A Big Date

I’ve been escorting for about a year now. For the most part, I enjoy it. Like all jobs, you have good days, great days and not so great days and, like most jobs, customer satisfaction is what it’s all about. These days, a lot of my dates are regulars, so I know what to expect, but when someone new books, I’m always somewhere between nervous and excited. Sometimes my new dates provide a lot of detail, but at other times it’s a mystery. So, when this booking came through, I was perplexed as the only information I really had was ‘he’s a bit shy’.

He wanted to meet in a hotel room at a really scrumptious hotel in Kensington. That’s always a good sign as it means that he likes nice things and is willing to spend a bit of money. I mean, of course it’s not all about money, but it sure helps when you’re trying to pay your bills. I went to the front desk and they told me I was expected and gave me the room number. I do wonder what front desk people think when I turn up. I always dress smartly, but I’m sure they know why I’m there. We all deal with servicing the same customers, we just provide different kinds of services.

I adjusted my lipstick in the mirror in the lift and made sure I looked my best. As I reached the correct floor, I took a deep breath and looked for the room number I’d been given. I knocked on the door, not too hard, but hard enough I hoped, for him to hear it. I heard a muffled shout of ‘come in’ from inside. I checked the door handle and found that the door was on the latch, so walked in. It was a very nice suite and my date had obviously ordered room service as there were some snacks, a couple of glasses and a bottle of champagne chilling, but I couldn’t see anyone.

A voice came from the bathroom, much to my relief, as I was starting to think this was some sort of set up. He said, ‘Promise you won’t laugh and I’ll come out’. This was getting curiouser and curiouser. I replied, trying not to giggle and ruin it, ‘Of course not, just come out’. The bathroom door opened and he stepped into the room, wearing a fluffy robe. He was a big guy. A really big guy. When I say ‘big’, I mean in girth, not height. I’m not sure what the PC thing is to say – ‘plus size’, ‘extra large’, ‘fluffy’ – but yeah, he was quite impressive in size. The thing is that I don’t really care. I don’t go around judging people based on how they look, but I could tell by the worried look in this guy’s eyes that someone had been judging him.

I walked up to him and gave him a big hug and kiss on the cheek and guided him over to the sofa to sit next to me. He didn’t say anything at first and I’m sure I even saw him looking a bit tearful. When he sat down, I asked him if he wanted me to open the champagne. He looked at me like a deer caught in headlights and nodded. So I opened the bottle with a pop – I’m very good at opening champagne bottles – and poured us both a glass. I handed one to him and plopped myself down next to him on the sofa. He turned to me and said quietly ‘You’re so pretty’. I smiled, and said ‘you ain’t half bad yourself handsome’ and clinked my glass against his.

As we drank, we started chatting. I broke the ice by telling him a bit about my studies, as I’m working my way through accounting school. He opened up a bit and told me that he’s an international sales rep for a company selling to the oil industry. He explained that he makes good money, but spends most of his time on the road. Then he shared that because of his size, he’s too embarrassed to go to bars in the hotels he stays at and says he pretty much never gets to meet women. He made a point to tell me that he’s not a virgin, but since he’s gained weight, he hasn’t had a lover and had just gotten so embarrassed about the way he looked that he’d given up.

I asked him what made him decide to finally book a date with an escort like me. He explained that he’d started therapy and his therapist had suggested it. He had been terrified about the prospect, but finally went through with it after he found Cleopatra Escorts as their web site was so easy to use and they had been helpful and professional. He told me that before he knew it, he’d arranged a date with me and just put it out of his mind so he wouldn’t chicken out. As we chatted, I realised that he was not only a really sweet guy, but that he was also very funny. I must admit that funny is a turn on to me, so I was warming up to him and decided to stop waiting and make a suggestion.

‘How about we have a shower to relax you?’ I asked him. I knew that it might be a bit scary for him because he’d have to get naked, but I also thought it might just help him get over the hurdle of his embarrassment. So, much to my surprise, he laughed and said ‘I might as well. Hopefully I’ll get brownie points from my shrink.’ We both burst out giggling and headed off to the bathroom together. Our shower was a scream actually and we played like kids.

By the time, we hit the bed, he seemed like a different man and had totally let his guard down. With a very large man, there are certain different approaches I use to make things more enjoyable and comfortable for everyone and he took all my advice on board enthusiastically. In fact, we both had a really fun time and I know that he was more than satisfied. He tipped me very generously and he’s already booked another date for the next time he’s in London in a few weeks. I told him that next time I wanted to meet him in the bar to help with his confidence.

So yes, there is more to this job than just the money. When I can help someone to make positive changes in their life that will make them happier, it reminds me that what I do is a very important service. I am proud of my work and of all my colleagues who do this job. It’s not always easy, but when we do a good job, it feels great.