I think so, but gaining trust in that case might be a real issue. How long have you suspected you might be gay and how old are you?
I think that the kind of transition you're talking about is easier when you're younger, but you could probably just change it like a pair of tennis shoes. Who am I to tell you what to do.
Maybe you're not transitioning. Maybe you were gay all along, and only pretended to be straight to fit other people's "norms."
The process of coming to terms with who we are is something that can transition over time. For many people, coming to terms with feelings of being attracted to someone of the same sex, or realizing possibly that our gender does not match, or a variety of scenarios - seem to play out at different times. I have talked to some men who knew from the time they were little kids that they were gay - and never needed to figure it out. For myself, I look back and almost laugh at how obvious it was that I was gay (actually, to be accurate - a gay leaning bisexual - which I think added to my confusion and inability to recognize the truth) but it took me a long time to even see it, much less admit it to myself or anyone else. I have also heard the stories of fully functioning heterosexual married men who later in their lives begin to realize they are more attracted to men than to women, or that they are actually transgender, which really must be a mind-bender to work through. I give a lot of credit to anyone who can face their truths and work it through. It is dark and lonely in the closet.
The only constant is change. Life is a never-ending series of transitions, like waves rising and falling. Learn to surf, or you'll be seasick all the time. Just go with the flow.
The OP never really mentioned it, but I think any sexual orientation transition from straight to bisexual, bi to gay, or straight to gay happens in combination with man-to-man sexual activity and inner analysis--in your mind, coming to terms with your sexuality, accepting your sexuality as a good thing. So it doesn't just happen in the mind: you need to actually have the sexual relationships with guys, oral alone perhaps, or oral and anal, and see how you feel while doing it, and afterwards. Like others have said, transition is about change in general, whether your attraction and sexual desire for women is decreasing, and attraction and sexual desire for men is increasing, or whether, as Papa Smurf says, you've always been that orientation and have just been struggling with that, either unconsciously and/or consciously, and the change that is happening is in overcoming that inner struggle and accepting your sexuality. All guys have to one degree or another some internalized homophobia that can have a real impact on their sexual identity and what truths they are able to accept about themselves. It's a real victory to reach any level of acceptance, if you're progressing to whatever your final truth is, even if that truth evolves (i.e. changes). As for myself, I've experienced lifelong struggles with my sexuality, and my internalized homophobia has caused profound effects from 8-60. I went from first having sexual & romantic desire for girls from 8 onwards, but getting constantly rejected by them, while at the same time the only sex I was having was with this one boy from 8-13, but denying my bisexuality (even though we did both oral and anal, A LOT); to then quashing any sexual desire for boys & men whenever they arose from 14-30, and insisting, "I am straight; I have to be straight!", even if I was thinking that mostly just unconsciously. When my first girlfriend and sex partner of three years broke up with me at 30, my desire for guys exploded, but I was always trying to deny my bisexuality particularly while having anonymous oral sex with hundreds of men for the next 21 years--while also trying to date women (well, dating them but never getting to the sex part, being constantly rejected). Then at 51 I finally had anal sex with a guy that, as the greatest sexual experience of my life, finally allowed me to accept my bisexuality, and I identified as bi finally for the first time (instead of bi-confused or straight). From then on I loved the gay part of myself, and finally enjoyed having sex with guys in each other's homes. And I realized/thought I've always been bi since the moment my sexuality started at 8 years of age (or since birth), but my internalized homophobia just stopped me from realizing it. So I still was interested in women, or thought I was--until finally a second rollercoaster sexual (and romantic) relationship with a woman, for 3 years, proved to me that women were just not the gender for me. I lost all interest in ever having sex, let alone romance, with a woman ever again. I was ravenous for both sex and love with men alone from then on, and finally accepted that I was mostly gay 3 years later at 60 when I started developing romantic crushes on guys, besides the sex I was having. Now at 63, I identify as gay, and love everything about my homosexuality. Like Papa Smurf, I guess technically I am a Kinsey 5, with still attraction to women, but just no interest in sex or love with them. A transition indeed! Have I always been mostly gay, and just couldn't accept this until all the things I went through and finally reached that milestone of 60 years of age and mostly not caring about what others think and ready finally to embrace my sexual and romantic desires? Oh my gosh, if I word it that way, I kind of think so. At the very least, my many many years old monicker of RisingBi in this forum and many that preceded it is out of date.