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Read the best #vacation confession stories
When I was 15 or so, the girl I love went on a spring break vacation to the beach with one of her girl friends, without me or her best friend--neither of us could go on account of work and family duties. I was kinda worried but her friend told me not to, she'd take care of my crush. What I didn't know at the time was apparently by "take care of her", she meant getting her to loosen up on vacation and get her laid.
They took pictures of their escapades, put some of their pics up on social media, like them prancing around in bikinis with the guys they were hanging out and sleeping with throughout the whole week. I got a play-by-play of my crush first arriving at the beach in a conservative swimsuit, and by the end she was wearing a sexy thong bikini and sunning topless. I got suspicious and messaged her friend, asking for details on what they had been up to, at the things they implied in her status updates. I had hoped I was just imagining things, but her friend confirmed that she and my crush had been having sex with guys on their vacation.
My crush lost her virginity to a guy a couple years older than her mid-vacation. The night before she had let some strangers feel her up, and she gave head to another, same as her friend. After she lost her V-card, she had one or two guys a night until they returned, because the two of them were going to the same hotel room and swapping partners on occasion. She even let a couple of them cum inside her bareback, which her friend said they both thought was hot as hell.
And even though I was jealous of it all, I have never been more turned on in my life. I spent pretty much every night jerking off to her pics, fantasizing about the naughty implications in their status updates and to the idea of her having sex with strangers... things she actually was doing. I was happy to see my crush return, and she acted like nothing had changed, that I didn't know she had been a dirty slut on her vacation. I found out the details from her friend, even saw the sex pics she took, and jerked off even more over it. She knew I was jealous though and told me mostly to tease me, and said I should let her have fun. Well, boy did she ever.
I'm in love with her, but I can't get enough of the idea of her having sex with other guys. We're still good friends and talk often, and she still sleeps around on occasion. She spills the details to her friends, and I can get the details from them. I dunno what I'd do if that dried up. I'm still trying to make her mine, but she seems to want to stay single so she can have meaningless sex without repercussion.
My dad's birthday is in 2 days and I haven't told him that I won't be there. I go on vacation on that day.
The problem is that my family love to celebrate birthdays. So it's kind of a big deal if I'm not there.
But I don't care. I wanna party and meet some new boys.
I'd like to take a vacation to the US and just sleep my way trough. Sleeping for roof. For a ride. Basicly anything. Just fucking as many guys as i can over there.
I read the mails of my neighbour when he was on vacation. And I let strange people walk through his apartment, just for fun.
My wife and I just returned home from a much needed 10 day vacation on the beach in Mexico. Having been traveling most of the day, we were tired when we arrived at our hotel and decided to head to the beach for a massage. Within in minutes we were both laying on tables overlooking the beach and listening to the waves. We were only about six feet apart with cool towels covering our faces. Every now and then I could hear my wife moan, which I assumed was from the massage. Meanwhile, my massage was okay, but nothing to moan about.
When we got to our room, I caught my wife pleasuring herself in the shower, which has never happened before. In fact, she’s pretty much given upon sex. I called her out on it and she mentioned that her massage included a happy ending and she had not cum so hard in years. Of course, the closest I got was having my butt cheeks massaged. I felt ripped off and all she said was “maybe next time.”
Two days later my wife scheduled a three hour spa treatment for me at our resort. I had no idea what to expect. When I arrived I was taken to an open area in the mens section and asked to to remove my clothes. As they walked me to the massage area, I noticed that others had robes and I was the only one fully nude, which seemed odd. I also noticed some smiles/laughs that must have been due the very small penis I was not so proudly revealing.
Once in the massage area, a young man entered the room and had me lie face down on the table. Typically they cover you in towels for privacy, but not this time. The massage started in the usual fashion with checking out different areas and finding areas that need attention. About thirty minutes into it, he spent a lot of time on my buttocks and at one point placed a warm gel in the area. He kept kept getting closer and closer to my asshole, but I thought it was part of the massage….until I felt a warm gel in my ass, which was followed by a finger and then another and another. I was frozen in fear, but it felt amazing. Next I was given a colonic, which again was odd, but could be part of a spa treatment, so I went along with it.
When that was done, I was taken into big open area with a large jacuzzi, steam room and sauna, which was way to hot, so I moved to the steam room. Again, others had towels, but I was completely naked. The other two guys were chatting and I sat across the way from them. One of the guys got up and dropped his towel and came over and introduced himself. It was impossible not to stare at his huge cock…and he noticed I was starring and was now aroused. I should note at this point that I have a tiny penis. It is underwhelming in all way. Both men began laughing and humiliating me. He asked me to stand side by side and compare. He was 8 inches and thick compared to my three inches and tiny cock.
He then took my hand and placed it on his cock, to which I verbally protested, but, as he mentioned, I was now stroking and squeezing. It was so heavy and powerful that I could not help myself. The two of them then led me to a private room. The masseuse joined again and had me lay facedown on the table and then proceeded to fill my ass with warm lube. At the same time, one of them placed their cock on my lips and without even thinking I opened my mouth and began to suck him. Meanwhile, I felt something in ass, which turned out to be a dildo and was stretching my ass. It hurt at first, but soon I felt pleasure. Then it happened.
With one cock still in my mouth, the other guy mounted me and began fucking my ass…hard. I was paralyzed with how great it felt to be spit roasted by two strangers. They traded spots and we continued for at least an hour when they finally left me alone in the room. I laid there for another 30 minutes composing my self. What would I tell my wife? Why did I like it so much? Why could I only think about cock?
I headed for the showers still wondering what I was going to tell my wife, but also excited to do it again.
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