My New Life Pt. 1
Blake
I had never been with a man before, but had been curious for a long time. In high school I always checked out the other guys in the shower, mentally comparing the size of our cocks. I decided I stood pretty high in the pecking order.
I'd been fucking girls since I was fifteen and genuinely loved it. I'm married now, have two great kids, and enjoy sex with my wife, as well as an occasional extracurricular pussy on the side. Thing is, that curiosity was always there. What would it be like to suck cock, or fuck another man's ass, or even be fucked by him?
One day I was trolling the internet and I came on a site for male escorts. There were great pictures of the boys, none fully nude, but lots of them in just underwear. I bookmarked it, and several times I would come back to it in the days ahead, trying to get up the courage to do something about it.
Finally the day came. I had a couple of days off from work and my wife and kids were out of town. My hands trembled as I reviewed the site, looking for that perfect male to explore gay sex with. After about thirty minutes I found him.
His name was Blake. He had dirty blonde hair, about six-feet tall and looked like a surfer with his blue eyes and chiseled body. He looked to be in his early twenties, which was perfect. I was almost hoping he wouldn't pick up when I called, but he answered on the second ring.
"Hello?"
"Hi. I...saw your ad."
"Yeah?" His voice was so sexy on the phone I instantly started to get hard.
"I was wondering if you're available tonight."
"Sure. You want to meet somewhere?"
"No. My place." I gave him the address and he said he would be there in an hour.
I was jittery the whole time waiting for him. I shaved and showered and dressed in running shorts and a t-shirt. I fidgeted and paced, nervous as hell with anticipation.
The hour passed and finally heard a knock on the door. When I opened it I saw a cab pull away and there was Blake. He was even more gorgeous in person than online.
"Hi," I said.
"Hey. You gonna let me in?"
"Sure." I moved aside and he passed into the house. I quickly closed the door.
"Nice house."
"Thanks. Why don't you sit down?"
He sat on the couch next to me, our thighs nearly touching. He seemed like a sweet kid. In person I guessed he was about twenty.
"So, what were you interested in?"
"Everything."
"Okay. Two hundred for an hour and I'm all yours. Five hundred and you can make me breakfast in the morning."
I hadn't thought of having him all night, but I had a lot of things on my mind to try. I got up and went to the table and pulled out five one-hundred dollar bills and handed them to Blake.
"Thanks. This your first time?"
I laughed. "Is it that obvious?"
"Yeah, it is. Don't feel embarrassed, though. It's cool."
I just looked at him for a moment. He could tell I was unsure so he slowly took the lead by rubbing my thigh, inching his way up to my cock. My shorts were a tent at this point. Gently he rubbed my manhood through the silky material while looking me right in the eye. The blood was pounding in my neck as he slowly pulled my shorts down, past my pubic hair. Then my cock popped out and finally my balls were revealed.
"Nice package you got there."
"Thanks."
"Just relax. You're going to love this."
Blake gently stroked my penis with one hand and cupped my swollen testicles with the other. He kissed the head and licked it, sending shivers up my spine. When he finally engulfed me with his mouth, I was lost in pure pleasure. His mouth was like a vacuum cleaner, sucking so hard and so good. I ran my hand through his soft hair, his head bouncing up and down as he took more of me down his throat. Several times I came close to release, but each time he slowed down, keeping me on the brink but not letting me go over it.
Blake got up and shucked off his own clothes. His chest was hairless and well-defined, but I knew that from his online picture. He removed his pants, revealing a pair of tight black briefs. He smiled at me as he slowly lowered them. His pubic hair was thick but trimmed and nestled within was his uncircumcised penis. He gave it a few tugs and it started to grow. He then walked over and placed it inches from my face.
