Return and pass on request IDs, and give /v1/e/ ETag, 304 and HEAD (closes #84)

Every response carries X-Request-Id, the upstream fetch sends it, and
the "upstream fetched", "image converted" and "image served" lines log
it as request_id. pixa's own RequestID middleware keeps a request's own
ID only when it is at most 64 letters, digits, '-', '_' or '.', and
otherwise makes a random one with crypto/rand, so nothing a client
chooses freely and nothing about the host reaches upstream. /v1/e/ now
sets ETag, answers a matching If-None-Match with 304 and is routed for
HEAD, through notModified, which both image handlers call. No Vary is
added: go-chi/cors already sends Vary: Origin.

Model: opus-5-5

README.md

@@ -120,8 +120,9 @@ path under `/v1/` answers 200, in maintenance mode too.
   `blocked_networks`); 502 when the upstream answered with an error status, and
   for 5 minutes after that for the same source URL; 503 when pixa is busy or in
   maintenance mode; 500 for any other failure.
-- `GET /v1/e/<token>/<name>` — an image through an encrypted URL (see Encrypted
+- `GET` or `HEAD` `/v1/e/<token>/<name>` — an image through an encrypted URL
-  URLs). Needs: nothing but the URL. Answers: 200; 400 for a token that does not
+  (see Encrypted URLs). Needs: nothing but the URL. Answers: 200; 304 when
+  `If-None-Match` matches the image's `ETag`; 400 for a token that does not
   decrypt, or that asks for a size or fit that is not valid; 410 once it has
   expired; 504 when the upstream has not sent its response headers within
   `upstream_fetch_timeout`, but 500 when that time runs out while the image
@@ -137,6 +138,15 @@ path under `/v1/` answers 200, in maintenance mode too.
   authentication with `metrics.username` and `metrics.password`. Answers: 200;
   401 without them; 404 when they are not set, as the route then does not exist.
 
+Every response carries an `X-Request-ID` header holding the request's ID, which
+a client can quote when reporting a problem: the request's own `X-Request-ID`,
+as a reverse proxy in front of pixa may send, when it is at most 64 letters,
+digits, `-`, `_` or `.`; otherwise a random one pixa makes for the request,
+which tells nothing about the machine or the other requests. pixa's log line for
+the request carries the same ID as `request_id`, and so do the lines it logs
+when it fetches, converts and serves an image; the fetch sends it to the
+upstream host as `X-Request-ID`.
+
 Both `POST` routes accept only a form that pixa's own page served: the page puts
 a token in the form and sets a cookie to match, and a request without both is
 refused with 403, so another site cannot submit the form from a visitor's
@@ -186,7 +196,9 @@ source) and one transcode: the first request does the work, and the others wait
 for its image or its error, holding no upstream connection or processing slot
 of their own. A waiting request stops waiting when its own client goes away.
 The work goes on for the others even if the first request's client goes away,
-until that request's `downstream_timeout` ends.
+until that request's `downstream_timeout` ends. The shared fetch sends the first
+request's ID upstream, and the lines logged for the fetch and the transcode
+carry that ID.
 
 The login form (`POST /`) is limited to 5 attempts per minute per client
 address, counting an IPv6 client by its /64; an attempt over the limit is

TODO.md

@@ -29,6 +29,20 @@ P2: security: referer blacklist
 
 # Completed Steps
 
+- 2026-10-04 request IDs returned and passed on, and `/v1/e/` revalidates
+  (closes #84): pixa's own `RequestID` middleware, in place of chi's, gives each
+  request an ID, its own `X-Request-ID` when that is at most 64 letters, digits,
+  `-`, `_` or `.` and a random one otherwise, stores it where chi's did and
+  sends it back as `X-Request-ID` on every response; the upstream fetch sends
+  that ID, and the "upstream fetched", "image converted" and "image served" log
+  lines carry it as `request_id`, a fetch shared by several requests carrying
+  the first request's; `/v1/e/` sets `ETag`, answers a matching `If-None-Match`
+  with 304 and is routed for `HEAD`, the `ETag` and 304 code being
+  `notModified`, which `/v1/image/` calls too; its token checks moved unchanged
+  into `parseImageEncRequest` to keep `HandleImageEnc` within the line limit; no
+  `Vary` is added, as no response depends on a request header except the image
+  routes' CORS headers, for which `go-chi/cors` already sends `Vary: Origin`;
+  `Vary: Accept` is left to #88.
 - 2026-10-04 routes, encrypted URLs and config file documented (closes #75):
   "Routes" in `README.md` lists every route with its method, purpose, what it
   needs and the status codes it answers with, and says `q` and `fit` are part
@@ -438,7 +452,6 @@ P2: security: referer blacklist
 - P2: HTTP response handling
     - Last-Modified headers
     - Vary header for content negotiation
-    - X-Request-ID propagation
 - P2: auto format selection (format=auto based on Accept header)
 - P2: configuration
     - YAML config file support

internal/handlers/image.go

@@ -10,6 +10,7 @@ import (
 	"time"
 
