[FM] So I got fucked by a guy twice my age while on vacation

So my name is Ashton and this happened a couple years ago during the summer before my Freshman year of college (YES I WAS LEGAL lol) I have really conflicting feelings about it because it was really sleazy and feels really wrong even typing it out but at the sane time it was soooo sexy… For a better mental picture of me, I am suuuuper petite, 5″1′, really tiny with B cups, long wavy brown hair, and almost always really tanned lol

So my uncle was getting married in Florida, and me and my parents decided to make it a mini vacation since we never see this side of the family and… it’s Florida, duh! My parents let me stay with with my older cousin Brooke who was 24 while they stayed with my aunt and uncle for the week.

So the wedding happens and it’s phenomenal, like straight out of some kind of movie scene. My uncle is loaded with money and the reception was both luxurious and wild and felt like an upscale private party. Everyone drank, mingled, and danced until eventually the guests started clearing out.

Beforehand, me and Brooke had several years worth of things to catch up on, and after the usual topics we started talking about relationships and guys in general. I told her about how I just ended things with a guy since we were going to different colleges and she told me all about her endless sexcapades. She talked so freely and bluntly about it that it shocked me at first (me and my friends weren’t so blunt about the dirty details) but ultimately made me laugh. When the conversation turned to potential guys at the wedding her exact response was “are you kidding?? There’s gonna be a bunch of hott, rich guys there… you better believe I’m looking for dick.”

So I knew her intentions haha! I didn’t go on the trip really with any expectations or thoughts about hooking up or anything like that, but I was single and definitely wasn’t opposed to it if the stars happened to align.

So back to the wedding – it clears out a bit and me and Brooke are drinking out on the outside patio when she nudges me. She was glaring across the patio at two guys, who she motioned with her eyes to join us. I can tell right away she’s interested in the younger guy who looks about 30, and after we all introduce ourselves (they were coworkers to my uncle) they kind of drift away to get a drink and start having their own conversation.

So now it’s me and this random guy. I wasn’t sure how old he was, but he was definitely in my “inappropriately older” range =P. Regardless, he was definitely hotttt in that older man type of way. Tall, fit, light stubble on his face. He had taken off his jacket and had a tight white undershirt that was sweaty in a sexy way, and his forearms looked really, really nice when he crossed his arms. So we start with just an innocent type chat, and we keep drinking and admittedly I felt really confident and sexy all night. I rarely dress up, and wore a tight fitting purple dress with my makeup and hair done professionally so I was oozing confidence and just feeling really good.

At some point the convo started getting flirtier and I realized that some sort of hookup could actually happen. I skirted questions about my age since I wasn’t sure if being 18 would be a major issue (plus it felt inappropriate) and I kinda transitioned slowly into the mindset of accepting the idea of a man THAT much older maybe doing something sexual with me at some point. When he asked about school, I told some white lies and made him believe I was finishing up college when in reality I just finished high school… Whooops… But even without the wedding get up, I’ve always passed as a few years older despite my tiny frame so I figured a white lie wouldn’t hurt anyone.

I wasn’t used to adult level flirting, and he was saying all the right things to make me smile and laugh and we had a great back and forth chemistry as my awkwardness gradually disappeared. Then he started massaging my shoulders and in my tipsy state I let out a little “mmmm” sound and wasn’t sure if he heard. I was overlooking the water with him massaging my shoulders behind me, the weather was perfect and I was really caught up in the atmosphere. It was entirely relaxing! His hands were so firm and strong and he massaged me while we flirted and I ended up majorly turned on.

But the night was ending and it was time to go. He made a sly reference to coming home with him, but I politely declined and we settled for exchanging numbers since I had a couple more days in town. I ended up leaving in a taxi with Brooke and we talked about our new “friends” all night once back at her place. We had a hilarious drunk conversation where I explained to her… how could I make out with him!? Or go home with him!? Last thing I wanted was a lurking family member to see their innocent Ashton going home with a guy twice her age!! And I had some reservations about the age gap so I had to exercise some self control! I was drunk and had a feeling I might regret it ya know?!

Well, the next night he texted me and long story short – he invited me over just to “hang out” and spend the next afternoon on his boat… we never made it to the boat =P. I got a ride to his place and he met me outside. Holy shit, his place was crazy!! I guess you’d call it a condo? He had the entire top floor of a building and it was straight out of an HGTV show… I was totally blown away but tried to act like I wasn’t. I’m pretty sure he saw through my act though. I had no idea where things would lead but either way I remember consciously trying not to seem childish or like immature.

