diff --git a/daemon/containerd/image_children.go b/daemon/containerd/image_children.go
index ced4637aeb..ba8c939549 100644
--- a/daemon/containerd/image_children.go
+++ b/daemon/containerd/image_children.go
@@ -127,3 +127,71 @@ func isRootfsChildOf(child ocispec.RootFS, parent ocispec.RootFS) bool {
 
 	return true
 }
+
+// parents returns a slice of image IDs whose entire rootfs contents match,
+// in order, the childs first layers, excluding images with the exact same
+// rootfs.
+//
+// Called from image_delete.go to prune dangling parents.
+func (i *ImageService) parents(ctx context.Context, id image.ID) ([]imageWithRootfs, error) {
+	target, err := i.resolveDescriptor(ctx, id.String())
+	if err != nil {
+		return nil, errors.Wrap(err, "failed to get child image")
+	}
+
+	cs := i.client.ContentStore()
+
+	allPlatforms, err := containerdimages.Platforms(ctx, cs, target)
+	if err != nil {
+		return nil, errdefs.System(errors.Wrap(err, "failed to list platforms supported by image"))
+	}
+
+	var childRootFS []ocispec.RootFS
+	for _, platform := range allPlatforms {
+		rootfs, err := platformRootfs(ctx, cs, target, platform)
+		if err != nil {
+			if cerrdefs.IsNotFound(err) {
+				continue
+			}
+			return nil, errdefs.System(errors.Wrap(err, "failed to get platform-specific rootfs"))
+		}
+
+		childRootFS = append(childRootFS, rootfs)
+	}
+
+	imgs, err := i.client.ImageService().List(ctx)
+	if err != nil {
+		return nil, errdefs.System(errors.Wrap(err, "failed to list all images"))
+	}
+
+	var parents []imageWithRootfs
+	for _, img := range imgs {
+	nextImage:
+		for _, platform := range allPlatforms {
+			rootfs, err := platformRootfs(ctx, cs, img.Target, platform)
+			if err != nil {
+				if cerrdefs.IsNotFound(err) {
+					continue
+				}
+				return nil, errdefs.System(errors.Wrap(err, "failed to get platform-specific rootfs"))
+			}
+
+			for _, childRoot := range childRootFS {
+				if isRootfsChildOf(childRoot, rootfs) {
+					parents = append(parents, imageWithRootfs{
+						img:    img,
+						rootfs: rootfs,
+					})
+					break nextImage
+				}
+			}
+		}
+	}
+
+	return parents, nil
+}
+
+type imageWithRootfs struct {
+	img    containerdimages.Image
+	rootfs ocispec.RootFS
+}
diff --git a/daemon/containerd/image_delete.go b/daemon/containerd/image_delete.go
index 1fd13cf420..3d55dba394 100644
--- a/daemon/containerd/image_delete.go
+++ b/daemon/containerd/image_delete.go
@@ -2,10 +2,16 @@ package containerd
 
 import (
 	"context"
+	"fmt"
+	"sort"
+	"strings"
 
 	"github.com/containerd/containerd/images"
 	"github.com/docker/distribution/reference"
 	"github.com/docker/docker/api/types"
+	"github.com/docker/docker/container"
+	"github.com/docker/docker/image"
+	"github.com/docker/docker/pkg/stringid"
 	"github.com/opencontainers/go-digest"
 	ocispec "github.com/opencontainers/image-spec/specs-go/v1"
 	"github.com/sirupsen/logrus"
@@ -30,8 +36,6 @@ import (
 // are divided into two categories grouped by their severity:
 //
 // Hard Conflict:
-//   - a pull or build using the image.
-//   - any descendant image.
 //   - any running container using the image.
 //
 // Soft Conflict:
@@ -45,8 +49,6 @@ import (
 // meaning any delete conflicts will cause the image to not be deleted and the
 // conflict will not be reported.
 //
-// TODO(thaJeztah): implement ImageDelete "force" options; see https://github.com/moby/moby/issues/43850
-// TODO(thaJeztah): implement ImageDelete "prune" options; see https://github.com/moby/moby/issues/43849
 // TODO(thaJeztah): image delete should send prometheus counters; see https://github.com/moby/moby/issues/45268
 func (i *ImageService) ImageDelete(ctx context.Context, imageRef string, force, prune bool) ([]types.ImageDeleteResponseItem, error) {
 	parsedRef, err := reference.ParseNormalizedNamed(imageRef)
@@ -59,28 +61,278 @@ func (i *ImageService) ImageDelete(ctx context.Context, imageRef string, force,
 		return nil, err
 	}
 