Nature and lust took over and I put my mouth on it. His cock was shorter than mine and thinner, rising out of a nice bush of light brown hair. I just did what I knew I liked, Licking the head and gently rubbing his fuzzy balls. Blake started to thrust his hips, driving his cock into my throat. I just went with it, sucking and fisting this guy's cock. I reached around and grabbed his tight little ass as he fucked my mouth. It was better than anything I had imagined.
I guess I had learned enough from getting my own cock sucked because soon Blake was moaning and thrusting harder. I concentrated on the head, loving the feel of his foreskin (I am circumcised). "Get ready," he said. I was full of pride that I was able to satisfy him, even though this was my first time. With one final grunt and thrust he shot in my mouth. His sperm tasted salty but not that bad as it flowed down my throat. When he was done I licked him clean.
"Nice," was all he said.
I took him by the hand and led him into the spare bedroom. I felt weird about having another man in the same bed that I fucked my wife. I lay down and he followed me, snuggling up beside me. His hands explored my body, but he avoided my cock. Finally he crushed his lips to mine. His lips were so soft. Our tongues explored each other's mouths. My cock rose and rested on his thigh. He reached down to grab it and stroked it until it reached its full eight inches.
"Got any lube?"
"Yeah." I had come prepared. I reached into the nightstand drawer and pulled out a fresh tube of KY. Blake took it from me. He smeared the grease on my cock, and then handed it to me. He straddled me and told me to rub a lot into his ass or he would never get all of me inside. I fingered his ass and Blake let out a soft moan. All of a sudden he rose up and took my cock in hand, guiding it to his opening. Slowly he lowered himself onto my pole. He ass was tighter than any pussy I have ever fucked, including the three virgins I had been with. He settled onto my legs and held it there for a bit.
"Ready?" he asked.
"Oh yeah!"
Blake bounced up and down on me, driving my cock into his ass. He let out a grunt every time my cock hit bottom. I reached up and grabbed his cock, slowly masturbating him as he rode me. Everything was sweet.
He got off me and went on his hands and knees. "Here, try it this way." I got behind him and reinserted my throbbing meat into his boy pussy and resumed stroking him.
"Fuck yeah," he cried. "Shove that fat cock all the way in me!"
"You got it, stud!" I increased my thrusting, holding onto his hips for dear life. His unbelievable tightness gripped my invading cock, sending sensations down my shaft like nothing I had ever felt before. I couldn't believe I had waited this long for the experience. I especially loved our ball sacks rubbing against each other.
Blake was a real pro, squeezing my cock with his tight ass muscles. His hard ass felt great in my hands. Everything about this was so right. Blake grunted every time I bottomed out. I reached around and grabbed his cock, wildly stroking it as I plowed his ass.
"I'm close, man. Keep doing that!"
I sped up, both with my hips and my hand. I felt my balls tingle and Blake's were tightening up. "Here it comes!"
I felt like my very life was draining into Blake's ass as I unloaded my sperm into him. If he were a girl he would be pregnant ten times over from the amount of semen I put in him. I felt his cock jerk in my hand as he followed suit, shooting his own load all over the bed. I collapsed and he rolled over and hugged me. Our mouths soon met as we shared a passionate post-fuck kiss.
"That was awesome, Blake."
"You did pretty good for a first timer."
"Thanks."
"You getting your money's worth?"
"Cheap at twice the price!"
"Only one thing left to try."
I thought about that for a second. I had sucked and been sucked. I had fucked his ass. That only left my butt cherry.
"You said you wanted to try everything."
"I'm nervous I guess. Doesn't it hurt?"
"Don't worry. You'll love it!"
Blake kissed his way down my body until he reached my cock. After licking and sucking it a bit he moved down to my puckered virgin asshole. He kissed it and started swirling his tongue around it. This new sensation made me squirm, but Blake held my legs and steadied me. When he stuck his tongue inside. I was in heaven. He reached over for the tube of lube and squirted some on his fingers, then slowly started inserting them into me. I was surprised at how good it felt. He looked up at me and smiled, as if saying 'I told you so.'