Right away there was a sexual tension. Looking back, I’m sure being on vacation with perfect weather, immersed in an unfamiliar luxury lifestyle while being recently single had a loooot to do with it, but there I was taking a tour of a hott, older mans house and intrusive thoughts of wondering what he would be like in bed crept into my mind at one point. He flattered me in flirty conversation while we toured his place and once we got to the balcony, we sat down to chat. Before I got there, I kept telling myself I was just gonna enjoy a day on the boat and relax on vacation by doing something different, but deep down I probably knew I would love to hook up.

I was wearing a little tank top and short shorts and when he moved his hand to my thigh I took a deep breath and we kinda locked eyes as if to say… “is this gonna happen?” And he leaned it to kiss me. We made out furiously for a few minutes with his hands moving up and down my body. I felt his hand grab lightly in my hair and I’m sure my face flushed red. Our lips parted for a second and I just kinda stared at him quickly and I remember whispering “you’re fucking sexy” before going back to our sloppy balcony makeout session. At some point we ended up almost facing each other and one of his hands ended up unhooking my bra and groping at my boobies. He grabbed my hand and placed it across his lap and I could tell he was totally hung. It was pretty much the horniest I’d ever been hahah!

My nervousness was eased by his demeanor which led me to believe I wasn’t the first younger girl he’d had similar moments with. I was incredibly nervous and he seemed incredibly at ease with what was happening. Combined with being a naturally submissive person I let him take the lead on things and just went with whatever he was willing to throw my way. He kept kissing me deeply with a hand in my hair before standing up and leading me inside to the bedroom.

We stood in front of the bed and I must’ve looked like a confused puppy dog, unsure what to do and feeling a little overwhelmed by the whole general scenario I was in… I just made out with a guy that’s my dads age!!! He tugged at the bottom of my tank top while kissing me, then slid it off over my outstretched arms before playfully pushing me down on the bed. I instinctively reached to cover my boobies but he slapped my hands away and started alternating between sucking on my nipples and kissing up my neck. He pinned both of my wrists over my head while he teased me and I LOVED it (never had anything like it before). I was no choir girl but I’m usually a little more reserved so letting go like that and having him explore my body felt quite exciting!

I definitely WASNT used to aggressive type guys much, but he was just the right amount of aggressiveness for me – enough to let me know he was in charge but not too much where I felt uncomfortable. By the time his lips made their way to the crotch of my panties, I was soaked from the teasing and occasional casual massaging he’d done with his fingers. He wanted to tease me more but I couldn’t stand it anymore!! I’d never been REALLY teased and he was driving me CRAZY. So in a rare moment I remember looking down at him and kinda sternly saying “Eat it” while his lips pressed against my panties which was a little out of character for me. He obliged with long slow licks, then sucking on my clit, then more rhythmic back and forth with his tongue.

The absurdity of the situation kept flashing in my mind for just a second at a time before my horniness would overtake it, and I didn’t realize it as clearly as I do now but the taboo nature of it definitely made me feel naughty and hornier. His tongue made its way to my ass crack which I was pretty inexperienced with and honestly I just wanted to cum SO hard. He sensed it and kinda stopped with a smirk and said “noooo, save it for later.” He said it playfully as he stood up and undressed in front of me and a weird part of me thought it was really hott that he was kinda directing me like that.

So he stands up in front of me and at this point, I just want FUCKED. Any position, any speed, whatever. But at the same time, seeing him in nothing but tight briefs and his bulge staring right in my face I also just wanted to SUCK. I pulled down his briefs and his dick flopped out right in front of my face. 7 or 8 inches, above average thickness, and shaved balls with stubble….YES PLEASE!

Somewhere in between him standing there and me tasting him, those familiar feelings came rushing back to me. It honestly put a lump in my throat thinking about it. This guy is literally like my dads age and I’m staring down his dick… wtf is wrong with me!?!? My hands are already tiny but they felt 10X tinier holding his dick and playing with it. He played with my hair gently while I absent mindedly stroked his dick and let my thoughts and worries settle. Apparently it was lasting too long because he woke me out of my daze with a stern “Suck.”

