His First Time

My car decided to die at the worst possible time. On my way home from a late rainy night at work and she decides to give up the ghost at a stoplight. Luckily, the driver in the car behind me was nice enough to help me push my car into the parking lot of the gas station on the corner.

In the days before smartphones and rideshares, this late in the evening I was basically screwed. The guy behind the counter at the gas station was helpful in telling me the right bus to grab to get me back home. I waited at the bus shelter in the downpour for what seemed like forever and it finally arrived.

As I settled down into the seat on the mostly empty bus, I realized that I was soaked to the bone. I wasn't dressed for this weather at all. I got amused looks from the passengers and I closed my eyes and tried to control the shivering that started to take over my body.

The bus moved through the streets and people got on and off. The view started to look more familiar as I got closer to home.

Another stop and another passenger boards, but this one seemed out of place just like me. A younger guy dripping wet got on board and fumbled with some cash and after discussions with the driver he finally figured out the correct fare. The bus started moving and he stumbled and missed to catch a handhold and almost fell. I moved to catch him as he almost fell on me, but he steadied himself and our eyes met. He thanked me for my help and sat across from me.

He looked a bit bothered and I asked if he was okay. He realized that he was vulnerable and forced a smile and told me not to worry that he was fine.

He was fine too. At this point, I couldn't help but dwell on his looks. Not quite the "boy next door" looks, but I'd guess in his early 20's. His wet dark hair started showing it was more of a dirty blond as he shook it off and it started to dry. From what I could tell through this wet coat, he had a nice build and maybe five foot nine or ten.

"You sure you're okay?" I asked.

He looked up at me with ice blue eyes and smiled. "Yeah. Just having some girl trouble," he said sheepishly.

My arched eyebrows and pouted lips must have given him the clue that I wanted to know more.

He stammered, "mmy girlfriend--well, this girl I know kinda led me on and used me to get her into a friend's party. She was all over me in the car on the way and as soon as we got there and she was in, it was like I didn't exist. A buddy of mine asked to borrow my car for a beer run and didn't come back before the party got shut down shortly after. So here I am on the bus."

I sat there stunned for a beat. "Wow. That...sucks," is all I could get out.

"To say the least," he responded and cracked a smile with touch of defeat.

I told him why my night wasn't much better and we smiled at each other.

The bus driver called out my stop and as I rose, he did the same and we laughed as we both said, "your stop?" Thank goodness the rain had lightened to a drizzle and as we got off the bus I decided to make a move.

"Hey, we've both had a shitty night. Can I buy you a drink?," I asked.

He looked around the mostly residential block. "There's a bar around here?," he queried.

I smiled, shrugged sheepishly and said, "well my place is at the end of the block. I guess that's the closest bar."

"Ah, okay, sure. Why not?," he replied.

I unlocked the door and flipped the lights and told him to make himself at home. As we were both soaked I offered him a towel and he asked if I had a robe as he was just as soaked as I was. Luckily I had one and brought it to him with a towel and told him to get comfy and I'd be back as I changed into some dry clothes.

I quickly stripped and dried off and threw on some loose fitting sweat shorts and a t-shirt. As I entered the living room, I saw that his clothes were in a pile on the floor and he was on the couch in the robe looking completely relaxed.

"What can I bring you?," I asked.

"A beer is fine if you have it--if not, a shot of whisky will work," he said with a smile. I had beer, but he was getting a glass of whisky.

I handed him the glass and I raised mine, "what shall we toast to?" I mused.

He took a big swig and raised the glass and said with a laugh, "to that petty bitch getting knocked up tonight."

A smile came across my face and I raised my glass and met his with a satisfying clink and a gulp.

"She really did a number on you huh?" As I said that and sat next to him on the couch, I looked down to see that his robe was just open enough to see something, but I just couldn't tell what it was.

"Uh...yeah...uh, you could say that," he replied. His pause was enough to tell me that I looked too long and I was caught. I moved my eyes back up to meet his and we stared at each other for what seemed like a few seconds.

"She teased me pretty good," he said kind of slowly--almost testing the waters on whether to proceed with something.

I took the bait and said, "oh yeah? Like how?"

