There is no limit on 2 tourist visa each calendar year, I guess you mixed the rule about entry without any visa, named a visa exempt entry by land or sea borders
Depends on what you want, if you entered using a Single Entry Non Immigrant B visa and got 90 days and leaving within these 90 days, you void your stay and can come back using another visa or depending on passport a Visa Exempt Entry or Visa Waiver.
But if you are working in Thailand you need to keep your stay alive as described by Ellie.
Strange idea, but why not apply before travel for the Non Immigrant O visa based on being married to a Thai National, get 90 days on entry and apply after 45 days for the 1 year Extension of Stay.
Non O based on Retirement Visa is actually according the correct terms:
a Non-Immigrant O (other) Visa based on being over 50 years of age and gives you a stay of 90 days inside Thailand, but populair named retirement visa.
During these 90 days you can apply for the 1 year Extension of Stay at a local Immigration Office based on being over 50 years of age and willing to sit out the rest of your life inside Thailand, populair called retirement visa.
The person goes with the new passport and the letter of replacement from the Embassy to the Immigration in Bangkok and ask if a new Admitted until stamp can be placed in the passport.
There is no such thing as a 2 months tourist visa stamp.
Or on the other hand, IF you are on an entry non B visa for 90 days, you cannot apply for a retirement extension directly, You have to leave Thailand and apply at a Thai Embassy/Consulate for the Non Immirgant O visa based on being over 50 years of age, get 90 days on entry and apply after 45 days for the 1 year Extension of Stay, but be aware the 800.000 Thb needs to be at least 2 months prior application date in a bank account on your name.