Welcome to the forum.
If I understand correctly, you will want to add a Cross-Dissolve to the Head and to the Tail of your Titles (your captions).
BTW - which Transitions are you using for your stills?
PS - one tip: it is much better to Scale your stills to about the Frame Size of your Project in Photoshop, or Photoshop Elements.
any one that i think looks cool is what i'm using.
so you're saying that i can only use the cross disolve if i have text on a picture?
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OK, let's see if this is what you have now: you have the stills on Video Track 1, and these butt up to each other. You have added various Transitions between them. You have done your caption Titles and they are on Video Track 2 (or another above the stills). To get those Titles to also transition, you will want add a Transition to them too, or you just have a butt-cut. The reason that I asked about the Transitions used was that if you had, say Dip-to-Black, or Cross-Dissolves for the stills, the Cross-Dissolves would be fine for the Titles. If you have used other Transitions, you will most likely want to use something that is close to the Transitions on the stills, or will want to shorten the Titles a bit, use a Dissolve on them, to keep them out of the way with the other Transitions. It will depend on which ones you have used.
Personally, I seldom use many different Transitions, so it's not an issue, but with some, I would definitely do the Dissolve before they started, and then Dissolve into my new Title, once they have completed.