diff --git a/README.md b/README.md
index 25d5849b..e5b6c807 100644
--- a/README.md
+++ b/README.md
@@ -217,11 +217,11 @@ Without a parameter, the version to use is resolved automatically (see resolutio
 
 If a parameter is passed, available options include:
 
-- an exact [Semver 2.0.0](https://semver.org/) version string to install
-- a [version constraint](https://opentofu.org/docs/language/expressions/version-constraints) string (checked against versions available at `<TOOL>_REMOTE` url)
-- `latest`, `latest-stable` (old name of `latest`) or `latest-pre` (include unstable version), which are checked against versions available at `<TOOL>_REMOTE` url)
-- `latest-allowed` or `min-required` to scan your IAC files to detect which version is maximally allowed or minimally required.
-  See [required_version](#required_version) docs.
+- an exact [Semver 2.0.0](https://semver.org/) version string to install.
+- a [version constraint](https://opentofu.org/docs/language/expressions/version-constraints) string (checked against versions available at `<TOOL>_REMOTE` url).
+- `latest`, `latest-stable` (old name of `latest`) or `latest-pre` (include unstable version), which are checked against versions available at `<TOOL>_REMOTE` url.
+- `latest:<re>` or `min:<re>` to get first version matching with `<re>` as a [regexp](https://github.com/google/re2/wiki/Syntax) after a descending or ascending version sort.
+- `latest-allowed` or `min-required` to scan your IAC files to detect which version is maximally allowed or minimally required. See [required_version](#required_version) docs.
 
 ```console
 tenv tofu install
@@ -258,12 +258,11 @@ Switch the default tool version to use (set in `TENV_ROOT/<TOOL>/version` file).
 
 Available parameter options:
 
-- an exact [Semver 2.0.0](https://semver.org/) version string to use
-- a [version constraint](https://opentofu.org/docs/language/expressions/version-constraints) string (checked against versions available in TENV_ROOT directory)
-- `latest`, `latest-stable` (old name of `latest`) or `latest-pre` (include unstable version), which are checked against versions available in TENV_ROOT directory
-- `latest-allowed` or `min-required` to scan your IAC files to detect which version is maximally allowed or minimally required.
-
-See [required_version](#required_version) docs.
+- an exact [Semver 2.0.0](https://semver.org/) version string to use.
+- a [version constraint](https://opentofu.org/docs/language/expressions/version-constraints) string (checked against versions available in TENV_ROOT directory).
+- `latest`, `latest-stable` (old name of `latest`) or `latest-pre` (include unstable version), which are checked against versions available in TENV_ROOT directory.
+- `latest:<re>` or `min:<re>` to get first version matching with `<re>` as a [regexp](https://github.com/google/re2/wiki/Syntax) after a descending or ascending version sort.
+- `latest-allowed` or `min-required` to scan your IAC files to detect which version is maximally allowed or minimally required. See [required_version](#required_version) docs.
 
 ```console
 tenv tofu use v1.6.0-beta5
diff --git a/cmd/tenv/subcmd.go b/cmd/tenv/subcmd.go
index 416e771b..1c50687c 100644
--- a/cmd/tenv/subcmd.go
+++ b/cmd/tenv/subcmd.go
@@ -120,9 +120,9 @@ If a parameter is passed, available options:
 	descBuilder.WriteString(params.remoteEnvName)
 	descBuilder.WriteString(" url)\n- latest, latest-stable or latest-pre (checked against version available at ")
 	descBuilder.WriteString(params.remoteEnvName)
-	descBuilder.WriteString(" url)\n- latest-allowed or min-required to scan your ")
+	descBuilder.WriteString(" url)\n- latest:<re> or min:<re> to get first version matching with <re> as a regexp after a version sort\n- latest-allowed or min-required to scan your ")
 	descBuilder.WriteString(versionManager.FolderName)
-	descBuilder.WriteString(" files to detect which version is maximally allowed or minimally required.")
+	descBuilder.WriteString(" files to detect which version is maximally allowed or minimally required")
 