-	possiblyDeletedConfigs := map[digest.Digest]struct{}{}
-	if err := i.walkPresentChildren(ctx, img.Target, func(_ context.Context, d ocispec.Descriptor) {
-		if images.IsConfigType(d.MediaType) {
-			possiblyDeletedConfigs[d.Digest] = struct{}{}
-		}
-	}); err != nil {
-		return nil, err
+	imgID := image.ID(img.Target.Digest)
+
+	if isImageIDPrefix(imgID.String(), imageRef) {
+		return i.deleteAll(ctx, img, force, prune)
 	}
 
-	err = i.client.ImageService().Delete(ctx, img.Name, images.SynchronousDelete())
+	singleRef, err := i.isSingleReference(ctx, img)
 	if err != nil {
 		return nil, err
 	}
-
-	// Workaround for: https://github.com/moby/buildkit/issues/3797
-	if err := i.unleaseSnapshotsFromDeletedConfigs(context.Background(), possiblyDeletedConfigs); err != nil {
-		logrus.WithError(err).Warn("failed to unlease snapshots")
+	if !singleRef {
+		err := i.client.ImageService().Delete(ctx, img.Name)
+		if err != nil {
+			return nil, err
+		}
+		i.LogImageEvent(imgID.String(), imgID.String(), "untag")
+		records := []types.ImageDeleteResponseItem{{Untagged: reference.FamiliarString(reference.TagNameOnly(parsedRef))}}
+		return records, nil
 	}
 
-	imgID := string(img.Target.Digest)
-	i.LogImageEvent(imgID, imgID, "untag")
-	i.LogImageEvent(imgID, imgID, "delete")
+	using := func(c *container.Container) bool {
+		return c.ImageID == imgID
+	}
+	ctr := i.containers.First(using)
+	if ctr != nil {
+		if !force {
+			// If we removed the repository reference then
+			// this image would remain "dangling" and since
+			// we really want to avoid that the client must
+			// explicitly force its removal.
+			refString := reference.FamiliarString(reference.TagNameOnly(parsedRef))
+			err := &imageDeleteConflict{
+				reference: refString,
+				used:      true,
+				message: fmt.Sprintf("container %s is using its referenced image %s",
+					stringid.TruncateID(ctr.ID),
+					stringid.TruncateID(imgID.String())),
+			}
+			return nil, err
+		}
 
