diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index 516a01ecf44..2f3bd4b285f 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -8179,6 +8179,21 @@ namespace ts {
                 captureLexicalThis(node, container);
             }
             if (isFunctionLike(container)) {
+                // If this is a function in a JS file, it might be a class method. Check if it's the RHS
+                // of a x.prototype.y = function [name]() { .... }
+                if (container.kind === SyntaxKind.FunctionExpression &&
+                    isInJavaScriptFile(container.parent) &&
+                    getSpecialPropertyAssignmentKind(container.parent) === SpecialPropertyAssignmentKind.PrototypeProperty) {
+                    // Get the 'x' of 'x.prototype.y = f' (here, 'f' is 'container')
+                    const className = (((container.parent as BinaryExpression)   // x.prototype.y = f
+                                        .left as PropertyAccessExpression)       // x.prototype.y
+                                        .expression as PropertyAccessExpression) // x.prototype
+                                        .expression;                             // x
+                    const classSymbol = checkExpression(className).symbol;
+                    if (classSymbol && classSymbol.members && (classSymbol.flags & SymbolFlags.Function)) {
+                        return getInferredClassType(classSymbol);
+                    }
+                }
                 const type = getContextuallyTypedThisType(container);
                 if (type) {
                     return type;
@@ -8190,9 +8205,13 @@ namespace ts {
                 if (container.parent && container.parent.kind === SyntaxKind.ObjectLiteralExpression) {
                     // Note: this works because object literal methods are deferred,
                     // which means that the type of the containing object literal is already known.
-                    const type = checkExpressionCached(<ObjectLiteralExpression>container.parent);
-                    if (type) {
-                        return type;
+                    const contextualType = getContextualType(container.parent as ObjectLiteralExpression);
+                    const literalType = checkExpressionCached(<ObjectLiteralExpression>container.parent);
+                    if (contextualType && literalType) {
+                        return getIntersectionType([contextualType, literalType]);
+                    }
+                    else if (contextualType || literalType) {
+                        return contextualType || literalType;
                     }
                 }
             }
@@ -8207,22 +8226,6 @@ namespace ts {
                 if (type && type !== unknownType) {
                     return type;
                 }
-
-                // If this is a function in a JS file, it might be a class method. Check if it's the RHS
-                // of a x.prototype.y = function [name]() { .... }
-                if (container.kind === SyntaxKind.FunctionExpression) {
-                    if (getSpecialPropertyAssignmentKind(container.parent) === SpecialPropertyAssignmentKind.PrototypeProperty) {
-                        // Get the 'x' of 'x.prototype.y = f' (here, 'f' is 'container')
-                        const className = (((container.parent as BinaryExpression)   // x.prototype.y = f
-                            .left as PropertyAccessExpression)       // x.prototype.y
-                            .expression as PropertyAccessExpression) // x.prototype
-                            .expression;                             // x
-                        const classSymbol = checkExpression(className).symbol;
-                        if (classSymbol && classSymbol.members && (classSymbol.flags & SymbolFlags.Function)) {
-                            return getInferredClassType(classSymbol);
-                        }
-                    }
-                }
             }
 
             if (compilerOptions.noImplicitThis) {
@@ -8450,6 +8453,12 @@ namespace ts {
             if ((isFunctionExpressionOrArrowFunction(func) || isObjectLiteralMethod(func)) &&
                 isContextSensitive(func) &&
                 func.kind !== SyntaxKind.ArrowFunction) {
+                const type = isObjectLiteralMethod(func)
+                    ? getContextualTypeForObjectLiteralMethod(func)
+                    : getApparentTypeOfContextualType(func);
+                if (type === anyType) {
+                    return anyType;
+                }
                 const contextualSignature = getContextualSignature(func);
                 if (contextualSignature) {
                     return contextualSignature.thisType;
diff --git a/tests/baselines/reference/thisTypeInFunctions2.js b/tests/baselines/reference/thisTypeInFunctions2.js
new file mode 100644
index 00000000000..7fc52877191
--- /dev/null
+++ b/tests/baselines/reference/thisTypeInFunctions2.js
@@ -0,0 +1,51 @@
+//// [thisTypeInFunctions2.ts]
+interface Arguments {
+    init?: (this: void) => void;
+    willDestroy?: (this: any) => void;
+    [propName: string]: number | string | boolean | symbol | undefined | null | {} | ((this: any, ...args:any[]) => any);
+}
+declare function extend(arguments: Arguments): void;
+class Mixin {
+    stuff: number;
+}
+
+extend({
+    init() {
+        this
+    },
+    mine: 12,
+    bar() {
+        this.init();
+    },
+    foo() {
+        this.bar;
+        this.url
+        this.handler()
