Really , it sounds like you don ' t feel comfortable around someone on a date . Which is normal for plenty of people . Usually people don ' t go on dates unless you are instrested in that person and you want them to have a good time . Totally normal . My advice to help curve what sounds to be going on actually has very little to do with social skills but more of a personal change . Trying to find something that interests you will always help with conversation . You could take up reading . Or gardening . Maybe some type of team sport . Join a club , anything really . Just make sure it ' s something you enjoy doing and is something you can actually fit in your schedule . Having some type of hobby is great small talk conversation and if you have some type of interest in that hobby then you would want to talk about it . My second piece of advice is to be a little selfish . It ' s okay to have some amount of self interest and to not worry so much about if they are having a good time or are making some type of connection . When you think about being a little selfish then it can help you to outwardly show your feelings and thoughts better . My last piece of advice is certainly said a lot when this problem is brought up buts one of the single best things to understand . That is that People are people . It ' s a very true statement . Most people have the same struggles . Most people have simular daily activities and most people think simular thoughts than you . Realizing people are generally the same as you helps take the pressure off of saying something embarrassing because everyone has . Everyone has caused awkward moments . Everyone eats , sleeps , shits and dies . People are people and thinking of your date as a person instead of a date really helps you open up more .