Bareback City : Part 02

Clint Gets Tailored

Jason and I got dressed after the relaxing shower in his bathroom. I put on the only clothes I had with me. My extra long white shirt, my long legged walking shorts, my white tennis shoes with white sock, and my baseball cap. He was going to take me to his tailor to outfit me with western gear.

Jason finished dressing and came in to check me out. I was standing before a full length mirror to see if I was okay. I saw his reflection as he approached me from the other room. A big smirk swept across his face. I could see he was about to laugh but he seemed to understand enough about me to realize this was the way a teenager dressed in L.A.

“Hey. Let me take a look at ya. I will say you look clean and sexy for a young skater boy, but now we’re gonna turn ya into an Arizona cowpoke.”

He held in the desire to laugh at me and instead he pulled me close and gave me a big hug. I hugged him back. He looked into my eyes and slid his hand inside the back of my shorts and rubbed my ass.

“Are you okay with this?”

I put my hand over his crotch and gripped his big hanging cock.

“I’m okay, if you’re ok.” Then we both laughed and hugged again.

We headed down the stairs of his loft and out the front door to visit his tailor so we could outfit me with some appropriate western clothes. The town seemed vacant except for a few horses tied up at various hitching posts. The tailor’s shop was the next store along from the Fire station. It was a small shop but had various western clothing and gear neatly stacked and hung on racks.

We opened the door and as the hanging door bell clinked Jason called out.

“Hey Tom. Ya here or do we just help ourselves? I’ve brought you a paying customer to be outfitted.”

From behind the sliding curtain an older thin man of about 45 stuck his head out and spoke.

“Howdy Jason. Who in the hell is this hot looking youngen? This can’t be your younger step brother you told me about. He’s too good looking to be any kin to your ugly face.” He teased Jason

“Sure enough Tom . This here is Clint. Clint meet my talented tailor, Tom. I think we need to get him out of these LA teen bullshit clothes and into some sexy western gear. What do you think. Can you fit him into something hot and sexy?”

“Uh huh. I need to take a good look at him and do some measuring. Can you spare him for a few minutes so I can create, and make a man out of him?. Un huh. Good build but can’t make any decisions until I can get these baggy clothes off him.”

“I’ll give you all the time you need. Make him look good. I have to go talk to George about ordering me some more grain for my horses. I’ll be back in about an hour. Will that give you enough time to do him? Ahh.. I mean suit him up?” Then he winked at Tom, opened the door, and turned to leave.

“Yeah. Get out of here now and let us get to work.”

“Clint huh? Good western name. Come into the back room and let me do some measuring. You’ll have to strip off these….things. Including your shoes, socks, and undies. I want to measure you naked.”

I stripped down in front of this stranger, just like he was my doctor. He looked serious at me then started measuring all parts of my body.

“Lets see. Neck 15 ½, inches, length of sleeve 33, waist 30, but we’ll make it 32 and give you room to tuck in your shirt. Belt 36 and your inside seam, 31. Oh my lands. Looks like about an 8 inch cock. Nice cock. Did I hear Jason call you “little brother” hmm? Well that’s got to stop.“

While Tom was measuring my inseam, I had started to get hard and drip clear liquids from the head of my penis. My cock was now semi-hard and getting harder.

“I need to check out your backside, he said as he turned me around and gently caressed and kissed my buttocks. He parted my butt cheeks and instructed me to bend over and spread my legs. As I leaned over he put his rough unshaven face into my ass crack and started tonguing my butt hole. This was a new one for me, but it was different and exciting to have a man tonguing my sensitive anus.

“Umm Clint you taste so sweet. Umm. Yeah so sweet and tender. Damn I could tongue fuck that tender little pucker all day, but we better get back to business.

I take it Jason hasn’t popped your cherry yet. Oh he will, he will. I know that sexy stud. He’ll get you when you least expect it, but you’ll be glad you gave him your cherry. He’s a wonderful person. Now let me check out that hard cock and see if we can clean off some of those sweet juices dripping from your piss hole. You wouldn’t mind giving an old man some of your protein, would ya? Um Um. You have a nice prick. Um” he said as he engulfed my now fully hard cock with his mouth.

I’d only had one guy suck my cock at a park restroom but that was through a hole in the toilet wall. I was so nervous and excited I came after the third stroke. I quickly pulled up my pants and rushed out of the toilet. This was so much better having Tom, my brother’s tailor tenderly working on my cock. He was no doubt hugely experienced.

I never felt anything like it. He gently caressed my balls and worked his tongue around and around my cock and his mouth up and down my shaft until I couldn’t hold back my orgasm. He sensed I was cumming and held my dick deep in his warm mouth and took my load. Then he swallowed my cum and went back down on me until I thought I would scream. He stopped and reached for a baby wipe and cleaned my asshole, balls, and cock. He was good. I liked that, and looked forward to getting another blow job from him sometime.

“That was so tasty Clint. You can come back anytime you want to get your nuts off. Anytime. Okay put these jeans on without underwear and this new snap down shirt. They’re easy to get out of when you’re in a hurry. I have a nice set of dress boots for you, and later we’ll fit you with some riding boots. We’ll have Jason pick out a Stetson? hat and a leather belt for you. Hey. Clint. You’re looking like a cowboy now. Yeah, you look like a stud.”

I looked in the mirror and must say I looked and felt different and sexy. I hope Jason approved. Just then I heard the doorbell tinkle and Jason was calling for us.

“Hold it right there Jason. Clint needs to make his entrance. Taa Daa and here he is, Mr. Cowboy Clint!” Tom said as he threw back the curtain.

“Oh fuck. You really look good. I think I’m in love. Fucken hot brother. Fucken hot. God. You make one hot looking stud. I just want to eat you up.”

I was so proud that my brother liked my new look. His eyes got bigger and his mouth was open. I thought he was going to say something, but instead he came over and kissed me on the lips.

“I all ready ate him up and drained that big cock of some of its sweet nectars. Jason. You better treat him nice or you’ll have me to answer to. He’s a precious commodity.

“I’m beginning to realize that. How much do I owe you for this first outfit? I want you to provide him with several sets of western gear because this stud is gonna be around for a long time.”

“I’ll tell you what Jason. He already paid me for the first outfit by giving me a sweet load of protein, but you can pay for the next one, Okay? I’ll bill you for the hat and belt later. Clint, if this asshole gives you any trouble you come and see me. Understand?”

“I understand Tom, and thanks again for the gear. It’s more than I expected and thanks for the……you know what.”

Jason looked at Tom and grinned. Then we picked out a wide belt and a fantastic western hat. When we left Tom had a smile on his face.

Continued story

Story by Richard Barber, Edited by FC, 8/7/2008