diff --git a/cmd/anubis/main.go b/cmd/anubis/main.go
index 65241b95..6ad10274 100644
--- a/cmd/anubis/main.go
+++ b/cmd/anubis/main.go
@@ -439,26 +439,29 @@ func main() {
 	}
 
 	s, err := libanubis.New(libanubis.Options{
-		BasePrefix:           *basePrefix,
-		StripBasePrefix:      *stripBasePrefix,
-		Next:                 rp,
-		Policy:               policy,
-		ServeRobotsTXT:       *robotsTxt,
-		ED25519PrivateKey:    ed25519Priv,
-		HS512Secret:          []byte(*hs512Secret),
-		CookieDomain:         *cookieDomain,
-		CookieDynamicDomain:  *cookieDynamicDomain,
-		CookieExpiration:     *cookieExpiration,
-		CookiePartitioned:    *cookiePartitioned,
-		RedirectDomains:      redirectDomainsList,
-		Target:               *target,
-		WebmasterEmail:       *webmasterEmail,
-		OpenGraph:            policy.OpenGraph,
-		CookieSecure:         *cookieSecure,
-		CookieSameSite:       parseSameSite(*cookieSameSite),
-		PublicUrl:            *publicUrl,
-		JWTRestrictionHeader: *jwtRestrictionHeader,
-		DifficultyInJWT:      *difficultyInJWT,
+		BasePrefix:               *basePrefix,
+		StripBasePrefix:          *stripBasePrefix,
+		Next:                     rp,
+		Policy:                   policy,
+		TargetHost:               *targetHost,
+		TargetSNI:                *targetSNI,
+		TargetInsecureSkipVerify: *targetInsecureSkipVerify,
+		ServeRobotsTXT:           *robotsTxt,
+		ED25519PrivateKey:        ed25519Priv,
+		HS512Secret:              []byte(*hs512Secret),
+		CookieDomain:             *cookieDomain,
+		CookieDynamicDomain:      *cookieDynamicDomain,
+		CookieExpiration:         *cookieExpiration,
+		CookiePartitioned:        *cookiePartitioned,
+		RedirectDomains:          redirectDomainsList,
+		Target:                   *target,
+		WebmasterEmail:           *webmasterEmail,
+		OpenGraph:                policy.OpenGraph,
+		CookieSecure:             *cookieSecure,
+		CookieSameSite:           parseSameSite(*cookieSameSite),
+		PublicUrl:                *publicUrl,
+		JWTRestrictionHeader:     *jwtRestrictionHeader,
+		DifficultyInJWT:          *difficultyInJWT,
 	})
 	if err != nil {
 		log.Fatalf("can't construct libanubis.Server: %v", err)
diff --git a/internal/ogtags/cache_test.go b/internal/ogtags/cache_test.go
index 08bf4e34..89ba2299 100644
--- a/internal/ogtags/cache_test.go
+++ b/internal/ogtags/cache_test.go
@@ -24,7 +24,7 @@ func TestCacheReturnsDefault(t *testing.T) {
 		TimeToLive:   time.Minute,
 		ConsiderHost: false,
 		Override:     want,
-	}, memory.New(t.Context()))
+	}, memory.New(t.Context()), TargetOptions{})
 
 	u, err := url.Parse("https://anubis.techaro.lol")
 	if err != nil {
@@ -52,7 +52,7 @@ func TestCheckCache(t *testing.T) {
 		Enabled:      true,
 		TimeToLive:   time.Minute,
 		ConsiderHost: false,
-	}, memory.New(t.Context()))
+	}, memory.New(t.Context()), TargetOptions{})
 
 	// Set up test data
 	urlStr := "http://example.com/page"
@@ -115,7 +115,7 @@ func TestGetOGTags(t *testing.T) {
 		Enabled:      true,
 		TimeToLive:   time.Minute,
 		ConsiderHost: false,
-	}, memory.New(t.Context()))
+	}, memory.New(t.Context()), TargetOptions{})
 
