A Gentle First Time

It was two friendship groups from college. My friends and his.  We all came together by chance while we were at the bar and when the vibe there wasn’t great we went back to his place, two groups coming together. 

His name is Frederick but everyone called him Freddie. His parents were originally from Germany, but I didn’t know that then. 

So far it had been a great night.  We’d all laughed, there had been no drama, and we had all had just the right amount to drink. It was good, honest fun. 

I lived further out of town than any of these guys. My parents had moved to the suburbs recently, but I was determined to finish college at the same school, with my friends.  It was a schlep, getting two busses into class, but I was making it work. 

So, when it came to a game of strip poker I had a couple of reason to worry. The first was simple, our rules for strip poker weren’t what you’d call “standard”.

First off, it wasn’t poker because none of us knew how to play poker.  It was strip snap, because we’re all idiots.  

Second, it wasn’t just strip, it was strip AND take a drink. And I’d already had my limit if I wanted to be able to get home. 

But the other reason was that I was wearing a new jock, but not a sports jock. It had a mesh material at the front so it was almost see-through, and it was designed to be cute and sexy because I longed with all my heart to have some guy think I was cute and sexy. But nobody knew that. Nobody but me. 

I’d known for a couple of years that I was gay.  I had fought it, suppressed it, and even binge-watched straight porn in an attempt to condition myself into being straight. I just ended up looking at the hot guys and I barely noticed the hot girls. I imagined laying there and being kissed and caressed by these muscled studs on my screen. I had epic fantasies of my first time being with some sweet guy who’d really take care of me, be gentle and not hurt me, who’d give me something to remember as a positive, wonderful experience for the rest of my days. But all that was tough luck, because I was kinda shy, I found I just couldn’t tell anyone I thought I was guy, and so I lived a secret life at the back of the closest, wondering when all this would change, not understanding how it could. 

Freddie was the opposite of me in almost every way. I was kinda short and had a slight build, while he was tall, with broad shoulders and a runner’s physique. I had dark hair and eyes, whereas he was a bold blonde with gleaming blue eyes.  My nickname was Storm Cloud because I always looked like I was in a dark mood, even when I wasn’t.  People outside my group of friends didn’t really know me or my name. The short-lived goth phase I went through in my mid-teens didn’t help.  Freddie was just Freddie, and everyone knew him. He was bright and popular. The life and soul of the party.  Of every party. 

I’m Hugo by the way.  Nice to meet you. 

Anyway, I pulled some sour faces and one of the girls noticed and asked what was up.  I said I’d have to go or I’d never get home. I said if I drank any more I’d end up on the wrong bus or passed out somewhere.  

Freddie, the life and soul from the other friendship group and whose house this was, jumped in right away.  He’d been listening to this sub-conversation. “Hey it’s no problem!” He declared.  “You can crash here, buddy. There’s a spare.  So as long as you don’t puke everywhere, it’s all yours.”

Now, I don’t know Freddie.  I only know of Freddie.  And I was a little shy, a little nervous around new people, and his really kind offer caught me off guard. I was about to be very thankful, but decline, when a number of my friends piped up and cheered and thanked him and declared the matter settled. 

I was staying.  It was a done deal. 

I sat back in the armchair I’d occupied and took a deep breath.  I glanced over at Freddie, both happy and thankful and very unhappy and thankful, which is hard to pull off unless you’ve had practice. I blushed when he caught me looking. He smiled and winked, and went back to his conversation. 

The game was fun despite the knowledge that in a short span of time I’d be here alone with a guy I barely knew, staying in his house, in strange surroundings. It wasn’t that I was expecting anything to happen because of course I wasn’t. I mean, Freddie was a complete dream, but there was no way Freddie was gay or bi and no way he’d have any interest in the Storm Cloud even if he was.  And he wasn’t.  

No, it was just that I hated new experiences.  I found it hard to make new friends.  You know how it goes.  All that stuff.  I was always too busy daydreaming and internalising my problems. 

Anyway, two games had gone by with two losers who’d had to strip to their underwear and do a little dance.  How embarrassing, totally cringe, but totally hilarious.  We all fell about laughing, having the night of our young lives. 

We were part-way through the third game, taking it in turns with the cards.  It was pretty even so far.  Everyone had lost at least one item of clothing and most of us had lost two or three.  I couldn’t afford to lose much more!

