How I Do It: ‘I moonlight as a gigolo – I love fulfilling sexual desires’

For this week’s installment, we hear from Damian, who moonlights as an escort – not out of any financial need, but because he likes it.

‘I simply enjoy meeting interesting new people and fulfilling their sexual desires,’ he explains.

Damian first got involved in escorting when he confided in a friend that he’s ‘a very sexual person’ who finds ‘great satisfaction’ in going above and beyond the expectations of his sexual partners.

This friend knew someone who ran an escort agency, so she passed Damian’s details on, and the rest is history.

‘Honestly, I’m just a normal guy with a high sex drive,’ he says. ‘Escorting is a lot more common than you might realise.’

Now, by day, he’s a middle manager at a German company, and by night, he sees to his clients…

Warning: The following is, as you might imagine, not safe for work…

Monday

I usually don’t plan any dates on the first two days of the week because they’re typically blocked out with lots of business meetings. This Monday, however, is a bank holiday in Germany (where I’m currently based), so I accepted a date request at short notice. I actually cut a pub crawl with my friends short on Sunday night to make it work – I always want to be prepared and fit for my dates.

I already knew the woman I was set to meet on this date through previous bookings. I must say, it’s great when someone becomes a regular customer; to me, the interpersonal connection this brings is really important. The more often you meet, the more beautiful the sex becomes.

Our date takes place at her home. The city is located on a large river and we arrange to go on a short walk there first. Then, when we have caught up, we go to her apartment and make ourselves comfortable. We cuddle and have intense and slowly increasing foreplay. Afterwards we have sex twice and end the afternoon with a cigarette on her balcony.

Tuesday

Today I’m back in the office. I joined several meetings and packed my suitcase in the afternoon for an upcoming business trip. Then, I meet a friend and we go on a hike with my dog. In the evening, I somehow manage to motivate myself to do some weight training; exercise is really important to me, I like feeling fit and healthy.

Wednesday

My morning begins early today as I’m making my way to Switzerland for a business trip. I travel by train, so I can use my time on the road productively. On business trips like this, I like to inform my escort agency, Kaufmich, of my whereabouts in order to check on any potential dates.

Since my first day in Switzerland will be quite busy and stressful, I indicated that I would be available for bookings on Thursday evening. Within just a few hours a date request came through, which I accepted after quickly checking out the client.

Thursday

I have slept badly and am awake at 5:30am. As I can’t sleep, I go on a jog, take a long shower, enjoy a relaxed breakfast, and go to the office until 4pm.

I then have plenty of time to prepare for my date, which I’m happy about. My date is at 7:30pm in a tapas bar not far from my hotel; since I like to familiarise myself with date locations beforehand, I briefly stop by the bar after work. It’s stylishly decorated and there are some darker, more intimate corners for relaxed conversation – perfect.

After freshening up, I arrive at 7:10pm. I sit at the bar to wait and order a drink; a very charming waitress serves me, our eyes meet and we have a moment – she’s flirting with me, definitely.

My client arrives and we greet each other warmly, I can tell she’s a little nervous. However, I’m a bit nervous too – first meetings are always more special! For me, building a strong connection is essential for great sex, so for all first dates I add three hours to my contract – at my own expense – to get to know the client.

Without a feel-good atmosphere and chemistry, our sex won’t be as good as it could be. Although tonight’s an overnight booking, so we can naturally take our time in getting to know each other.

The pretty waitress who served me keeps glancing over; we smile at each other, and I am definitely attracted to her, but I remain professional and focus on my date. My client has dressed up for the occasion; she’s really attractive and when we get back to the hotel, she takes off her dress to show me some beautiful lingerie she’s wearing underneath.

I start with a massage and after a short period of time she turns around underneath me, so that I’m straddling her. She pulls me down to her by my tie and starts kissing my neck which I love. My head sinks between her thighs; she enjoys oral sex, so I make that a priority.

After she’s come, we make ourselves comfortable, chat some more, and snuggle back into bed once again for some wonderful, intense, tender sex. She comes explosively a second time whilst straddling me.

Friday

When I wake up the next morning, my date is already in the shower. Shortly after we say goodbye and agree that she will be kept up to date when I visit the city again.

I go back to bed for a short nap and then get the train home. I can’t stop thinking about the waitress from last night… I’ll definitely be going back to that bar.

I work on the train, pick up my dog from my parents, and relax for the rest of the day.

Saturday

The weather is great today, so my morning starts with a 10km hike with my dog. We then have lunch and my sister comes to visit us with my nephew; we play football together and enjoy the day.

At around 3pm I start preparing for my date that evening. This is a special request; I’ll be meeting a couple. The husband wants me to have sex with his wife in front of his eyes; he gets jealous and she loves seeing this fury build up in him.

I’m a little apprehensive at first, but soon after arriving I can see they’re excited and I’m made to feel completely comfortable.

I get to know them both during a dinner at their home. The chemistry between us is right and I feel confident that this is going to be a great session.

The husband leaves us to chat over a glass of wine. There is a camera in the living room, so he can watch us from his smartphone. She slides her chair closer and closer to mine, whilst I reciprocate by sliding my knee along her legs and under her dress. After a while, she kneels in front of me, unbuckles my belt, lowers my pants and slowly strokes my penis with her tongue. This increases into a heavy blowjob and the jealousy of her husband – who’s now in the room watching us – is clearly noticeable.

We move into the bedroom and have extensive sex in lots of different positions, all with her partner watching. I then get in the shower and when I return, they’re having sex. I ask if I can watch and they give me a gesture to say yes.

Afterwards, I leave the couple to themselves and drive home, where my dog is excited to see me.

Sunday

Today is very calm; I sleep, take my dog on a shorter walk as it’s raining, and relax on the couch.

I also prepare for another busy week. Unfortunately, tomorrow’s a real Monday … if only there was another bank holiday.