 	// Parse the test server URL
 	parsedURL, err := url.Parse(ts.URL)
@@ -271,7 +271,7 @@ func TestGetOGTagsWithHostConsideration(t *testing.T) {
 				Enabled:      true,
 				TimeToLive:   time.Minute,
 				ConsiderHost: tc.ogCacheConsiderHost,
-			}, memory.New(t.Context()))
+			}, memory.New(t.Context()), TargetOptions{})
 
 			for i, req := range tc.requests {
 				ogTags, err := cache.GetOGTags(t.Context(), parsedURL, req.host)
diff --git a/internal/ogtags/fetch.go b/internal/ogtags/fetch.go
index 26a0af2a..384864ca 100644
--- a/internal/ogtags/fetch.go
+++ b/internal/ogtags/fetch.go
@@ -2,6 +2,7 @@ package ogtags
 
 import (
 	"context"
+	"crypto/tls"
 	"errors"
 	"fmt"
 	"io"
@@ -27,7 +28,10 @@ func (c *OGTagCache) fetchHTMLDocumentWithCache(ctx context.Context, urlStr stri
 	}
 
 	// Set the Host header to the original host
-	if originalHost != "" {
+	switch {
+	case c.targetHost != "":
+		req.Host = c.targetHost
+	case originalHost != "":
 		req.Host = originalHost
 	}
 
@@ -35,8 +39,34 @@ func (c *OGTagCache) fetchHTMLDocumentWithCache(ctx context.Context, urlStr stri
 	req.Header.Set("X-Forwarded-Proto", "https")
 	req.Header.Set("User-Agent", "Anubis-OGTag-Fetcher/1.0") // For tracking purposes
 
+	client := c.client
+
+	if c.targetSNIAuto {
+		serverName := originalHost
+		if c.targetHost != "" {
+			serverName = c.targetHost
+		}
+
+		if serverName != "" {
+			transport := c.transport.Clone()
+			if transport.TLSClientConfig == nil {
+				transport.TLSClientConfig = &tls.Config{}
+			}
+			transport.TLSClientConfig.ServerName = serverName
+			if c.insecureSkipVerify {
+				transport.TLSClientConfig.InsecureSkipVerify = true
+			}
+
+			client = &http.Client{
+				Timeout:   httpTimeout,
+				Transport: transport,
+			}
+			defer transport.CloseIdleConnections()
+		}
+	}
+
 	// Send the request
-	resp, err := c.client.Do(req)
+	resp, err := client.Do(req)
 	if err != nil {
 		var netErr net.Error
 		if errors.As(err, &netErr) && netErr.Timeout() {
diff --git a/internal/ogtags/fetch_test.go b/internal/ogtags/fetch_test.go
index c986272a..864e8f2b 100644
--- a/internal/ogtags/fetch_test.go
+++ b/internal/ogtags/fetch_test.go
@@ -87,7 +87,7 @@ func TestFetchHTMLDocument(t *testing.T) {
 				Enabled:      true,
 				TimeToLive:   time.Minute,
 				ConsiderHost: false,
-			}, memory.New(t.Context()))
+			}, memory.New(t.Context()), TargetOptions{})
 			doc, err := cache.fetchHTMLDocument(t.Context(), ts.URL, "anything")
 
 			if tt.expectError {
@@ -118,7 +118,7 @@ func TestFetchHTMLDocumentInvalidURL(t *testing.T) {
 		Enabled:      true,
 		TimeToLive:   time.Minute,
 		ConsiderHost: false,
-	}, memory.New(t.Context()))
+	}, memory.New(t.Context()), TargetOptions{})
 
 	doc, err := cache.fetchHTMLDocument(t.Context(), "http://invalid.url.that.doesnt.exist.example", "anything")
 
diff --git a/internal/ogtags/integration_test.go b/internal/ogtags/integration_test.go
index 574172d0..af56668b 100644
--- a/internal/ogtags/integration_test.go
+++ b/internal/ogtags/integration_test.go
@@ -111,7 +111,7 @@ func TestIntegrationGetOGTags(t *testing.T) {
 				Enabled:      true,
 				TimeToLive:   time.Minute,
 				ConsiderHost: false,
-			}, memory.New(t.Context()))
+			}, memory.New(t.Context()), TargetOptions{})
 