A little time passed. Some more drinks were drunk and we were down to the wire.  I was down to my jeans and underwear, my shirt, socks, and sneakers long since discarded.  Freddie was in a similar position to me, with the exception that he looked totally awesome with no shirt and I looked like a kid. 

Names were drawn and suddenly I was facing him. There was jeering and laughter, because whoever lost this round was gonna be dancing in their underwear. This game was over, it was just about which of us would end up doing the wiggle of shame. 

Our eyes met across the coffee table we were using.  He gave me a little half-smile and I thought for a minute he had winked at me again, but I figured I imagined it.  He wiggled his eyebrows at me, trying to get me to smile.  I obliged. “You look like a different guy when you smile, you know?” He said. Everyone could hear that. They had all been silent, holding their breath, all waiting.  There were some jeers, some comments about the “Storm Cloud”, about trying to put me off, but he didn’t pay any attention, he just smiled at me.  I went a whole new shade of red. 

Okay, I thought.  He’s just trying to put me off.  Concentrate.  Think of the jockstrap you decided to wear….

Cards were dealt.  Cards were laid down one by one. Then, all of a sudden, two cards appeared the same and both of us went for it. We both yelled “snap” and both our hands collided in mid-air as we reached to cover them. The table was nudged to the side, the cards went everywhere, and Freddie fell off the side of his chair to roll in hysterics on the floor.  

There was a fast-paced debate among the friendship groups.  Who had got there first.  My guys were backing down and I felt victory slipping away….

Freddie got back up and calmly said “So do we both have to do it?  Isn’t that the rule, when it’s a draw?”  

He’d thrown a whole new option into the mix. Both of them…..?  Yeah, that’s what it was, everybody said.  Totally.  Both of them. Yeah, a draw.  We knew that……

He met my eyes and this time I was sure he winked and hie wiggled his eyebrows again.  He’d done that on purpose.  He’d seen I was gonna lose and he decided to put himself out there so I wasn’t on my own.  He’d known exactly what to do to manipulate the situation. 

So he was a manipulative son of a you-know-what...!  But it was the sweetest thing. 

He stood tall in from the crowd of friends and gestured to me to come join him.  He placed his hands on his jeans button and I did the same.  He wiggled his hips and ass as he slowly undid the fly and I very reluctantly followed, my eyes rolling back in my head.  Stupid game. Stupid sexy underwear. Stupid me! 

He dropped his jeans and I did too.  He was really showing off now. I pulled my jeans right down to my ankles too, just like Freddie had done.  I wiggled a bit on the spot, whereas he was really going for it.  Everyone was clapping and singing and cheering. It was fun despite my hatred of being here in just my cutesy, sexy underwear.  I figured I had done enough and I pulled up my jeans.  Freddie followed me a few seconds later. 

Someone called out “Hey nice underwear Hugo…” and someone else said “Yeah I hadn’t figured you for THAT kind of thing…..”

Freddie laughed really loudly.  “Well screw you guys!” He said with a massive grin. “My underwear not good enough for ya…?” He glanced at me quickly then said “Besides, that was just a jock. It’s one of those new breathable ones, you know….?  For running…..?”  And he winked at me again and I flushed red and I couldn’t work out why he was helping me out.  If anyone in this room new what a runner’s jock looked like, if there even was such a thing, it was Freddie. 

“Isn’t that right, Hugo…?” He said, staring right at me, one eyebrow raise. 

I blushed again.  “Er....yeah….. when I got ready tonight it was all I had…. You know how it is…..” I said, fumbling over my words, my eyes seemingly connected to Freddie’s.  “Mom’s always going on at me to do my laundry, y’know….?”

Everyone laughed.  Yep, that was perpetual.  They all knew.  Everyone’s experience was the same. Subject changed.  Everyone moving on. 

I sighed a massive sigh of relief.  Crisis averted, and all because Freddie diverted attention and then lied for me. I was willing to bet that more eyes were on Freddie than me, that most people didn’t even see what I was wearing. I was liking Freddie more and more. 

The evening drew swiftly to a close after that.  People called cabs, shared rides, or were picked up.  Finally the last two girls left, one of them clearly angling for an invite to stay and I was pretty sure she didn’t mean in a spare bed. He shut the front door, turned and leaned against it and rolled his eyes, then grinned at me.  

