Just to set the stage I find this story more funny than sexually charged however I suppose telling it in as much detail as possible will be important for all of us out there. Today I'm a college student, and have been experiencing lots sexually, so I wanted to try out recounting some sexual stories. This will be the story of how I lost my virginity. This is a long one, it has some humor, but if you want to skip beyond the context, go to the ********

Over a summer, My family took me on a cruise ship departing from Florida. Long story short all these cruise lines have a "teen club"  Where teenagers can all meet one another and do activities aboard the ship, usually curated by some staff. This also is where those teens meet one another and make friends, or for the purpose of this story deduce if anyone aboard the ship is attractive or not. This is where I met Katie.

Obviously I'll keep identities safe, so everyone involved will have changed names. At the time I'm a varsity football player (American) so I have some muscle but I'm also still skinny and lean, I'm a white boy with dirty blonde hair, I had a happy trail and all that but I wasn't too manly looking yet. I'm about 5'10 and up to this point I'd only had my dick sucked by 2 girls, and I've only kissed/touched 4. I was by no means experienced at the time, but as any modern day teenage boy, I'd watched and read about plenty of sex, so I wasn't half bad at sexual stuff.

Katie was from Florida, she's Cuban and white, so a fair skin Latina, she stood about 5'8, black hair, nice lips. She had that Cuban sort of accent, similar to that Cardi B voice, that was definitely sexy and smooth. When I first saw her I couldn't tell if she had all the assets, but I saw her in a bikini the first night and saw that she had smaller but full tits, and an ass that at the time blew me away, it was a nice thick round bubble butt. She wasn't a super model, but to a horny teenage boy she was definitely cute, I'd give her a 7.3 out of ten, definitely have seen more attractive women/girls, but she had something that made her attractive to me.

That first night Katie and I hit it off. We are talking through most of the night about one another, where we're from, what we do, and we find that we have some commonalities and the conversation flows in a very natural and nice way. At the end of the night I get into an elevator with her and a few other kids and as more people get off the elevators it's just me and her left. The elevator opens on her floor and I offer to walk her back. She says no that's fine, and thanks me for hanging with her. Then she leans in! But because I was very inexperienced with those cues I don't realize she's going for a kiss. I give her a tight hug, where I kind of realized that I jacked that up and I pulled back and I asked her is there anything else she wanted to do. She says no and thanked me for the fun time, she turns and goes. As the elevator doors close I think to myself I totally lost my shot! I walk back to my cabin with a boner in defeat.

I wake up the next morning feeling refreshed and somewhat down that I dropped the ball. However I had 6 more days of vacation aboard the ship, so I believed maybe there was still a chance for me yet!

Little did I know a chance was coming a lot sooner than I anticipated.

Mid way through the second day, after a solid workout at the gym, I head up towards the teen club to meet my new friends, and as I hop in the elevator I go up a floor, when the elevator doors open and Katie is standing there in short shorts and a cute white top.

The elevator continues up the floors and it's slightly awkward so I started to try to make a conversation. I start to try to say something dumb like "this cruise is nice so far" something awkward and stupid, and she just latches on to me. It wasn't to shut me up though, even if it had the same effect.

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Now this time I know she's not going for a hug, and we started kissing. The elevator climbs up 10 more floors as we kiss one another, finding what each of us enjoy in a kiss. She liked me biting her lip, tracing my tongue along which ever lip I had directed my kiss towards. I liked when she'd dance her tongue around my own, teasing me but never committing for that dramatic and down your throat tongue action some people do.

Eventually we paused, both of us feeling hot when I popped the question, do you want to take this back to a room? In my head I'm thinking maybe she'll blow me or I'll get to finger her if I'm lucky. She agrees, and we both decide to take 5 minutes looking for our parents around the ship, in order to see when they might be returning to their cabins. 5 minutes pass, we both meet at my floor, and discover that neither of us had found our parents, so we had no idea what they were up to.

As horny teenagers do, we pressed on to my cabin regardless. I opened the door and no one was home, however the beds had been made, so I closed the door and I thought I locked it. Even though the beds were made I was worried that the steward, or god forbid my mom, might come back to the room while Katie and I were getting busy. Katie and I agree there that if someone comes in, she'll hide under my bed, so I moved my suit case out from under the bed, and she fit no problem(no there was no stuck porn here).

