I [F] lost my virginity to a guy I met on vacation

I’m 28 years old, so I’m a bit late to the party.

I went on vacation to Europe for 3 weeks with my sister and our final stop was Rome. I didn’t really meet any guys prior, since most of them drew attention to my sister, which was fine with me, I wasn’t really looking for anything.

It was our first day in Rome, we were pretty tired since our flght from London was pretty early. We wanted to get something to eat then do some sightseeing near our hostal. So we went out, thinking it’d be an early night. We were infront of a church, taking pictures and just admiring it. Then a guy comes up to us and asks me if I could take a picture. I said sure, thinking nothing of it. Then he offers to take a picture of us, after that he just asks us the basic introductory questions (where are you from, is this your first day here, how long are you gonna be here, etc).. turns out he’s italian, well cool. I also notice he’s pretty handsome.

He asks us if we want to get coffee, so we follow him to a coffee shop nearby. He gets us both a cappuccino, and we talk more. Turns out he’s from Rome – weird that he wanted a picture, right? After we’re done with our coffee, he asks if we’ve had real italian food yet. We say no, but can you recommend a place? And he says sure, I can take you there right now if you want. So we follow him to a restaurant. The whole time we’re walking, I’m being a bit paranoid thinking he’ll do something – like for sure get us attacked/mugged/whatever.

Anyway, we get to the restaurant, and he says he has to go, but it was good meeting us blah blah. Then he asks to add us on Facebook so we can stay in touch while we’re here. I say sure, and give him my phone to search for himself. Then he turns to my sister and we say oh she doesn’t have mobile data, but she can add you when there’s WiFi and he says oh okay.. then he doesn’t add her, well whatever.

We actually didn’t have dinner there, since we were still full so we just walked back to our hostal. As soon as I got there, I get a message from him saying it was nice to meet us and such. Then he says we can go to a cocktail bar tomorrow, I say yes and that’s about it. Up to this point I didn’t think he was interested in me, although my sister kept saying he wouldn’t stop looking at me at the coffee shop, and I’m just like ok yeah whatever.

Next day comes, we had our Vatican City tour, and as we’re leaving, he is messaging me again, arranging plans. We decide to meet for dinner – we wanted to try the place he took us to, so we meet outside the restaurant. It was actually quite packed, so we decide to go somewhere else. Asked him for another recommendation, and he’s like sure let’s go… and he says if we want to get in his car – my paranoia tingling again, thinking this is sketchy – but we do it anyway. He takes us to a restaurant, it was kind of far but the food was actually really good. He didn’t actually have dinner with us, saying he already had some with his brother. Well, whatever.

After that, he takes us to the cocktail bar, it was one of those bars that have like really low seats, with cushions. He sits next to me, we have drinks – but he doesn’t have any since he’s driving. Well, fine. Again, up to this point I didn’t think he was interested – that’s until he grabbed my hand while my sister went to get drinks or something. I felt those things I hadn’t felt in so long. Honestly felt like I was in high school again with my first boyfriend. When my sister gets back, we break off. I’m not sure why, but then there’s more tension – now I KNOW for sure he’s into me, and he’s sitting here inches away from me.

Either way, one of those times my sister got up to get drinks, he leans in and kisses me. And boy, he was such a good kisser. I welcomed his tongue, and there was a bit of biting my lower lip too. I knew I wanted him then. We stop before my sister gets back, this time we’re holding hands and not breaking off, not caring.

Closing time for the bar comes, it’s close to 2am so we’re walking back to his car – again, still holding hands. He gives us a ride to our hostal, and as soon as we get there, my sister gets off in a rush (I swear she’s such a good wingwoman), and as soon as she’s out of view, we start kissing again. This time with more passion, his hands on my thighs making their way. The prudish side of me thought of stopping him, but that was only for a few seconds, because it just felt so damn good.

