Marianne was a mature who gave me my first anal sex experience.
I was working as a musician in a bar in Amsterdam in the summer of 2000 and during that particular month a regatta of tall ships was heading to Amsterdam.
The owner of the bar thought it might be a good money spinner to convert his barge into a floating bar and take guests on a tour of the canals and the harbour, where he would ply them with drink and food for a fee. He had a special piano shaped shell made, into which an electronic keyboard was placed. The body of the piano shell was reinforced with galvanized steel, into which ice was poured converting it into a kind of cold cabinet for drinks and shell food cocktails.
There was no shortage of takers for this venture and every day for a week we had a relatively full boat. I enjoyed the trips as it got me out of the bar and in a way I was performing an open air gig. Not just to the patrons of the barge, but to anyone who was passing by the canals, walking over the bridges or living on the houseboats and tall ships that were moored in the harbour.
One night, as we floated in the harbour, the owner asked me to take a break and I was standing at the side of the boat, minding my own business, when this very attractive woman came and stood next to me and offered me a cracker with some crab salad spread on it. I was hungry so I accepted the food and thanked her for it. She introduced herself as Marianne and told me that she was a friend of the owner. I introduced myself and joked that I wasn't. She laughed and offered me another cracker and complimented me on my music, voice and performing. I thanked her again and said that I was glad that she liked what I was doing.
Once again she offered me another cracker and said, "Eat up. You need to be a big boy you know."
Now I don't really know what possessed me to say what I said next, but it was a defining moment that altered the course of that night.
I replied, with a smile, "I'm already a big boy," and winked.
She smiled and asked, "Oh really. How big?"
I guess she was just trying to see if I was all bravado and nothing else.
For some reason, I kept up the game and replied with a straight face, "Twenty centimetres at the last count."
(For non Europeans, that's a little over 7 and half inches.)
"Well," she said, "We'll just have to see how much of that is true, won't we?"
My heart started racing. This woman was coming on to me and calling my bluff.
"Your place or mine?" I asked.
"Yours is definitely closer," she replied, knowingly.
I lived above the bar.
The end of the night couldn't come fast enough and I was hoping and praying that she didn't meet someone else, or change her mind.
No. That didn't happen.
After I had helped the boss clear the gear from the boat, Marianne was waiting for me outside the door to my apartment building.
Once inside my apartment we kissed, feverishly. Tongues searching, liquids shared. She wasted no time though. She pushed me down on the couch and knelt between my thighs. My cock was already rigid and pushing painfully against the front of my jeans. It had slowly been hardening up ever since our flirtatious conversation and now was ready to knock down walls.
She could see the bulge in my jeans and rubbed her hand over it. Then she unbuckled my belt, pulled apart the buttons and yanked the garment to my ankles, where I kicked them across the room. She could clearly see the outline of my rock hard phallus through the material of my underwear and there was a small damp patch where my pre cum had leaked through. She pulled them down and moaned with delight.
"Ah, you're shaven," she said. "I love shaven men."
Her hand enclosed my hard shaft and she slid the head of my cock between her lips. The intense feelings that came with her licking and sucking my cock head was driving me mad. I had to do everything I could to stop myself from coming in her mouth, although in retrospect, I don't think she would have minded.
Her hand massaged my scrotum as she plunged my cock into her mouth and forced it into her throat. It was the first time I had ever experienced a woman deep throating my cock and it felt amazing. She slid my cock into her mouth until it touched the back of her throat and then pulled it out again. As she blew my cock, she slid her finger into my anus. Apart from the time when I had to visit the doctor for a medical, no one else had ever slid anything up my arse. As she sucked my cock, she also massaged my prostate. It was painful in a pleasant sort of way and it forced me to do the one thing I had tried to avoid. I blew my load down her throat. I shot thick gouts of creamy hot semen into her mouth and she swallowed every drop.
"Mmm," she said, wiping excess semen from her chin. "It was a good idea you ate that crab salad. It makes your come taste fishy. Kind of like having caviar being shot down my throat."