*This is inspired by true events*
*
Anna, my girlfriend, gasped when I first mentioned it. After a year of fantasising, I had finally told her. Actually, it was a case of Freudian slip. Ever since I started dating her, I wanted to see her fuck another man, a stranger to be specific. Don't get me wrong, I love my girlfriend but the thought of her deriving pleasure always gave me a hard on.
"Are you fucking serious?" She said annoyed. At first, she thought I am screwing with her, but after realising that I wasn't, she got really upset, to the extent that she thought that I don't love her. I could have let the whole thing go as a joke, but I didn't because deep within, I wanted to see her reaction and decide whether to pursue this at all.
We didn't talk about this for a while. I tried bringing it up a couple of times but she would change the topic. Before giving up, I wanted to try one last time, so one night I got a bottle of Chardonnay, lit up some candles, and put on her favourite soft porn. She was wearing a thin white top with no bra and her hard nipples were clearly visible. Realising it's the perfect time, I floated the idea of a massage, she put an eye mask and I slowly started massaging her back. My hands were moving all over her hourglass body and within minutes she was moaning.
Though I was scared that it'll turn her off, I whispered, "What if I trick you into getting massaged by the guy in the porn!" She didn't say anything! It was more than enough for me to go on, "Imagine his hands on your ass," I reached out to her ass, rubbing my hands all over, slowly sliding fingers in her pussy. I couldn't believe what I felt - she was dripping! Each time I said something dirty, she was getting wetter. It was totally a shocker for me, I was rock hard! I took out her dildo and started rubbing it on her clit.
She was moaning, "Put it in!!"
I said, "Imagine this is his cock."
She grabbed my hand and forced the dildo in her pussy screaming "I love this cock." I sucked on her nipples while she kegelled with the dildo inside, her movements getting more intensive with each stroke.
Within minutes, she screamed, "fuck!! I'm gonna cum," and came all over that dildo. I wasn't gonna push her, so I did not talk about it but I knew exactly what to do to make my fantasy come true.
Fast forward couple of months, I planned a vacation for us on our anniversary in Greece. We were gonna spend a romantic night in Santorini. My plan was to surprise her by getting her a male masseuse. Though, I wasn't really sure about how to go about it. We stayed in a cozy beach side villa, and on our anniversary, I got ourselves booked for a massage. While she wanted a girl masseuse, I specifically asked for a male one for her. I also asked for separate rooms just to not make her conscious. So we reached the massage parlour and the dude was good looking, I mean he was in a great shape. Anna was surprised to see him, in a good way and it was pretty evident. We were basically in the same massage room with a super thin partition in between so much so that we could easily talk.
I asked her, "How are you feeling about the massage?"