I called his bluff and now I could see in him a little bit of a shudder by the way the liquid in his glass moved as he held it. He had to call or fold.

"Uhh..."

He reached forward and set the glass down on the table. As he reclined back, he robe opened just the slightest bit more. My eyes drifted down to see what I thought I saw before--I could see just the very tip of the head of his cock.

"She...uhh...started like she was going to...uhh...touch me," he stammered. He was so nervous all of a sudden--it was sweet.

I gave him an out. I leaned a bit closer. I gently asked, "touch you? Touch you how?"

His face was flushed. His eyes moved down. My eyes moved to his barely open robe and I could see that his body was trembling. Perhaps it was my imagination, but did I see a glint of light on the tip of his dick?

He stuttered, "with her...mmouth. She...took it out and she touched it...but then...she said we'd do it later at the party. So much for that." With that, his eyes met mine.

Not letting my eyes off his, my hand slowly reached for the fabric of the robe by his knee and I slowly pulled it towards me. I could see him trembling even more now as his cock was uncovered little by little. My eyes weren't deceiving me--a line precum was running down the middle of his shaft to his balls. As I uncovered his knee, I moved my hand up to rest there.

"Is this...okay?" I asked him.

His eyes widened and he drew in a deep breath and exhaled while slowly nodding in the affirmative with just the slightest grin in one corner of his mouth.

I leaned in a little closer and my hand moved lightly down his thigh and I paused just before using my fingertips to touch his dick. It was like my fingers were charged as he jumped slightly and his hardness jumped up and more precum erupted from his slit and joined the rest at the base. My fingers gripped his wonderful manhood and he moaned as I gently milked more juice from him.

I slowly slid off the couch and as I looked down I could see that I pitched a tent in my shorts and I could feel my own wetness had made a large stain. He must have seen it while we were talking.

I brought his cock head close to my mouth. His eyes jumped back from my eyes to his dick to my mouth and back again. I whispered to him coyly, "is this what you wanted from her?" I moved my open mouth to cover the head of his pulsing cock and closed my lips around it.

Still looking at him, his eyes widened and his mouth opened and a whisper of a moan came from within.

My tongue rubbed back and forth on his shaft and I started to push down slowly. He wasn't huge--it was nice, over six, maybe seven inches--and I was able to easily work him into the back of my throat. My hands slowly worked their way up to caress his chest and I found his nipples and they were wonderfully hard. I tenderly kneaded them between my thumb and forefinger. I looked up at him and he was laser focused on my work. I could feel him jump with each flick of my tongue and his hands reached out to hold the back of my head and his pelvis involuntarily thrusted his meat further down my throat.

Within a minute or two, his body shuddered violently and he cried out. He started to try to pull me off him, but I stayed locked on him and one hand gripped the base of his dick as I went to town on him, jacking him into my mouth. He shot deep in my mouth and kept spasming--filling my mouth with his copious and thick load.

I could feel his entire body relax as I kept him in my mouth. He softened as I finished swallowing what he gave me.

"Oh my God...that was so good," he said between deep breaths.

I played with him inside my mouth and eventually took his spent tool out and kissed the head and finished with a lick of the tip--making him shudder again.

I crawled up next to him on the couch and leaned down to suckle a nipple briefly as he giggled.

"How do you feel now?" I asked suggestively.

He looked at me and held my gaze and then burst out, "that was amazing! I feel amazing! Just...like, wow."

I laughed. I had to ask, "so...have you ever done this before? You know...with a man?"

He looked embarrassed all of sudden. He finally got it out, "no...I never...haven't ever...with a man. Well, kinda--you know, like beating off under the sheets with a friend to his dad's Playboys at a sleep over. Matter of fact, I've never done it with a girl either."

A smile was on my lips and then a frown formed on his. I immediately assuaged his anxiety, "no, no. I'm...so happy I could be your first experience" I kissed his chest and held his face. He finally realized that I was serious and he smiled.

All of a sudden, a sense of dread hit me. "Wait. How...old...are you?," I asked nervously. His brow furrowed, he looked puzzled and then quickly put it together and smiled.

"I'm 19...as of," he looks at his watch, "an hour and forty...eight minutes ago." He laughed as he saw the look of relief on my face.