 	"github.com/go-chi/chi/v5"
+	"github.com/go-chi/chi/v5/middleware"
 	"sneak.berlin/go/pixa/internal/encurl"
 	"sneak.berlin/go/pixa/internal/httpfetcher"
 	"sneak.berlin/go/pixa/internal/imageprocessor"
@@ -247,6 +248,25 @@ func cacheControl(expires time.Time) string {
 	return fmt.Sprintf("public, max-age=%d, immutable", int64(maxAge/time.Second))
 }
 
+// notModified sets the ETag header to etag and, when the request's
+// If-None-Match is that ETag, answers 304 Not Modified. It reports whether it
+// answered. An empty etag sets no header and never answers.
+func notModified(w http.ResponseWriter, r *http.Request, etag string) bool {
+	if etag == "" {
+		return false
+	}
+
+	w.Header().Set("ETag", etag)
+
+	if r.Header.Get("If-None-Match") != etag {
+		return false
+	}
+
+	w.WriteHeader(http.StatusNotModified)
+
+	return true
+}
+
 // writeImageResponse writes headers and streams the image content,
 // handling conditional and HEAD requests.
 func (s *Handlers) writeImageResponse(
@@ -265,17 +285,8 @@ func (s *Handlers) writeImageResponse(
 	w.Header().Set("Cache-Control", cacheControl(req.Expires))
 	w.Header().Set("X-Pixa-Cache", string(resp.CacheStatus))
 
-	if resp.ETag != "" {
+	if notModified(w, r, resp.ETag) {
-		w.Header().Set("ETag", resp.ETag)
+		return
-
-		// Check for conditional request (If-None-Match)
-		if ifNoneMatch := r.Header.Get("If-None-Match"); ifNoneMatch != "" {
-			if ifNoneMatch == resp.ETag {
-				w.WriteHeader(http.StatusNotModified)
-
-				return
-			}
-		}
 	}
 
 	// Handle HEAD request - return headers only
@@ -298,6 +309,7 @@ func (s *Handlers) writeImageResponse(
 	// Log cache status and timing after serving
 	duration := time.Since(startTime)
 	s.log.Info("image served",
+		"request_id", middleware.GetReqID(r.Context()),
 		"cache_key", cacheKey,
 		"cache_status", resp.CacheStatus,
 		"duration_ms", duration.Milliseconds(),

internal/handlers/image_cache_control_internal_test.go

@@ -23,8 +23,10 @@ const photoPath = "/images/photo.jpg"
 // newSignedHostServer returns a router for both image routes, and the Handlers
 // behind it, whose fetcher serves a JPEG at photoPath on signedHost. signedHost
 // is not on the allowlist, so a /v1/image/ URL for it is served only with a
-// valid signature.
+// valid signature. The handlers and the image service log to log.
-func newSignedHostServer(t *testing.T) (*Handlers, http.Handler) {
+func newSignedHostServer(
+	t *testing.T, log *slog.Logger,
+) (*Handlers, http.Handler) {
 	t.Helper()
 
 	cache, err := imgcache.NewCache(setupTestDB(t), imgcache.CacheConfig{
@@ -44,6 +46,7 @@ func newSignedHostServer(t *testing.T) (*Handlers, http.Handler) {
 			signedHost + photoPath: &fstest.MapFile{Data: jpegData},
 		}),
 		SigningKey: testSigningKey,
+		Logger:     log,
 	})
 	if err != nil {
 		t.Fatalf("imgcache.NewService() error = %v", err)
@@ -55,7 +58,7 @@ func newSignedHostServer(t *testing.T) (*Handlers, http.Handler) {
 	}
 
 	h := &Handlers{
-		log:    slog.New(slog.DiscardHandler),
+		log:    log,
 		imgSvc: svc,
 		encGen: encGen,
 	}
@@ -103,7 +106,7 @@ func getMaxAge(t *testing.T, srv http.Handler, target string) int {
 func TestHandleImage_SignedURL_MaxAgeEndsAtExp(t *testing.T) {
 	t.Parallel()
 