“What a night!” He declared and I grinned.  Yeah it had been pretty good, my best night out for sure.  I wondered if maybe I should try to get out more. 

“Come on, I’ll show you where you’re sleeping. There’s a charge for staying the night though….” He said with a cheeky smile. 

I felt myself blush once more and I hated myself for it.  Was he thinking…..

“You gotta help me clear up in the morning before the old people come home!” He said and he laughed and walked past me back into the house.  I rolled my eyes.  I would have offered anyway, but for a minute there I had wondered….. It didn’t matter. 

He showed me the spare room, just a couple of doors down the hall from his room.  I didn’t have anything to wear in bed and after saying it was fine and that I’d just wear my underwear, which made me blush yet again, he sniggered and grabbed a plain white t-shirt for me. He said it was oversized on him, so it swamped me. It was like a night shirt.  

He hung around in the doorway for ages talking about the night we’d had, telling me he’d had to fight off Sandra all night, the girl who left last. He made it clear he really wasn’t into her and I couldn’t work out why he was going on so much about that. Conversation dried up and eventually he said “Okay, I guess you’re tired so I’ll see you in the morning.  Help yourself to anything - anything at all - if you want anything in the night” he said.  He looked me in the eyes and I smiled and said thanks and he left, closing the door softly behind him. 

I lay there for ages, my eyes closed, but sleep a million miles away.  I couldn’t get Freddie out of my mind. He had been so nice to me all night and I couldn’t work out why. He’d bought me drinks at the bar despite not knowing me. He’d walked with me. He’d tried really hard to make conversation with me.  People didn’t often do that. 

Back at his place he’d been nice too, just little things.  And when I looked in his direction he was mostly looking at me. He’d offered me a place to stay, didn’t want to see me go. I had thought he didn’t want the party to end, but maybe there was more to it…?

And the more I thought about it, the more I realised that it wasn’t his turn to play strip snap. I was sure he’d taken someone else’s turn. And then he’d fallen off his seat and sent the card flying and then made a big show of it being a draw.  

And when I was talking about wearing my underwear to bed, what had he said….?  “I sleep totally naked, but it’s always more fun if someone takes my underwear off for me, ya know?”  I had brushed that off as an overt reference to his skill with the opposite sex. A bit of showing off, you know. 

And in the doorway earlier. He hung out here for a long time.  I had thought he was just coming down off the party high, but was he?  All that talk of how he wasn’t interested in Sandra. Not at all. In fact, what had he said….?  “Girls are so needy, aren’t they?” And did he say something like “If only there was an alternative….”  How had I missed that?  

Was Freddie flirting with me? 

My eyes were open now and I couldn’t close them because I wasn’t in the least bit sleepy and every time I closed them, all I could think about was Freddie wiggling his hips in his boxer briefs….looking hot….amazing actually…..

“Help yourself to anything - anything at all - if you want anything in the night” he had said.  He’d looked right at me when he said it, too.  Anything at all…..

I was hot. I wasn’t tired.  I was confused and I was horny, too.  And thinking about Freddie was making me even hornier. Surely Freddie wasn’t…. Was he?  Was he hinting to me?  Or was I just adding two and two and coming up with five….?

It was driving me crazy. I threw off the covers and sat up. I had to know.  I had to risk everything and find out, because I knew what I’d be like tomorrow if I threw away the chance and I was so utterly desperate for some attention. Dreaming about having someone just to be honest with...it was becoming an unhealthy obsession. 

But I couldn’t.  I couldn’t just march to his room and say “Hey Freddie, are you a bit gay and were you flirting with me in the hope that I am too?” 

A voice in my head said to me “If you ever want to find someone, that’s exactly what you’re gonna do.”  I went cold. 

I found myself creeping, tip-toe, toward the door.  I wasn’t even sure how I’d got out of bed.  I waiting a full minute, listening, before I turned the handle.  I held it for a full minute before I swung the door open.  The hall was dark, empty. 

I crept out into the hall, the bedside lamp that I’d left on in my room giving me just enough light to see. I walked a few paces away from the safety of the doorway.  My stomach was churning. What the hell was I doing…..?