 			// Create URL for test
 			testURL, _ := url.Parse(ts.URL)
diff --git a/internal/ogtags/mem_test.go b/internal/ogtags/mem_test.go
index b415cda4..7d2ac0cb 100644
--- a/internal/ogtags/mem_test.go
+++ b/internal/ogtags/mem_test.go
@@ -31,7 +31,7 @@ func BenchmarkGetTarget(b *testing.B) {
 
 	for _, tt := range tests {
 		b.Run(tt.name, func(b *testing.B) {
-			cache := NewOGTagCache(tt.target, config.OpenGraph{}, memory.New(b.Context()))
+			cache := NewOGTagCache(tt.target, config.OpenGraph{}, memory.New(b.Context()), TargetOptions{})
 			urls := make([]*url.URL, len(tt.paths))
 			for i, path := range tt.paths {
 				u, _ := url.Parse(path)
@@ -67,7 +67,7 @@ func BenchmarkExtractOGTags(b *testing.B) {
 		</head><body><div><p>Content</p></div></body></html>`,
 	}
 
-	cache := NewOGTagCache("http://example.com", config.OpenGraph{}, memory.New(b.Context()))
+	cache := NewOGTagCache("http://example.com", config.OpenGraph{}, memory.New(b.Context()), TargetOptions{})
 	docs := make([]*html.Node, len(htmlSamples))
 
 	for i, sample := range htmlSamples {
@@ -85,7 +85,7 @@ func BenchmarkExtractOGTags(b *testing.B) {
 
 // Memory usage test
 func TestMemoryUsage(t *testing.T) {
-	cache := NewOGTagCache("http://example.com", config.OpenGraph{}, memory.New(t.Context()))
+	cache := NewOGTagCache("http://example.com", config.OpenGraph{}, memory.New(t.Context()), TargetOptions{})
 
 	// Force GC and wait for it to complete
 	runtime.GC()
diff --git a/internal/ogtags/ogtags.go b/internal/ogtags/ogtags.go
index 68fb164c..afd259d5 100644
--- a/internal/ogtags/ogtags.go
+++ b/internal/ogtags/ogtags.go
@@ -2,11 +2,13 @@ package ogtags
 
 import (
 	"context"
+	"crypto/tls"
 	"log/slog"
 	"net"
 	"net/http"
 	"net/url"
 	"strings"
+	"sync"
 	"time"
 
 	"github.com/TecharoHQ/anubis/lib/policy/config"
@@ -25,6 +27,7 @@ type OGTagCache struct {
 	cache     store.JSON[map[string]string]
 	targetURL *url.URL
 	client    *http.Client
+	transport *http.Transport
 
 	// Pre-built strings for optimization
 	unixPrefix          string // "http://unix"
@@ -34,9 +37,20 @@ type OGTagCache struct {
 	ogCacheConsiderHost bool
 	ogPassthrough       bool
 	ogOverride          map[string]string
+	targetHost          string
+	targetSNI           string
+	targetSNIAuto       bool
+	insecureSkipVerify  bool
+	transportMu         sync.Mutex
 }
 
-func NewOGTagCache(target string, conf config.OpenGraph, backend store.Interface) *OGTagCache {
+type TargetOptions struct {
+	Host               string
+	SNI                string
+	InsecureSkipVerify bool
+}
+
+func NewOGTagCache(target string, conf config.OpenGraph, backend store.Interface, targetOpts TargetOptions) *OGTagCache {
 	// Predefined approved tags and prefixes
 	defaultApprovedTags := []string{"description", "keywords", "author"}
 	defaultApprovedPrefixes := []string{"og:", "twitter:", "fediverse:"}
@@ -62,20 +76,37 @@ func NewOGTagCache(target string, conf config.OpenGraph, backend store.Interface
 		}
 	}
 
-	client := &http.Client{
-		Timeout: httpTimeout,
-	}
+	transport := http.DefaultTransport.(*http.Transport).Clone()
 