With all of the distractions out of the way we finally were able to really get going. We started making out first, falling on the bed taking our clothes off, she tore my shirt off, not literally tore but pulled it over my head. As she runs her hands down my abs I pulled her top off, I was met with the small perky boobs I'd seen in the bathing suit, however they had nice small nipples, the color a nice pink. This being my 3rd pair of boobs all time I was excited to suck on them!

So I kissed down her neck, she moaned then and I then I kissed around each areola, I licked and sucked on Katie's tits and kissed all over them happily. I kissed back up to her when her hands migrated to my belt line.

We both fumbled with one another's buttons and I pulled her shorts all the way off, revealing her nicely tanned butt, which jiggled nicely in my hand. While I was pulling her thong to the side she pulled my shorts about half way down, along with my underwear.

My cock was semi flaccid, but she was happy to have it then. In this position I was laying back slightly with pillows behind me those behind me while she was curled up close to me. Her head in my lap, while I was able to get my hand around her ass. Suddenly it was heaven, she'd started to kiss and lick the head of my dick while I moaned. Was it the best head ever? No, but it did the job, i was getting harder as she graduated from teasing the tip to bobbing up and down the length of my growing shaft.

Meanwhile I was able to pull her underwear to the side and my hand moved over that thick ass, my fingers teasing the outside of her pussy. I wasn't able to see it, but I could feel it was very wet, nearly dripping, so slowly I stuffed a finger in her, she moaned while stuffing my now full mast cock down her throat. I was able to finger her somewhat effectively from this position, but good god it was making my forearm sore!

It was annoying to me because I couldn't keep a good rhythm. I like to please my women above all, my gratification is making a girl orgasm because it absolutely makes me feel good about my sexual prowess, I don't have a gigantic dick, standing firm at 6 inches I eventually learned how to use it, but at the time I was nervous it wouldn't be enough, so i compensated by trying to be the best with my fingers and mouth I possibly could, that payed dividends later in life.

So as I finger Katie in this somewhat awkward but awesome position with her sucking my dick, I hear a sound that isn't related to sexual activities. In a split second I recognize that someone is jangling with the door handle!!

In one fluid motion, I pull her mouth off of me and begin pulling my shorts up with my other hand. She starts to crawl under the bed as I move in front of her, still struggling with the blue Hollister shorts when the door opens. My plan was to block the line of sight to the bed and ward off the steward, but I hadn't anticipated the worst possible visitor.

My mom steps into the cabin as I move towards the door. She looks at me funny and asks me what's up? I look at her, and in a split second bank on the relationship we have and the openness we have to employ my ruse. I look at her and with a chuckle say "I'm busy" while making a up and down motion with my hand. I just basically told my mom she interrupted me while I was jerking off. It made perfect sense though because I was stiffer then Oak and had my unbuttoned shorts barely up to my waist. My mom laughs and says "you couldn't wait a week!?" To which she goes about her business hurriedly so I could finish mine, and after a few minutes leaves.

Katie gets out from under the bed and immediately laughs at me. she tells me "I can't believe that you just told your mom you were jerking off!" I chuckled and I said I thought it was the best I had. We both thought that was funny. Then she looked at me and bit her lip, she said "I want to keep going". I said "I do too" so we got back onto the bed.

My memory is a little fuzzier here, I'm fairly certain she sucked my dick some more as I laid back, my eyes closed in ecstasy, my dick stiffening once again as she ran her tongue along my length and slurped the tip. I had zero condoms with me, I'd never thought I'd need one, when suddenly my mind clicks, dude here's your shot to fuck this girl! In the most unsmooth line of all time I popped the question. I look at her as she pulls her mouth off my cock, and with a completely serious face I say "I think I want to stick my dick in your pussy." Absolutely not a Shakespearian quote but it got the point across. I then told her I don't have any condoms. She said that's fine, just pull out. In my head I did a backflip and the entire Chargers cheer leading squad chanted for me. We flipped over and I now had mounted her in missionary.

This when I tell her that this is my first time. She smiled, and in that sexy Cuban voice told me to take it slow, and reminded me to pull out. Luckily for me I can last quite some time, my longest fuck being two hours, but at the time I was scared I'd be a 2 pump chump. I line my cock up, her pussy in sight, a delicate thing, her labia not sticking out to far, the color the same as her nipples. I slowly pushed into the warmth a virgin never knows. Inch by inch we looked between one another and the penetration with so much intensity until I bottomed out and she moaned with me. I paused here and took in all the sensations, I'm thinking the following thoughts all at the same time:

YESS this feels awesome

My balls are touching her, that's kind of funny.

