It will look like crap and on top of that like you already indicated it will be hard to put in there in the first place.
Seal small space between outdoor wooden siding.
Simply apply this inexpensive filler into the cracks to seal.
The proper approach to this is to install vertical strips of wood over the cracks from the outside.
Sealing for natural weathering.
Best for use with drywall wood and masonry.
At one point it looks like the clapboards may have extended behind the chimney for an inch or so.
Before caulking joints between dissimilar materials make sure that the manufacturer recommends the caulk for both materials.
Think of a wood home as a living thing.
Trim boards that sit on top the siding.
Use latex painter s caulk inside of doors and windows or to quickly fill cracks and holes in drywall.
These include polymer silicone polymer paintable.
The siding expands and contracts with temperature and humidity.
On most new homes the trim goes up after the siding is installed which creates a large gap that should not be caulked.
Either way there s at least a half inch space between chimney edge and wood siding.
They also contain mildewcide which helps to prevent mold and mildew growth.
Cover as much of the wood as you can with sealant using a small brush to get into the spaces between panels if the siding is already installed.
Do not try to use caulk between all the boards.
Use to install wood paneling without nails.
Siding windows and door caulk there are a variety of caulk compounds that will create air and watertight seals around windows and doors.
It looks as though the space has been filled with mortar cement in the past but much of this has fallen out.
Use top quality caulk outdoors where it needs to withstand extreme temperature changes and remain flexible for 30 to 50 years.
Caulk is a substance designed to seal a joint between two surfaces and to fill small holes.
You can choose to use something like 1x2 inch cedar strips.
It needs to move and breathe.
In the old days the builder would install the trim bring the siding up to it and caulk the corner.
Possible side effects of sealing cedar siding.
Leaving your cedar exposed to the elements for weathering can damage the cedar especially in excessively wet climates.
The best wood sealer for outdoor wood products is exterior penetrating stain.
These sealers deeply penetrate the wood and adhere to the porous spaces thus preventing water from penetrating through the material and avoiding decay.
Seal a door frame in place and seal the subfloor at the bottom of a door frame.
In my opinion caulking between the seams in any lapped siding either horizontal or vertical is not good practice but not just because of any potential vapor barrier effect.
Seal small cracks and gaps in your siding under 1 4 inch wide using an acrylic latex caulk.