As established in my [last post](https://old.reddit.com/r/cuckoldstories/comments/a5jiu8/vacation_after_high_school/), circumstances conspired to make the two week vacation to Greece after high school with nearly all my former classmates (as is typical in my country after finishing high school), the most sex filled of my life.
No supervision, stupid amounts of alcohol and porn being the only reference point for our group of 18 and 19 years old (aside from some awkward tries at sex, when we were younger than that), made it easy to get laid. However exaggeration and inexperience gave me the mostly undeserved reputation of being the expert lover.
Compared to the other guys in my class I had one decisive advantage, after I had a bad experience with alcohol when I was 15, I was the only one showing restraint, while drinking. So I wasn’t as much a drunk asshole or fool as the other guys, which made it easy to hit it off, with the girls, who drank just as much as the guys.
I ended up sleeping with half the girls and many stories of those two weeks I can post here. Among those events sleeping with two sisters is a good one, though morally it could be called questionable.
Maria and Ellie weren’t both in my class. Maria, the younger one, was in my class, but Ellie her older sister accompanied Maria, partly because who says no to a trip to Greece and partly because their parents did not want Maria to go alone. The parents being very religious they feared for Maria’s virtue. Ironically Ellie was even less virtuous, though she seemed to be able to hide it better, at least as far as their parents were concerned.
Well rumors of my supposed prowess in bed made the rounds already. Both sisters flirted with me independently. Granted it wasn’t cheating per se, as I was in no relationship with either of the perky redheads. However drunk and horny me took complete advantage of the fact they were interested in me and did not tell each other.
In the span of a few hours I slept with both of them. First I hooked up with the older one. She already went to university and compared to the girls in my class, Ellie could be counted as experienced and pretty forward. She had heard the rumors about me. And after flirting with me on the beach during the day, she just showed up at the door of my hotel room.
Ellie like her sister was redheaded and after many days at the beach was pretty tan. She just walked in and dropped her pareo, leaving her standing in my room in just her bikini. As I said Ellie was pretty forward and just started kissing me, while rubbing my cock through my shorts.
The way she acted was a lot more demanding and determined than any of the girls I had been with before. With little ceremony she pulled out my cock and started stroking me, before starting to lick and suck me where stood. She also started playing with my stones using her mouth and hands, like I had not experienced before.
I recognized pretty fast, that I would need to establish some pace and control, otherwise I would shoot my load a lot too soon. So with her being forceful I decided to answer in kind. I grabbed her by her hair and pulled her up toward me. I kissed her, then turned her around so I stood behind her and untied the bikini panties and started rubbing her lower regions, while standing behind her and kissing her neck and working my way into her bikini top with my other hand.
I was a little too rough and with a little yelp of pain from Ellie I realized I should let up a little and so I did. I could tell she enjoyed herself, because she got wet and moaned in enjoyment.
We did learn about safer sex and I had condoms, even Ellie brought some. But in my buzzed and especially, horny mind, I thought it would be a good idea to not ask many questions and just do. So with the same nonchalance, that Ellie had shown upon entering my room. I just entered her from behind and never let up using my hands on her front side.
She hadn’t expected that and started groaning in pleasure. For a moment she protested and said something about using protection, which I pretended to overhear in a moment of passion. (Nothing makes you dumber than sex and booze. To this day I thank all gods that will hear me, that I didn’t father any children on that trip and caught no STDs.) But a moment later even Ellie seemed to have forgotten about protection and just enjoyed our bodies grinding into each other.
We migrated to one of the chairs in my room. First she sat on top of my lap cowgirl and then reverse cowgirl style. I kept fucking her and working on her as good as I could and I actually have no idea if I managed to make her cum. But her moans and hushed screams sure made it sound that way.
While she was riding me I reached my limit and I at least had the good sense to not cum inside someone, of whom I didn’t know, if she used contraception. Ellie guessed why I had stopped fucking her and had pulled out of her. She let me cum on her face.
Ellie cleaned herself up a little and we laid down in my bed for a while, before washing ourselves and going our separate ways as it was dinner time soon. We promised each other a repeat performance and went to eat, I with my friends and Ellie with her sister and her friends.
Later on in the evening we hung out by the pool. As it was a hotel geared toward party and young people, there was loud music and copious amounts of alcohol there too. Maria, who surely had noticed her sister showing an interest in me and being well aware of the rumors, pretty openly showed her interest in me too. Reading between the lines she let me know that she was eager to get her “hooks” into me, before her sister did. And if I at least showed a modicum of courtesy towards her, she’d be a willing target for my womanizing ways. (A rumor that by this point was true.)
So I kept the drinks coming, danced with Maria and turned on the charm. Which as I said was easy when compared to the other guys since I likely had half as much blood alcohol as anyone else there. And a little while later, we were back in my room, where I had fucked her sister only 5 hours earlier.
Still nursing our last drink we sat down on my bed and made out like the teenagers we were, while taking off our clothes. I noticed Maria though younger had a lot more boob then her older sister. And when we were completely naked I could tell she sucked cock with a similar enthusiasm, though in contrast to her sister, Maria’s head bobbed up and down my shaft ignoring anything else.
After a little while of such treatment I laid down Maria on the bed and got on top of her in a 69 position. Eating her out really turned her on. I never met a girl before, who did get so wet. Maria was a lot less experienced than her sister and it showed as it didn’t take much to make her forget about sucking my cock, while she writhed under me in pleasure. I kept licking her until she shook in orgasm.
After a short breather we got in position for doggystyle. Maria was very eager and just as much as I thrust into her, she pushed back against me, to take me as deep into her as possible. Maria was a lot tighter and wetter than her sister.
As time passed we pushed through a variety of positions after that. Missionary, Cowgirl, Reverse-Cowgirl and even a few variations of a sideways fuck. Maria turned out to be a little hellion and got pretty loud while fucking.
Most of what Maria knew about actual sex came from porn, just as with most people in our traveling party. So when I was close to finishing, Maria took my cock in her mouth and drank up all my cum.
Maria spent the night in my room. This and the fact I had left with he did not go unnoticed. And that got back to Ellie the next day. While the sisters did angrily quarrel for a short while I got my deserved slaps in the face from both. (Maria still is pissed at me and refuses to talk to me during class reunions.)
However sleeping with both sisters just solidified the rumors about me. And I kept scoring until we left Greece. I have a few more stories to tell. And to all the naysayers: If you don’t believe me, what do I care.
Source: reddit.com/r/gonewildstories/comments/a7t2hg/vacation_after_high_school_2_the_sisters_mfmf
Keep them coming! Well done.