diff --git a/httpie/context.py b/httpie/context.py
index da4d1925..086cfa4f 100644
--- a/httpie/context.py
+++ b/httpie/context.py
@@ -18,20 +18,28 @@ from .config import DEFAULT_CONFIG_DIR, Config, ConfigFileError
 from .encoding import UTF8
 
 from .utils import repr_dict
-from httpie.output.ui import rich_palette as palette
+from .output.ui.palette import GenericColor
 
 if TYPE_CHECKING:
     from rich.console import Console
 
 
-class Levels(str, Enum):
+class LogLevel(str, Enum):
+    INFO = 'info'
     WARNING = 'warning'
     ERROR = 'error'
 
 
-DISPLAY_THRESHOLDS = {
-    Levels.WARNING: 2,
-    Levels.ERROR: float('inf'),  # Never hide errors.
+LOG_LEVEL_COLORS = {
+    LogLevel.INFO: GenericColor.PINK,
+    LogLevel.WARNING: GenericColor.ORANGE,
+    LogLevel.ERROR: GenericColor.RED,
+}
+
+LOG_LEVEL_DISPLAY_THRESHOLDS = {
+    LogLevel.INFO: 1,
+    LogLevel.WARNING: 2,
+    LogLevel.ERROR: float('inf'),  # Never hide errors.
 }
 
 
@@ -159,16 +167,22 @@ class Environment:
             self.stdout = original_stdout
             self.stderr = original_stderr
 
-    def log_error(self, msg: str, level: Levels = Levels.ERROR) -> None:
-        if self.stdout_isatty and self.quiet >= DISPLAY_THRESHOLDS[level]:
+    def log_error(self, msg: str, level: LogLevel = LogLevel.ERROR) -> None:
+        if self.stdout_isatty and self.quiet >= LOG_LEVEL_DISPLAY_THRESHOLDS[level]:
             stderr = self.stderr  # Not directly /dev/null, since stderr might be mocked
         else:
             stderr = self._orig_stderr
-
-        stderr.write(f'\n{self.program_name}: {level}: {msg}\n\n')
+        rich_console = self._make_rich_console(file=stderr, force_terminal=stderr.isatty())
+        rich_console.print(
+            f'\n{self.program_name}: {level}: {msg}\n\n',
+            style=LOG_LEVEL_COLORS[level],
+            markup=False,
+            highlight=False,
+            soft_wrap=True
+        )
 
     def apply_warnings_filter(self) -> None:
-        if self.quiet >= DISPLAY_THRESHOLDS[Levels.WARNING]:
+        if self.quiet >= LOG_LEVEL_DISPLAY_THRESHOLDS[LogLevel.WARNING]:
             warnings.simplefilter("ignore")
 
     def _make_rich_console(
@@ -177,32 +191,17 @@ class Environment:
         force_terminal: bool
     ) -> 'Console':
         from rich.console import Console
-        from rich.theme import Theme
-        from rich.style import Style
-
-        style = getattr(self.args, 'style', palette.AUTO_STYLE)
-        theme = {}
-        if style in palette.STYLE_SHADES:
-            shade = palette.STYLE_SHADES[style]
-            theme.update({
-                color: Style(
-                    color=palette.get_color(
-                        color,
-                        shade,
-                        palette=palette.RICH_THEME_PALETTE
-                    ),
-                    bold=True
-                )
-                for color in palette.RICH_THEME_PALETTE
-            })
+        from httpie.output.ui.rich_palette import _make_rich_color_theme
 
+        style = getattr(self.args, 'style', None)
+        theme = _make_rich_color_theme(style)
         # Rich infers the rest of the knowledge (e.g encoding)
         # dynamically by looking at the file/stderr.
         return Console(
             file=file,
             force_terminal=force_terminal,
             no_color=(self.colors == 0),
-            theme=Theme(theme)
+            theme=theme
         )
 