Another few steps.  I was half-way there now.  His was the door at the end of the hallway.  Right in front of me…. The one that was opening….

I froze, my whole body in a cold sweat of fear and anxiety and I don’t even know what. 

Freddie’s door opened and there was his silhouette in the doorway, a dim orange glow behind him. 

Now what….?

“You okay…?” He asked his voice a whisper despite there being no-one else in the house. 

“I…..” My throat closed up and I couldn’t do it.  I wanted to so badly, but I couldn’t. “I just needed…..I was looking for…..the bathroom” I said, my voice also a whisper, but stilted and broken and nervous. The bathroom was the other way.  I knew that. He’d shown me. 

There was a pause that seemed to go on for days before he calmly and decisively said “No, you weren’t”. 

Everything stopped except the thud-thud-thud in my chest.  It was so loud. Surely he could hear it from there.  Oh my god, had I been found out…?  What did that mean, no, you weren’t….?

“Um….” I said, a pitiful noise. I felt like crying.  My brain had gone on vacation and left me behind, left me to fend for myself without the ability to think. 

He was walking toward me.  Slowly.  He was wearing his underwear and a t-shirt. He looked great in silhouette.  That’s all I could think. He looked great…. I was frozen to the spot.  My heart was in my throat. It was pounding and I felt light-headed.  Maybe I could faint…..

Then he was there, in my personal space, so close to me.  His hands reached out and I flinched when they touched my waist. I was confused. What was happening?

He pulled me even closer. We were touching. I could feel the bulge in his underwear against mine and then his lips touched my lips. They were warm and full and they parted slightly and mine did too.  I felt his tongue, hot and wet, slide into my mouth.  Just the tip, just exploring to see what I’d do and I couldn’t help but meet his tongue with mine.  He pulled me into him even more and we were now standing together from toes to lips, our bodies brushing up against each other. And we were kissing, actually kissing, our mouths together with growing intensity and passion.

My groin was on fire and I could feel blood pumping into the area and swelling my dick.  I could feel his too. I could feel another boy’s dick through his underwear, growing harder by the passing second, pushing against me like all this was perfectly normal. 

Freddie pulled back a little and my first kiss was over. I didn’t want it to stop and I didn’t want to open my eyes in case this was all just a dream.  When nothing happened I had to open them, and there he was, smiling. I could see that even in this dim light. 

“You coming back to my room…?” He whispered. 

My heart rate went into overdrive. That was all I could focus on because I was sure he could hear it and I could hear only that. 

“Please…. Please come back to my room?” He asked.  

I took his hand when he offered it. “You’re cold” he said, and he led me. His hand was big and warm and soft and his touch was setting me on fire.  I followed dumbly, no longer in control. I had no ida what I was doing or what I’d do when we got to his room, but I knew I wanted him to kiss me again because….. because wow!

He led me into his room and he closed the door behind us.  There was a warm orange glow from a light in the corner, just enough light to see by.  He smiled at me, pulled me back into him and there we were again, his lips on mine, our tongues together and electricity arcing over my skin.  

It got passionate as we ate each other’s faces and he let his hands drop and he squeezed my ass.  I let out a little squeal because he surprised me, but his touch was awesome and I loved it and I wanted more.  He stopped to see if I was okay and I pushed him back onto the bed and climbed up and we resumed kissing.  

He grasped at the hem of my oversized t-shirt and pulled it up over my body, running those big hands of his all over my back.  His touch sent shudders though my body. He grabbed the t-shirt and pulled it over my head, throwing it to one side. All I had left was my cutesy, sexy jock.  

He pushed me off him, rolled me onto my back and he reversed our positions so he was straddled over me.  He kissed me some more, then left my lips and kissed my cheek, then down by my ear and down to my neck.  He kissed down to my chest where he sucked and bit my nipple while I ran my fingers through his hair.  He kissed downward, to mid-torso, now at my stomach….

I was infused with sexual energy and terrified all at once.  No-one had gone down there since I was out of diapers, no-one.  And all of a sudden he was there.  He kissed just above the elastic of my underwear, then the elastic itself, then the little bulge that had formed under the elastic.  My cock jumped about, throbbing at the attention, at this new sensation. Then he placed his hands on my hips, he grasped the elastic wasitband, and he slowly pulled my underwear down, over my dick which sprang up to attention as it was freed, and down to mid thigh. 