-	h, srv := newSignedHostServer(t)
+	h, srv := newSignedHostServer(t, slog.New(slog.DiscardHandler))
 
 	signedURL, err := h.imgSvc.GenerateSignedURL("", &imgcache.ImageRequest{
 		SourceHost: signedHost,
@@ -179,7 +182,7 @@ func TestHandleImageEnc_MaxAge(t *testing.T) {
 		t.Run(tt.name, func(t *testing.T) {
 			t.Parallel()
 
-			h, srv := newSignedHostServer(t)
+			h, srv := newSignedHostServer(t, slog.New(slog.DiscardHandler))
 
 			token, err := h.encGen.Generate(&encurl.Payload{
 				SourceHost: signedHost,

internal/handlers/imageenc.go

@@ -9,6 +9,7 @@ import (
 	"time"
 
 	"github.com/go-chi/chi/v5"
+	"github.com/go-chi/chi/v5/middleware"
 
 	"sneak.berlin/go/pixa/internal/encurl"
 	"sneak.berlin/go/pixa/internal/httpfetcher"
@@ -24,43 +25,8 @@ func (s *Handlers) HandleImageEnc() http.HandlerFunc {
 		ctx := r.Context()
 		start := time.Now()
 
-		// Extract token from URL
+		req, ok := s.parseImageEncRequest(w, r)
-		token := chi.URLParam(r, "token")
+		if !ok {
-		if token == "" {
-			s.respondError(w, "missing token", http.StatusBadRequest)
-
-			return
-		}
-
-		// Decrypt and validate the payload
-		payload, err := s.encGen.Parse(token)
-		if err != nil {
-			if errors.Is(err, encurl.ErrExpired) {
-				s.log.Debug("encrypted URL expired", "error", err)
-				s.respondError(w, "URL has expired", http.StatusGone)
-
-				return
-			}
-
-			s.log.Debug("failed to decrypt URL", "error", err)
-			s.respondError(w, "invalid encrypted URL", http.StatusBadRequest)
-
-			return
-		}
-
-		// Convert payload to ImageRequest
-		req := payload.ToImageRequest()
-
-		// Apply the same dimension and fit-mode bounds as the plain image
-		// route: a sealed payload is trusted for its origin, not for staying
-		// within limits, so an over-limit size or unknown fit mode is a 400
-		// here rather than an out-of-memory or a 500 from the processor.
-		err = imgcache.ValidateImageRequest(req)
-		if err != nil {
-			s.log.Debug("encrypted URL failed validation", "error", err)
-			s.respondError(w, "invalid encrypted URL: "+err.Error(),
-				http.StatusBadRequest)
-
 			return
 		}
 
@@ -94,6 +60,17 @@ func (s *Handlers) HandleImageEnc() http.HandlerFunc {
 		w.Header().Set("Cache-Control", cacheControl(req.Expires))
 		w.Header().Set("X-Pixa-Cache", string(resp.CacheStatus))
 
+		if notModified(w, r, resp.ETag) {
+			return
+		}
+
+		// A HEAD request gets the headers only
+		if r.Method == http.MethodHead {
+			w.WriteHeader(http.StatusOK)
+
+			return
+		}
+
 		// Stream the response
 		written, err := io.Copy(w, resp.Content)
 		if err != nil {
@@ -105,6 +82,7 @@ func (s *Handlers) HandleImageEnc() http.HandlerFunc {
 		// Log completion
 		duration := time.Since(start)
 		s.log.Info("image served",
+			"request_id", middleware.GetReqID(ctx),
 			"cache_key", imgcache.CacheKey(req),
 			"host", req.SourceHost,
 			"path", req.SourcePath,
@@ -116,6 +94,56 @@ func (s *Handlers) HandleImageEnc() http.HandlerFunc {
 	}
 }
 
