The First Mistake

I leaned in and kissed his tip. I remember that vividly, I don't remember what he tasted, but I do remember how Phil smelled, it was like soap. This is one thing I don't seem to forget.

Things after that were a blur of passion, I moved my head nice and fast, but because I've never given a blowjob before, Phil has to verbally guide me, eventually settling on a way that felt good for him. I know that we easily crossed barriers and our friendship would never be the same, but at least it was kind of on our terms.

The minutes passed and I got tired, I never knew moving my head around would be so tiring! Phil looked like was over the moon still, and after I get out of my kneeling position, I can only remember how cute he looked while panting a bit.

"Uhm, sorry. My jaw was kind of getting stiff and-"

"Don't worry... Wanna sit down at the bed? You don't exactly need stay on the floor."

"Inviting me to your bed already? What a player~!"

"D-don't tease me, Mari! The idea was yours!"

He was kind of right, and I was feeling myself a bit floaty, I remember not exactly knowing how aroused I was, but I knew my pussy was getting wet. With a slow dull pulsing sensation inside of me, aching for some sort of release, but I was paying no mind to that, my head was on how all addicting all of this was.

I jumped on the bed, almost regretting my decision with how my breasts bounced hard, but I at least got to enjoy his silky covers while I heard the sound of drawers. I tilted my head back and saw my nerdy friend hold a pack of condoms in his hand, it was kind of a silent agreement between us really. He sat by my side and I watched as he fumbled the pack, with me sighing and deciding to help the awkward soul.

The next few moments were quiet, but I did what I sought out to do. After the condom was on his bigger than average dick, I remember how he looked anxious, so I had to find a way of ease him in. The next thing I know, I am making out with my long time friend and sitting on his lap.

"S-shit, Mari, you... Fuck. I don't know what to say man..."

"Me neither, Phil. Let's just... Enjoy the moment?"

After more fumbling from my part specifically, I slowly lifted my hips and grinded against his condom clad dick and started to ride him. Surprising both him and me, the sensation was wildly infectious, I was hooked from the start. My hips moved well for a first timer, I then kind of remembered that riding almost looked like dancing, so my mind just filled the blanks on what I should do.

I knew that this awkward moment would not last long, but the feeling was electric and none of us exactly felt nothing bad about this. It was pure and simple, just friends having their first times together, although I never thought I'd experience this side. When Phil moved his hips in a certain way, I gasped out, with him somehow, through a clear stroke of luck finding one of my many sensitive spots... I don't care if the pill made my pussy so sensitive, but damn, it was good.

He felt good, longer than I'd imagined and my grip on him was vicious, both with my nails digging on his shoulders and with my snatch doing the job and agonizingly getting me closer to the end line. I saw in his eyes, how despite it all, there was still some ****, as if he couldn't believe someone as hot as I looked was with him, and that almost broke my heart, so yeah, I ended up kissing him and speeding up our orgasms until the big wave crashed over me.

My brain short circuited the moment I felt... something hot hit the back of my core... Did the condom ripped? Yeah. And I didn't care about it at that moment, I just came over and over, my quiet gasps muffled by the long kiss I engaged with. My back arched and shivers constantly ran down my spine whenever Phil continued to thrust up, until the endless crescendos of orgasms finished.

"Fuuuck. S-Mari, you.... I cannot even begin to thank you."

"No prob, Philly. God... I think the condom ripped."

"Should we be worried about that? I mean, those pills can lock you into being a girl, right?"

"Yeah. But don't worry, I'll be fine."