"Get on your side." I did as I was told, the pleasure starting to overcome my nervousness. He took more lube and greased his cock, the snuggled in behind me. When he placed himself against my hole I was starting to get into it.
"Okay, back yourself into me. Go as fast or slow as you want. It will hurt a bit but just relax and go with it."
I flinched as the head of his cock invaded me, but little by little I backed up. Blake just lay there, giving me total control of the experience. Once he was half-way in he started to gently thrust his hips. Before long I felt his pubic hair brushing against my ass.
"You doing okay, man?"
"Yes. Try going a little faster."
Blake started to pick up the pace. It still hurt a little, but the pleasure sensations began to overtake me. He had one arm around me, rubbing my nipples and the other firmly planted on my ass. I felt so full but yet so happy and fulfilled.
"Ready to try another position?"
I nodded. He pushed me over on my back and quickly reinserted his dick. My cock was harder than it had ever been as he grasped it and stroked it as he fucked me. My legs were up on his shoulders, opening me even more. I grasped his muscular thighs and looked up at him. His head was thrown back and his eyes closed. His hips became a blur as he pounded my no=longer virgin ass.
I was in heaven! This beautiful young man was giving me what I had always dreamed of and I loved every minute. I couldn't hold back and soon shot another load of cream, this time all over my stomach. The last dribbles landed in my pubic hair. As I came my ass clenched around Blake and he soon shot his load into me. I could feel his dick pulse inside me, and the sensations of feeling his semen inside made me cry out.
Blake lay down on top of me, his slimy penis slipping out. He brought his lips to mine and kissed me tenderly. I forgot that he was a young hustler I had paid. It was almost like he was my boyfriend.
He kissed his way down my body and licked all of my come up, finishing with a nice French kiss to my cock. We then fell asleep in each other's arms.
I woke up feeling so satisfied and happy I wanted to sing. During the night our hands had found each other's manhood and we both came awake with erections. We made out on the bed, just kissing and touching. I came to the realization I was falling for him hard. It was such a silly proposition, but still the feelings were there. I didn't know what to make of them.
"How you doing today, stud?" He asked me.
"Just great, lover. How about you?"
"Fine. Did I earn my money?"
There it was, back in the picture. I nodded.
"You're the first guy whose virginity I ever took. It was cool."
"It really was. Thank you for making it so good."
"You're welcome." He kissed me and then got up."
"Can I make you breakfast?"
"Really?"
"Call me old fashioned."
We threw on boxers and went to the kitchen. I put coffee on and started to make omelets.
We talked and he told me about himself. He was a college student who did this to make ends meet. He had a girlfriend who knew what he did, in fact it had been her idea.
"She's really cool with all this?"
"Yeah. It actually kind of turns her on. She likes to watch me make it with other guys."
"Cool."
"Yeah."
I told him about myself, my job, my family. He seemed a little envious and said he loved my house.
"Blake, I don't know how to say this, but I think I'm getting feelings for you."
"Wow. That's never happened before."
"I know. You must think I'm crazy."
"Well, I'm kind of feeling the same way. I fucked a lot of guys, but somehow this was different."
We came over and hugged each other, our mouths finding the others. It was sweet and powerful, and I was overwhelmed with emotion as my hands danced around this hard young man's body. I wanted to possess him, lock him in a room and own him.
He was soon leaning over the counter and my morning erection was doing the job on his ass. It was quick and animal, and five minutes later I emptied my load into him.
"Dude, I'm sorry but I have to go. I've got class in two hours."
"Okay. Can we maybe have dinner tonight?"
"I'd like that. I'm kind of confused."
"Yeah. Me too."
After he showered and got dressed I walked him to the door. We shared a last kiss and confirmed dinner for that night. I watched him walk away, my heart filled with desire and, I think love. My life had changed. I had passed some milestone and the consequences would have to sort themselves out. I was scared, but also excited.