Nervous first time casual dating

I’ve never been the most confident person when it comes to approaching women in bars or chatting people up in clubs. The idea of casual sex had always appealed to me, but I wasn’t sure how to go about finding somebody who would be on the same page. I didn’t want to offend anyone by being too forward or face rejection. That’s why worked so well for me.

How I got here

I was on holiday in New Zealand when I came across I didn’t know anyone except for the couple of friends I was travelling with, and I couldn’t face putting in the groundwork and trying to butter up girls at bars or clubs. I knew all too well that my chat wasn’t great, and I wanted company and casual sex with none of the hassle. I’d never done anything like this before when I opened the website, but I knew that this kind of hookup was going to work for me.

What was I looking for?

I’m a shy person, I find it difficult to talk to women, and I often let nerves get the better of me. I was looking for a woman who would put my mind at ease, but I also wanted the experience to give me a much-needed confidence boost. I tend to go for petite blondes, and I was looking for somebody a bit older and more experienced than me.

My best sexual encounter

I was really nervous about having casual sex for the first time. I wasn’t a virgin, but my experience was limited, and I was anxious that I wouldn’t be able to satisfy my partner for the night. Thankfully, my nerves settled the moment I opened the door to my hotel room, and she walked in. She had a beaming smile and a warmth that made me feel at ease in her company. We chatted on the bed for a few minutes when she arrived, and I poured us a drink. She could tell I was nervous, and she coached me through the encounter, initiating oral foreplay, which drove me wild with desire and made me forget all about my anxiety. She asked me what I wanted and then took control of the situation. She was very pretty, but also incredibly sexy. She had big breasts and wide hips, and she was very confident in the way she moved. We had sex twice, trying out all kinds of different positions and moving from the bedroom to the en-suite bathroom. I turned the shower on, we climbed inside, and after a few minutes of screwing up against the wall, we came together. I used protection and for the first time, I actually felt really confident during sex. I knew that I’d done a good job, and this kinky blonde beauty had made me feel like the only man she’d ever wanted. Afterwards, we got dressed, engaged in some slightly awkward small talk and then she left.

What happened after?

I was only in New Zealand for a couple of weeks, but we did agree to see each other again. This time, we met in a bar, enjoying a couple of drinks and a few shots before going back to her flat and fucking for hours. I was more confident the second time we met up, and we were definitely more adventurous. She was composed and happy in her own skin, and she was completely fine with the fact that I was keen to get on my way shortly after we finished having casual sex.

Anything else to share?

I told the friends I was travelling with about the blonde bombshell, but it’s not something I’m keen to bring up when I’m dating or in a relationship. The best thing about the hookup was the confidence it gave me. It was also fun to have free reign to try new things and to indulge my fantasies without worrying about the impact it could have on a partner who is emotionally attached. I never heard from her again, but I definitely don’t regret the time we spent together.


If you’re looking for casual sex, and you’re sure you want to go ahead and hook up with somebody just for fun, it’s really easy to use Manage your profile, find a partner you love the look of and don’t be afraid to experiment. As long as you feel comfortable, and you set boundaries, a casual arrangement could work really well for you.

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