 	installCmd := &cobra.Command{
 		Use:   "install [version]",
@@ -324,9 +324,10 @@ Available parameter options:
 - an exact Semver 2.0.0 version string to use
 - a version constraint expression (checked against version available in TENV_ROOT directory)
 - latest, latest-stable or latest-pre (checked against version available in TENV_ROOT directory)
+- latest:<re> or min:<re> to get first version matching with <re> as a regexp after a version sort
 - latest-allowed or min-required to scan your `)
 	descBuilder.WriteString(versionManager.FolderName)
-	descBuilder.WriteString(" files to detect which version is maximally allowed or minimally required.")
+	descBuilder.WriteString(" files to detect which version is maximally allowed or minimally required")
 
 	workingDir := false
 
diff --git a/versionmanager/semantic/semantic.go b/versionmanager/semantic/semantic.go
index d9488121..b17d68c0 100644
--- a/versionmanager/semantic/semantic.go
+++ b/versionmanager/semantic/semantic.go
@@ -19,6 +19,9 @@
 package semantic
 
 import (
+	"regexp"
+	"strings"
+
 	"github.com/hashicorp/go-hclog"
 	"github.com/hashicorp/go-version"
 	"github.com/tofuutils/tenv/config"
@@ -33,6 +36,9 @@ const (
 	LatestStableKey  = "latest-stable"
 	LatestKey        = "latest"
 	MinRequiredKey   = "min-required"
+
+	LatestPrefix = "latest:"
+	MinPrefix    = "min:"
 )
 
 var TfPredicateReaders = []types.PredicateReader{readTfFiles} //nolint
@@ -56,12 +62,12 @@ func CmpVersion(v1Str string, v2Str string) int {
 
 func ParsePredicate(behaviourOrConstraint string, displayName string, constraintInfo types.ConstraintInfo, predicateReaders []types.PredicateReader, conf *config.Config) (types.PredicateInfo, error) {
 	reverseOrder := true
-	switch behaviourOrConstraint {
-	case MinRequiredKey:
+	switch {
+	case behaviourOrConstraint == MinRequiredKey:
 		reverseOrder = false // start with older
 
 		fallthrough // same predicate retrieving
-	case LatestAllowedKey:
+	case behaviourOrConstraint == LatestAllowedKey:
 		for _, reader := range predicateReaders {
 			predicate, err := reader(constraintInfo, conf)
 			if err != nil {
@@ -75,10 +81,23 @@ func ParsePredicate(behaviourOrConstraint string, displayName string, constraint
 		conf.Displayer.Display(loghelper.Concat("No ", displayName, " version requirement found in project files, fallback to ", LatestKey, " strategy"))
 
 		fallthrough // fallback to latest
-	case LatestKey, LatestStableKey:
+	case behaviourOrConstraint == LatestKey, behaviourOrConstraint == LatestStableKey:
 		return types.PredicateInfo{Predicate: StableVersion, ReverseOrder: true}, nil
-	case LatestPreKey:
+	case behaviourOrConstraint == LatestPreKey:
 		return types.PredicateInfo{Predicate: alwaysTrue, ReverseOrder: true}, nil
+	case strings.HasPrefix(behaviourOrConstraint, MinPrefix):
+		reverseOrder = false // start with older
+
+		fallthrough // same behaviour
+	case strings.HasPrefix(behaviourOrConstraint, LatestPrefix):
+		conf.Displayer.Display("Use of regexp is discouraged, try version constraint instead")
+
+		re, err := regexp.Compile(behaviourOrConstraint[strings.Index(behaviourOrConstraint, ":")+1:])
+		if err != nil {
+			return types.PredicateInfo{}, err
+		}
+
+		return types.PredicateInfo{Predicate: re.MatchString, ReverseOrder: reverseOrder}, nil
 	default:
 		constraint, err := addDefaultConstraint(constraintInfo, conf, behaviourOrConstraint)
 		if err != nil {