The Blind Date Pt. 01

Chris was a lonely guy relationship wise not by choice but by appearance. He was 5ft 9 slim but had a curvy feminine figure brown hair fairly long for a guy, blue eyes and a beard. Most of his friends were married or in a relationship and he was the only single guy. He had asked he's friends for help and as told to turn up at a restaurant 7:30pm and to wear something smart but casual.

Chris got himself ready and got a ride to the restaurant, He was early as always but that didn't seem to matter because when he got to the front desk the waitress had said that his date was already waiting for him. He was taken to a table where a tall muscular man african American man was sat waiting, the gentleman stood up walked towards him.

"You must be Chris, I'm Jason I believe Amy set us up!" Jason said.

"Oh, Nice to meet you Jason. Yes I'm Chris, Amy did tell me anything about you or that you was a guy." Chris replied.

"Oh, is that a problem Chris?" Jason asked.

"Well I ermm a little because I think Amy may have gotten mixed up. I'm straight but I don't want you to have wasted your time so I'll stay." Chris replied nervously.

"Well Amy isn't the brightest so we'll just let her off and just enjoy some good food." Jason replied.

Jason came and hugged Chris and then pulled out his chair, Jason took in Chris' figure and realised why Amy might have set them up. Jason was definitely attracted to Chris' figure and definitely wanted to see if he could make this into something even if it was for just one night.

Chris sat down and smiled nervously as he couldn't help but enjoy the treatment he was getting, it felt nice to be treated nicely for once he looked towards Jason and tried to think of something to say to break the slight silence.

"So Jason tell me about yourself! I'd like us to get to know you better and hopefully become friends." Chris said.

"Well Chris, theirs not much I can say but I'll try. I'm recently divorced my ex wife cheated on me with my sister. I'm a successful personal trainer and I own my own gym and I've decided that I find men feminine men more attractive and less stress than a woman! So yeah thats me in a sort version!" Jason replied.

"Wow, I'm so sorry you had to go through that Jason. There's nothing worse than being cheated on especially with a family member! A personal trainer wow that's got to be a great job and owning your own gym I'm impressed! Well if you found what you like then good for you!" Chris said.

"Thank you Chris, but that's all in the past and yeah it's a hard job but it's fun and it keeps me busy! So tell me about yourself Chris!" Jason said.

"Well I'm single always have been, I guess it's hard to get a girl when you're competing against ripped muscular guys but still holding out hope I'm sure the right person will come along soon. As for work I run my own computer store and work with all tech stuff its kinda boring for most people but I enjoy it and I'm good at it!" Chris Replied.

"Wow, well tbh most girls might be jealous because, Well i dont want to seem rude or make you feel uncomfortable, but you're figure is very feminine and some girls would be jealous of that!. Sorry if that made you feel uncomfortable but some women would kill to have a figure like that! Oh Computer company well now I know who to call if I need help, well done not many people have the guts to open their own company." Jason Said.

"Seriously? My figure is that feminine?" Chris replied.

"Yes, I mean you'd definitely pass as a woman if you dressed in women's clothing, infact you'd are just my type. You're figure reminds me a lot of my ex wife you're about the same size I'd say!" Jason Replied.

"Oh, well at least I now know the reason of why I'm single!" Chris replied.

"Well it's a shame you're straight I'd love to date you!" Jason Replied.

Chris smiled nervously and blushed as he didn't know how to respond or react to that complement. Jason offered Chris some wine before there food arrived, normally Chris wouldn't drink wine as it would usually go straight to his head but didn't want to say no.

"Sorry, I hope that did make you feel uncomfortable I'm just telling the truth" Jason said.

"It's okay Jason. Just I've never received complements before especially from a guy, it didn't make me uncomfortable its okay!" Chris replied.

They ended up spending the rest of the night eating drinking and laughing. Jason spent alot of time flirting with Chris trying to make him flirt back and the more wine Chris drank the more he started to flirt back.

The night was coming to it's end after sitting there chatting for a few hours. Jason looked over at Chris and smiled.

"Chris? I'm going to ask you this feel free to say no but would you like to continue our evening?" Jason asked.

"Errmm sure! What's the plan where did you want to go next?" Chris replied.

"Well its a Tuesday 10pm so most places are shut so we either find a bar or we head back to mine its your choice!" Jason said.

"Well if most bars ar closed, my shops shut tomorrow so I'm in no rush to get home so I guess we could continue drinking at yours if you'd like?" Chris Replied.

"Mine it is then, let me pay and we'll get off!" Jason said.

"I can't expect you to pay let me pay half!" Chris said.

"No its my treat it's my pleasure!" Jason said.

