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FuzzyBoots
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This sounds like it might be the episode Boxed In from the 1997 TV anthology "Perversions of Science." This is described as:

Anthology series of sci-fi stories in the style of "Tales from the Crypt".

I remember the episode you are talking about as it had William Shatner in it (who also directed).

It has all the elements you mention as to a pilot, companion robot, etc.

Sex farce about a horny faithful space ace who, after several years, finally arrives home for a tryst with his fiancee. Unfortunately, her admiral dad forces them to wait until marriage, so the pilot decides to use a sexbot. Big mistake.

This sounds like it might be the episode Boxed In from the 1997 TV anthology "Perversions of Science." This is described as:

Anthology series of sci-fi stories in the style of "Tales from the Crypt".

I remember the episode you are talking about as it had William Shatner in it (who also directed).

It has all the elements you mention as to a pilot, companion robot, etc.

This sounds like it might be the episode Boxed In from the 1997 TV anthology "Perversions of Science." This is described as:

Anthology series of sci-fi stories in the style of "Tales from the Crypt".

I remember the episode you are talking about as it had William Shatner in it (who also directed).

It has all the elements you mention as to a pilot, companion robot, etc.

Sex farce about a horny faithful space ace who, after several years, finally arrives home for a tryst with his fiancee. Unfortunately, her admiral dad forces them to wait until marriage, so the pilot decides to use a sexbot. Big mistake.

deleted 30 characters in body
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TheLethalCarrot
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This sounds like it might be the episode Boxed In from the 1997 TV anthology "Perversions of Science." ThisThis is described as:

"Anthology series of sci-fi stories in the style of "Tales from the Crypt". "

Anthology series of sci-fi stories in the style of "Tales from the Crypt".

I remember the episode you are talking about as it had William Shatner in it (who also directed).

It has all the elements you mention as to a pilot, companion robot, etc.

Hope this helps.

This sounds like it might be the episode Boxed In from the 1997 TV anthology "Perversions of Science." This is described as:

"Anthology series of sci-fi stories in the style of "Tales from the Crypt". "

I remember the episode you are talking about as it had William Shatner in it (who also directed).

It has all the elements you mention as to a pilot, companion robot, etc.

Hope this helps.

This sounds like it might be the episode Boxed In from the 1997 TV anthology "Perversions of Science." This is described as:

Anthology series of sci-fi stories in the style of "Tales from the Crypt".

I remember the episode you are talking about as it had William Shatner in it (who also directed).

It has all the elements you mention as to a pilot, companion robot, etc.

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beichst
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This sounds like it might be the episode Boxed In from the 1997 TV anthology "Perversions of Science." This is described as:

"Anthology series of sci-fi stories in the style of "Tales from the Crypt". "

I remember the episode you are talking about as it had William Shatner in it (who also directed).

It has all the elements you mention as to a pilot, companion robot, etc.

Hope this helps.