At this point he asks if I want to go somewhere “darker”, so we find a small, dark alley and move to the backseat. We kiss more, it felt like the longest time. He takes his shirt off, and starts unzipping his pants. His hands touching my breasts, making their way to get the top part of my dress off.. I help him, take my bra off and he starts sucking on my nipples… and nibbling. It was the perfect combination of pain and pleasure. While he’s doing this, his hand starts making his way under my dress, and feels my wet pussy through my panties. He asks me to take them off, and me being a good girl, I do it. At this point he feels my pussy with his hands, nothing in the way. He exclaims “oh my god” before he starts fingering me. (Up to this day I don’t know what he was OMG’ing about)… then he starts eating me out. After some time, we go back to kissing, this time my hand on his penis. I thought I was ready for him, when he says he doesn’t have any condoms. Well shit. I suggest we go buy some, and he says okay. He gets dressed again, and told me to just stay in the backseat so I don’t have to get dressed again, so we drive to a pharmacy (when he’s driving he’s looking back at me, touching my knee and smiling).. anyway, he gets them and we find another place to continue.

We continue where we left off, making out, touching.. he puts on a condom, gets on top of me and I can feel his penis inside of me for the first time. I had played with toys before so it wasn’t painful at all, but the lack of space made it really hard to keep going. We stop fucking, but I decide to help him finish with my hand. He cums on his stomach, and he’s out of breath. We kiss some more, hold hands while he’s catching his breath. We stay like this for a while, then we get dressed again. He drives me to my hostel, where there’s more kissing going on. He says he’ll be busy tomorrow, but we can meet at night, sure thing I say. We say goodnight, and I go back to my room.

The next day, my sister and I went to do more touristy stuff, we went to get lunch and while I’m eating, he starts messaging me again, asking me how I slept, the whole routine. He said he was at some lake with his brother, so we didn’t really talk much during the day. He finally messaged me at night, saying he was home. He said let’s meet, we arrange plans, he’s coming to get me later.

I get ready, I have some drinks at the hostal pub, and he’s finally here. We kiss hello, and he drives off – I ask where are you taking me? We’re going to a bar he says, so off we go. He has his hand on my thigh, squeezing it randomly while driving. We get to a big ass park, and he said the bar is like in the middle of it. We get to the bar, order two drinks. Not a lot of people were there, so he kissed me while we were there. After we were done with our drinks, he asks me if I wanna take a walk, so we go do that.

It was a bit dark in that area of the park. We do this half walk half make out thing, we get on some swings for a bit, then we make out more (it was even darker in the swing area). He pins me against a tree, and feels me up under my skirt. We stay like this for a while, til he says let’s go somewhere else. We walk back to his car, and when we’re walking he lags behind, and pins my arms/hands behind my back and kisses me. This was the hottest move he had done, I could’ve fucked him at the park. Anyway, we get to his car, and I ask where are we going? And he says we’re finding another dark spot. So we drive, he still can’t get his hands off me. We find another dark alley.. we move to the backseat, although this time he finally pushes the seats all the way to the front, so we have space.

This time it’s a lot smoother. We’re making out, some heavy groping going on. He gets naked, I take my shirt and bra off.. and he starts touching my thighs, moving his way up, and says “take it off”, meaning my skirt. I do it, while still making out. This time we have condoms, so no interruption. He gets it on (while I kiss and nibble on his ear), and I lean back, and feel his penis again, except this time he’s thrusting, he’s fucking me hard. I have my hands on his back, and I think I scratch him with my nails. I don’t even know how long this went on for, but we break for a while, we kiss, he’s fingering me, I take his hand and lick his fingers. Then I decide I want to taste his cock, so I do. I don’t finish him, but we go back to fucking. I don’t even know how long it was for, I was feeling myself close to finishing when he asked me to tell him when I was close, so I do. He fucks me harder, I shout some stuff in my native language (not english, btw) and we sync our orgasms.

We stayed in his car for a while, catching air and cooling off as it was really hot inside – and we did the whole kiss-and-hold-hands again until we got dressed again. Then he took me for coffee and pastries, we hung out for some more time. Then he took me back to my hostal, I showed him the lobby -it was really nice. We took a picture together, said our goodbyes and that was that. The next day I had my flight home, so I didn’t have time to see him again.

I talked to him some, but not since I got home, but you bet I’ve been thinking about my last days of my vacation.

Source: reddit.com/r/gonewildstories/comments/dbxlog/i_f_lost_my_virginity_to_a_guy_i_met_on_vacation