+// parseImageEncRequest decrypts the token of an encrypted image URL into an
+// ImageRequest and checks it. On a token that is missing, does not decrypt,
+// has expired or asks for something not valid, it writes an error response
+// and returns false.
+func (s *Handlers) parseImageEncRequest(
+	w http.ResponseWriter, r *http.Request,
+) (*imgcache.ImageRequest, bool) {
+	// Extract token from URL
+	token := chi.URLParam(r, "token")
+	if token == "" {
+		s.respondError(w, "missing token", http.StatusBadRequest)
+
+		return nil, false
+	}
+
+	// Decrypt and validate the payload
+	payload, err := s.encGen.Parse(token)
+	if err != nil {
+		if errors.Is(err, encurl.ErrExpired) {
+			s.log.Debug("encrypted URL expired", "error", err)
+			s.respondError(w, "URL has expired", http.StatusGone)
+
+			return nil, false
+		}
+
+		s.log.Debug("failed to decrypt URL", "error", err)
+		s.respondError(w, "invalid encrypted URL", http.StatusBadRequest)
+
+		return nil, false
+	}
+
+	// Convert payload to ImageRequest
+	req := payload.ToImageRequest()
+
+	// Apply the same dimension and fit-mode bounds as the plain image
+	// route: a sealed payload is trusted for its origin, not for staying
+	// within limits, so an over-limit size or unknown fit mode is a 400
+	// here rather than an out-of-memory or a 500 from the processor.
+	err = imgcache.ValidateImageRequest(req)
+	if err != nil {
+		s.log.Debug("encrypted URL failed validation", "error", err)
+		s.respondError(w, "invalid encrypted URL: "+err.Error(),
+			http.StatusBadRequest)
+
+		return nil, false
+	}
+
+	return req, true
+}
+
 // handleImageError converts image service errors to HTTP responses.
 func (s *Handlers) handleImageError(w http.ResponseWriter, err error) {
 	switch {

internal/handlers/imageenc_internal_test.go

@@ -96,3 +96,70 @@ func TestHandleImageEnc_InvalidFitMode_Returns400(t *testing.T) {
 		t.Fatalf("status = %d, want %d", rec.Code, http.StatusBadRequest)
 	}
 }
+
+// TestHandleImageEnc_IfNoneMatch_Returns304 verifies that an image served
+// through an encrypted URL carries an ETag, and that a request whose
+// If-None-Match is that ETag is answered 304 Not Modified with no body.
+func TestHandleImageEnc_IfNoneMatch_Returns304(t *testing.T) {
+	t.Parallel()
+
+	h, srv := newSignedHostServer(t, slog.New(slog.DiscardHandler))
+	target := encPhotoURL(t, h)
+
+	rec := httptest.NewRecorder()
+	srv.ServeHTTP(rec, httptest.NewRequestWithContext(
+		t.Context(), http.MethodGet, target, nil))
+
+	etag := rec.Header().Get("ETag")
+	t.Logf("GET: %d, ETag %q", rec.Code, etag)
+
+	if rec.Code != http.StatusOK || etag == "" {
+		t.Fatalf("GET: status = %d, ETag = %q, want %d and an ETag",
+			rec.Code, etag, http.StatusOK)
+	}
+
+	req := httptest.NewRequestWithContext(t.Context(), http.MethodGet, target, nil)
+	req.Header.Set("If-None-Match", etag)
+
+	rec = httptest.NewRecorder()
+	srv.ServeHTTP(rec, req)
+	t.Logf("GET with If-None-Match: %d, %d body bytes", rec.Code, rec.Body.Len())
+
+	if rec.Code != http.StatusNotModified || rec.Body.Len() != 0 {
+		t.Errorf("status = %d with %d body bytes, want %d with none",
+			rec.Code, rec.Body.Len(), http.StatusNotModified)
+	}
+}
+
+// TestHandleImageEnc_HEAD_ReturnsHeadersOnly verifies that HEAD on an
+// encrypted URL is answered 200 with the headers GET sends and no body.
+func TestHandleImageEnc_HEAD_ReturnsHeadersOnly(t *testing.T) {
+	t.Parallel()
+
+	h, _ := newSignedHostServer(t, slog.New(slog.DiscardHandler))
+
+	r := chi.NewRouter()
+	r.Head("/v1/e/{token}/*", h.HandleImageEnc())
+
+	rec := httptest.NewRecorder()
+	r.ServeHTTP(rec, httptest.NewRequestWithContext(
+		t.Context(), http.MethodHead, encPhotoURL(t, h), nil))
+	t.Logf("HEAD: %d, headers %v, %d body bytes",
+		rec.Code, rec.Header(), rec.Body.Len())
+
+	if rec.Code != http.StatusOK {
+		t.Fatalf("status = %d, want %d", rec.Code, http.StatusOK)
+	}
+
+	for _, name := range []string{
+		"Content-Type", "Content-Length", "Cache-Control", "ETag",
+	} {
+		if rec.Header().Get(name) == "" {
+			t.Errorf("HEAD response has no %s", name)
+		}
+	}
+
+	if rec.Body.Len() != 0 {
+		t.Errorf("HEAD response body has %d bytes, want none", rec.Body.Len())
+	}
+}