Chris felt amazed that someone was treating him to dinner, he couldn't believe how nice Jason was being not thinking there may be a alternative motive.

Jason paid and gestured to Chris to follow him out. Chris smiled slightly drunkenly and followed him out to the taxi and got in. Jason sat closer to Chris in the back of the taxi putting and arm around him smiling. Chris could feel Jason's bicep flexing against his neck with every turn the taxi took.

They arrived at there destination, A huge fancy house set back from the road. The place looked like a castle compared to Chris' two bedroomed house it was a lovely posh looking place. Chris couldn't believe it that Jason maybe be the richest person he knows.

"Omg, Jason this is really you're place? Its massive!" Chris said.

"It sure is. Its only lonely old me that lives here now I'm divorced but I like it because I can come and go when I want and do what I want!" Jason replied.

They both got out of the cab and Chris stubbled slight which Jason notice and caught him. He helped walk Chris to the front door with his hand holding Chris feminine ass. Chris blushed but didn't say anything as it felt kind of nice to be held and looked after by another person even if they are male.

"Id love a place like this its amazing and seems so peaceful!" Chris said.

"Well enjoy, Make yourself at home nothing is off limits. Especially with a body like you've got!" Jason Replied.

Chris walked in and sat on the sofa as Jason when to get another bottle of wine and to glasses. Jason then came and sat next to Chris putting his arm around him once again.

"It's great to finally have company around. Even if it's just friendly company!" Jason said.

"Well I'd definitely say we are friend's and don't worry I'm not here because you're rich or anything like that. I'm here because your funny, kind, thoughtful and hot!" Chris replied.

Chris instantly covered his mouth he didn't even mean for that to come out but it did. In all honesty Chris had thought about how hot Jason was. He was Muscular, attractive, funny, kind and thoughtful which didn't help as he was confused. Chris always wanted to find a woman that was funny, kind, thoughtful and attractive. Chris has seemed to have seen that in Jason but didn't think he'd be attracted to him but he was.

"Oh I'm hot am I Chris? I didn't think you was into guys! It's okay I won't tell anyone and no judgement here hot stuff!" Jason said.

"I didn't think I was into guys but theirs something about you that's attractive and I'm not sure what it is!" Chris replied.

Jason then moved his arm lower to cuddle Chris while the drank there wine. Chris enjoyed the feeling of Jason's muscular arms holding him, this only made Chris feel more attracted towards Jason.

"Well we don't have to rush anything Chris if nothing happens, nothing does but either way I'm definitely attracted to you!" Jason said.

Chris blushed and shyly smiled at Jason unable to think of anything to say as he was taken back by Jason's honesty and kindness.

"So Question Jason! It might sound weird but you've made me question it! Do you really think a feminine outfit would suit me?" Chris said.

"Oh Definitely! My ex wife left some outfits and underwear, you're welcome to test it if you wish but no pressure of course!" Jason replied.

Chris thought about it for a moment confused but intrigued as well. Jason had seemed genuine in his opinion towards how Chris would look.

"Maybe I will take you up on that in a bit but for now i think we should have another drink and see after that!" Chris said.

"Well that's fine by me anything you want to do!" Jason Replied.

The sat and chatted enjoying another drink Chris was still enjoying being hugged by Jason muscular arms. Jason looked at Chris wanting to kiss him and get intimate with him but didn't want to scare him off. Chris was feeling the tension as they looked at eachother. The tension was so thick you could cut it with a knife.

"Well maybe we should put your theory to the test Jason!" Chris said.

"Oh really? Well let me lead the way!" Jason replied.

Jason then stood up took his hand and lead him to the walk in wardrobe to show Chris the selection of outfits, underwear and heels for Chris to experiment with.

"Try on anything you like and do as you please. I'll wait in the living room feel free to show me or call me and I'll come and check you out." Jason said.

"Thank you. I just hope I don't look silly or stupid in it!" Chris replied

Jason walked up to Chris put his finger under his chin lifting his head up towards his face.

"You won't I promise!" Jason Replied.

Jason then kissed Chris on the lips softly and start to walk towards the door taking a look back towards Chris.

"I promise you'll look amazing!" Jason said.

Chris was taken back at the kiss but also slightly turned on aswell as he didn't expect it but also kind of wanted it too. Chris didn't get a chance to reply or even do anything before Jason walked away almost causing Chris to follow after him wanting more.

Chris stood there looking at the selection of clothing taken back by choice, he stood scanning the rails for something to wear. He looked though the draws of underwear bits that are lacey, some thrilly and underwear that had hardly any material, things he imagined a girl would wear for him.

Was Chris about to wear feminine clothes for Jason?

Would he buckle under the nerves he was feeling?

TO BE CONTINUED...