Chance Meet With Claudia Winkleman

A few years ago my partner and I created our 'free pass' celebrity list where if we ever met that celebrity and for some unknown reason they were willing to get with either of us, we would be allowed.

Now my wife and I have a very healthy marriage and obviously when we made this list we never thought we would meet anyone on them.

Well, on top of my list was one half of Strictly Come Dancing presenting duo, Tess and Claudia, Claudia Winkleman. I'm not sure what it is about her. Yet I have always found she dies something for me. I feel like she might be filth in the bedroom by the way she talks and comments she makes.

Never in a million years did I think I would meet her. That is until I had a meeting in London one afternoon. After my meeting I stopped at a coffee shop, I join the queue and was checking out my phone when the woman in front of me answered a call on her phone. The voice sounded familiar. I listened while pretending to use my phone. I knew that voice, it was Claudia Winkleman!

A couple of people came up and asked for pictures and autographs. She was happy to oblige. I text my wife to tell her, of course she didn't believe me so I asked her for a pic and was happy to take one. I sent it to my wife with the message "can you believe I just got a pic with number one on my free pass list!"

I was a bit taken back when she replied. "Why don't you tell her about the list and see what happens, winky face emoji." She can't be serious surely?! She was deadly serious when I checked. "This chance won't come up again, that was the deal with the list. Go for it!"

The fact that I had received the go ahead from my wife, I couldn't pass up this chance. I started talking to Claudia again.

"Sorry to disturb you again Claudia but this is going to sound really weird and you might think I'm a freak. My wife and I made a free pass list a while ago and you were top of mine. I couldn't miss the chance to tell you as I probably will never see you again."

She had a shocked look on her face and I expected her to call the police or something so when she gave me her spare key card for the hotel she was staying in around the corner and told me the details, this time I was in shock.

She collected her coffee, gave me a wink and headed out. I stood there waiting for my coffee trying to process what was happening. I actually called my wife when I left the shop to explain to her just to see what she said. Thinking she would tell me to forget about it now it had gone this far, she again told me to go for it. Part of me felt guilty of course but I was also quite excited about what could be about to happen.

I found the hotel not too far down the road, made my way inside and found my way to her room. I stood outside for a good 5 minutes before I found the courage to knock. Again expecting there to be some catch, I was happily surprised when Claudia answered the door. I looked her up and down, she was wearing tight fitting jeans, ankle boots and a green silky blouse.

"Come in,Mark." I must have told her my name at the shop. It was all such a blur. I looked around the room. It was more like a suite, with sofa, separate bedroom, en suite with a hot tub.

I was feeling really nervous now and Claudia could tell as she went to the mini bar and grabbed me a beer and poured herself a glass of wine. "Cheers" as we clinked glasses/bottle.

We sat down on the sofa where she started asking me about the list I made and the reason I had her as number 1.

"Well, I'm not sure really. I have just always found you rather sexy, a proper MILF. I love all the cheeky comments you always make and I reckon you are filth in the bedroom." I couldn't believe I had said that last bit but confidence must have just taken over for me realising this could be the only time I get this chance.

She seemed a bit taken aback by that comment at first but she looked at me and smiled, took my drink out of my hand and placed them both down on the table next to us. She took my hand and walked me over to the queen size bed. She sat me down on the edge of the bed and I couldn't believe what happened next.

Claudia dropped to her knees, not losing eye contact with me. Her hands resting on my thighs, she slowly moved them up my legs and inside of my thighs until her fingers grazed my groin. My dick twitched inside my pants and she definitely felt this as next thing, she is unzipping me, reaching in and gripping my semi hard cock. She manoeuvred it to release it as it grew in her hand. It was not fully sized at 7 inches. Not the biggest, but it had girth to it.

Claudia started stroking it up and down, her eyes still locked on mine as her speed increased. She was now wanking me off for all I'm worth. My head rolled back as I enjoyed being walked off Claudia Winkleman. Next thing I felt her mouth around my cock. I gasped as her tongue teased the tip of my circumcised dick. She was definitely proving me right by how filthy she is as she took me to the back of her throat and didn't even gag. She was now face first in my pubes, deep throating me. I felt like I was in a dream. As she got faster and faster, I could feel myself getting close but I didn't want it to end there. I guess she could tell as she released my cock with a plop and went back to wanking me while she took my balls in her mouth.

After a few minutes she stopped sucking on my balls and wanking me. She stood up, turned around and slowly started to slide the zip on her knee high boots down and kicking them off. She then unbuttoned her jeans and with a little wiggle slid the, down her hips to reveal a perfectly shaped arse covered in a paid of black French panties. Next she lifted her top over her head to reveal the back of her bra. She reached around, unclasped it and dropped it to the floor. She turned around with her arms covering her chest, just wearing her panties.

She walked over to me, told me to sit on my hands. She dropped her arms to her side revealing her perfectly shaped breasts, nipples clearly hard. She hooked her fingers into her waistband and slid her panties down, revealing perfectly shaved pussy.

I couldn't believe that Claudia Winkleman was standing in front on me fully naked. She manoeuvred herself to be standing over my lap, my cock still hard, aimed at her hole. She puts her breasts into my face. I couldn't help but push back, practically motorboating her as she gently lowered herself down. Her pussy was soaking wet and she gasped as the head slowly slid its way in. I couldn't sit on my hands any longer as I grabbed her hips and fully impaled her with my cock. Her head was rolling back, mouth open. My tongue began to play with her nipples as I flicked them, tasting her sweet breasts.

She started to rise and then lower herself back down as our hips moved in unison. Claudia was sitting on my lap, fucking me.

We kept this going for quite a while, never picking up too much speed as we both wanted to enjoy the moment. I most definitely was and kissed her full on the lips. Our tongues met. We teased each other with our tongues.

I was enjoying this like nothing I have ever done before but I needed more. I would never get this chance again and part of my fantasy had been to take her from behind.

I lifted her up, still inside me as I placed her on the bed on her back. We kept fucking, speeding up. I decided now was my chance as I pulled out of her. She looked at me shocked. I flipped her over and she knew what I wanted. Claudia got on all fours as I positioned myself and thrust back into her hard and fast.

I felt like I was in heaven as I fucked Claudia Winkleman hard and fast from behind. I wasn't going to last much longer, I could feel myself getting close. She could tell as well as she begged me to fuck her as hard as I could.

I picked up speed, pulled out so just the head was inside then thrust forward as much as possible. A few more thrusts and I released my load deep inside her as her pussy tightened around my cock. She let out a scream as she came at the same time.

My balls finally drained, I collapsed on the bed next to her. We were both sweating and trying to catch our breaths as we fell asleep.

I woke up a few hours later and Claudia had gone. She left me a note which said "Hope you enjoyed ticking number one from your list winky face. You can let yourself out. X"

I got up and got dressed, left the room and made my way back home, thinking about how meeting my number one was better than my expectation.