I had no time to react, to move or protest or do whatever.  He closed his mouth around my cock and everything exploded in a kaleidoscope of colour.  The sensation was a thousand times more incredible than my fantasies.  A hot mouth, wet and soft and just wonderful, was slowly caressing the head of my erection. I breathed in deeply, an automatic reaction and I hadn’t drawn breath for about ten minutes, I thought, and then out again.  

He giggled around my dick in his mouth.  He brought his hands to my balls and he played.  I breathed deeply again. It was just the most amazing feeling and I was frozen as every part of me was focussed on these sensations, soaking them up and making sure I didn’t miss a single thing. 

He was great.  He sucked me, licked my shaft, sucked my balls.  I just lay there like a corpse, unable to function with my most private parts being administered to by Freddie’s mouth.  

He released my cock and kissed back up my body and placed his mouth on mine again.  I responded and kissed him back.  I could taste me on his lips and tongue and that gave me such a thrill. When he broke the kiss he was grinning.  

“You okay?” He asked casually. Just checking in.

My brain screamed at me:  “Be honest…. Tell him……”

He kissed me lightly, rubbed his nose on mine.  “Hey…” he nudged. 

“Yeah….” I whispered.  “I just……”

“Never had the chance to do any…..”

“Yeah” I interrupted.  “I….. haven’t done anything…. Ever…..” I said and he kissed me again and nibbled my ear.  I giggled, because it tickled.  “Oh god, I’m such a loser!” I said with a little laugh.  

He kissed me again and it was more passionate this time.  “You’re not a loser” he said between pressing his lips to mine. He trailed his hand up and down my chest. “You’re sweet and kind and super-cute….” And we kissed some more while I blushed and wondered if the fire this guy lit in me could ever be extinguished.  “And I never did anything serious with a guy either.  I’ve fooled around a little.  But I never had the chance to…. You know…. Be with anyone.”

We kissed some more and he grasped my erect penis with his hand and slowly stroked it, stopping only to let his fingers toy with my balls. He ran his fingertips through my trimmed pubes.  I was practically hyperventilating, his touch driving me totally crazy and the thoughts in my head making me dizzy. 

I uttered three words which took more courage to form and say out loud than any words I said before or since.  I don’t know how I managed it, I just knew I wanted him and I couldn’t allow this to end yet. 

“Please….. fuck me……”

He raised his head so he could look at me, his face serious all of a sudden. I could see the longing in his beautiful ocean-blue eyes. I felt his pulse quicken and his body shifted against mine, pressing harder and grinding against me like it was ready to go. 

“You sure…….?”

I nodded.  I couldn’t say anything else because having got those words out I was absolutely broken.  But I knew what I wanted.  I hadn’t wanted anything more than this in my entire life and I knew I was ready.  And I knew Freddie was the one. 

He lowered his head, his face close to mine.  I could feel his breath on me, ragged and lustful. He kissed me and we grasped one another, our hands exploring each other’s bodies as we writhed around on his bed.  

I pulled his t-shirt off his body and pushed him back. I straddled him, sucked on his nipples and play with his pecks.  His body was firm and strong, such a contrast to mine. I wanted to suck him, despite never having been so close to another guy’s penis. I slid down his body and tugged on his boxer-briefs, pulling them all the way down and off, past his feet.  I tossed them down by the side of the bed.

Freddy had hairy legs, unlike mine.  They were definitely more manly than mine.  They were slim but taught and I ran my hands all the way up until I got back to where I wanted to be:  his beautiful hard penis.  It was standing upright, twitching. The veins along the shaft were popping. It had a slim head, but the shaft had more girth than mine and it was a little longer, too.  I looked at it, examining it. I touched it and he groaned a little, my touch making him flinch and squirm. 

Fuck it, I thought, and I opened wide and took him as far back in my throat as I could.  I caressed him with my tongue and pushed him into my cheek where I moved my head up and down.  I wanted to please him so much, just like he had pleased me. 

I caressed his thighs and scrotum, being careful and every so gentle with his balls.  I was dribbling down his shaft but I didn’t care.  I loved the taste of him, loved the saltiness than was building. It was my first time giving a blowjob, and I was enjoying it far more than I thought I would. 