"I was kinda hoping that this would be my big night...you know...with her. A birthday to remember." He paused, "turns out it was--just happened a different way is all. Thank goodness it rained, or else I'd have walked home." He chuckled and I joined in.

My hand moved down to fondle him and I could feel him starting to grow again.

I said with a smile, "so what now?"

He leaned forward to grab his glass, took a big sip and set it back down. He looked into my eyes while his hand moved towards my shorts. His fingertip brushed against the wet spot and rubbed. I clenched my ass and a fresh bead pushed through the fabric onto his finger. I could hear a small gasp and he kept rubbing it. Another push and more juice made the spot bigger. His hand moved to cup my shaft and lightly grip it through the fabric.

I pulled my shirt up and over my head and tossed it. I looked at him and I started working my fingers under the elastic of my shorts and slowly worked them down. My big mushroom head was revealed steadily like a strip tease. As the band moved down my shaft, more precum escaped from the slit and pooled and gradually began to slide down the shaft. He moved his hand to touch the wetness and as he made contact, he started to rub it into my skin--moving his fingers up and over the head making it glisten in the available light in the room.

It was feeling so good that I quickened the removal of my shorts and they hit the floor. I settled into the couch and spread my legs to let him explore.

"It feels so different from mine," he stated, almost like he was making a report. He wrapped his fingers around me and tightened his grip. "Oh it's so hard, but so smooth and soft," he said as he smiled.

"Can I...taste it?"

"Oh yes," I said, relieved. "Take your time and do only what you feel like doing."

He moved closer and now I was the one that was trembling. Here was this cute young virgin about to taste a cock, my cock, for the first time. I was so hot that I felt like I could shoot right then and there.

He played with me for a bit. Inspecting me, sliding the skin over my shaft and watching the precum dribble onto his thumb and fingers.

He looked at me and back to his hand and back to me. He brought his thumb up to his mouth and touched his tongue to the wetness. He pulled it into his mouth and savored the taste. He smiled at me. I could feel a knot in my stomach. I was on fire.

He moved closer, his mouth opening--aiming my big mushroom head towards the orifice. His tongue emerged, licked his lips and made contact just under the tip. My eyelids fluttered as he started moving his tongue around the head.

He stopped and asked, "is this okay? Am I doing it right?"

"Oh God, yes," I answered back, "if you want to put more in your mouth, just be careful with your teeth."

He nodded and went back to work. He certainly was eager to please. He sucked a bit on the head and started to push down. I could feel him making sounds with his mouth as he seemed to be pushing too deep to handle.

I coached him not to go too far on the first time and that he'd get better the more he does it. He moaned ok with his mouth full and pulled off me.

"How does it feel--are you close?" he asked.

"We can just play since this is your first time. You can use your hand on me if you want," I told him.

"No. I want to make you feel as good as you made me feel. I want you to cum...in my mouth," he said.

I melted when I heard that. I replied, "okay, how about this...I can help with my hand and I'll tell you when I'm close, okay?"

In a second, I was back in his mouth and he hummed an ok again. He was learning quick. I gave some advice, like using his tongue on my shaft and using his hand on the shaft to jerk me off.

He started doing what I suggested and I could tell then that he wouldn't need my hand. I started giving him encouragement. I felt like a teacher in class and it was making me hotter. Without realizing it, I started humping his mouth and he instinctively started using his hand at the base to keep me from going too deep.

I didn't have to tell him, but he was working up a big mouthful of spit and some was shooting out the sides of his mouth. Just seeing that and hearing the slurping sounds was bringing me to the edge.

"Oh fuck, I'm gonna cum," I told him quickly. I grabbed his head and started losing control and fucking his hot young mouth.

He was moaning with each thrust into his mouth. The orgasm was like a bolt of lightning shooting from my toes to my brain. I lost control--I was thrusting hard into his mouth and thank god he was using his hand to keep me from ravaging his throat. I froze and started to shoot into him with little bucks of my hips for each spurt of my hot juice.

I could hear him gulping and moaning as I filled his mouth. As I came around, I looked down--concerned about him. Both his hands were resting on my belly and he kept slowly working my shrinking cock in and out. I could see that some of my spunk worked its way out of his mouth and was running down his chin.

