As of 2016, which has been the last Type-Moon work that's contained explicit content? A recent question made me realize something. Type-Moon's early works like Tsukihime and Fate/Stay Night had explicit scenes in them. However, some of their recent works such as Fate/Extra, Mahoutsukai no Yoru and the many re-releases of Fate/Stay Night have actually had none of this.

So I have been wondering: As of 2016, what was the last work Type-Moon released that contained explicit content? Have there been any social factors which may have forced Type-Moon to cease adding explicit content in their works?

Kinoko Nasu first started Type-Moon as a doujin group, so I also include any Type-Moon released doujinshi they may have released (if there are any) which contained explicit content.

By explicit content, I mean graphic or deeply detailed sexual content which would be restricted to adults only. I don't count stuff like in Fate/Extra, such as


   In the nurse's office when Hakuno Kishinami's Servant is being recharged by Rin/Rani, there is an implication they may be having sex. (Though I only saw Rin and Saber's scene. Not sure about Archer or Caster, but I assume it's more or less the same.)


Or in the Strawberry Panic Light Novel (which isn't Type-Moon), where


   Yaya dreams she's having sex with Hikari and some of the language in that (when Hikari climaxes) I would have thought would only appear in 18/21+ adult content.


Neither of these was restricted to adults only (can't remember Fate/Extra's rating, but Strawberry Panic was marketed towards teens as per the rating on the back of the book).
Note: this answer assumes that &quot;graphic or deeply detailed sexual content which would be restricted to adults only&quot; means R-18/CERO Z in Japan.


Games
Surprisingly, Japanese Wikipedia mentioned this,

2005年10月28日発売の『Fate/hollow ataraxia』以降アダルトゲームの新規発表は行われていない。
Since the release of Fate/hollow ataraxia on 28 Oct 2005, there's no announcement on new adult games.

So, at least that's the answer to the last game containing explicit content: Fate/hollow ataraxia (the original PC version, not the PS Vita one).
After that, they started releasing console games only (except Mahoutsukai no Yoru for PC as mentioned on the question) with Fate/EXTRA CCC having the highest rating of CERO D (R-17, no international release).
Anime, Movie &amp; OVA
Since almost all of them were broadcasted on the TV, then they could be considered as 一般向けアニメ (ippan muke anime, anime for the general public) even though they might include heavy ecchi scenes (e.g. Fate/kaleid liner Prisma Illya ).
This is also true for movies such as Kara no Kyoukai, Fate/stay night UBW, and also Carnival Phantasm OVA.
Manga &amp; Light Novel
Some manga were published by Kadokawa, and as far as I know, Kadokawa doesn't publish adult manga (aka. hentai) although, again, they might include heavy ecchi scenes.
I can't comment on books under Type-Moon label itself though.
Music &amp; Drama CDs
I believe all music CDs are clean, but I can't comment on drama CDs.

As a matter of fact, only Fate/stay night and Fate/hollow ataraxia games require age checking on the official Type-Moon website.
Note: Regarding &quot;Kinoko Nasu first started Type-Moon as a doujin group, so I also include any Type-Moon released doujinshi they may have released (if there are any) which contained explicit content.&quot;, Type-Moon stopped being a doujin circle and instead became a game company in 2003. As a doujin circle, they only released Tsukihime and its extra contents. Fate/stay night was the first work as a game company.