-	return []types.ImageDeleteResponseItem{{Untagged: reference.FamiliarString(parsedRef)}}, nil
+		err := i.softImageDelete(ctx, img)
+		if err != nil {
+			return nil, err
+		}
+
+		i.LogImageEvent(imgID.String(), imgID.String(), "untag")
+		records := []types.ImageDeleteResponseItem{{Untagged: reference.FamiliarString(reference.TagNameOnly(parsedRef))}}
+		return records, nil
+	}
+
+	return i.deleteAll(ctx, img, force, prune)
+}
+
+// deleteAll deletes the image from the daemon, and if prune is true,
+// also deletes dangling parents if there is no conflict in doing so.
+// Parent images are removed quietly, and if there is any issue/conflict
+// it is logged but does not halt execution/an error is not returned.
+func (i *ImageService) deleteAll(ctx context.Context, img images.Image, force, prune bool) ([]types.ImageDeleteResponseItem, error) {
+	var records []types.ImageDeleteResponseItem
+
+	// Workaround for: https://github.com/moby/buildkit/issues/3797
+	possiblyDeletedConfigs := map[digest.Digest]struct{}{}
+	err := i.walkPresentChildren(ctx, img.Target, func(_ context.Context, d ocispec.Descriptor) {
+		if images.IsConfigType(d.MediaType) {
+			possiblyDeletedConfigs[d.Digest] = struct{}{}
+		}
+	})
+	if err != nil {
+		return nil, err
+	}
+	defer func() {
+		if err := i.unleaseSnapshotsFromDeletedConfigs(context.Background(), possiblyDeletedConfigs); err != nil {
+			logrus.WithError(err).Warn("failed to unlease snapshots")
+		}
+	}()
+
+	imgID := img.Target.Digest.String()
+
+	var parents []imageWithRootfs
+	if prune {
+		parents, err = i.parents(ctx, image.ID(imgID))
+		if err != nil {
+			logrus.WithError(err).Warn("failed to get image parents")
+		}
+		sortParentsByAffinity(parents)
+	}
+
+	imageRefs, err := i.client.ImageService().List(ctx, "target.digest=="+imgID)
+	if err != nil {
+		return nil, err
+	}
+	for _, imageRef := range imageRefs {
+		if err := i.imageDeleteHelper(ctx, imageRef, &records, force); err != nil {
+			return records, err
+		}
+	}
+	i.LogImageEvent(imgID, imgID, "delete")
+	records = append(records, types.ImageDeleteResponseItem{Deleted: imgID})
+
+	for _, parent := range parents {
+		if !isDanglingImage(parent.img) {
+			break
+		}
+		err = i.imageDeleteHelper(ctx, parent.img, &records, false)
+		if err != nil {
+			logrus.WithError(err).Warn("failed to remove image parent")
+			break
+		}
+		parentID := parent.img.Target.Digest.String()
+		i.LogImageEvent(parentID, parentID, "delete")
+		records = append(records, types.ImageDeleteResponseItem{Deleted: parentID})
+	}
+
+	return records, nil
+}
+
+// isImageIDPrefix returns whether the given
+// possiblePrefix is a prefix of the given imageID.
+func isImageIDPrefix(imageID, possiblePrefix string) bool {
+	if strings.HasPrefix(imageID, possiblePrefix) {
+		return true
+	}
+	if i := strings.IndexRune(imageID, ':'); i >= 0 {
+		return strings.HasPrefix(imageID[i+1:], possiblePrefix)
+	}
+	return false
+}
+
+func sortParentsByAffinity(parents []imageWithRootfs) {
+	sort.Slice(parents, func(i, j int) bool {
+		lenRootfsI := len(parents[i].rootfs.DiffIDs)
+		lenRootfsJ := len(parents[j].rootfs.DiffIDs)
+		if lenRootfsI == lenRootfsJ {
+			return isDanglingImage(parents[i].img)
+		}
+		return lenRootfsI > lenRootfsJ
+	})
+}
+
+// isSingleReference returns true if there are no other images in the
+// daemon targeting the same content as `img` that are not dangling.
+func (i *ImageService) isSingleReference(ctx context.Context, img images.Image) (bool, error) {
+	refs, err := i.client.ImageService().List(ctx, "target.digest=="+img.Target.Digest.String())
+	if err != nil {
+		return false, err
+	}
+	for _, ref := range refs {
+		if !isDanglingImage(ref) && ref.Name != img.Name {
+			return false, nil
+		}
+	}
+	return true, nil
+}
+
+type conflictType int
+
+const (
+	conflictRunningContainer conflictType = 1 << iota
+	conflictActiveReference
+	conflictStoppedContainer
