and focus on my breathing like when I used to swim growing up and the constant reminder to focus on breathing.
Ollie starts to pick up the speed of the fucking as he begins to slam into me and he grabs hold of my shoulders and I feel the shuddering of my body right now as he pounds me harder even though I’m not used to it, it feels really good like I was meant to be doing this.
The two of us keep fucking and I feel my cock leaking underneath me again and before I realise it, Ollie is out of my ass and wants me over on the rug on the floor in front of the mirror as he lays down.
I get myself poised over the top of his cock, and start to slide down on it again as I can see myself in the mirror and instead of regretting this, I actually think I’ve been the most confident that I’ve ever been because I’ve always shied away from the hard decisions in my life to be safe but now that I’m trying this, it’s like a revolution.
I start to ride Ollie’s cock as my cock is leaking profusely right now and I’m doing all the work as I’m milking his wrapped cock right now and he encourages me as I grunt and moan as I continue to ride him faster and faster.
It doesn’t take long for the repeated thrusts onto my prostate to start milking my cock and I blow a huge load all over his furry chest and abs right now as he smiles and I look at him in the mirror with a huge smile and even though that I’ve blown my load I don’t want this feeling to end.
Ollie looks at me “You really like the feeling of my cock in your hole don’t you, you big fucking slut” he says as I smile and love that sort of dirty talk in ways that I’ve never felt before and as much as I thought that I knew myself and wanted London to push my limits but I didn’t think that I would.
Eventually, Ollie tells me to get up even though it’s comfortable and perfect right now I get up and see his hard cock still upright. “Lay down” he says kneeling over the top of me and jerking his cock before blowing what looks to be four separate loads all over my face as I put my tongue out to swallow it before finally he falls down next to me.
“How was that?” he says as I just smile and kiss him deeply again which should send the message of how I’m feeling as he just kisses me back, as we make out again both not even bothering to move as the heat of our naked bodies curled up together make this night perfect.