     # Rich recommends separating the actual console (stdout) from
diff --git a/httpie/core.py b/httpie/core.py
index 71ecfa08..2259c4ad 100644
--- a/httpie/core.py
+++ b/httpie/core.py
@@ -13,7 +13,7 @@ from . import __version__ as httpie_version
 from .cli.constants import OUT_REQ_BODY
 from .cli.nested_json import HTTPieSyntaxError
 from .client import collect_messages
-from .context import Environment, Levels
+from .context import Environment, LogLevel
 from .downloads import Downloader
 from .models import (
     RequestsMessageKind,
@@ -223,7 +223,7 @@ def program(args: argparse.Namespace, env: Environment) -> ExitStatus:
                 if args.check_status or downloader:
                     exit_status = http_status_to_exit_status(http_status=message.status_code, follow=args.follow)
                     if exit_status != ExitStatus.SUCCESS and (not env.stdout_isatty or args.quiet == 1):
-                        env.log_error(f'HTTP {message.raw.status} {message.raw.reason}', level=Levels.WARNING)
+                        env.log_error(f'HTTP {message.raw.status} {message.raw.reason}', level=LogLevel.WARNING)
             write_message(
                 requests_message=message,
                 env=env,
diff --git a/httpie/output/formatters/colors.py b/httpie/output/formatters/colors.py
index 4bafe732..0d9bd12e 100644
--- a/httpie/output/formatters/colors.py
+++ b/httpie/output/formatters/colors.py
@@ -17,13 +17,15 @@ from pygments.util import ClassNotFound
 
 from ..lexers.json import EnhancedJsonLexer
 from ..lexers.metadata import MetadataLexer
-from ..ui.palette import AUTO_STYLE, SHADE_NAMES, get_color
+from ..ui.palette import AUTO_STYLE, SHADE_TO_PIE_STYLE, PieColor, ColorString, get_color
 from ...context import Environment
 from ...plugins import FormatterPlugin
 
 
 DEFAULT_STYLE = AUTO_STYLE
 SOLARIZED_STYLE = 'solarized'  # Bundled here
+PYGMENTS_BOLD = ColorString('bold')
+PYGMENTS_ITALIC = ColorString('italic')
 
 BUNDLED_STYLES = {
     SOLARIZED_STYLE,
@@ -253,11 +255,11 @@ class Solarized256Style(pygments.style.Style):
         pygments.token.Comment.Preproc: GREEN,
         pygments.token.Comment.Special: GREEN,
         pygments.token.Generic.Deleted: CYAN,
-        pygments.token.Generic.Emph: 'italic',
+        pygments.token.Generic.Emph: PYGMENTS_ITALIC,
         pygments.token.Generic.Error: RED,
         pygments.token.Generic.Heading: ORANGE,
         pygments.token.Generic.Inserted: GREEN,
-        pygments.token.Generic.Strong: 'bold',
+        pygments.token.Generic.Strong: PYGMENTS_BOLD,
         pygments.token.Generic.Subheading: ORANGE,
         pygments.token.Token: BASE1,
         pygments.token.Token.Other: ORANGE,
@@ -266,86 +268,86 @@ class Solarized256Style(pygments.style.Style):
 
 PIE_HEADER_STYLE = {
     # HTTP line / Headers / Etc.
-    pygments.token.Name.Namespace: 'bold primary',
-    pygments.token.Keyword.Reserved: 'bold grey',
-    pygments.token.Operator: 'bold grey',
-    pygments.token.Number: 'bold grey',
-    pygments.token.Name.Function.Magic: 'bold green',
-    pygments.token.Name.Exception: 'bold green',
-    pygments.token.Name.Attribute: 'blue',
-    pygments.token.String: 'primary',
+    pygments.token.Name.Namespace: PYGMENTS_BOLD | PieColor.PRIMARY,
+    pygments.token.Keyword.Reserved: PYGMENTS_BOLD | PieColor.GREY,
+    pygments.token.Operator: PYGMENTS_BOLD | PieColor.GREY,
+    pygments.token.Number: PYGMENTS_BOLD | PieColor.GREY,
+    pygments.token.Name.Function.Magic: PYGMENTS_BOLD | PieColor.GREEN,
+    pygments.token.Name.Exception: PYGMENTS_BOLD | PieColor.GREEN,
+    pygments.token.Name.Attribute: PieColor.BLUE,
+    pygments.token.String: PieColor.PRIMARY,
 
     # HTTP Methods
-    pygments.token.Name.Function: 'bold grey',
-    pygments.token.Name.Function.HTTP.GET: 'bold green',
-    pygments.token.Name.Function.HTTP.HEAD: 'bold green',
-    pygments.token.Name.Function.HTTP.POST: 'bold yellow',
-    pygments.token.Name.Function.HTTP.PUT: 'bold orange',
-    pygments.token.Name.Function.HTTP.PATCH: 'bold orange',
-    pygments.token.Name.Function.HTTP.DELETE: 'bold red',
+    pygments.token.Name.Function: PYGMENTS_BOLD | PieColor.GREY,
+    pygments.token.Name.Function.HTTP.GET: PYGMENTS_BOLD | PieColor.GREEN,
+    pygments.token.Name.Function.HTTP.HEAD: PYGMENTS_BOLD | PieColor.GREEN,
+    pygments.token.Name.Function.HTTP.POST: PYGMENTS_BOLD | PieColor.YELLOW,
+    pygments.token.Name.Function.HTTP.PUT: PYGMENTS_BOLD | PieColor.ORANGE,
+    pygments.token.Name.Function.HTTP.PATCH: PYGMENTS_BOLD | PieColor.ORANGE,
+    pygments.token.Name.Function.HTTP.DELETE: PYGMENTS_BOLD | PieColor.RED,
 