internal/handlers/request_id_internal_test.go

@@ -0,0 +1,131 @@
+package handlers
+
+import (
+	"bytes"
+	"context"
+	"encoding/json"
+	"io"
+	"log/slog"
+	"net/http"
+	"net/http/httptest"
+	"testing"
+	"time"
+
+	"github.com/go-chi/chi/v5/middleware"
+
+	"sneak.berlin/go/pixa/internal/encurl"
+	"sneak.berlin/go/pixa/internal/imgcache"
+)
+
+// signedPhotoURL returns a signed /v1/image/ URL, valid for a minute, for the
+// JPEG at photoPath on signedHost at 50x50, made with h's image service.
+func signedPhotoURL(t *testing.T, h *Handlers) string {
+	t.Helper()
+
+	signedURL, err := h.imgSvc.GenerateSignedURL("", &imgcache.ImageRequest{
+		SourceHost: signedHost,
+		SourcePath: photoPath,
+		Size:       imgcache.Size{Width: 50, Height: 50},
+		Format:     imgcache.FormatJPEG,
+	}, time.Minute)
+	if err != nil {
+		t.Fatalf("GenerateSignedURL() error = %v", err)
+	}
+
+	return signedURL
+}
+
+// encPhotoURL returns an encrypted /v1/e/ URL, which never expires, for the
+// JPEG at photoPath on signedHost at 50x50, made with h's generator.
+func encPhotoURL(t *testing.T, h *Handlers) string {
+	t.Helper()
+
+	token, err := h.encGen.Generate(&encurl.Payload{
+		SourceHost: signedHost,
+		SourcePath: photoPath,
+		Width:      50,
+		Height:     50,
+		Format:     imgcache.FormatJPEG,
+	})
+	if err != nil {
+		t.Fatalf("Generate() error = %v", err)
+	}
+
+	return "/v1/e/" + token + "/img.jpg"
+}
+
+// requestIDByMessage reads the JSON log lines in logs and returns the
+// request_id of each line, by its message.
+func requestIDByMessage(t *testing.T, logs io.Reader) map[string]string {
+	t.Helper()
+
+	logged := make(map[string]string)
+
+	dec := json.NewDecoder(logs)
+	for dec.More() {
+		var line map[string]any
+
+		err := dec.Decode(&line)
+		if err != nil {
+			t.Fatalf("decoding log line: %v", err)
+		}
+
+		msg, _ := line["msg"].(string)
+		requestID, _ := line["request_id"].(string)
+		logged[msg] = requestID
+	}
+
+	return logged
+}
+
+// TestImageLogLinesCarryRequestID verifies that the lines logged when an image
+// is fetched, converted and served through either image route carry the
+// request's ID as request_id, as the request log line does, so they can be
+// found from it.
+func TestImageLogLinesCarryRequestID(t *testing.T) {
+	t.Parallel()
+
+	const requestID = "test-request-id"
+
+	imageURLs := map[string]func(*testing.T, *Handlers) string{
+		"/v1/image/": signedPhotoURL,
+		"/v1/e/":     encPhotoURL,
+	}
+
+	for route, imageURL := range imageURLs {
+		t.Run(route, func(t *testing.T) {
+			t.Parallel()
+
+			var logs bytes.Buffer
+
+			h, srv := newSignedHostServer(t,
+				slog.New(slog.NewJSONHandler(&logs, nil)))
+
+			ctx := context.WithValue(t.Context(),
+				middleware.RequestIDKey, requestID)
+			rec := httptest.NewRecorder()
+			srv.ServeHTTP(rec, httptest.NewRequestWithContext(
+				ctx, http.MethodGet, imageURL(t, h), nil))
+
+			if rec.Code != http.StatusOK {
+				t.Fatalf("status = %d, want %d", rec.Code, http.StatusOK)
+			}
+
+			t.Logf("logged:\n%s", logs.String())
+
+			logged := requestIDByMessage(t, &logs)
+
+			for _, msg := range []string{
+				"upstream fetched", "image converted", "image served",
+			} {
+				got, ok := logged[msg]
+				if !ok {
+					t.Errorf("no %q line logged", msg)
+				} else if got != requestID {
+					t.Errorf("%q line has request_id %q, want %q",
+						msg, got, requestID)
+				}
+			}
+		})
+	}
+}

internal/httpfetcher/httpfetcher.go

@@ -18,6 +18,8 @@ import (
 	"strings"
 	"sync"
 	"time"
+
+	"github.com/go-chi/chi/v5/middleware"
 )
 