As he finally pulled me out of his mouth, he looked up at me, smiled and asked, "how was that?"

He had such a sweet look on his face and he was so innocent and eager to please me that I just had to have him. I leaned down to him as I pulled him to me and I shoved my tongue into his mouth for a passionate kiss. After a second of surprise, he returned the kiss just as intently and his body laid on mine. I grabbed his ass and pushed his now hard cock into mine.

"You were amazing," I told him as I eased out of the kiss. I couldn't help but clean my cum off his face and chin as I went back in for another kiss. We started laughing as he started sucking my tongue.

He broke off from the kiss and looked me dead in the eyes and said, "I wanna do more."

I smiled big and said, "well...what do you wanna do?"

All of a sudden he was like a little boy asking for candy right before dinner. He hummed and hawed and finally said it, "can I...fuck you?"

I smiled and took his hand and led him to the bedroom.

In the bedroom, I pushed the robe off his shoulders onto the floor. I took in his body. A little stockier than I thought, but that just added to his allure. I brought him into an embrace and pecked him on the lips. I sat him on the bed and asked, "are you lying to me about being a virgin?"

He looked shocked and said, "no! Why are you asking?"

"Look, I'm bi and I usually don't have unprotected sex with anyone unless I know the person and I've been with them for awhile. If you're a virgin like you said, we should be okay and can fuck without condoms. Do you understand?"

He looked confused, "I thought you had to wear condoms because it's not clean in the ass, right?"

He looked sincere and at this point I know he's a virgin. I went on to explain the "ins and outs" of anal sex as it were. I explained about getting tested regularly and keeping clean and everything else about it. I told him that I usually clean myself out every day in the shower--just in case. He took it all in and learned like a good student and now it's time for an activity.

I crept up on the bed to lay on him and started teasing his nipples. I could feel his cock growing pressed against me. I moved off him and I kissed my way down to his cock. I took him in my mouth and built up a mouthful of spit and slobbered up and down his shaft. Soon he was hard as steel and it was time for him to lose his virginity (to a man anyway). I wet my fingers with spit and rubbed my hole and pushed a lubed finger in.

I moved back up to straddle him and told him that I'd drive for his first time. I reached back and gripped his hardness and aimed it at my hole. I used it like a paintbrush to make sure my opening was nice and wet.

"Are you ready to lose your virginity?" I asked.

A sly smile came across his face as he rested his hands on my hips.

I moved the head to my pucker and pushed down slowly. I could feel him grow as he moaned and I kept pushing. I could feel my balls coming to rest on his groin.

I settled down and started slowly riding him. I leaned forward and started licking his nipples. He gasped and grabbed my ass firmly.

"You like?" I purred in his face to then kiss his lips and start to push my tongue into his mouth.

He moaned on my tongue and started raising his knees up, supporting my ass. I could feel him humping me now.

"C'mon, baby. Give me your hard cock. Shove that big dick up inside me. I want to you cum inside me. Shoot a big load up my ass, baby." I kept egging him on and every sentence got him hotter and he started to lose control.

"Fuck me, baby"

"Oh God, I can feel you getting bigger."

"Give it to me."

"I want you to shoot your hot load into me."

I started raising off him and slamming down to meet his now hard thrusts. You could hear the loud slapping sounds of our bodies meeting.

He started whimpering and moaning. "Oh fuck! I'm gonna cum! I'm gonna cum in your ass!"

I started speeding up even more and that triggered that tingle inside my cock.

"Don't. Stop. Fucking me!" I yelled in rhythm to the thrusts as I shifted my movements to a scooting motion from front to back and that did it for him. He stiffened and gripped my ass so hard that I winced and I could feel him blasting his cum into me.

I sat up and kept scooting and grabbed my cock and milked a load of precum into my hand as I quickly started jerking. I kept fucking him as he was coming down from his orgasm and he begged me to stop. One last jerk and I stopped fucking and started shooting my load onto his belly. I moaned this deep guttural moan that I don't think I've ever heard myself utter before.

I could feel him still pulsing inside me as he calmed down. He looked down at the puddle of cum on his belly and he started playing with it. His now slick fingers reached for my dick and rubbed the sensitive head. The tingles I felt made me grip his cock and he gasped.