     # HTTP status codes
-    pygments.token.Number.HTTP.INFO: 'bold aqua',
-    pygments.token.Number.HTTP.OK: 'bold green',
-    pygments.token.Number.HTTP.REDIRECT: 'bold yellow',
-    pygments.token.Number.HTTP.CLIENT_ERR: 'bold orange',
-    pygments.token.Number.HTTP.SERVER_ERR: 'bold red',
+    pygments.token.Number.HTTP.INFO: PYGMENTS_BOLD | PieColor.AQUA,
+    pygments.token.Number.HTTP.OK: PYGMENTS_BOLD | PieColor.GREEN,
+    pygments.token.Number.HTTP.REDIRECT: PYGMENTS_BOLD | PieColor.YELLOW,
+    pygments.token.Number.HTTP.CLIENT_ERR: PYGMENTS_BOLD | PieColor.ORANGE,
+    pygments.token.Number.HTTP.SERVER_ERR: PYGMENTS_BOLD | PieColor.RED,
 
     # Metadata
-    pygments.token.Name.Decorator: 'grey',
-    pygments.token.Number.SPEED.FAST: 'bold green',
-    pygments.token.Number.SPEED.AVG: 'bold yellow',
-    pygments.token.Number.SPEED.SLOW: 'bold orange',
-    pygments.token.Number.SPEED.VERY_SLOW: 'bold red',
+    pygments.token.Name.Decorator: PieColor.GREY,
+    pygments.token.Number.SPEED.FAST: PYGMENTS_BOLD | PieColor.GREEN,
+    pygments.token.Number.SPEED.AVG: PYGMENTS_BOLD | PieColor.YELLOW,
+    pygments.token.Number.SPEED.SLOW: PYGMENTS_BOLD | PieColor.ORANGE,
+    pygments.token.Number.SPEED.VERY_SLOW: PYGMENTS_BOLD | PieColor.RED,
 }
 
 PIE_BODY_STYLE = {
     # {}[]:
-    pygments.token.Punctuation: 'grey',
+    pygments.token.Punctuation: PieColor.GREY,
 
     # Keys
-    pygments.token.Name.Tag: 'pink',
+    pygments.token.Name.Tag: PieColor.PINK,
 
     # Values
-    pygments.token.Literal.String: 'green',
-    pygments.token.Literal.String.Double: 'green',
-    pygments.token.Literal.Number: 'aqua',
-    pygments.token.Keyword: 'orange',
+    pygments.token.Literal.String: PieColor.GREEN,
+    pygments.token.Literal.String.Double: PieColor.GREEN,
+    pygments.token.Literal.Number: PieColor.AQUA,
+    pygments.token.Keyword: PieColor.ORANGE,
 
