How do I become more comfortable traveling by myself?

I have a job myself but because of the hours I work I have odd days off were I'm home alone for a couple days. My boyfriend is always at work and only free on weekends.

I told him I was getting board being home alone for days during the week so he suggested I go out by myself into the city in week days I have off work.

Me and my boyfriend are very privileged and I'm extremely grateful but we can afford to do these things and I want people to know I'm aware of this luxury.

Now he books me to stay at hotel in Birmingham for a couple times a week and I'm aloud to do whatever I want. I can go shopping, visit a museum etc. The thing is Birmingham has a really good nightlife and I'd love to be able to go out but I don't feel uncomfortable doing it by myself. If I'm feeling like I want a drink I just order it to room service but it just makes me feel lonely again.

All my family live far away so I don't see them often and I don't really have any friends and I'm scared of making any these days because I worry if they are genuine.

It's nice being able to spoil myself every once or twice a week but I'd like to have someone to share that with.
How do I become more comfortable traveling by myself?
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