 	// Configure custom transport for Unix sockets
 	if parsedTargetURL.Scheme == "unix" {
 		socketPath := parsedTargetURL.Path // For unix scheme, path is the socket path
-		client.Transport = &http.Transport{
-			DialContext: func(_ context.Context, _, _ string) (net.Conn, error) {
-				return net.Dial("unix", socketPath)
-			},
+		transport.DialContext = func(_ context.Context, _, _ string) (net.Conn, error) {
+			return net.Dial("unix", socketPath)
 		}
 	}
 
+	targetSNIAuto := targetOpts.SNI == "auto"
+
+	if targetOpts.SNI != "" && !targetSNIAuto {
+		if transport.TLSClientConfig == nil {
+			transport.TLSClientConfig = &tls.Config{}
+		}
+		transport.TLSClientConfig.ServerName = targetOpts.SNI
+	}
+
+	if targetOpts.InsecureSkipVerify {
+		if transport.TLSClientConfig == nil {
+			transport.TLSClientConfig = &tls.Config{}
+		}
+		transport.TLSClientConfig.InsecureSkipVerify = true
+	}
+
+	client := &http.Client{
+		Timeout:   httpTimeout,
+		Transport: transport,
+	}
+
 	return &OGTagCache{
 		cache: store.JSON[map[string]string]{
 			Underlying: backend,
@@ -89,7 +120,12 @@ func NewOGTagCache(target string, conf config.OpenGraph, backend store.Interface
 		approvedTags:        defaultApprovedTags,
 		approvedPrefixes:    defaultApprovedPrefixes,
 		client:              client,
+		transport:           transport,
 		unixPrefix:          "http://unix",
+		targetHost:          targetOpts.Host,
+		targetSNI:           targetOpts.SNI,
+		targetSNIAuto:       targetSNIAuto,
+		insecureSkipVerify:  targetOpts.InsecureSkipVerify,
 	}
 }
 
diff --git a/internal/ogtags/ogtags_fuzz_test.go b/internal/ogtags/ogtags_fuzz_test.go
index 1656e58c..499d9f52 100644
--- a/internal/ogtags/ogtags_fuzz_test.go
+++ b/internal/ogtags/ogtags_fuzz_test.go
@@ -48,7 +48,7 @@ func FuzzGetTarget(f *testing.F) {
 		}
 
 		// Create cache - should not panic
-		cache := NewOGTagCache(target, config.OpenGraph{}, memory.New(context.Background()))
+		cache := NewOGTagCache(target, config.OpenGraph{}, memory.New(context.Background()), TargetOptions{})
 
 		// Create URL
 		u := &url.URL{
@@ -132,7 +132,7 @@ func FuzzExtractOGTags(f *testing.F) {
 			return
 		}
 
-		cache := NewOGTagCache("http://example.com", config.OpenGraph{}, memory.New(context.Background()))
+		cache := NewOGTagCache("http://example.com", config.OpenGraph{}, memory.New(context.Background()), TargetOptions{})
 
 		// Should not panic
 		tags := cache.extractOGTags(doc)
@@ -188,7 +188,7 @@ func FuzzGetTargetRoundTrip(f *testing.F) {
 			t.Skip()
 		}
 
-		cache := NewOGTagCache(target, config.OpenGraph{}, memory.New(context.Background()))
+		cache := NewOGTagCache(target, config.OpenGraph{}, memory.New(context.Background()), TargetOptions{})
 		u := &url.URL{Path: path, RawQuery: query}
 
 		result := cache.getTarget(u)
@@ -245,7 +245,7 @@ func FuzzExtractMetaTagInfo(f *testing.F) {
 			},
 		}
 
-		cache := NewOGTagCache("http://example.com", config.OpenGraph{}, memory.New(context.Background()))
+		cache := NewOGTagCache("http://example.com", config.OpenGraph{}, memory.New(context.Background()), TargetOptions{})
 
