Hello, Shawn: I'm a therapist and I work with client's who have Asperger's. It can be helpful to view it as a different way of seeing the world, rather than as a "disorder."
People with Asperger's tend to hyperfocus on particular areas of interest and many non-Asperger's people have difficulty with that. Generally, people with Asperger's date other people with Asperger's for that reason.
People with Asperger's who date often need a relationship "coach." People who don't have Asperger's tend to communicate much more by hints and body language than do people with Asperger's. The "disorder" part of Asperger's is that people with Asperger's don't pick up on those cues. When I have worked with young men with Asperger's who were dating, I often end up helping them "interpret" the other person's intentions and feelings from the cues. A counselor with training in Asperger's can help you learn to "read" other people's cues. Often, it's easier for people with Asperger's to date other people with that condition because you (people with Asperger's) don't rely on hints and non-verbal cues as much as non-Asperger's people. That makes it much easier for you to communicate with each other. Also, people with Asperger's experience emotions differently than others and that can make it hard for people who don't have the condition to relate. Again, people with Asperger's have much more in common with each other and often that works better. I have seen people with Asperger's acquire the level of social skills that are needed to date non-Asperer's people, however. It takes a lot of work and training in social skills to get them there.
Working with youth with Asperger's requires special knowledge and training. Make sure you find a counselor who knows how to work with ASD (Autistic Spectrum Disorders). For example, I know that with young people with Asperger's that I can't imply things or state things directly. I often give people Asperger's very direct "this is what this means and this is what you need to do" statements, which I don't often do with other clients. Working with people with Asperger's requires a special set of skills. Interestingly, people with Asperger's tend to communicate very well on the internet, because that eliminates the non-verbal emotional cues. You need to find a good Asperger's support group, either in person or online. They can really give you good insight in how to proceed to get to where you want to be.
Best wishes. I'll be glad to help further, but you're going to need a real-life counselor to work with you on the social-skills and dating skills. Just make sure he or she knows about Asperger's.
Welcome to the forum. You will find a lot of very knowledgeable and helpful people here.