 // Fetcher configuration constants.
@@ -267,6 +269,13 @@ func (f *HTTPFetcher) Fetch(ctx context.Context, url string) (*FetchResult, erro
 	req.Header.Set("User-Agent", f.config.UserAgent)
 	req.Header.Set("Accept", strings.Join(f.config.AllowedContentTypes, ", "))
 
+	// The ID of the request this fetch serves, so the fetch can be found in
+	// the upstream host's logs
+	requestID := middleware.GetReqID(ctx)
+	if requestID != "" {
+		req.Header.Set(middleware.RequestIDHeader, requestID)
+	}
+
 	// Use httptrace to capture connection details
 	var remoteAddr string
 

internal/httpfetcher/request_id_internal_test.go

@@ -0,0 +1,50 @@
+package httpfetcher
+
+import (
+	"context"
+	"io"
+	"net/http"
+	"net/http/httptest"
+	"testing"
+
+	"github.com/go-chi/chi/v5/middleware"
+)
+
+// TestFetchSendsRequestID verifies that a fetch sends the ID of the request
+// it serves, which the RequestID middleware stores in the request context,
+// to the upstream host as X-Request-Id, so the fetch can be found in that
+// host's logs.
+func TestFetchSendsRequestID(t *testing.T) {
+	t.Parallel()
+
+	const requestID = "test-request-id"
+
+	received := make(chan string, 1)
+
+	srv := httptest.NewServer(http.HandlerFunc(
+		func(w http.ResponseWriter, r *http.Request) {
+			received <- r.Header.Get("X-Request-Id")
+
+			w.Header().Set("Content-Type", contentTypeJPEG)
+			_, _ = io.WriteString(w, imagePayload)
+		}))
+	t.Cleanup(srv.Close)
+
+	f, _ := newServerFetcher(t, srv, nil)
+
+	ctx := context.WithValue(testContext(t), middleware.RequestIDKey, requestID)
+
+	res, err := f.Fetch(ctx, upstreamURL("/image"))
+	if err != nil {
+		t.Fatalf("Fetch() error = %v", err)
+	}
+
+	_ = res.Content.Close()
+
+	got := <-received
+	t.Logf("upstream received X-Request-Id %q", got)
+
+	if got != requestID {
+		t.Errorf("upstream X-Request-Id = %q, want %q", got, requestID)
+	}
+}

internal/imgcache/service.go

@@ -13,6 +13,7 @@ import (
 
 	"github.com/dustin/go-humanize"
 	"github.com/getsentry/sentry-go"
+	"github.com/go-chi/chi/v5/middleware"
 	"golang.org/x/sync/singleflight"
 	"sneak.berlin/go/pixa/internal/allowlist"
 	"sneak.berlin/go/pixa/internal/httpfetcher"
@@ -461,6 +462,7 @@ func (s *Service) fetchAndProcess(
 
 	// Log upstream fetch details
 	s.log.Info("upstream fetched",
+		"request_id", middleware.GetReqID(ctx),
 		"host", req.SourceHost,
 		"path", req.SourcePath,
 		"bytes", fetchBytes,
@@ -545,6 +547,7 @@ func (s *Service) processAndStore(
 	}
 
 	s.log.Info("image converted",
+		"request_id", middleware.GetReqID(ctx),
 		"host", req.SourceHost,
 		"path", req.SourcePath,
 		"src_format", processResult.InputFormat,

internal/middleware/middleware.go

@@ -2,9 +2,12 @@
 package middleware
 
 import (
+	"context"
+	"crypto/rand"
 	"log/slog"
 	"net/http"
 	"net/netip"
+	"regexp"
 	"time"
 
 	basicauth "github.com/99designs/basicauth-go"
@@ -115,6 +118,32 @@ func (s *Middleware) RateLimit(
 		})
 }
 
