My Fiancé (my boyfriend got a promotion since my last post) and I recently did a 4 Day cruise out of Florida. We have cruised before with family or big groups of friends, but this was the first time we had ever done one with just us. Our goals going in were to eat a lot, drink a shitload, and fuck as much as possible. And if we could find anyone to join in on any of those with us – even better!
We haven’t taken any trips lately, so we sprung for a Suite with an Ocean View Balcony. On the first day we boarded and walked around the ship some. We hit up one of the pools to relax and get some drinks as well as scoping out any potential friends. There were several sexy men and women about. I caught Alex checking out a woman in a very small bikini laying down in a chair across from up. Her ass was magnificent, we sat there admiring it while we drank for about 15 minutes. I kept hoping she’d flip over so we could see the front. Eventually 2 “kids” came up to talk to her. One was a young teenage girl and the other was an early 20s guy. She sat up and she was a definite MILF. Probably 40ish but great body – nice abs, fantastic B sized breasts and the she legit had the ass of a 20 year old. The woman and her family got up and left the area. We got bored quickly after that and returned to our suite for some 1 on 1 time. After a fun pegging session on our bed and then a fuck session where I rode Alex on our balcony, we got dressed and went out and about again.
We came across our lady friend once again in one of the lounges, she was at the bar by herself. I told Alex to get a table and I’d get some drinks and I’d initiate a conversation with her while I waited. I ordered and started small talk with her. She (“Susan”) was on a trip with her 3 kids. The tickets were a surprise gift for her middle child’s 18th birthday – which was actually 9 months ago in March. We did not see this son earlier at the pool. Her older boy was 21 and her daughter was 14. I asked if she was here with anyone besides the kids and she said she was divorced. I invited Susan to join Alex and me, which she agreed to do. Lots of small talk and a slow escalation of flirting from Alex and me later, we were all giggling and getting hammered. Susan blurted out she wished she was young and in love like we were, and that she hadn’t been fucked in almost a year. I placed my hand very high on her thigh and asked if she would like to fix that tonight. She hesitated and asked if I meant with both of us, we responded with yes. She smiled and said ok. I leaned in and kissed her and said let’s get out of here.
In the elevator on the way to our room, Alex hugged her from behind and began kissing her neck while I made out with Susan. As we kissed I felt her hand go up and under my skirt. I could feel her smile when she realized I wasn’t wearing underwear and she began rubbing my pussy. We quickly walked down the hall and into our room. Alex picked Susan up and carried her toward our bed as he kissed her chest. I quickly discarded my skirt to get completely naked and climbed onto the bed with them. Susan crawled towards me and kissed me on the lips, and moved down my body – she paused to suck on each nipple – and began eating me out. Alex was not naked from the waist down and moved up by my head where he fed me his cock. After a few minutes, Alex and Susan got fully nude and she and I switched places. I began tongue fucking her while Alex fed her his cock. Susan orgasmed and I then moved up to make out with her with Alex’s cock in the middle. Susan finally told Alex to fuck her already, which he happily obliged. I leaned back and fingered myself as I watched this MILF mount and ride by Fiance’s cock. Alex said he was close and she said it was safe for him to cum in her. After Alex erupted inside of her, she fell back on the bed beside me, I leaned in to kiss his and motioned for Alex to clean up his cum. Out of the corned of my eye, I saw Alex spread Susan’s legs apart and dive in. After he was finished, he moved to the top of the bed and the three of us shared cum kisses.
After this we took a breather and Susan noticed my open bag of strapons next to the bed and asked if we use those on Alex or me, to which he smirked and said both. Susan looked at me and asked if I could fuck her. While I was getting my strapon ready, Susan and Alex maneuvered on the bed so that they were 69-ing. I asked Susan how she wanted me and she said she wanted to be on top. I fucked her for several minutes while Alex and she made out. In between kissed Alex asked her if she had ever been DP-ed. Susan seemed surprised and said no and that she’d never done anal. Alex gave her ass a smack and told her that was a shame because her ass was amazing. She smiled and asked if we had lube, to which I responded yes, or Alex has a tongue. Susan leaned forward to make out with me and Alex crawled in behind her and began eating out her ass. This went on for a few minutes until Alex got into a crouch behind her. It took a few tries got Alex to get all in the way in. Two or three times he asked if she wanted to stop, and she said no. When he was about 2/3 of the way into her she pushed backwards and plunged herself down onto the rest of him. I felt her moan loudly into my mouth. My strapon was still inside of her and I had her weight fully on me and Alex shoving into her from behind. I was able to manage small thrusts up into her pussy and she and I made out. Alex did eventually blew his second load into Susan as he came in her ass. As he was cumming, I felt her tense up and she started shaking and yelling into my mouth. I knew what was happening before I even felt her dripping onto me, Susan had just squirted from another orgasm.
We all cleaned up and went back out for one last drink. Susan said she had to go meet up with her kids as whatever movie they were showing by the pool would be wrapping up. We said our good byes and let her know if she wanted one or both of us again, she just needed to ask.