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Annual Anniversary Getaway

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6 likes 17 views Category: Masturbation Male-Female Tags: wife, wife's friend, jacking off to wife, hotel
Beachfront hotel fun!

Every year in October, the wife and I go to Daytona Beach for three or four days to celebrate our anniversary. We go to the same hotel and get a beachfront room on as high a floor as possible.

One year the first night we were there we had just checked in and I went out on the balcony to see and smell and listen to the ocean. The wife came up behind me and hugged me and dropped my shorts and gave me a long slow reach around with her big soft titties pressed against me. She stroked my cock till I came over the edge of the balcony and we could hear the jizz hitting the metal roof of the conference room many stories below.

One afternoon I had just gotten out of the shower and I came out of the bathroom toweling off and the wife was brushing her hair on the sofa. She asked me to get her phone for her that she had left out on the balcony. When I did, she closed the slider behind me and locked it. She then pick up my phone and called hers and when I answered it she told me that she wasn't gonna open the door to let me back into the room till I jerked off for her. We proceeded to have exceptionally filthy phone sex looking at each other through the glass door. She was naked on the sofa rubbing her pussy while I stood outside pounding my cock like it owed me money. We both eventually came and she let me back into the room.

She has a particular favorite jet in the pool where if she positions herself just right, she can have orgasms till she nearly drowns. Ihang onto the edge of the pool with one hand and hold her butt with the other hand and keep her in place while the jet tries to push her away. I can't even count the times she has jacked me off or I've rubbed her clit in the hot tub at night, a couple times with other, unaware (we think) people in the tub as well.

One morning this last year my wife was in the shower shaving her pussy when I walked into the bathroom, a sight that never fails to give me an immediate hardon. I looked around in my shaving kit and the wife's toiletries bag for something slippery. I didn't find any oil so I squeezed out a handful of the wife's hand cream and got to stroking. It turned out to be some kind of essence of citrus oil cream and the bathroom immediately smelled strongly of oranges. The damage was done so I continued stroking my cock to my gorgeous sexy wife and splattered the shower curtain with my morning load. I got into the shower once the wife was done.

I decided that my cock was getting a little stubbly and was in the process of shaving/stroking when the wife called into the bathroom that she was meeting 'Dianne’ downstairs for breakfast; I should come down when I was ready.

 I had met Dianne quite a few times and I don't think I have ever met a nuttier woman. She is a hospital social worker and the wife and her worked together for a while, till she was let go basically for being too eccentric. The wife keeps in contact with her, Facebook mainly, but she does come to the house every now and again and actually she had Thanksgiving with us a few times. She also rode out a coastal hurricane with us as we live further inland and she lives on the barrier island of Daytona Beach. So  thewife invited Dianne to spend the day with us on the beach. I still smelled like oranges when I went downstairs to breakfast and Dianne kissed my cheek and commented about my new aftershave. I laughed and said I mixed up the toothpaste with the hand cream and how did she like my breath? We ate and made our way out to the beach.

Daytona Beach is very populated and very well policed, so the opportunity for hijinks on the sand are nil. Later in the afternoon, after listening to Dianne ramble wackily on for hours, I was ready to go up to the room, have a beer, unwind and do a little masturbating. My wife figured out what I had in mind, and quietly asked if I was going to jerk off. When I told her that I was, she said to wait, they were coming up too. That confused and almost irked me. I was pretty much Dianne'd out.  As we all rode up in the elevator the wife caught my eye and winked at me.

Once in the room, Dianne asked if she could take a shower to rinse the sand and salt off before she got in her car to go home. As she was showering, my wife told me that while we were on the beach she had told Dianne why I smelled like oranges, that I had jacked off to her. She said that Dianne had said that she was jealous and that no one had ever jerked off to her. She is fiftyish? I'm guessing. Not fat, not thin, not overly attractive, but not repulsive either. She is also covered with tattoos. The wife told me that she kiddingly said I would be happy to jerk off to her. Dianne apparently took that offer seriously and was waiting for me to oblige her. I said no fucking way. The wife gave me her sad puppy dog eyes and promised me blow jobs, hand jobs, whatever I wanted. I couldn't believe my own wife had pimped me out and was actually begging me to masturbate to her nutty friend. I eventually said OK and she yanked down my shorts and handed me the tube of lube. She fluffed me for a moment, and when my cock started showing signs of life, she sent me off in the direction of the bathroom.

The door was open so I guess she was expecting company. I went in and said “Oops sorry! Didn't know anybody was in here!”.

"Oh yes. I was just taking a shower." Dianne said and pulled the curtain back. "Ooh, you're shaved!" She said. I looked at her and to my surprise, she was shaved as well. I was stroking my cock with more enthusiasm than I thought I would have.

 "And you're shaved to!" I said. "Very nice" And I meant it. Her tits were smallish and on the saggy side, but her nipples were hard and red and stuck out like small thumbs. One had a ring through it which I don't normally care for but it kinda worked on her and those big nipples. I stepped closer, not hiding the fact that I was ogling her body. Her pussy lips hung quite low and on her bald mound there was a tattoo  that I couldn't immediately make out. I looked closer and I realized that it was a tiny naked dude with a hardon pushing a tiny lawn mower, mowing a tiny green lawn where her pubes had been. She had a ring of fire tattoo on her upper thigh, the flames tickling her cunt. She turned around for me and her back was an elaborate dragon, its green scaly tail disappearing between her ass cheeks and reappearing on the back of her thigh in the flames. She bent forward, and when I saw her bald pussy between her legs, I came. It wasn't a huge orgasm, my knees didn't buckle or anything, but it was fun and Dianne clapped her hands with delight. She thanked me profusely which was kinda awkward as I was still milking the last few rivulets of cum from my cock. She has no filter and when she stepped out of the shower she high fived me and hollered thanks! to my wife.

 Dianne got dressed and soon left and the wife and I went out to dinner where the waitress commented that she liked my citrus ‘cologne’!

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