First Time Hotel Virgin Seduction

I am an older guy, single and find myself traveling for work several times a year.

I've been bicurious for a while, and used to look at Craig's list for male-on-male encounters, but I was too nervous to ever meet up. My fantasy was to be at a hotel and have a guy come on to me. Seemed safe, and a fantasy that I could jerk off to when laying in my hotel bed after a few drinks in the bar.

I had a business trip coming up, and as usual, my fantasy of being seduced by another guy was on my mind leading up to it. After traveling all day, I get to the hotel. Wednesday nights at the hotel by the airport bar are not too swinging, and there are always single middle-aged guys like me, on business in a strange city, having a few beers on the company dime.

Sitting a table watching the people, and finishing my second beer, I play who I can fantasize about who would be fun to be in bed with. Sometimes, a hot waitress enters my imagination, or I spot a guy to fulfil my fantasy of my first encounter with another guy. Tonight, it was a guy at the end of the bar, a bit younger and fitter than me. He seemed to have a smile and a bit of chat for everyone. I finished my beer and paid the check, already thinking of jerking off with Mr. End of the Bar as my fantasy new male on male encounter, never dreaming of what was to happen next.

I was waiting at the elevator, door opens, I get in, then I see him make a dash for the elevator and make it. He says "Hi," I manage a "Boy that was close," and he gets in, standing in back of me.

My fantasy of him in the bar had made me pretty horny, I'm thinking of a nice masturbation session, naked on the bed with some hotel lotion. My cock had come to attention, and now I had butterflies in my stomach with the object of my desire standing near me.

Thinking of him behind me, I didn't want to turn around, as my cock was pretty obviously hard. He reached forward, and said "I'm on the ninth," and pressed the button.

As he leaned forward, his other hand brushed across my bottom and stayed for a second on the small of my back. My floor was the 11th, so he slipped past me, as the elevator reached nine, once again brushing my bottom. He turned to say goodnight, and must have seen my face blushing red, and my cock straining against my dress slacks. Needless to say, I got to my room lay back on the bed and barely got my trousers down to pound my cock senseless. I came thick ropes of cum all over my shirt, and just lay there panting.

Was he just putting me on, seeing an older guy perving on him? Did I miss the chance I had been waiting for? Should I go back down to the bar to see if maybe he was hoping I would? I fell asleep laying there, cum all over my shirt, trousers half off.

I woke up a half hour later, and felt a bit depressed. I missed my big chance. I had to wash and hang up the shirt, clean myself up and get to bed. I had an early meeting the next day. I dreamed of him smiling and the touching my bottom. Feeling my embarrassment of him seeing my hard on. Later in my dream, I was naked in the elevator, he is behind me, caressing my ass. The alarm clock went off and my cock was stiff with much more than the normal morning wood. I thought of his hand on my bottom and pounded my cock till it came again in thick spurts. Then, Into the shower, get dressed and rushed to make it to meetings all day.

I thought the day would never end. My mind kept coming back to my brief elevator encounter. I wanted to rush back to the hotel, to see if he was there. But afraid of if he was there, would I have enough nerve to act on my desires?

After being in meetings all day, I'm finally done and back to hotel for the evening. Thinking about last night, feeling a bit depressed as I thought my chance of making my fantasy come true was blown, to use a phrase. I figured he was gone and so were my chances.

Down in the bar, I scanned the crowd, Mr. Smile was not there. I ordered some food, and a beer and was scanning my phone, when I looked up. He was there in front of me. "Hey, would you mind if I shared the table?"

I froze... "Ummmm," was all I could get out.

He sat down. "Come here often?" - He was smiling. I must have looked scared, as he changed his tone. "Hey, if you mind, I'll leave."

"No, no, that's fine," I managed to stammer.

Here I was with a guy coming on to me, and all I could do was stammer. The waitress came over, and he ordered a beer. We sat the in silence till she returned with the beer. I couldn't finish the plate I had been working on and motioned for her to take it away. He told her to put the everything on his tab. He laughed "Hey, the company can pay for this tonight for you". He continued, "She won't be back; we are alone here. My name's Steve."

I managed - "Rob".

"Pleased to meet you, Rob. I travel a lot and boy, can it get boring. You too?"

I nodded. I felt his hand on my knee, giving it a squeeze. "Sometimes, it's fun to meet another guy when you're on the road by yourself. No wife or girlfriend to get in the way. Are you married Rob? "

I shook my head.

"Girlfriend?"

Another head shake.

"I'm married, but we don't really do the things we used to do if you know what I mean."

I nodded again. "Sometimes, you gotta take things in your own hands," he laughed. "I bet sometimes you need to take things into your own hands too." His hand had moved up my leg. "I think there is something I can do for you that you want." His hand found the straining tent in my pants. "Let's head for the elevator. You first, get up, on your right, so we don't have to walk through the bar."

I felt as if everyone in the bar must be watching and thinking we were going to have sex. Steve, knowing what I must be thinking said "Nobody's watching, we are just heading out like anyone else." Standing at the elevator, I was worried whoever came out would see me red faced with an erection, but the elevator was empty. We got in. He hit 9. "We'll go to my room tonight"

My stomach was butterflies, what was I doing? What would happen? I kept walking as I knew this was my chance to find out. I missed it yesterday, but today Steve was making it easy, just allow him to guide me.

