diff --git a/src/FsCheck/FSharp.Gen.fs b/src/FsCheck/FSharp.Gen.fs
index 3df825c4..d8419ed9 100644
--- a/src/FsCheck/FSharp.Gen.fs
+++ b/src/FsCheck/FSharp.Gen.fs
@@ -400,6 +400,35 @@ module Gen =
     [<CompiledName("Filter")>]
     let filter (predicate:'T->bool) generator = where predicate generator
 
+    ///Tries to apply the given chooser function to successive values generated by the given generator, 
+    ///returning the first result where the function returns Some(x). This function 'gives up' by generating None
+    ///if the given original generator did not generate any values for which the chooser function returned Some(x),
+    ///after trying to get values by increasing its size.
+    //[category: Creating generators from generators]
+    [<CompiledName("TryPick")>]
+    let tryPick (chooser:'T->option<'U>) generator = 
+        let rec tryValue k s =
+            match (k,s) with 
+            | (_,0) -> constant None
+            // Resize with 2*k+s to progressively increase size with each retry attempt
+            | (k,s) -> (resize (2*k+s) generator) |> bind (fun x -> 
+                         match chooser x with
+                         | Some v -> constant (Some v)
+                         | None -> tryValue (k+1) (s-1))
+        sized (max 1 >> tryValue 0)
+
+    ///Applies the given chooser function to successive values generated by the given generator, 
+    ///returning the first result where the function returns Some(x). Contrary to tryPick, this function 
+    ///keeps re-trying by increasing the size of the original generator ad infinitum. Make sure there is 
+    ///a high probability that the chooser function returns Some for some values.
+    //[category: Creating generators from generators]
+    [<CompiledName("Pick")>]
+    let rec pick (chooser:'T->option<'U>) generator = 
+        tryPick chooser generator |> bind (fun mx ->
+              match mx with
+              | Some x    -> constant x
+              | None      -> sized (fun n -> resize (n+1) (pick chooser generator)))
+
     let inline private shuffleInPlace (arr: array<_>) =
         // https://en.wikipedia.org/wiki/Fisher%E2%80%93Yates_shuffle
         let inline swap (arr : array<_>) i j =
diff --git a/src/FsCheck/Fluent.Gen.fs b/src/FsCheck/Fluent.Gen.fs
index 409f652d..80665e4e 100644
--- a/src/FsCheck/Fluent.Gen.fs
+++ b/src/FsCheck/Fluent.Gen.fs
@@ -266,6 +266,31 @@ type Gen =
         if isNull predicate then nullArg "predicate"
         source |> Gen.where predicate.Invoke
 
+    /// Tries to apply the given chooser function to successive values generated by the source generator, 
+    /// returning the first result where the function returns a value. This function 'gives up' by generating null
+    /// if the source generator did not generate any values for which the chooser function returned a value,
+    /// after trying to get values by increasing its size.
+    [<Extension>]
+    static member TryPick(source:Gen<'T>, chooser : Func<'T, 'U>) = 
+        if isNull chooser then nullArg "chooser"
+        source |> Gen.tryPick (fun x -> 
+            let result = chooser.Invoke(x)
+            // Boxing allows null checking for both reference and value types
+            if isNull (box result) then None else Some result)
+        |> Gen.map (function Some v -> v | None -> Unchecked.defaultof<'U>)
+
+    /// Applies the given chooser function to successive values generated by the source generator, 
+    /// returning the first result where the function returns a non-null value. Contrary to TryPick, 
+    /// this function keeps re-trying by increasing the size of the original generator ad infinitum. 
+    /// Make sure there is a high probability that the chooser function returns a non-null value for some values.
+    [<Extension>]
+    static member Pick(source:Gen<'T>, chooser : Func<'T, 'U>) = 
+        if isNull chooser then nullArg "chooser"
+        source |> Gen.pick (fun x -> 
+            let result = chooser.Invoke(x)
+            // Boxing allows null checking for both reference and value types
+            if isNull (box result) then None else Some result)
+
     ///Generates a list of given length, containing values generated by the given generator.
     //[category: Creating generators from generators]
     [<Extension>]
diff --git a/tests/FsCheck.Test/Gen.fs b/tests/FsCheck.Test/Gen.fs
index 36670fcd..c3833c57 100644
--- a/tests/FsCheck.Test/Gen.fs
+++ b/tests/FsCheck.Test/Gen.fs
@@ -241,6 +241,20 @@ module Gen =
                 |> sample1
                 |> ((=) (abs v)) )
     
+    [<Property>]
+    let TryPick (v:int) (chooser:int -> option<string>) =
+        let expected = chooser v
+        assertTrue ( Gen.tryPick chooser (Gen.constant v)
+                |> sample1
+                |> ((=) expected) )
+    
+    [<Property>]
+    let Pick (v:int) =
+        let chooser x = if x >= 0 then Some (string x) else None
+        assertTrue ( Gen.pick chooser (Gen.elements [v;abs v])
+                |> sample1
+                |> ((=) (string (abs v))) )
+    
     [<Property>]
     let ListOf (NonNegativeInt size) (v:char) =
         assertTrue ( Gen.resize size (Gen.listOf <| Gen.constant v)