+        this.baz
+        this.willDestroy
+    }
+})
+
+
+//// [thisTypeInFunctions2.js]
+var Mixin = (function () {
+    function Mixin() {
+    }
+    return Mixin;
+}());
+extend({
+    init: function () {
+        this;
+    },
+    mine: 12,
+    bar: function () {
+        this.init();
+    },
+    foo: function () {
+        this.bar;
+        this.url;
+        this.handler();
+        this.baz;
+        this.willDestroy;
+    }
+});
diff --git a/tests/baselines/reference/thisTypeInFunctions2.symbols b/tests/baselines/reference/thisTypeInFunctions2.symbols
new file mode 100644
index 00000000000..5e186e9485d
--- /dev/null
+++ b/tests/baselines/reference/thisTypeInFunctions2.symbols
@@ -0,0 +1,56 @@
+=== tests/cases/conformance/types/thisType/thisTypeInFunctions2.ts ===
+interface Arguments {
+>Arguments : Symbol(Arguments, Decl(thisTypeInFunctions2.ts, 0, 0))
+
+    init?: (this: void) => void;
+>init : Symbol(Arguments.init, Decl(thisTypeInFunctions2.ts, 0, 21))
+>this : Symbol(this, Decl(thisTypeInFunctions2.ts, 1, 12))
+
+    willDestroy?: (this: any) => void;
+>willDestroy : Symbol(Arguments.willDestroy, Decl(thisTypeInFunctions2.ts, 1, 32))
+>this : Symbol(this, Decl(thisTypeInFunctions2.ts, 2, 19))
+
+    [propName: string]: number | string | boolean | symbol | undefined | null | {} | ((this: any, ...args:any[]) => any);
+>propName : Symbol(propName, Decl(thisTypeInFunctions2.ts, 3, 5))
+>this : Symbol(this, Decl(thisTypeInFunctions2.ts, 3, 87))
+>args : Symbol(args, Decl(thisTypeInFunctions2.ts, 3, 97))
+}
+declare function extend(arguments: Arguments): void;
+>extend : Symbol(extend, Decl(thisTypeInFunctions2.ts, 4, 1))
+>arguments : Symbol(arguments, Decl(thisTypeInFunctions2.ts, 5, 24))
+>Arguments : Symbol(Arguments, Decl(thisTypeInFunctions2.ts, 0, 0))
+
+class Mixin {
+>Mixin : Symbol(Mixin, Decl(thisTypeInFunctions2.ts, 5, 52))
+
+    stuff: number;
+>stuff : Symbol(Mixin.stuff, Decl(thisTypeInFunctions2.ts, 6, 13))
+}
+
+extend({
+>extend : Symbol(extend, Decl(thisTypeInFunctions2.ts, 4, 1))
+
+    init() {
+>init : Symbol(init, Decl(thisTypeInFunctions2.ts, 10, 8))
+
+        this
+    },
+    mine: 12,
+>mine : Symbol(mine, Decl(thisTypeInFunctions2.ts, 13, 6))
+
+    bar() {
+>bar : Symbol(bar, Decl(thisTypeInFunctions2.ts, 14, 13))
+
+        this.init();
+    },
+    foo() {
+>foo : Symbol(foo, Decl(thisTypeInFunctions2.ts, 17, 6))
+
+        this.bar;
+        this.url
+        this.handler()
+        this.baz
+        this.willDestroy
+    }
+})
+
diff --git a/tests/baselines/reference/thisTypeInFunctions2.types b/tests/baselines/reference/thisTypeInFunctions2.types
new file mode 100644
index 00000000000..3e3e9123549
--- /dev/null
+++ b/tests/baselines/reference/thisTypeInFunctions2.types
@@ -0,0 +1,87 @@
+=== tests/cases/conformance/types/thisType/thisTypeInFunctions2.ts ===
+interface Arguments {
+>Arguments : Arguments
+
+    init?: (this: void) => void;
+>init : (this: void) => void
+>this : void
+
+    willDestroy?: (this: any) => void;
+>willDestroy : (this: any) => void
+>this : any
+
+    [propName: string]: number | string | boolean | symbol | undefined | null | {} | ((this: any, ...args:any[]) => any);
+>propName : string
+>null : null
+>this : any
+>args : any[]
+}
+declare function extend(arguments: Arguments): void;
+>extend : (arguments: Arguments) => void
+>arguments : Arguments
+>Arguments : Arguments
+
+class Mixin {
+>Mixin : Mixin
+
+    stuff: number;
+>stuff : number
+}
+
+extend({
+>extend({    init() {        this    },    mine: 12,    bar() {        this.init();    },    foo() {        this.bar;        this.url        this.handler()        this.baz        this.willDestroy    }}) : void
+>extend : (arguments: Arguments) => void
+>{    init() {        this    },    mine: 12,    bar() {        this.init();    },    foo() {        this.bar;        this.url        this.handler()        this.baz        this.willDestroy    }} : { init(): void; mine: number; bar(): void; foo(): void; }
+
+    init() {
+>init : () => void
+
+        this
+>this : void
+
+    },
+    mine: 12,
+>mine : number
+>12 : number
+
+    bar() {
+>bar : () => void
+
+        this.init();
+>this.init() : any
+>this.init : any
+>this : any
+>init : any
+
+    },
+    foo() {
+>foo : () => void
+
+        this.bar;
+>this.bar : any
+>this : any
+>bar : any
+
+        this.url
+>this.url : any
+>this : any
+>url : any
+
+        this.handler()
+>this.handler() : any
+>this.handler : any
+>this : any
+>handler : any
+
+        this.baz
+>this.baz : any
+>this : any
+>baz : any
+
+        this.willDestroy
+>this.willDestroy : any
+>this : any
+>willDestroy : any
+    }
+})
+
diff --git a/tests/cases/conformance/types/thisType/thisTypeInFunctions2.ts b/tests/cases/conformance/types/thisType/thisTypeInFunctions2.ts
new file mode 100644
index 00000000000..c33c5062249
--- /dev/null
+++ b/tests/cases/conformance/types/thisType/thisTypeInFunctions2.ts
@@ -0,0 +1,26 @@
+interface Arguments {
+    init?: (this: void) => void;
+    willDestroy?: (this: any) => void;
+    [propName: string]: number | string | boolean | symbol | undefined | null | {} | ((this: any, ...args:any[]) => any);
+}
+declare function extend(arguments: Arguments): void;
+class Mixin {
+    stuff: number;
+}
+
+extend({
+    init() {
+        this
+    },
+    mine: 12,
+    bar() {
+        this.init();
+    },
+    foo() {
+        this.bar;
+        this.url
+        this.handler()
+        this.baz
+        this.willDestroy
+    }
+})