We got to his room. "If you don't want to do something, just tell me, and I'll stop. Is it your first time with a man?"

I managed to say yes.

"Don't worry, I can tell you're UP for it. "

He opened the door, and I was in his room, and ready to find out what I had been fantasizing about for years.

He took my hand and walked me to the bed. He took his suit jacket off, and dropped it on a chair. He kicked his shoes off and unbuttoned his shirt.

He stood in front of me and unbuttoned my shirt and pulled it off. he got down and undid my shoes, helping me step out of them.

He said "have you ever had a naked man undress you?" I shook my head. He took his pants off, boxers too. He was naked in front of me. He had a thick, semi erect cock, dark pubes, and a bit of a hairy body. He undid my belt. I was looking at his cock, and he said, "Go ahead, touch it, I'm naked for you to explore."

I held the shaft in my hand, feeling it grow. He had my pants unzipped and his hand on my hips. He pulled my pants down, and my cock sprang out. The tip was soaking wet with pre cum. As he stood in front of me, he held my cock, sliding his thumb over my piss slip. I felt weak in the knees. He must have noticed as he pushed me to sit on the bed.

He laid me back, lifting my legs up on the bed. He finished taking my pants, off, leaving me naked in his bed. He kneeled down next to the bed and started kissing my chest. Licking and nibbling my nipples, I found myself moaning. "Do you like that? " I moaned more. His hand cuddled my balls and squeezed them. My back arched in pleasure. I gasped. He kissed me on my lips "Mmm baby you like that huh?"‭ I could only moan. His hand was exploring my stiff rod. Thumb sliding across the piss slit, slick with pre cum. I involuntarily started squirming - each touch, each kiss, made my body ache and move. ‬‬‬

"Now this is where you will learn what it is to be pleasured by a man" He took my cock tip in his mouth.

"Ahhhh Ahhh... ooooo," I think my eyes were rolling around in my head. The wet warmth of his mouth as he sucked at my tip, then slide down the shaft. I am not too big, just 6", cut, and he had my cock all the way in his mouth.

He took his mouth off me for a minute to spit on his fingers. "I want you to lift up your legs like this." He helped them up. The mouth returned to sucking me. but I felt the slippery fingers slide up and down my bum crack. I felt them press against my hole.

Each suck on me was a new pleasure and the fingers probing my hole were something I never dreamed of, but was making me ache to feel them push in. I felt them slide in me. Every way I moved I felt new sensations, "Oh god, oh god oh god," I managed to whisper. I could feel my balls tightening. "Ohh Ohh OHHH."

The fingers must have touched something because I just exploded. I felt a wave flow through my body, and shuddered. My cock let loose a pulse that felt like a gallon of cum was pouring out of me in shudder after shudder. I didn't even know what was happening, and just let my throbbing cock shoot until it was just twitching. I realized I was gasping and panting while Steve had kept sucking me. The hot cum flowed all around his mouth and back on to me. I was covered in my cum and his mouth juices.

He rubbed his face in my crotch. "Mmmm baby you really needed that."

I was dizzy from cumming so hard. I was limp, just lying there catching my breath.

"Now it's my turn." Steve got up on the bed and between my legs. I could see his cock, big and thick. He was cut too, and his cock tip was large and glistening. He lifted my legs up in the air. Moving closer, he started rubbing his cock tip up and down inside my ass crack. It was slick with sweat, and salvia from his fingering me, and from my cum that leaked from his mouth was dripping down my balls, taint, and ass crack.

"Remember Wednesday? In the elevator? I knew I wanted you then. I wanted to get you in my bed, naked for me."

He leaned in and kissed me. I could taste my cum on his lips. Kissing me again and again as I felt his stiff manhood pressing against my rosy hole.

"I wanted to fuck you there in the elevator. I wanted to rip your clothes off and see you hard and naked for me." I felt pressure on my hole. I had heard how anal sex could hurt and wondered how much I could take, when I felt my sphincter open and his tip pushed into me. I must have been so relaxed, he could slide in.

It was his turn to moan. His eyes closed; I felt him inside me, filling me. It kept pushing in, I did not know how much I could take. When I felt his pubes and balls scrunched up against my bottom, I knew he had his cock all the way inside me.

I had taken all of him. He held it there for a second. I felt him slowly slide out. He felt immense. I had no idea how big he really was. He pushed in again, all the way.

Then he started fucking me. Slowly at first. Bump, bump bump. Then faster. I found myself gasping, my eyes closed, thinking "I'm being fucked by the man who just had my cock in his mouth." "This is what it is like."

I could feel him concentrating, thrusting into me, my gasps coming quicker and quicker with each thrust and then he pulled hard up into me, his body shaking, and I felt the hot spurts of cum inside me.

My hands had been holding onto his bottom, I didn't even realize it, and I felt my bottom arch itself, and suddenly I was cumming as well. He collapsed on top of me. His cock still inside, but slowly returning to its natural state, and popping out.

I was holding him, our bodies covered in sweat and cum. We stayed like that several minutes, our bodies slick with sweat and cum and sex. He got up and helped me up and into the shower. I was tingling and could not really believe all that had happened in less than an hour. I had my first time and wondered why it had taken so long.