 		// Should not panic
 		property, content := cache.extractMetaTagInfo(node)
@@ -298,7 +298,7 @@ func BenchmarkFuzzedGetTarget(b *testing.B) {
 
 	for _, input := range inputs {
 		b.Run(input.name, func(b *testing.B) {
-			cache := NewOGTagCache(input.target, config.OpenGraph{}, memory.New(context.Background()))
+			cache := NewOGTagCache(input.target, config.OpenGraph{}, memory.New(context.Background()), TargetOptions{})
 			u := &url.URL{Path: input.path, RawQuery: input.query}
 
 			b.ResetTimer()
diff --git a/internal/ogtags/ogtags_test.go b/internal/ogtags/ogtags_test.go
index c936b015..7441119c 100644
--- a/internal/ogtags/ogtags_test.go
+++ b/internal/ogtags/ogtags_test.go
@@ -2,15 +2,23 @@ package ogtags
 
 import (
 	"context"
+	"crypto/rand"
+	"crypto/rsa"
+	"crypto/tls"
+	"crypto/x509"
+	"crypto/x509/pkix"
 	"errors"
 	"fmt"
+	"math/big"
 	"net"
 	"net/http"
+	"net/http/httptest"
 	"net/url"
 	"os"
 	"path/filepath"
 	"reflect"
 	"strings"
+	"sync"
 	"testing"
 	"time"
 
@@ -45,7 +53,7 @@ func TestNewOGTagCache(t *testing.T) {
 				Enabled:      tt.ogPassthrough,
 				TimeToLive:   tt.ogTimeToLive,
 				ConsiderHost: false,
-			}, memory.New(t.Context()))
+			}, memory.New(t.Context()), TargetOptions{})
 
 			if cache == nil {
 				t.Fatal("expected non-nil cache, got nil")
@@ -85,7 +93,7 @@ func TestNewOGTagCache_UnixSocket(t *testing.T) {
 		Enabled:      true,
 		TimeToLive:   5 * time.Minute,
 		ConsiderHost: false,
-	}, memory.New(t.Context()))
+	}, memory.New(t.Context()), TargetOptions{})
 
 	if cache == nil {
 		t.Fatal("expected non-nil cache, got nil")
@@ -170,7 +178,7 @@ func TestGetTarget(t *testing.T) {
 				Enabled:      true,
 				TimeToLive:   time.Minute,
 				ConsiderHost: false,
-			}, memory.New(t.Context()))
+			}, memory.New(t.Context()), TargetOptions{})
 
 			u := &url.URL{
 				Path:     tt.path,
@@ -243,7 +251,7 @@ func TestIntegrationGetOGTags_UnixSocket(t *testing.T) {
 		Enabled:      true,
 		TimeToLive:   time.Minute,
 		ConsiderHost: false,
-	}, memory.New(t.Context()))
+	}, memory.New(t.Context()), TargetOptions{})
 