He pulled me off him and practically dragged me up to his face to kiss me some more.  

“Was it no good?” I asked, a little disappointed.  I had tried so hard. 

He giggled and kissed me long and slow and deep, his hands trailing slowly down my spine and tracing circles of fire around the base of my spine.  

“It was a little too good” he said. I raised my head, confused, but when I saw his broad grin I got it.  

“Oh, you…..”

“Yeah” he said.  “And I don’t wanna come yet. Okay?”

“Yeah. Okay….” I said.  “It was my f….”

But I couldn’t finish the sentence because he was kissing me again.  His hands dropped to my bottom, squeezing and kneading. I pushed back with my hips, desperate for him to touch me there, in that one place where I really wanted his fingers. 

And then he did it.  

My whole world exploded with showers of sparks as he trailed a single finger across my asshole.  I whimpered and put my head down beside his and he got the message.  He touched me there again, two fingers now, then both hands.  They played and probed and pulled and pushed and it felt so fucking good that I almost came just from that.  No-one had touched me there, and certainly not like this.  

Freddie moved me off him, slid me to one side so I was laying face down on the bed.  He moved behind me and I hoped beyond hope he was going to kiss me there…..and he did.  He spread my pale cheeks with both hands then buried his face and lapped at my hole with his tongue.  I was in heaven.  It was bliss.  

He began to use his fingers to probe while he licked and lapped with his tongue.  I pushed my ass right up, the clearest sign I could give that I wanted more, and more, and more. 

Then the tip of his thumb slipped almost effortlessly through my ring, past my virgin sphincter, and inside me.  I almost cried it was so good. I could feel it there holding me open, moving slowly and gently within me, while his fingers created sparks on my skin and his tongue melted me. 

He fingered me.  I was so relaxed and he was so gentle, he had two fingers inside me before I knew it.  He was pushing them in, right up to the second knuckle, and then twisting them and caressing the wall of my rectum before removing them and doing it all over again.  I could feel he was pulling on my ring each time, spreading his fingers slightly as he withdrew them, pulling me open.  

He took a quick break to reach under his bed and grab a tube of lube, which he squirted into my ass.  “I’m gonna use lots because…..” And he never finished the sentence, and he didn’t need to.  He went back to fingering me, and now it was even better than before.  

Suddenly, “Oh! Shit!” He exclaimed.  I turned.  What was it?  “I don’t have any…. I meant to get some more but I…..”

I realised what he meant and I can’t think of time when I cared less about something, least of all condoms. I rolled over onto my back and pulled him to me, pulled him back on top of me.  “Don’t care” I said between kisses on my mouth, his cheek, his neck. He giggled and grabbed my legs, brought them back. 

“You sur…….”

“Don’t care!” I said, my fingers touching his face.  To emphasis the point I reached down and grasped his penis.  It was throbbing. So hard, but it was no toy. No hard edges, just flesh and skin and inner warmth.  I pulled it toward my hole as I pulled my legs back to give him access.  

He got the message.  He smiled a lop-sided smile and lay forward. I wrapped my legs around him, pulling him in more. I lined him up and he thrust with his hips. He pushed. There was a strength to it, but he was being gentle and delicate and he was staring into my eyes as he did it. 

For my part I was relaxed and lost in his baby-blues. I gasped slightly as I felt the tip press forward. There was no difficult part, no popping as the head finally lurched through an impenetrable ring of muscle…. Just a soft, gentle, unstoppable gliding of his hard dick as it spread my hole open and slid inside me. 

I exhaled deeply and shifted my body, moving myself around to feel more of him inside me.  And I could feel it.  All of it.  It was like my senses had truly come alive and I could feel everything. I looked back up at him, looked Freddie in his eyes and I parted my lips for a kiss.  His eyes were wide, the realisation of what he was doing written across his face.  He saw me, seemed to see right through to my soul, and he lowered his head so that we could kiss.  He thrust more as our lips met, sliding the rest of him all the way in. 

We lay like that, my arms and legs around him, pulling him in, my lips on his.  He ground gently against me, pushing up into me, skin on skin from hips to nipples.  I could feel my cock rubbing against his muscular stomach, adding to the thrill. 

He stopped kissing me and looked deep into my eyes, wonder in his. “This is so good” he said.  