+// requestIDPattern is what a request's own X-Request-Id must look like to be
+// kept as its ID: 1 to 64 letters, digits, '-', '_' or '.'.
+var requestIDPattern = regexp.MustCompile(`^[A-Za-z0-9._-]{1,64}$`)
+
+// RequestID returns a middleware that gives each request an ID and sends it as
+// the X-Request-Id response header, so a client can quote it when reporting a
+// problem. The ID is the request's own X-Request-Id when that matches
+// requestIDPattern, and otherwise a random one, which tells nothing about the
+// machine or the traffic. It is stored in the request context under chi's
+// RequestIDKey, where the logging middleware, the handlers and the upstream
+// fetch read it.
+func (s *Middleware) RequestID() func(http.Handler) http.Handler {
+	return func(next http.Handler) http.Handler {
+		return http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+			id := r.Header.Get(middleware.RequestIDHeader)
+			if !requestIDPattern.MatchString(id) {
+				id = rand.Text()
+			}
+
+			w.Header().Set(middleware.RequestIDHeader, id)
+			ctx := context.WithValue(r.Context(), middleware.RequestIDKey, id)
+			next.ServeHTTP(w, r.WithContext(ctx))
+		})
+	}
+}
+
 type loggingResponseWriter struct {
 	http.ResponseWriter
 

internal/middleware/request_id_internal_test.go

@@ -0,0 +1,118 @@
+package middleware
+
+import (
+	"log/slog"
+	"net/http"
+	"net/http/httptest"
+	"os"
+	"strings"
+	"testing"
+
+	"github.com/go-chi/chi/v5/middleware"
+
+	"sneak.berlin/go/pixa/internal/config"
+)
+
+// sendRequestID sends a request through the RequestID middleware, carrying
+// incoming as its X-Request-Id unless that is empty. It returns the ID the
+// next handler found in the request context, which the upstream fetch sends
+// and the log lines carry, and the X-Request-Id of the response.
+func sendRequestID(t *testing.T, incoming string) (string, string) {
+	t.Helper()
+
+	mw := &Middleware{log: slog.Default(), config: &config.Config{}}
+
+	var inContext string
+
+	handler := mw.RequestID()(http.HandlerFunc(
+		func(_ http.ResponseWriter, r *http.Request) {
+			inContext = middleware.GetReqID(r.Context())
+		}))
+
+	req := httptest.NewRequestWithContext(t.Context(), http.MethodGet, "/", nil)
+	if incoming != "" {
+		req.Header.Set("X-Request-Id", incoming)
+	}
+
+	rec := httptest.NewRecorder()
+	handler.ServeHTTP(rec, req)
+
+	return inContext, rec.Header().Get("X-Request-Id")
+}
+
+// TestRequestIDKeepsShortPlainID verifies that a request's own X-Request-Id of
+// at most 64 letters, digits, '-', '_' or '.' is kept as its ID.
+func TestRequestIDKeepsShortPlainID(t *testing.T) {
+	t.Parallel()
+
+	for _, incoming := range []string{
+		"client-request-id",
+		"A1_b2.c3-d4",
+		strings.Repeat("a", 64),
+	} {
+		inContext, inResponse := sendRequestID(t, incoming)
+
+		if inContext != incoming || inResponse != incoming {
+			t.Errorf("incoming %q: context has %q, response %q, want both %q",
+				incoming, inContext, inResponse, incoming)
+		}
+	}
+}
+
+// TestRequestIDReplacesLongOrUnusualID verifies that a request's own
+// X-Request-Id that is over 64 characters or holds anything but letters,
+// digits, '-', '_' or '.' is neither sent back nor sent upstream: the request
+// gets a fresh ID instead.
+func TestRequestIDReplacesLongOrUnusualID(t *testing.T) {
+	t.Parallel()
+
+	for _, incoming := range []string{
+		strings.Repeat("a", 65),
+		strings.Repeat("a", 9000),
+		"has space",
+		"a/b",
+		"a,b",
+		"<script>",
+		"ünicode",
+	} {
+		inContext, inResponse := sendRequestID(t, incoming)
+		t.Logf("incoming %.20q: made up %q", incoming, inResponse)
+
+		if inResponse == "" || inResponse == incoming {
+			t.Errorf("incoming %.20q: response has %q, want a fresh ID",
+				incoming, inResponse)
+		}
+
+		if inContext != inResponse {
+			t.Errorf("incoming %.20q: context has %q, want the response's %q",
+				incoming, inContext, inResponse)
+		}
+	}
+}
+
+// TestRequestIDMadeUpTellsNothing verifies that the ID made up for a request
+// that sent none differs for every request and does not hold the host name.
+func TestRequestIDMadeUpTellsNothing(t *testing.T) {
+	t.Parallel()
+
+	hostname, err := os.Hostname()
+	if err != nil {
+		t.Fatalf("os.Hostname() error = %v", err)
+	}
+
+	firstInContext, first := sendRequestID(t, "")
+	_, second := sendRequestID(t, "")
+	t.Logf("host %q, made up %q and %q", hostname, first, second)
+
+	if first == "" || first == second {
+		t.Errorf("made up %q and %q, want two different IDs", first, second)
+	}
+
+	if firstInContext != first {
+		t.Errorf("context has %q, want the response's %q", firstInContext, first)
+	}
+
+	if strings.Contains(first, hostname) {
+		t.Errorf("made-up ID %q holds the host name %q", first, hostname)
+	}
+}