 	// Create a dummy URL for the request (path and query matter)
 	testReqURL, _ := url.Parse("/some/page?query=1")
@@ -274,3 +282,244 @@ func TestIntegrationGetOGTags_UnixSocket(t *testing.T) {
 		t.Errorf("Expected cached OG tags %v, got %v", expectedTags, cachedTags)
 	}
 }
+
+func TestGetOGTagsWithTargetHostOverride(t *testing.T) {
+	originalHost := "example.test"
+	overrideHost := "backend.internal"
+	seenHosts := make(chan string, 10)
+
+	ts := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		seenHosts <- r.Host
+		w.Header().Set("Content-Type", "text/html")
+		fmt.Fprintln(w, `<!DOCTYPE html><html><head><meta property="og:title" content="HostOverride" /></head><body>ok</body></html>`)
+	}))
+	defer ts.Close()
+
+	targetURL, err := url.Parse(ts.URL)
+	if err != nil {
+		t.Fatalf("failed to parse server URL: %v", err)
+	}
+
+	conf := config.OpenGraph{
+		Enabled:      true,
+		TimeToLive:   time.Minute,
+		ConsiderHost: false,
+	}
+
+	t.Run("default host uses original", func(t *testing.T) {
+		cache := NewOGTagCache(ts.URL, conf, memory.New(t.Context()), TargetOptions{})
+		if _, err := cache.GetOGTags(t.Context(), targetURL, originalHost); err != nil {
+			t.Fatalf("GetOGTags failed: %v", err)
+		}
+		select {
+		case host := <-seenHosts:
+			if host != originalHost {
+				t.Fatalf("expected host %q, got %q", originalHost, host)
+			}
+		case <-time.After(time.Second):
+			t.Fatal("server did not receive request")
+		}
+	})
+
+	t.Run("override host respected", func(t *testing.T) {
+		cache := NewOGTagCache(ts.URL, conf, memory.New(t.Context()), TargetOptions{
+			Host: overrideHost,
+		})
+		if _, err := cache.GetOGTags(t.Context(), targetURL, originalHost); err != nil {
+			t.Fatalf("GetOGTags failed: %v", err)
+		}
+		select {
+		case host := <-seenHosts:
+			if host != overrideHost {
+				t.Fatalf("expected host %q, got %q", overrideHost, host)
+			}
+		case <-time.After(time.Second):
+			t.Fatal("server did not receive request")
+		}
+	})
+}
+
+func TestGetOGTagsWithInsecureSkipVerify(t *testing.T) {
+	handler := http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		w.Header().Set("Content-Type", "text/html")
+		fmt.Fprintln(w, `<!DOCTYPE html><html><head><meta property="og:title" content="Self-Signed" /></head><body>hello</body></html>`)
+	})
+	ts := httptest.NewTLSServer(handler)
+	defer ts.Close()
+
+	parsedURL, err := url.Parse(ts.URL)
+	if err != nil {
+		t.Fatalf("failed to parse server URL: %v", err)
+	}
+
+	conf := config.OpenGraph{
+		Enabled:      true,
+		TimeToLive:   time.Minute,
+		ConsiderHost: false,
+	}
+
+	// Without skip verify we should get a TLS error
+	cacheStrict := NewOGTagCache(ts.URL, conf, memory.New(t.Context()), TargetOptions{})
+	if _, err := cacheStrict.GetOGTags(t.Context(), parsedURL, parsedURL.Host); err == nil {
+		t.Fatal("expected TLS verification error without InsecureSkipVerify")
+	}
+
+	cacheSkip := NewOGTagCache(ts.URL, conf, memory.New(t.Context()), TargetOptions{
+		InsecureSkipVerify: true,
+	})
+
+	tags, err := cacheSkip.GetOGTags(t.Context(), parsedURL, parsedURL.Host)
+	if err != nil {
+		t.Fatalf("expected successful fetch with InsecureSkipVerify, got: %v", err)
+	}
+	if tags["og:title"] != "Self-Signed" {
+		t.Fatalf("expected og:title to be %q, got %q", "Self-Signed", tags["og:title"])
+	}
+}
+
+func TestGetOGTagsWithTargetSNI(t *testing.T) {
+	originalHost := "hecate.test"
+	conf := config.OpenGraph{
+		Enabled:      true,
+		TimeToLive:   time.Minute,
+		ConsiderHost: false,
+	}
+
+	t.Run("explicit SNI override", func(t *testing.T) {
+		expectedSNI := "backend.internal"
+		ts, recorder := newSNIServer(t, `<!DOCTYPE html><html><head><meta property="og:title" content="SNI Works" /></head><body>ok</body></html>`)
+		defer ts.Close()
+
+		targetURL, err := url.Parse(ts.URL)
+		if err != nil {
+			t.Fatalf("failed to parse server URL: %v", err)
+		}
+
+		cacheExplicit := NewOGTagCache(ts.URL, conf, memory.New(t.Context()), TargetOptions{
+			SNI:                expectedSNI,
+			InsecureSkipVerify: true,
+		})
+		if _, err := cacheExplicit.GetOGTags(t.Context(), targetURL, originalHost); err != nil {
+			t.Fatalf("expected successful fetch with explicit SNI, got: %v", err)
+		}
+		if got := recorder.last(); got != expectedSNI {
+			t.Fatalf("expected server to see SNI %q, got %q", expectedSNI, got)
+		}
+	})
+
