Straight Bodybuilder Meets Gay Guy

Your early 20s are a time for experimentation and learning things about yourself. I was in college but still living at home and I didn't have a car or much money to throw around. I had a high sex drive to put it mildly. I couldn't wait for my parents to leave the house so I could invite one of my lady friends over for an afternoon of carefree revelry. I had a secret desire to be submissive and I craved sexual humiliation. Unfortunately for me my appearance and demeanor would lead someone to believe that opposite.

Like any adoration seeking muscle-head I had an Instagram account dedicated to my training and posting pumped up, veiny, rock hard pictures of my physique. I got lots of random DMs from all sorts of crazy people. Most of which I didn't respond to unless it was an attractive woman. Finally one evening I got a strange message out of the blue:

"Hey I'm Cassidy, I saw we're in the same area. If you're interested I have a proposition for you."

"Proposition... meaning what?" I replied. I was hoping this would be a sponsorship offer. Who is going to say no to free protein powder and gym apparel?

"I saw your pics and you're the man of my dreams. Let me give you a massage from head to toe. I'll respect your limits and we can take it from there. I'll give you 200 dollars."

"You're going to pay me to give me a massage?" I was a little naive at the time.

"Yes absolutely. It would be my honor to service a man like you."

"Okay I'll do it... just one thing though. I can't host and I don't have a car so you would have to pick me up."

"Are you free tonight?"

"Yeah."

"I can pick you up, just tell me what time and your address."

I didn't respond for a while. I was pondering as to whether or not I should actually go through with this. I get 200 dollars just to lay there and get a massage. In my mind it was worth it. So I texted him my address.

"Feel free to come any time after 9pm." I finally worked up the courage to text him back.

"Wonderful, I'll see you then Max."

I looked at his Instagram and there was only one picture of him. He was tall, with short brown hair combed to the side and angular facial features. He was a pretty handsome all things considered.

9 o clock finally came and I checked my phone and saw one message on Instagram.

"Here."

I hurried outside and got into the passenger seat of his car.

"Hey handsome. You look even better in person." He said

"Thanks" I said nervously laughing

I was wearing tight light blue gym shorts and a tank top.

"Look at those strong arms." He said feeling my bicep with his right hand.

"18.5 inches unpumped." I responded not knowing what else to say.

"Are you nervous you look a little nervous?" He asked solicitously.

"No I'm fine really, I've just never done anything like this before."

"Then I'll be extra careful to make sure you're comfortable okay?"

"Yeah that sounds good. I appreciate it."

Before I knew it we arrived at his house. He actually lived somewhat close to me. We got inside and walked upstairs to his bedroom.

"Lets get that shirt off, sexy." He said looking me up and down.

I popped by shirt off and dropped my shorts leaving just my tight black boxers.

"Lay down on the bed." He suggested

"Sure." I laid face down on the bed. He climbed on the bed and was sitting next to me.

"Mmm what a lovely bottom." He said squeezing my butt cheeks together with both hands.

"Is it time for the massage now?" I inquired.

"Yes Mr. Max try to relax baby."

He was rubbing my back and it felt so good. He was stronger than he looked I'll give him that. He did my wide massive lats, my tight hard traps, my thick lower back then finally he started doing my butt and legs. He was squeezing and caressing my cheeks with increasing intensity. When he got to my hamstrings I was shaking since that muscle is extremely rigid.

"There there. Take a deep breath." He whispered in my ear.

Cassidy kept running his hands along my waist band like he wanted to pull them down.

"Enjoying yourself?" I asked.

"Oh yes big man I am enjoying myself a lot." He responded.

"Why don't we slide these off?" He suggested tapping my butt twice.

"Whatever you say..." I lifted up my hips and he pulled them down to my ankles.

He was rubbing my ass and spreading my cheeks over and over again.

"You have the tightest little asshole I have ever seen." He said.

"Yeah I have I virgin ass."

Suddenly he leaned down and began rimming my ass. It was a strange sensation I could feel my entire genital area tingling even down to my legs. I loved the humiliation that came from the exposure.

It felt better than I had ever expected. His face was buried in my ass. Part of me wanted to tell him to stop but as embarrassing as it was to admit I didn't really want him to. My cock was erect and pressing up against the bed to the point of being painful.

"Wait I gotta get up for a minute."

I stood up and pulled my boxers up as fast as I could. But he saw my hard cock clearly.

He came up behind me and put his arms under mind gripping my pecs and feeling up my upper body. He was a few inches taller than me and I was bent over slightly with my hands on the bed. I could feel his dick getting hard and it was pressed right up between my cheeks.

"You have such a hot bod oh my God!" He exclaimed.

At this point he was grinding his cock against my firm muscular ass. He must have felt up every muscle on my body. He was worshipping my physique and he was about to bust a nut all over my boxer shorts. Submitting and letting him use my butt like a fleshlight was turning me on but I didn't say anything...

"Mmm such big strong arms I love it." He declared grabbing both my arms and caressing them.

He was rubbing his cock on my ass with increasing speed then finally he slapped my ass hard and shot his load.

"Oh goodness I'm sorry I'm sorry!" He said as he finished himself off with his hand.

"Its alright..." Only a little bit of his cum got on me.

"I got a little carried away." He said.

"Yeah I'll say."

Without hesitation he reached around and grabbed my throbbing dick. He milked rapidly it for about 30 seconds and my cock exploded shooting cum all over the bed.

"Oh someone was excited I see! It wouldn't be a massage without a happy ending!" He teased.

He gave me a ride home and was beaming with joy the entire time. He also kept rubbing my leg and telling me how good I look. Before I hopped out of the car he handed me the 200 dollars in cash.

To this day it was the best massage I have ever gotten and him playing with my booty only added to pleasure and relaxation. And best of all... I got paid for it.

He pushed my boundaries but like I said at the beginning of this story: Your early 20s are a time for experimentation. And the results of this experiment were positive for us both.