Wow well the obvious is to get them all and see which ones you find useful, one persons "bohkeh King" is another's background of choppy mess depending on distance to background and such. I've had just about all of them not every single portrait Nikkor but close, and used most of them hard as news paper shooter and a black and white film wedding shooter. Weddings required at least a few images in every album made with the mid-length tele used at portrait distances as well as middle distance (still overlooked as a wedding image maker IMO), so my opinions may be tainted by my own experience.
The best of the era was the AF 85mm 1.4 with the Ai-s version a close second. I vastly preferred the manual feel of the Ai-s and used that often, but not always. My shooting partner loved the AF 85mm 1.8, the cheap plastic one, and for how she used it there were always many images in the album made with it. She only used it in manual focus and she had a really good feel for the sweet spot for bridal head and shoulders portraits, I did most of printing so I saw these lenses at a optical level and was never disappointed and mostly impressed with that humble lens. Cheap now these days.
Anyway I would often swap out with a Converted H.C 85mm 1.8, lighter than the 1.4 and smaller for travel and more durable, several weddings in a row could be tough on gear and you needed backups. I also would cycle in the 105mm 2.5 Ai-S with the built in hood for a light weight low lens count small wedding shoot. The 105mm 2.5 work very well with the TC-201 essentially made for that lens IMO and in decent light gives a quick way to get a solid telephoto compression, a very handy lightweight thing to have in the bag for a unplanned 'couple with vista' type of image.
The mid-tele I wish I had gotten much sooner but was always interested in and when I had a special specific need I got one is the 105mm 1.8 Ai-s. The Ai-s 85 1.4 and the 105 1.8 was released together with the 180mm 2.8 Ai-s ED and while I used the 180 ED often (swapping with a P.C and 135's) the 105 1.8 seemed not quite this or that. I wish I had tested one way back in the news era of life or just got one, I the angle is just a bit tighter than the 85 allowing more working space, and the 1.8 is still a healthy speed and makes the lens more useful in lower light than the 2.5 by a large margin. The wider f-stops bokeh is very pleasing and usefully easy to place at commons shooting distances. As an aside, the project I got for was for video and the smooth manual focus made smooth and easy focus pulls, and a 4k on a large monitor this lens looked amazing. In addition I used it often with the TC-14A for slight in-between focal lengths rather than resorting to a zoom, the TC-14a also was very useful on the 85mm 1.4 Ai-s and the 135mm f2, I could mix those 85-105-135- together with the tc-14a and get pretty close to matching focal lengths. (so if I needed two 105's I used the 85+TC or 2 135's the 105+TC or even 2 180's then 135+TC, same era of lenses for color matching).
In addition the 105 1.8 has a 62mm filter size which now seems tiny compared to today's super sized glass. The slide hood is only useful if you shoot with filters attached. The hood slides back and its really easy to have the front glass tap something in the bag, I don't always use filters but I use the HN-7 hood for the aforementioned AF 85mm 1.8 and then I have a nice firm hood to slide into place in the bag with less chance of hitting something. As opposed to the same era 85 1.4 which has the CRC close range correction the 105mm has no such correction, and while on paper specifications you'd think the 105 1.8 would be lacking in close up performance, but in reality the slight increase in the 'natural' aberrations of closer up makes for a wonderful look to portraits, in particular at or around f/2. Here's a good one for those reading this far, this f/2 close in on maybe near the minimum focus distance with a Nikon Soft 1 filter for the ladies, don't over-do the backlighting to give it away, I call it the "minus 10 filter, ten years ten pounds etc". Enjoy, and you'll eventually have more than one in this focal length.