     # Other stuff
-    pygments.token.Text: 'primary',
-    pygments.token.Name.Attribute: 'primary',
-    pygments.token.Name.Builtin: 'blue',
-    pygments.token.Name.Builtin.Pseudo: 'blue',
-    pygments.token.Name.Class: 'blue',
-    pygments.token.Name.Constant: 'orange',
-    pygments.token.Name.Decorator: 'blue',
-    pygments.token.Name.Entity: 'orange',
-    pygments.token.Name.Exception: 'yellow',
-    pygments.token.Name.Function: 'blue',
-    pygments.token.Name.Variable: 'blue',
-    pygments.token.String: 'aqua',
-    pygments.token.String.Backtick: 'secondary',
-    pygments.token.String.Char: 'aqua',
-    pygments.token.String.Doc: 'aqua',
-    pygments.token.String.Escape: 'red',
-    pygments.token.String.Heredoc: 'aqua',
-    pygments.token.String.Regex: 'red',
-    pygments.token.Number: 'aqua',
-    pygments.token.Operator: 'primary',
-    pygments.token.Operator.Word: 'green',
-    pygments.token.Comment: 'secondary',
-    pygments.token.Comment.Preproc: 'green',
-    pygments.token.Comment.Special: 'green',
-    pygments.token.Generic.Deleted: 'aqua',
-    pygments.token.Generic.Emph: 'italic',
-    pygments.token.Generic.Error: 'red',
-    pygments.token.Generic.Heading: 'orange',
-    pygments.token.Generic.Inserted: 'green',
-    pygments.token.Generic.Strong: 'bold',
-    pygments.token.Generic.Subheading: 'orange',
-    pygments.token.Token: 'primary',
-    pygments.token.Token.Other: 'orange',
+    pygments.token.Text: PieColor.PRIMARY,
+    pygments.token.Name.Attribute: PieColor.PRIMARY,
+    pygments.token.Name.Builtin: PieColor.BLUE,
+    pygments.token.Name.Builtin.Pseudo: PieColor.BLUE,
+    pygments.token.Name.Class: PieColor.BLUE,
+    pygments.token.Name.Constant: PieColor.ORANGE,
+    pygments.token.Name.Decorator: PieColor.BLUE,
+    pygments.token.Name.Entity: PieColor.ORANGE,
+    pygments.token.Name.Exception: PieColor.YELLOW,
+    pygments.token.Name.Function: PieColor.BLUE,
+    pygments.token.Name.Variable: PieColor.BLUE,
+    pygments.token.String: PieColor.AQUA,
+    pygments.token.String.Backtick: PieColor.SECONDARY,
+    pygments.token.String.Char: PieColor.AQUA,
+    pygments.token.String.Doc: PieColor.AQUA,
+    pygments.token.String.Escape: PieColor.RED,
+    pygments.token.String.Heredoc: PieColor.AQUA,
+    pygments.token.String.Regex: PieColor.RED,
+    pygments.token.Number: PieColor.AQUA,
+    pygments.token.Operator: PieColor.PRIMARY,
+    pygments.token.Operator.Word: PieColor.GREEN,
+    pygments.token.Comment: PieColor.SECONDARY,
+    pygments.token.Comment.Preproc: PieColor.GREEN,
+    pygments.token.Comment.Special: PieColor.GREEN,
+    pygments.token.Generic.Deleted: PieColor.AQUA,
+    pygments.token.Generic.Emph: PYGMENTS_ITALIC,
+    pygments.token.Generic.Error: PieColor.RED,
+    pygments.token.Generic.Heading: PieColor.ORANGE,
+    pygments.token.Generic.Inserted: PieColor.GREEN,
+    pygments.token.Generic.Strong: PYGMENTS_BOLD,
+    pygments.token.Generic.Subheading: PieColor.ORANGE,
+    pygments.token.Token: PieColor.PRIMARY,
+    pygments.token.Token.Other: PieColor.ORANGE,
 }
 
 
@@ -369,7 +371,7 @@ def make_style(name, raw_styles, shade):
 def make_styles():
     styles = {}
 
-    for shade, name in SHADE_NAMES.items():
+    for shade, name in SHADE_TO_PIE_STYLE.items():
         styles[name] = [
             make_style(name, style_map, shade)
             for style_name, style_map in [
diff --git a/httpie/output/ui/man_pages.py b/httpie/output/ui/man_pages.py
index 5871e21d..5ab0f2d7 100644
--- a/httpie/output/ui/man_pages.py
+++ b/httpie/output/ui/man_pages.py
@@ -18,7 +18,7 @@ def is_available(program: str) -> bool:
         [MAN_COMMAND, program],
         shell=False,
         stdout=subprocess.DEVNULL,
-        stderr=subprocess.DEVNULL
+        stderr=subprocess.DEVNULL,
     )
     return process.returncode == 0
 
@@ -27,7 +27,5 @@ def display_for(env: Environment, program: str) -> None:
     """Display the man page for the given command (http/https)."""
 
     subprocess.run(
-        [MAN_COMMAND, program],
-        stdout=env.stdout,
-        stderr=env.stderr
+        [MAN_COMMAND, program], stdout=env.stdout, stderr=env.stderr
     )
diff --git a/httpie/output/ui/palette.py b/httpie/output/ui/palette.py
index 87b962e4..2b10a0b7 100644
--- a/httpie/output/ui/palette.py
+++ b/httpie/output/ui/palette.py
@@ -1,16 +1,97 @@
-from typing import Dict, Optional
+from enum import Enum, auto
+from typing import Optional
+
+
+PYGMENTS_BRIGHT_BLACK = 'ansibrightblack'
 
 AUTO_STYLE = 'auto'  # Follows terminal ANSI color styles
-STYLE_PIE = 'pie'
-STYLE_PIE_DARK = 'pie-dark'
-STYLE_PIE_LIGHT = 'pie-light'
 