+	t.Run("auto SNI uses original host", func(t *testing.T) {
+		ts, recorder := newSNIServer(t, `<!DOCTYPE html><html><head><meta property="og:title" content="SNI Auto" /></head><body>ok</body></html>`)
+		defer ts.Close()
+
+		targetURL, err := url.Parse(ts.URL)
+		if err != nil {
+			t.Fatalf("failed to parse server URL: %v", err)
+		}
+
+		cacheAuto := NewOGTagCache(ts.URL, conf, memory.New(t.Context()), TargetOptions{
+			SNI:                "auto",
+			InsecureSkipVerify: true,
+		})
+		if _, err := cacheAuto.GetOGTags(t.Context(), targetURL, originalHost); err != nil {
+			t.Fatalf("expected successful fetch with auto SNI, got: %v", err)
+		}
+		if got := recorder.last(); got != originalHost {
+			t.Fatalf("expected server to see SNI %q with auto, got %q", originalHost, got)
+		}
+	})
+
+	t.Run("default SNI uses backend host", func(t *testing.T) {
+		ts, recorder := newSNIServer(t, `<!DOCTYPE html><html><head><meta property="og:title" content="SNI Default" /></head><body>ok</body></html>`)
+		defer ts.Close()
+
+		targetURL, err := url.Parse(ts.URL)
+		if err != nil {
+			t.Fatalf("failed to parse server URL: %v", err)
+		}
+
+		cacheDefault := NewOGTagCache(ts.URL, conf, memory.New(t.Context()), TargetOptions{
+			InsecureSkipVerify: true,
+		})
+		if _, err := cacheDefault.GetOGTags(t.Context(), targetURL, originalHost); err != nil {
+			t.Fatalf("expected successful fetch without explicit SNI, got: %v", err)
+		}
+		wantSNI := ""
+		if net.ParseIP(targetURL.Hostname()) == nil {
+			wantSNI = targetURL.Hostname()
+		}
+		if got := recorder.last(); got != wantSNI {
+			t.Fatalf("expected default SNI %q, got %q", wantSNI, got)
+		}
+	})
+}
+
+func newSNIServer(t *testing.T, body string) (*httptest.Server, *sniRecorder) {
+	t.Helper()
+	handler := http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		w.Header().Set("Content-Type", "text/html")
+		fmt.Fprint(w, body)
+	})
+
+	recorder := &sniRecorder{}
+	ts := httptest.NewUnstartedServer(handler)
+	cert := mustCertificateForHost(t, "sni.test")
+	ts.TLS = &tls.Config{
+		GetCertificate: func(hello *tls.ClientHelloInfo) (*tls.Certificate, error) {
+			recorder.record(hello.ServerName)
+			return &cert, nil
+		},
+	}
+	ts.StartTLS()
+	return ts, recorder
+}
+
+func mustCertificateForHost(t *testing.T, host string) tls.Certificate {
+	t.Helper()
+	priv, err := rsa.GenerateKey(rand.Reader, 2048)
+	if err != nil {
+		t.Fatalf("failed to generate key: %v", err)
+	}
+
+	template := &x509.Certificate{
+		SerialNumber: big.NewInt(1),
+		Subject: pkix.Name{
+			CommonName: host,
+		},
+		NotBefore:             time.Now().Add(-time.Hour),
+		NotAfter:              time.Now().Add(time.Hour),
+		ExtKeyUsage:           []x509.ExtKeyUsage{x509.ExtKeyUsageServerAuth},
+		KeyUsage:              x509.KeyUsageDigitalSignature | x509.KeyUsageKeyEncipherment,
+		BasicConstraintsValid: true,
+		DNSNames:              []string{host},
+	}
+
+	der, err := x509.CreateCertificate(rand.Reader, template, template, &priv.PublicKey, priv)
+	if err != nil {
+		t.Fatalf("failed to create certificate: %v", err)
+	}
+
+	return tls.Certificate{
+		Certificate: [][]byte{der},
+		PrivateKey:  priv,
+	}
+}
+
+type sniRecorder struct {
+	mu    sync.Mutex
+	names []string
+}
+
+func (r *sniRecorder) record(name string) {
+	r.mu.Lock()
+	defer r.mu.Unlock()
+	r.names = append(r.names, name)
+}
+
+func (r *sniRecorder) last() string {
+	r.mu.Lock()
+	defer r.mu.Unlock()
+	if len(r.names) == 0 {
+		return ""
+	}
+	return r.names[len(r.names)-1]
+}
diff --git a/internal/ogtags/parse_test.go b/internal/ogtags/parse_test.go
index d479d110..55e536a3 100644
--- a/internal/ogtags/parse_test.go
+++ b/internal/ogtags/parse_test.go
@@ -18,7 +18,7 @@ func TestExtractOGTags(t *testing.T) {
 		Enabled:      false,
 		ConsiderHost: false,
 		TimeToLive:   time.Minute,
-	}, memory.New(t.Context()))
+	}, memory.New(t.Context()), TargetOptions{})
 	// Manually set approved tags/prefixes based on the user request for clarity
 	testCache.approvedTags = []string{"description"}
 	testCache.approvedPrefixes = []string{"og:"}
@@ -199,7 +199,7 @@ func TestExtractMetaTagInfo(t *testing.T) {
 		Enabled:      false,
 		ConsiderHost: false,
 		TimeToLive:   time.Minute,
-	}, memory.New(t.Context()))
+	}, memory.New(t.Context()), TargetOptions{})
 	testCache.approvedTags = []string{"description"}
 	testCache.approvedPrefixes = []string{"og:"}
 