This is like jacking off but better. Holy shit it's hot in here!

I hope this feels good for her?

Wow it's all wet and warm!

Did I make a weird face?

Holy fuck I did it!!

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Needless to say, I was having a blast, I started to thrust my hips in that natural way, reveling in the sensation as her pussy grips my meat. I'm starting to get the hang of it when she looks at me and say's "no way this is your first!" We have a funny argument back and forth about the legitimacy of her taking my virginity while I pump in and out of her. Eventually she relents, accepting that I really had never done this before. Regardless I don't remember if I even made her cum, I definitely didn't know my way around pussy yet! I did have to pause a few times, in fear of the incidental cream pie, but while in missionary we both enjoyed the sex. I kissed her and she put passionate scratch marks on my back while I raw dogged her. I was slamming into my first pussy, and I was learning how to fuck when she stops me and she tells me she wants to ride me... SAY LESS!!

I'm thinking fuck yea! I flip over as she climbs on, her hair in my face which I immediately learned was a favorite of mine. She then sits back, stuffing me into her warm and now only moderately wet pussy. I'm excited for this moment, and then she starts riding me like she stole a bike. I mean it's really fast, but not hard, it's hard to describe the motion she was using. I haven't experienced it since, but in the moment I realize that I also won't be hard if she keeps up like this because the sensation wasn't giving enough friction. I ask her to slow down, and her inexperience also shines through, she tries but can't bring her self to slow, so we agree to switch again, to every ass man's favorite, doggy.

She gets on all fours and purrs as she puts her hips back while I run my cock along her cheeks, marveling at the sight I behold. I pull back and I stuff myself as far and as deep as I can into Katie's shaved pussy. She groans while I pound away with my circumcised penis, I'm now feeling like a million bucks, I'm looking out of the cabin at the open ocean, I'm hallucinating dolphins jumping for joy (no I wasn't) and I feel like I'm Arnold competing for the Olympia. Then Katie buckles and tells me "not so deep."

Once again I don't have a giant dick, so I'm surprised to find that when I stroked the deepest I could go, I'd actually hit her cervix. Obviously that's uncomfortable for her, but in my mind I'm trying to toe the line between big dick energy and pleasing her. Less then 20 awesome strokes later I go a bit to far again and Katie falls forward on the bed. I ask her if she's alright, she says that she's fine, just that she's sore. I feel genuinely bad, tell her its okay to take a minute.

We collect ourselves and then she tells me she's done, that I had done good for my first time but she was sore. Of course I'm a little disappointed but I'm also proud. I obviously want to finish the job though, or else I'd have bluer balls then a smurf, and ask if her if she wanted to suck me off. Surprisingly she says no, she didn't want to taste her self or touch her juices so even a hand job was off limits.

To this day I'll rack my brain if she was uncomfortable or what the deal was, however we fooled around more later that week, so clearly she wasn't uncomfortable with me, it was just unfortunate circumstances and perhaps insecurity. So I take matters into my own hands, well hand, and I lay out a napkin while she watches me shoot my other type of shot. Eventually I hit it, and I came far enough to make an Olympic long jumper blush, and for Katie to laugh.

Unfortunately this means I came so hard I entirely shot past the napkin and all over my own bed.. that was freshly made with clean sheets.

Oh fucking well.

We clean up and I peer out the door, and she leaves the room unseen.

Mission Accomplished!

I shower up and head back to the teen lounge, Katie and I agreed not to tell anyone but I'm much to delirious to abide. I see Katie and 3 other girls, Katie's hair wet from the shower she must have taken, and I see my friend Brad a couch away from her. Brad and I had known one another a year, so it made sense when I walked up to him and told him that his mom needed to talk to him. We walk out and as we walk this happens:

"Hey bro"

"Yo what's up?"

"Your mom doesn't actually need you, I need to tell you something."

"What's up?? You good?"

"Dude... I'm not a virgin anymore, and I need you to slap me right now."

My friend turned and slapped me harder then student loans. He high fived me, and for years since that day the story has lived in my head and been told to my close friends, and a few other curious women.

I hope you enjoyed this story! Please tell me if you want to hear other stories of this style.