 
+class Styles(Enum):
+    PIE = auto()
+    ANSI = auto()
+
+
+class PieStyle(str, Enum):
+    UNIVERSAL = 'pie'
+    DARK = 'pie-dark'
+    LIGHT = 'pie-light'
+
+
+PIE_STYLE_TO_SHADE = {
+    PieStyle.DARK: '500',
+    PieStyle.UNIVERSAL: '600',
+    PieStyle.LIGHT: '700',
+}
+SHADE_TO_PIE_STYLE = {
+    shade: style for style, shade in PIE_STYLE_TO_SHADE.items()
+}
+
+
+class ColorString(str):
+    def __or__(self, other: str) -> 'ColorString':
+        """Combine a style with a property.
+
+        E.g: PieColor.BLUE | BOLD | ITALIC
+        """
+        return ColorString(self + ' ' + other)
+
+
+class PieColor(ColorString, Enum):
+    """Styles that are available only in Pie themes."""
+
+    PRIMARY = 'primary'
+    SECONDARY = 'secondary'
+
+    WHITE = 'white'
+    BLACK = 'black'
+    GREY = 'grey'
+    AQUA = 'aqua'
+    PURPLE = 'purple'
+    ORANGE = 'orange'
+    RED = 'red'
+    BLUE = 'blue'
+    PINK = 'pink'
+    GREEN = 'green'
+    YELLOW = 'yellow'
+
+
+class GenericColor(Enum):
+    """Generic colors that are safe to use everywhere."""
+
+    # <https://rich.readthedocs.io/en/stable/appendix/colors.html>
+
+    WHITE = {Styles.PIE: PieColor.WHITE, Styles.ANSI: 'white'}
+    BLACK = {Styles.PIE: PieColor.BLACK, Styles.ANSI: 'black'}
+    GREEN = {Styles.PIE: PieColor.GREEN, Styles.ANSI: 'green'}
+    ORANGE = {Styles.PIE: PieColor.ORANGE, Styles.ANSI: 'yellow'}
+    YELLOW = {Styles.PIE: PieColor.YELLOW, Styles.ANSI: 'bright_yellow'}
+    BLUE = {Styles.PIE: PieColor.BLUE, Styles.ANSI: 'blue'}
+    PINK = {Styles.PIE: PieColor.PINK, Styles.ANSI: 'bright_magenta'}
+    PURPLE = {Styles.PIE: PieColor.PURPLE, Styles.ANSI: 'magenta'}
+    RED = {Styles.PIE: PieColor.RED, Styles.ANSI: 'red'}
+    AQUA = {Styles.PIE: PieColor.AQUA, Styles.ANSI: 'cyan'}
+    GREY = {Styles.PIE: PieColor.GREY, Styles.ANSI: 'bright_black'}
+
+    def apply_style(
+        self, style: Styles, *, style_name: Optional[str] = None
+    ) -> str:
+        """Apply the given style to a particular value."""
+        exposed_color = self.value[style]
+        if style is Styles.PIE:
+            assert style_name is not None
+            shade = PIE_STYLE_TO_SHADE[PieStyle(style_name)]
+            return get_color(exposed_color, shade)
+        else:
+            return exposed_color
+
+
+# noinspection PyDictCreation
 COLOR_PALETTE = {
     # Copy the brand palette
-    'white': '#F5F5F0',
-    'black': '#1C1818',
-    'grey': {
+    PieColor.WHITE: '#F5F5F0',
+    PieColor.BLACK: '#1C1818',
+    PieColor.GREY: {
         '50': '#F5F5F0',
         '100': '#EDEDEB',
         '200': '#D1D1CF',
@@ -23,7 +104,7 @@ COLOR_PALETTE = {
         '900': '#1C1818',
         'DEFAULT': '#7D7D7D',
     },
-    'aqua': {
+    PieColor.AQUA: {
         '50': '#E8F0F5',
         '100': '#D6E3ED',
         '200': '#C4D9E5',
@@ -36,7 +117,7 @@ COLOR_PALETTE = {
         '900': '#455966',
         'DEFAULT': '#8CB4CD',
     },
-    'purple': {
+    PieColor.PURPLE: {
         '50': '#F0E0FC',
         '100': '#E3C7FA',
         '200': '#D9ADF7',
@@ -49,7 +130,7 @@ COLOR_PALETTE = {
         '900': '#5C2982',
         'DEFAULT': '#B464F0',
     },
-    'orange': {
+    PieColor.ORANGE: {
         '50': '#FFEDDB',
         '100': '#FFDEBF',
         '200': '#FFCFA3',
@@ -62,7 +143,7 @@ COLOR_PALETTE = {
         '900': '#C75E0A',
         'DEFAULT': '#FFA24E',
     },
-    'red': {
+    PieColor.RED: {
         '50': '#FFE0DE',
         '100': '#FFC7C4',
         '200': '#FFB0AB',
@@ -75,7 +156,7 @@ COLOR_PALETTE = {
         '900': '#910A00',
         'DEFAULT': '#FF665B',
     },
-    'blue': {
+    PieColor.BLUE: {
         '50': '#DBE3FA',
         '100': '#BFCFF5',
         '200': '#A1B8F2',
@@ -88,7 +169,7 @@ COLOR_PALETTE = {
         '900': '#2B478F',
         'DEFAULT': '#4B78E6',
     },
-    'pink': {
+    PieColor.PINK: {
         '50': '#FFEBFF',
         '100': '#FCDBFC',
         '200': '#FCCCFC',
@@ -101,7 +182,7 @@ COLOR_PALETTE = {
         '900': '#8C3D8A',
         'DEFAULT': '#FA9BFA',
     },
-    'green': {
+    PieColor.GREEN: {
         '50': '#E3F7E8',
         '100': '#CCF2D6',
         '200': '#B5EDC4',
@@ -114,7 +195,7 @@ COLOR_PALETTE = {
         '900': '#307842',
         'DEFAULT': '#73DC8C',
     },
-    'yellow': {
+    PieColor.YELLOW: {
         '50': '#F7F7DB',
         '100': '#F2F2BF',
         '200': '#EDEDA6',
@@ -128,47 +209,38 @@ COLOR_PALETTE = {
         'DEFAULT': '#DBDE52',
     },
 }
-
-# Grey is the same no matter shade for the colors
-COLOR_PALETTE['grey'] = {
-    shade: COLOR_PALETTE['grey']['500'] for shade in COLOR_PALETTE['grey'].keys()
-}
-
-COLOR_PALETTE['primary'] = {
-    '700': COLOR_PALETTE['black'],
-    '600': 'ansibrightblack',
-    '500': COLOR_PALETTE['white'],
-}
-
-COLOR_PALETTE['secondary'] = {'700': '#37523C', '600': '#6c6969', '500': '#6c6969'}
+COLOR_PALETTE.update(
+    {
+        # Terminal-specific palette customizations.
+        PieColor.GREY: {
+            # Grey is the same no matter shade for the colors
+            shade: COLOR_PALETTE[PieColor.GREY]['500']
+            for shade in COLOR_PALETTE[PieColor.GREY].keys()
+        },
+        PieColor.PRIMARY: {
+            '700': COLOR_PALETTE[PieColor.BLACK],
+            '600': PYGMENTS_BRIGHT_BLACK,
+            '500': COLOR_PALETTE[PieColor.WHITE],
+        },
+        PieColor.SECONDARY: {
+            '700': '#37523C',
+            '600': '#6c6969',
+            '500': '#6c6969',
+        },
+    }
+)
 
