Introduction of myself. I am mid 40s married bisexual. I am able to work remotely so I stay in Mexico during the winters while renting an apartment on a small island and travel back for meetings every 3-4 weeks.
The following story I am sharing with you is a true encounter.
I was given a friends timeshare for 10 days In Cancun. I was staying on the 9th floor of the resort. I would go out till early in morning and sleep in until 9:30-10:00am. The first night there I was awakened by the little male Hispanic maid as I opened the door in my boxer briefs. He was eye candy 5'1" maybe 95 lbs 22 yrs of age and trophy for my stay. I just had to figure out how it was gonna happen. The next two days I would see him on my walk to the pool heading to my room at 10:30-10:45 am.
This is where my plan came in. It took me two days of being in my room naked when the maid came in before I was able to get his ass attention. On the fourth day when he when he knocked on the door I acted like I was sleeping naked with covers off with me sporting "morning wood". He was embarrassed and said he was sorry and he will come back. I told him "no that is fine he could clean the room while I took a shower" I got up naked with morning wood, laid 100 pesos on the desk, went into the bathroom with door partially open so as he came in with supplies hopefully he would see me tugging myself. I then hopped in the shower still fondly and tugging on my cock being vocal. I came out naked and asked if he had any fresh towels He looked down and seen I was still naked how he found me earlier. He handed me a towel and took a glance at my cock. I looked around the room and seen it was already clean. I asked him if he would like to take a break and have something to drink. He told me he had a lot to clean since the other maid for the other wing did not come in. Damn I struck out!