My mother’s best friend on vacation

This event happened a few years ago but sits rent free in my head.

About 10 years ago, my father organized a trip for our family and the pattys, their close friends, to go on a Caribbean cruise. The celebration was for my mother’s 50th birthday. Mrs patty, sandy, was my mother’s best friend for nearly 30 years at that point so inviting them made sense. They were happy to come too.

During our sea day, I passed out on the deck chair and wound up getting a serious sunburn. The boat medic actually came to my room, gave me aloe, and said I was not allowed to sit out the next day which would be our first port day. My family and the pattys made their plans for the next day at dinner and I said I’d meet them late afternoon since we were in Nassau that night and boat curfew wasn’t until 11pm or whatever.

Since I had my own room, I was looking forward to a day of relaxation, jerking off, porn, and drinking.

Around 1pm that afternoon, there was a knock on my door. I didn’t answer at first and then I heard Sandy’s voice say “Jimmy, it’s sandy, are you awake? Open up.” I opened the door and let her in. She had an awesome bikini on with a shall or whatever covering her bottoms. Her tits looked great though. She said “I was getting kind of tired of the heat so I told everyone I was going to come back and nap, check on you, and then walk back over with you later on. How are you?” I said, “I’m good. Just need to put round 3 of that cream on before I can get in the shower.” She said, “do you need help?”

I said, “no, I think i can manage.” She said, “give it to me. Don’t be silly.” She rubbed it on my shoulders and back and then came around front. I stared down at her tits as she rubbed my chest and stomach with this cream. She must have seen the activity in my pants and did something I never expected. She slid her hand inside my elastic waistband and grabbed my cock solidly. She looked up at me said “do you want some help?”

This time I said “yes. Absolutely.” She said, “good.” She knelt down in front of me, pulled my shorts down, and sucked my cock.” I came in her mouth and then helped her back to her feet. She said, “do you want to fuck me?” I again said “yes. Absolutely.”

She sat on the bed and threw her legs in the air. I removed her bikini bottoms and buried my face in her pussy. Then I sat up, grabbed my cock and inserted myself in her. She was biting her lip and whispered “fuck me silly. Fuck me like you fantasized all those years ago. Fuck me like the whore you you’ve wanted me to be.” I couldn’t take it. I was so fucking turned on. I pounded her pussy. She had an incredible orgasm and then I came right after. I sent 2 large ropes deep inside her.

We rested for a few minutes before fucking again. The second time, I fucked her in doggy and came in her again.

When we weee done, she went to the bathroom and cleaned up. I laid there in bliss. She came out, said “I’m heading to my room to shower and get dressed.” I’ll come back here soon and we’ll walk off the boat together.” Feeling cocky, I said “don’t do your makeup before you come back, I may want another blowjob. She smirked and said “go shower jackass.”

She was back an hour later. I answered the door and she handed me her lipstick. She said “let’s go, take it out. Then I’ll do my lips.”

Dinner that night was a whirlwind.

We did fuck again the next day too. Mr patty and my dad did some excursion and my mother had a spa day so sandy came to my room and got fucked for 3 hours.

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