Did this asshole literally just demand I suck his dick!? I looked up and he looked serious and I was kind of taken aback, torn between “wtf that was kinda forward and demanding” and “Jesus that was really hott how he just directed me like that.” I opened wide and started sucking slowly, and i know it sounds dumb but it felt kinda romantic or something in a strange way. I sucked and stroked slowly and occasionally slurped his balls until he started using my ponytail like a handlebar and going deeper, saying things like “give me your throat, take it deeper, etc.” I fought my gag reflex the best I could, and he wasn’t THAT rough, but I couldn’t help but slobber which he made sure I knew how sexy he thought I looked with drool down my chin haha. Side note – he kinda pushed my head down while lifting his leg at one point and for like 2 seconds I ate his ass too.. ughhh can’t believe I did that!

Sucking a good dick always makes me horny so by the time we made it to actual sex, I was once again ready for pretty much anything he wanted. I NEEDED to be fucked! I positioned myself doggystyle with my ass basically hanging off the bed and him standing behind me. He slid inside me and I let out the longest sigh of my life, it was just such a release after so much build up!!

I looked back at him while he slowly fucked me and got a rhythm going, and it felt weird how sensual and romantic it felt with a complete stranger. We had such a good chemistry but I knew I’d never see him again which made it even hotter for some reason (p.s. pretty sure I need a sex therapist lol). We read each other really well and I started rocking back with my hips and basically fucking him while he was mostly stationary and adjusting my little kitty to his pretty thick dick. I was searching for something sexy to say when he started talking dirty… “you want to get pounded, don’t you? How rough do you want it?” I was already biting my lip and my head was a mess so I told him to just fuck me!!”

He started pumping my pussy sooo hard with his hands gripping my hips and all I could do was squeal. I had to remind myself that I wasn’t fucking in a dorm room or sneaking a boyfriend to my bedroom and I could actually be loud, which felt totally freeing. I squealed and bit my lip while he pounded me harder and harder and I was just in heaven hahaha. Well, i THOUGHT I was until he started pulling on my ponytail and slapping my ass cheeks with his other hand and that took me to like… double heaven. I arched my back and basically put my pussy on a platter for him =P. Feeling him slap my ass HARD and tug at my hair roughly was amaaaazing, and combined with my thought flashes of how wrong I felt gave me a mega shaking orgasm all over his dick.

I must’ve sat there with my head against his sheets and ass in the air for like ten minutes just collecting myself post orgasm and breathing heavy until we both started chuckling with him very slowly thrusting inside me. I hopped off his dick to collect my thoughts and obviously I wanted him to cum so I started sucking him while thanking him profusely in between gulps of dick =P. It didn’t take long before I felt him throbbing in my hands and glazing my face with a crazy cumshot. I’ll never know if he was aiming for my stretched out tongue but he ended up all over my face, the size of his load pretty much shocked me haha.

I grabbed a quick shower and that’s when it all hit me really hard. I felt super ashamed of myself and battled thoughts of shame vs smiles of pure happiness. It felt sexy and free to do something so slutty!! But like… what if people found out, etc… Coming out of the shower, I figured we would exchange small talk and I’d find my way back to my cousins and that’d pretty much be it and hopefully not awkward. But I started putting on my shorts and we chatted with him still laying sweaty in bed. It didn’t feel awkward or anything, and I ended up crawling back in bed with him and having a pretty normal conversation, which led to sexual pillow talk, which led to making out, which led to me playing with his dick under the sheets, which led to….. yeaaa I rode his dick.

From past experiences with other guys I wasn’t sure if he could get hard again but.. the proof was literally in my hands bahah! So I hopped on top with my knees straddling him and slowly rode him with my hands on his chest. He had a perfect dick for riding and our fatigue from Round 1 led to me gently working my hips and working his dick inside me while he played with my tits. It all felt pretty sensual with lots of kissing, which really turned me on when he reminded me he briefly ate my ass earlier haha… I didn’t even care!! We made out and played with each other until i felt myself getting ready to cum again, and right before I did, he pulled my hair forcing our lips apart and leaving us face to face which felt really intimate and helped push me to another orgasm… it wasn’t as intense as earlier but it still felt goooood!! I hopped off and stroked and sucked him until he came again too =D. This time I swallowed to avoid the mess hahah.

So I left, had a super detailed recap with my cousin who knew right away what happened, and a day later went home with my parents, ending pretty much my fave vacation ever. I definitely racked my brain for a really long time in the upcoming weeks and months but every time I replayed it I ultimately ended feeling more horny than anything. So I’m really happy to share this with other people and I hope you enjoyed it half as much a I enjoyed reliving it!!

Source: reddit.com/r/gonewildstories/comments/5beqhb/fm_so_i_got_fucked_by_a_guy_twice_my_age_while_on