 
-SHADE_NAMES = {
-    '500': STYLE_PIE_DARK,
-    '600': STYLE_PIE,
-    '700': STYLE_PIE_LIGHT
-}
-
-STYLE_SHADES = {
-    style: shade
-    for shade, style in SHADE_NAMES.items()
-}
-
-SHADES = [
-    '50',
-    *map(str, range(100, 1000, 100))
-]
+def boldify(color: PieColor) -> str:
+    return f'bold {color}'
 
 
+# noinspection PyDefaultArgument
 def get_color(
-    color: str,
-    shade: str,
-    *,
-    palette: Dict[str, Dict[str, str]] = COLOR_PALETTE
+    color: PieColor, shade: str, *, palette=COLOR_PALETTE
 ) -> Optional[str]:
     if color not in palette:
         return None
-
     color_code = palette[color]
     if isinstance(color_code, dict) and shade in color_code:
         return color_code[shade]
diff --git a/httpie/output/ui/rich_help.py b/httpie/output/ui/rich_help.py
index 7faa337a..0782b747 100644
--- a/httpie/output/ui/rich_help.py
+++ b/httpie/output/ui/rich_help.py
@@ -10,16 +10,18 @@ from rich.text import Text
 
 from httpie.cli.constants import SEPARATOR_GROUP_ALL_ITEMS
 from httpie.cli.options import Argument, ParserSpec, Qualifiers
+from httpie.output.ui.palette import GenericColor
 
 SEPARATORS = '|'.join(map(re.escape, SEPARATOR_GROUP_ALL_ITEMS))
 
