Singles Cruise

Fbailey story number 241


Single’s Cruise


My wife had been dead for long enough according to my children and friends. So I booked a week on a single’s cruise in the Caribbean for people over fifty. Then when I called back to make it two weeks, the lady talked me into a full four weeks. That way I would get to meet four different sets of women who usually come aboard for a week at a time and I would get upgraded to a suite that would be up much higher in the ship. Okay, why not! So I changed my vacation to include all four weeks.

Everyone was very supportive of me going on that vacation cruise. People started giving me gifts. Some women gave me underwear that they would like to see me in. My daughter gave me a few pair of swimming trunks that she thought would excite the ladies. Friends gave me sun block, sunglasses, and plenty of condoms. Of course everyone also had an opinion on what to say to get a woman in bed with me.

Surprisingly the best ideas were from a lady that I had dated a few times. She simply told me to be myself, to talk to a lot of different ladies, and not to be afraid to ask them back to my room. After all those other women would be there to meet a man and they would expect to be invited to man’s room quickly. They also would expect to have sex with me. After all it was a seven day six night single’s cruise and there would not be a lot of time to wine, dine, and seduce a partner. She also told me to expect the other women to lie to me. After all they would do anything to catch a fine man like me. Then she kissed me and rolled over for the night. She didn’t want me going off so excited that I would cum too quickly with the first woman that I got in bed. I made love to her in the morning too before she took me to the airport to catch my flight.

Getting through the security check at the airport was not all that bad. I arrived a few hours early and found myself waiting for my flight. Another passenger Emma was there with me. I just listened as Emma told me all about a Single’s Cruise that she was going on. I listened and then I told her that I was going on the same cruise but for four weeks. She was going for just the one week. So for the next hour or so all we did was to talk about what we expected on our cruise. Emma confirmed what my companion the night before had said about expecting to have sex with at least a dozen men in the next week. She said that she wouldn’t mind starting with me and then asked me if I wanted to join the mile high club with her on our flight. I told Emma that I would love to join with her. That made her smile.

We checked with the person at the gate and found that I had an empty seat next to mine so Emma changed her seat assignment. When we boarded the plane Emma boldly told the flight attendant that we wanted to join the mile high club and then asked her to let us know when the best time was. She smiled and said that she would let us know.

Sure enough not too long after the seatbelt sign went off the flight attendant gave us the signal to go toward the rear of the plane. She followed us down the aisle and opened the restroom door. She told us to lock it from the inside and to take our time. Emma asked her if she would stick around a minute and take a picture for her scrapbook. The attendant smiled and took the camera from her.

Inside the tiny restroom Emma told me to drop my pants while she got ready. She lifted her skirt up above her waist, lowered her panties to her knees, and completely unbuttoned her blouse. Then she had me stick my cock into her from behind, lifted her bra above her tits, and placed my hands on them. Next she opened up the restroom door and smiled at the attendant. The door stayed open while Emma checked the picture on the small screen and asked the attendant to step back and get one more of us. The attendant was very gracious and took a second picture before handing Emma the camera and closing the door for us. Emma then told me to take all the time I wanted. She was really going to enjoy the trip of a lifetime. I was pretty excited as Emma had expected and all too soon I was thrusting and cumming in her. We danced around so that she could sit on the toilet to pee and clean herself up. I offered to leave but she insisted that I stay with her. While she sat there she sucked my cock clean.

For a high school librarian she was certainly out to sow her wild oats. She had been planning that trip for years. She was throwing caution to the wind. She was going to experience everything that she had never had a chance to experience before. She was proud to become a member of the mile high club.

For the rest of the flight Emma talked about how straight-laced her husband had been and how she had never been able to just cut loose before. Then of course being a schoolteacher and a librarian to boot she had a reputation to uphold. She told me that she was a Mr. Hyde and a Doctor Jeckle just waiting to come out. She also told me that the restroom was just one of her many desires, fantasies, and plans for the trip. Emma made me smile when she asked me if I had ever made love while standing up in a hammock.