+	conflictHard = conflictRunningContainer
+	conflictSoft = conflictActiveReference | conflictStoppedContainer
+)
+
+// imageDeleteHelper attempts to delete the given image from this daemon.
+// If the image has any hard delete conflicts (running containers using
+// the image) then it cannot be deleted. If the image has any soft delete
+// conflicts (any tags/digests referencing the image or any stopped container
+// using the image) then it can only be deleted if force is true. Any deleted
+// images and untagged references are appended to the given records. If any
+// error or conflict is encountered, it will be returned immediately without
+// deleting the image.
+func (i *ImageService) imageDeleteHelper(ctx context.Context, img images.Image, records *[]types.ImageDeleteResponseItem, force bool) error {
+	// First, determine if this image has any conflicts. Ignore soft conflicts
+	// if force is true.
+	c := conflictHard
+	if !force {
+		c |= conflictSoft
+	}
+
+	imgID := image.ID(img.Target.Digest)
+
+	err := i.checkImageDeleteConflict(ctx, imgID, c)
+	if err != nil {
+		return err
+	}
+
+	untaggedRef, err := reference.ParseAnyReference(img.Name)
+	if err != nil {
+		return err
+	}
+	err = i.client.ImageService().Delete(ctx, img.Name, images.SynchronousDelete())
+	if err != nil {
+		return err
+	}
+
+	i.LogImageEvent(imgID.String(), imgID.String(), "untag")
+	*records = append(*records, types.ImageDeleteResponseItem{Untagged: reference.FamiliarString(untaggedRef)})
+
+	return nil
+}
+
+// ImageDeleteConflict holds a soft or hard conflict and associated
+// error. A hard conflict represents a running container using the
+// image, while a soft conflict is any tags/digests referencing the
+// given image or any stopped container using the image.
+// Implements the error interface.
+type imageDeleteConflict struct {
+	hard      bool
+	used      bool
+	reference string
+	message   string
+}
+
+func (idc *imageDeleteConflict) Error() string {
+	var forceMsg string
+	if idc.hard {
+		forceMsg = "cannot be forced"
+	} else {
+		forceMsg = "must be forced"
+	}
+	return fmt.Sprintf("conflict: unable to delete %s (%s) - %s", idc.reference, forceMsg, idc.message)
+}
+
+func (imageDeleteConflict) Conflict() {}
+
+// checkImageDeleteConflict returns a conflict representing
+// any issue preventing deletion of the given image ID, and
+// nil if there are none. It takes a bitmask representing a
+// filter for which conflict types the caller cares about,
+// and will only check for these conflict types.
+func (i *ImageService) checkImageDeleteConflict(ctx context.Context, imgID image.ID, mask conflictType) error {
+	if mask&conflictRunningContainer != 0 {
+		running := func(c *container.Container) bool {
+			return c.ImageID == imgID && c.IsRunning()
+		}
+		if ctr := i.containers.First(running); ctr != nil {
+			return &imageDeleteConflict{
+				reference: stringid.TruncateID(imgID.String()),
+				hard:      true,
+				used:      true,
+				message:   fmt.Sprintf("image is being used by running container %s", stringid.TruncateID(ctr.ID)),
+			}
+		}
+	}
+
+	if mask&conflictStoppedContainer != 0 {
+		stopped := func(c *container.Container) bool {
+			return !c.IsRunning() && c.ImageID == imgID
+		}
+		if ctr := i.containers.First(stopped); ctr != nil {
+			return &imageDeleteConflict{
+				reference: stringid.TruncateID(imgID.String()),
+				used:      true,
+				message:   fmt.Sprintf("image is being used by stopped container %s", stringid.TruncateID(ctr.ID)),
+			}
+		}
+	}
+
+	if mask&conflictActiveReference != 0 {
+		refs, err := i.client.ImageService().List(ctx, "target.digest=="+imgID.String())
+		if err != nil {
+			return err
+		}
+		if len(refs) > 1 {
+			return &imageDeleteConflict{
+				reference: stringid.TruncateID(imgID.String()),
+				message:   "image is referenced in multiple repositories",
+			}
+		}
+	}
+
+	return nil
 }