-STYLE_METAVAR = 'yellow'
-STYLE_SWITCH = 'green'
-STYLE_PROGRAM_NAME = 'bold green'
-STYLE_USAGE_OPTIONAL = 'grey46'
-STYLE_USAGE_REGULAR = 'white'
-STYLE_USAGE_ERROR = 'red'
-STYLE_USAGE_MISSING = 'yellow'
+STYLE_METAVAR = GenericColor.YELLOW
+STYLE_SWITCH = GenericColor.GREEN
+STYLE_PROGRAM_NAME = GenericColor.GREEN  # .boldify()
+STYLE_USAGE_OPTIONAL = GenericColor.GREY
+STYLE_USAGE_REGULAR = GenericColor.WHITE
+STYLE_USAGE_ERROR = GenericColor.RED
+STYLE_USAGE_MISSING = GenericColor.YELLOW
+STYLE_BOLD = 'bold'
 
 MAX_CHOICE_CHARS = 80
 
@@ -77,7 +79,7 @@ def to_usage(
     # shown first
     shown_arguments.sort(key=lambda argument: argument.aliases, reverse=True)
 
-    text = Text(program_name or spec.program, style='bold')
+    text = Text(program_name or spec.program, style=STYLE_BOLD)
     for argument in shown_arguments:
         text.append(' ')
 
diff --git a/httpie/output/ui/rich_palette.py b/httpie/output/ui/rich_palette.py
index c3b6b424..3d140210 100644
--- a/httpie/output/ui/rich_palette.py
+++ b/httpie/output/ui/rich_palette.py
@@ -1,23 +1,65 @@
-from httpie.output.ui.palette import * # noqa
+from collections import ChainMap
+from typing import TYPE_CHECKING, Any, Optional
+
+if TYPE_CHECKING:
+    from rich.theme import Theme
+
+from httpie.output.ui.palette import GenericColor, PieStyle, Styles  # noqa
 
 # Rich-specific color code declarations
-# https://github.com/Textualize/rich/blob/fcd684dd3a482977cab620e71ccaebb94bf13ac9/rich/default_styles.py#L5
+# <https://github.com/Textualize/rich/blob/fcd684dd3a482977cab620e71ccaebb94bf13ac9/rich/default_styles.py>
 CUSTOM_STYLES = {
-    'progress.description': 'white',
-    'progress.data.speed': 'green',
-    'progress.percentage': 'aqua',
-    'progress.download': 'aqua',
-    'progress.remaining': 'orange',
-    'bar.complete': 'purple',
-    'bar.finished': 'green',
-    'bar.pulse': 'purple',
-    'option': 'pink'
+    'progress.description': GenericColor.WHITE,
+    'progress.data.speed': GenericColor.GREEN,
+    'progress.percentage': GenericColor.AQUA,
+    'progress.download': GenericColor.AQUA,
+    'progress.remaining': GenericColor.ORANGE,
+    'bar.complete': GenericColor.PURPLE,
+    'bar.finished': GenericColor.GREEN,
+    'bar.pulse': GenericColor.PURPLE,
+    'option': GenericColor.PINK,
 }
 
-RICH_THEME_PALETTE = COLOR_PALETTE.copy() # noqa
-RICH_THEME_PALETTE.update(
-    {
-        custom_style: RICH_THEME_PALETTE[color]
-        for custom_style, color in CUSTOM_STYLES.items()
-    }
-)
+
+class _GenericColorCaster(dict):
+    """
+    Translate GenericColor to a regular string on the attribute access
+    phase.
+    """
+
+    def _translate(self, key: Any) -> Any:
+        if isinstance(key, GenericColor):
+            return key.name.lower()
+        else:
+            return key
+
+    def __getitem__(self, key: Any) -> Any:
+        return super().__getitem__(self._translate(key))
+
+    def get(self, key: Any) -> Any:
+        return super().get(self._translate(key))
+
+
+def _make_rich_color_theme(style_name: Optional[str]) -> 'Theme':
+    from rich.style import Style
+    from rich.theme import Theme
+
+    try:
+        PieStyle(style_name)
+    except ValueError:
+        style = Styles.ANSI
+    else:
+        style = Styles.PIE
+
+    theme = Theme()
+    for color, color_set in ChainMap(
+        GenericColor.__members__, CUSTOM_STYLES
+    ).items():
+        theme.styles[color.lower()] = Style(
+            color=color_set.apply_style(style, style_name=style_name),
+            bold=style is Styles.PIE,
+        )
+
+    # E.g translate GenericColor.BLUE into blue on key access
+    theme.styles = _GenericColorCaster(theme.styles)
+    return theme
diff --git a/httpie/output/ui/rich_progress.py b/httpie/output/ui/rich_progress.py
index 84109c9f..d2cfd38c 100644
--- a/httpie/output/ui/rich_progress.py
+++ b/httpie/output/ui/rich_progress.py
@@ -28,10 +28,7 @@ class BaseDisplay:
         return self.env.rich_error_console
 
     def _print_summary(
-        self,
-        is_finished: bool,
-        observed_steps: int,
-        time_spent: float
+        self, is_finished: bool, observed_steps: int, time_spent: float
     ):
         from rich import filesize
 