diff --git a/lib/config.go b/lib/config.go
index 3c220dc5..1c4d7a00 100644
--- a/lib/config.go
+++ b/lib/config.go
@@ -27,27 +27,30 @@ import (
 )
 
 type Options struct {
-	Next                 http.Handler
-	Policy               *policy.ParsedConfig
-	Target               string
-	CookieDynamicDomain  bool
-	CookieDomain         string
-	CookieExpiration     time.Duration
-	CookiePartitioned    bool
-	BasePrefix           string
-	WebmasterEmail       string
-	RedirectDomains      []string
-	ED25519PrivateKey    ed25519.PrivateKey
-	HS512Secret          []byte
-	StripBasePrefix      bool
-	OpenGraph            config.OpenGraph
-	ServeRobotsTXT       bool
-	CookieSecure         bool
-	CookieSameSite       http.SameSite
-	Logger               *slog.Logger
-	PublicUrl            string
-	JWTRestrictionHeader string
-	DifficultyInJWT      bool
+	Next                     http.Handler
+	Policy                   *policy.ParsedConfig
+	Target                   string
+	TargetHost               string
+	TargetSNI                string
+	TargetInsecureSkipVerify bool
+	CookieDynamicDomain      bool
+	CookieDomain             string
+	CookieExpiration         time.Duration
+	CookiePartitioned        bool
+	BasePrefix               string
+	WebmasterEmail           string
+	RedirectDomains          []string
+	ED25519PrivateKey        ed25519.PrivateKey
+	HS512Secret              []byte
+	StripBasePrefix          bool
+	OpenGraph                config.OpenGraph
+	ServeRobotsTXT           bool
+	CookieSecure             bool
+	CookieSameSite           http.SameSite
+	Logger                   *slog.Logger
+	PublicUrl                string
+	JWTRestrictionHeader     string
+	DifficultyInJWT          bool
 }
 
 func LoadPoliciesOrDefault(ctx context.Context, fname string, defaultDifficulty int) (*policy.ParsedConfig, error) {
@@ -116,9 +119,13 @@ func New(opts Options) (*Server, error) {
 		hs512Secret: opts.HS512Secret,
 		policy:      opts.Policy,
 		opts:        opts,
-		OGTags:      ogtags.NewOGTagCache(opts.Target, opts.Policy.OpenGraph, opts.Policy.Store),
-		store:       opts.Policy.Store,
-		logger:      opts.Logger,
+		OGTags: ogtags.NewOGTagCache(opts.Target, opts.Policy.OpenGraph, opts.Policy.Store, ogtags.TargetOptions{
+			Host:               opts.TargetHost,
+			SNI:                opts.TargetSNI,
+			InsecureSkipVerify: opts.TargetInsecureSkipVerify,
+		}),
+		store:  opts.Policy.Store,
+		logger: opts.Logger,
 	}
 
 	mux := http.NewServeMux()