I smiled.  “So good” I agreed. 

I pushed him, somehow rolled him over onto his back.  His cock slid out of me but I got up on top of it almost immediately.  My knees planted either side of him, his hands on my thighs, I lowered myself down and impaled myself on him. I sat right back, taking him all the way, feeling the head of his dick deep in me. I close my eyes and look up, then I rose up on my knees, and fell back down.  

He traced his fingers over my midsection, playing with my belly button and pubic hair with one hand while he grasped my erection with the other.  I bounced up and down on him, making him moan loudly.  I was whimpering.  The rise and fall, that movement of him sliding in and out, was magnificent.  

I began to feel a glow. It started around my hole and spread to encapsulate my scrotum, my balls, and then my penis.  It was like an electric warmth that was building, getting hotter, sparking more, urging me to rise and fall faster, to move my hips in a certain way, that drove his dick against the wall of my insides in a wonderful way. 

“Oh god…oh god….” He was saying, but I was lost in my own sensations.  “Oh god…I can’t….oh god….” 

Oh god was right.  I knew what this was now.  It was a the longest build-up to an orgasm, ever.  I couldn’t stop. I was past the point where anything could stop it.  I rose and fell faster and harder and more, while he touched me. He was lost, his eyes rolled back in his head. I don’t even think he knew he was touching me any more. 

He gave a final “Oh…..god……” in a strangled voice before he pushed up off the bed, his hips flexing up and pushing into me.  I felt his penis expand and throb and pulse and I felt the sensation of hot wet fluid being pumped into me. 

My eyes went wide and time seemed to stand still, and then I cried out as my own cock throbbed and a huge string of cum shot right up Freddie’s chest.  I stopped bouncing and he stopped moving as we both pumped our balls dry.  It was the most earth-moving orgasm I had ever had, being filled up on the inside while I emptied myself over this hot boy underneath me. 

I collapsed down on Freddie and he caught me and held me tightly, his hands caressing my back, the back of my head, my neck. 

Neither of us could move.  We were temporarily spent, exhausted.  It had been wonderful and new and exciting, but most of all it had been like my dreams. Soft, gentle, loving. There was no pain, not even any discomfort.  Just passionate sex. 

Eventually he made a “phew” sound.  “Oh, My, God!” He said and he chuckled.  I giggled. 

“You were incredible” I said.  

“Me…? You were, you mean!” He replied. 

Both together, both at the same time, we said “I have never…..” And we burst out laughing. 

He gently lifted me off him, sliding himself out of my passage and laying me next to him.  He snuggled down next to me, on his back. I put my arm over his chest.  He put his behind me, pulling me in close.  It was so….lovely. Like something a boyfriend would do. 

“I really want to get to know you better, Hugo” he said, squeezing with his arm. 

“Does that mean doing this again?” I ask with a cheeky smile that he couldn’t see, but I hoped he could feel. 

He sniggered.  “I hope so!” He said.  There was a pause and then he said “I really like you, and I haven’t liked anyone for a long time. Not since I realised about myself…..” 

I got up on one elbow and looked down at him.  “I really like you too” I said.  “I’d like to get to know you”It was my turn to pause.  Then, with a small tear in my eye I said “Thank you…” 

He cupped my face and brought me in for a kiss.  “Why are you thanking me….?” 

“Because you were so kind and gentle and you took your time and didn’t rush…. You made it great. Really wonderful. You made my first time everything I wanted, and more.”

He kissed me again.  “It was my first time, too, and I’ll remember it forever.  And how could I be anything else with your beautiful, delicate body….?” 

I laughed a little and he faked being hurt.  “My skinny, rubbish body!” I said. 

He ran a hand down my back and squeezed my bottom. “You have a totally awesome body” he said with genuine sincerity.  “Come here, let’s snuggle.”

I had epic fantasies of my first time being with some sweet guy who’d really take care of me, be gentle and not hurt me, who’d give me something to remember as a positive, wonderful experience for the rest of my days. I used to wonder when  everything would change, not understanding how it could. And tonight it did, out of nowhere, in the most unexpected way. 

I draped my arm back over his chest and snuggled into his warm body.  As I close my eyes and dozed off, the beat of his heart lulling me to sleep, I dreamed of what tomorrow might bring. And the day after. And the day after that.