20 I am a veteran.

"it's fine if you wanna take it slow, I will wait for you," she said with a smile.

I could not help but look at my past, Ella wanted to get laid, but I always pushed her to move slower, I made her wait for a whole year that was probably a mistake on my part, but this time...

"are you sure you wanna do it?"

Caitlin nodded violently on hearing that.

"fine, but all my knowledge comes from porn or hentai so... I might be a tad bit bad at it"

she put her finger on my lips hearing that

"leave everything to me, I am a veteran."

she said in a soft, sort of seductive voice right beside my ear. I didn't really see the point of saying things so quietly for a while, but then I realized that she did all that just to get me in the mood, and not gonna lie here it was working pretty good.

she slowly lowered her and hand to my crotch area. but that's when I thought.

"uhh, Cait I have a request"

"Sure what is it, lovey?" she said as she gently moved her hand on my crotch area, even though I was wearing pants, I could still feel her hand, and wouldn't you know it my little mate down there got so excited that it almost felt like it would tear through my underwear and pants altogether.

"uuhhh- I, don't want my first time to be in a car"

Caitlin chucked hearing that and sat back on her seat, "fine let's drive home first".

while driving I could barely focus on driving because obviously, I was imagining multiple different scenarios of what would happen after we reach home. I was in the middle of my thinking/driving when Caitlin interrupted me, "lovey, do you have any preferred type of condom?"

I slammed brakes hearing that but came to my senses instantly and released the brake, "I have never used one so I don't really know-"

she sighed hearing that "well I don't even know your thing's size, well I have some condom packs from when I dated Ian, I don't know if it will fit you..."

that actually hurt me for some reason, will I be using leftover condoms from Ian, and the fact that Caitlin has had so much sex with Ian that she considers herself a veteran, well that is possible since they had been dating for four years, I figured I was being too emotional, why do I care about the backstory of the damn backstory of the condoms.

but oh well "hey why don't we just buy every size condoms have to offer?" I asked Caitlin.

she grinned hearing that "I can let you buy some condoms if you agree to let me see what size condom will fit your dick"

"huh, how will you do that, we don't have any scale to even do that?"

she stretched her hand in front of me, "my hand measures about 6.3 inches, we just gotta compare it to your dick when it's erect."

I facepalmed hearing that, well it was actually a good idea but it was pretty obvious that she just wanted to tease me. so this time I decided to turn the tables. I quickly stopped the car at the side of the road and unzipped my pants.

"well here we are," I said as I pointed to the bulge formed underneath my boxers, just a slight push would make it emerge out of the fly (yes the hole in your boxers is called a 'fly' apparently) I was trying my best to contain my embarrassment but I would be lying if I said I wasn't looking forward to it.

"eh?" Cait did a small shriek because she didn't expect the tables to be turned on her, she quickly got herself together and put her hand on my crotch, she slowly opened the fly and my dick just stood up like a curious meerkat (that's a bad analogy) as if saying 'eyo- where am at?'

I was too embarrassed but at this point, I had just yeeted out everything in my brain which regretted doing this out my brain.

Caitlin has recovered by now, "eh? is that it?"

I shook my head "it's just not excited enough" I said with a teasing smile.

"Alright," Caitlin said as she started unbuttoning her shirt, she threw her shirt in her foot space, and revealed her purple bra, she slowly pushed her straps down the shoulder and then pushed the whole bra down revealing her, large boobs, she was definitely an F cup if not more.

her whore and slut tattoos were now visible and so was her nipple piercing on her right boob, I have always tried to ask her about those tattoos but she has always either denied to answer or avoided the question, she seems to have some kind of trauma related to them. I don't really want to push her to remember her trauma so I had decided to wait till the day she would tell me by herself.

her hanging boobs were pretty good stimulation, but not good enough as I had grown accustomed to watching them practically every morning now. Caitlin noticed my dick twitching and getting somewhat even more high up in the sky.

she decided to do something which I had not experienced yet. she grabbed my hand and placed it on her right boob, the on with the piercing. she slowly moved around my hand around her nipples, my dick had reached its 'final evolution'. it was standing tall and knew that it wouldn't become more erect because well, it was my dick after all.

"it's at its final stage," I told Caitlin, who then moved her other hand and wrapped it around my dick, I thought she was going to measure it with her hand's length, was she measuring its girth, I was wondering when she slowly started stroking my dick.

just the first three movements, even though they were rough since there wasn't really any lube were enough to make me start breathing heavily, my heart was beating like someone made a bass out of an airplane engine.

she smirked seeing me all red and sweaty and then moved her hand away, "hmmm, it's around large size, so let's buy a medium, large, and XL condom just for safety if by any case my measurements were inaccurate."

is this what Senpai felt when Nagatoro teased him? oh well.

she pulled up her bra, but I hadn't realized that I was grabbing on her breast the whole time, I quickly released it the second I felt the bra. is even grabbing a boob too much for a virgin like me, I wondered as she started wearing her shirt again.

my boner had not gone down, and the pharmacy was not far away so I decided to wait till the boner goes down because there was no way I could fit it inside my pants again without going through hell.