@@ -50,7 +47,9 @@ class BaseDisplay:
         else:
             total_time = f'{minutes:02d}:{seconds:0.5f}'
 
-        self.console.print(f'[progress.description]{verb}. {total_size} in {total_time} ({avg_speed}/s)')
+        self.console.print(
+            f'[progress.description]{verb}. {total_size} in {total_time} ({avg_speed}/s)'
+        )
 
 
 class DummyDisplay(BaseDisplay):
@@ -65,7 +64,9 @@ class StatusDisplay(BaseDisplay):
         self, *, total: Optional[float], at: float, description: str
     ) -> None:
         self.observed = at
-        self.description = f'[progress.description]{description}[/progress.description]'
+        self.description = (
+            f'[progress.description]{description}[/progress.description]'
+        )
 
         self.status = self.console.status(self.description, spinner='line')
         self.status.start()
@@ -75,8 +76,12 @@ class StatusDisplay(BaseDisplay):
 
         self.observed += steps
 
-        observed_amount, observed_unit = filesize.decimal(self.observed).split()
-        self.status.update(status=f'{self.description} [progress.download]{observed_amount}/? {observed_unit}[/progress.download]')
+        observed_amount, observed_unit = filesize.decimal(
+            self.observed
+        ).split()
+        self.status.update(
+            status=f'{self.description} [progress.download]{observed_amount}/? {observed_unit}[/progress.download]'
+        )
 
     def stop(self, time_spent: float) -> None:
         self.status.stop()
@@ -85,7 +90,7 @@ class StatusDisplay(BaseDisplay):
             self._print_summary(
                 is_finished=True,
                 observed_steps=self.observed,
-                time_spent=time_spent
+                time_spent=time_spent,
             )
 
 
@@ -114,7 +119,7 @@ class ProgressDisplay(BaseDisplay):
             TimeRemainingColumn(),
             TransferSpeedColumn(),
             console=self.console,
-            transient=True
+            transient=True,
         )
         self.progress_bar.start()
         self.transfer_task = self.progress_bar.add_task(
@@ -132,5 +137,5 @@ class ProgressDisplay(BaseDisplay):
             self._print_summary(
                 is_finished=task.finished,
                 observed_steps=task.completed,
-                time_spent=time_spent
+                time_spent=time_spent,
             )
diff --git a/httpie/output/ui/rich_utils.py b/httpie/output/ui/rich_utils.py
index 82567ba5..4cdd2695 100644
--- a/httpie/output/ui/rich_utils.py
+++ b/httpie/output/ui/rich_utils.py
@@ -11,11 +11,8 @@ def render_as_string(renderable: RenderableType) -> str:
     """Render any `rich` object in a fake console and
     return a *style-less* version of it as a string."""
 
-    with open(os.devnull, "w") as null_stream:
-        fake_console = Console(
-            file=null_stream,
-            record=True
-        )
+    with open(os.devnull, 'w') as null_stream:
+        fake_console = Console(file=null_stream, record=True)
         fake_console.print(renderable)
         return fake_console.export_text()
 
diff --git a/httpie/sessions.py b/httpie/sessions.py
index ca40b575..99dcdba9 100644
--- a/httpie/sessions.py
+++ b/httpie/sessions.py
@@ -13,7 +13,7 @@ from typing import Any, Dict, List, Optional, Union
 from requests.auth import AuthBase
 from requests.cookies import RequestsCookieJar, remove_cookie_by_name
 
-from .context import Environment, Levels
+from .context import Environment, LogLevel
 from .cookies import HTTPieCookiePolicy
 from .cli.dicts import HTTPHeadersDict
 from .config import BaseConfigDict, DEFAULT_CONFIG_DIR
@@ -313,7 +313,7 @@ class Session(BaseConfigDict):
 
         self.env.log_error(
             warning,
-            level=Levels.WARNING
+            level=LogLevel.WARNING
         )
 
         # We don't want to spam multiple warnings on each usage,