internal/server/request_id_internal_test.go

@@ -0,0 +1,58 @@
+package server
+
+import (
+	"net/http"
+	"net/http/httptest"
+	"testing"
+)
+
+// requestIDHeader is the header that carries a request's ID.
+const requestIDHeader = "X-Request-Id"
+
+// TestResponsesCarryRequestID verifies that every response, whatever its route
+// and status, carries the request's ID as X-Request-Id, so a client can quote
+// it when reporting a problem: one pixa made up when the request brought none,
+// and the request's own X-Request-Id when it brought one.
+func TestResponsesCarryRequestID(t *testing.T) {
+	t.Parallel()
+
+	const clientRequestID = "client-request-id"
+
+	s := newTestServer(t)
+
+	paths := []string{
+		"/robots.txt",
+		"/no-such-path",
+		unsignedImagePath,
+		encryptedImagePath,
+	}
+
+	for _, path := range paths {
+		t.Run(path, func(t *testing.T) {
+			t.Parallel()
+
+			rec := httptest.NewRecorder()
+			s.ServeHTTP(rec, httptest.NewRequestWithContext(
+				t.Context(), http.MethodGet, path, nil))
+			t.Logf("status %d, %s %q",
+				rec.Code, requestIDHeader, rec.Header().Get(requestIDHeader))
+
+			if rec.Header().Get(requestIDHeader) == "" {
+				t.Errorf("response has no %s", requestIDHeader)
+			}
+
+			req := httptest.NewRequestWithContext(
+				t.Context(), http.MethodGet, path, nil)
+			req.Header.Set(requestIDHeader, clientRequestID)
+
+			rec = httptest.NewRecorder()
+			s.ServeHTTP(rec, req)
+
+			got := rec.Header().Get(requestIDHeader)
+			if got != clientRequestID {
+				t.Errorf("%s = %q, want the request's own %q",
+					requestIDHeader, got, clientRequestID)
+			}
+		})
+	}
+}

internal/server/routes.go

@@ -28,7 +28,7 @@ func (s *Server) SetupRoutes() {
 	s.router = chi.NewRouter()
 
 	s.router.Use(middleware.Recoverer)
-	s.router.Use(middleware.RequestID)
+	s.router.Use(s.mw.RequestID())
 	s.router.Use(s.mw.ClientIP())
 	s.router.Use(s.mw.SecurityHeaders())
 	s.router.Use(s.mw.Logging())
@@ -97,6 +97,7 @@ func (s *Server) SetupRoutes() {
 			// The trailing filename (e.g., /img.jpg) is ignored but helps
 			// browsers with content type
 			r.Get("/e/{token}/*", s.h.HandleImageEnc())
+			r.Head("/e/{token}/*", s.h.HandleImageEnc())
 		})
 	})
 

internal/server/routes_internal_test.go

@@ -0,0 +1,27 @@
+package server
+
+import (
+	"net/http"
+	"net/http/httptest"
+	"testing"
+)
+
+// TestEncryptedImageRouteAnswersHEAD verifies that HEAD on the encrypted image
+// route reaches its handler, as GET does, instead of being answered 405 Method
+// Not Allowed. The handler refuses a token it cannot decrypt with 400, so that
+// status shows the request got through.
+func TestEncryptedImageRouteAnswersHEAD(t *testing.T) {
+	t.Parallel()
+
+	s := newTestServer(t)
+
+	rec := httptest.NewRecorder()
+	s.ServeHTTP(rec, httptest.NewRequestWithContext(
+		t.Context(), http.MethodHead, encryptedImagePath, nil))
+	t.Logf("status %d", rec.Code)
+
+	if rec.Code != http.StatusBadRequest {
+		t.Errorf("status = %d, want %d from the encrypted image handler",
+			rec.Code, http.StatusBadRequest)
+	}
+}