diff --git a/src/app/update/viewport.rs b/src/app/update/viewport.rs
index 93bc97eb6..e1327c429 100644
--- a/src/app/update/viewport.rs
+++ b/src/app/update/viewport.rs
@@ -2020,10 +2020,30 @@ pub(super) fn on_tick(&mut self, t: Instant) -> Task<Message> {
                         self.dyn_user_reshaped = false;
                         self.sync_dyn_fields();
                         self.reset_tracking_after_point();
-                        self.tabs[i]
+                        // A running Tangent snap may carry a tangent object; a
+                        // command can consume it to resolve a deferred tangent
+                        // (LINE tangent to two circles, which needs both). When
+                        // it does, sync last_point to the command's resolved
+                        // anchor since it replaced the picked coordinate.
+                        let handled = self.tabs[i]
                             .active_cmd
                             .as_mut()
-                            .map(|c| c.on_point(world_pt))
+                            .and_then(|c| c.on_point_with_tangent(world_pt, tangent_obj_at_click));
+                        if handled.is_some() {
+                            if let Some(a) = self.tabs[i]
+                                .active_cmd
+                                .as_ref()
+                                .and_then(|c| c.resolved_anchor())
+                            {
+                                self.last_point = Some(a.as_vec3());
+                            }
+                            handled
+                        } else {
+                            self.tabs[i]
+                                .active_cmd
+                                .as_mut()
+                                .map(|c| c.on_point(world_pt))
+                        }
                     };
 
                     if let Some(r) = result {
diff --git a/src/command.rs b/src/command.rs
index dcfd6a8ea..3587d7e41 100644
--- a/src/command.rs
+++ b/src/command.rs
@@ -692,6 +692,29 @@ pub trait CadCommand: Send {
         self.on_point(hit)
     }
 
+    /// Commit a picked point that may carry a running Tangent-snap reference
+    /// (the object under the cursor when Tangent won). The default ignores the
+    /// tangent, so only commands that opt in see it — LINE uses it to resolve a
+    /// deferred tangent-to-tangent line between two circles, which needs both
+    /// objects and so can't be computed at a single pick. Returning `None`
+    /// means "not handled — fall back to `on_point`". (#274)
+    fn on_point_with_tangent(
+        &mut self,
+        _pt: DVec3,
+        _tangent: Option<TangentObject>,
+    ) -> Option<CmdResult> {
+        None
+    }
+
+    /// The command's current anchor (rubber-band origin) after a commit, so the
+    /// host can sync `last_point` when the command replaced the picked
+    /// coordinate — e.g. LINE resolving a deferred tangent to the true tangent
+    /// point. `None` keeps the picked point. Only consulted after
+    /// `on_point_with_tangent` handled the pick. (#274)
+    fn resolved_anchor(&self) -> Option<DVec3> {
+        None
+    }
+
     /// When true, `update.rs` injects the picked entity before calling
     /// `on_entity_pick` (required when the pick handler reads injected state).
     fn inject_before_entity_pick(&self) -> bool {
diff --git a/src/modules/draw/draw/line.rs b/src/modules/draw/draw/line.rs
index ecc3cc278..42951cff7 100644
--- a/src/modules/draw/draw/line.rs
+++ b/src/modules/draw/draw/line.rs
@@ -9,7 +9,7 @@
 use acadrust::types::Vector3;
 use acadrust::{EntityType, Line};
 
-use crate::command::{CadCommand, CmdResult};
+use crate::command::{CadCommand, CmdResult, TangentObject};
 use crate::modules::{IconKind, ModuleEvent, ToolDef};
 use crate::scene::model::wire_model::WireModel;
 use glam::DVec3;
@@ -33,11 +33,20 @@ pub struct LineCommand {
     /// first commits one Line entity, so the count of committed segments is
     /// `points.len() - 1`.
     points: Vec<DVec3>,
+    /// A tangent reference recorded on the FIRST point (the circle + the
+    /// approximate cursor hit used to pick among solutions). A tangent picked
+    /// first is deferred — the tangent point isn't fixed until the next point
+    /// gives a direction — and resolved on that next pick as either a common
+    /// tangent of two circles or a tangent from a point to the circle. (#274)
+    deferred_tangent: Option<(TangentObject, DVec3)>,
 }
 
 impl LineCommand {
     pub fn new() -> Self {
-        Self { points: Vec::new() }
+        Self {
+            points: Vec::new(),
+            deferred_tangent: None,
+        }
     }
 
     fn line_between(a: DVec3, b: DVec3) -> EntityType {
@@ -72,6 +81,71 @@ impl CadCommand for LineCommand {
         }
     }
 
+    fn on_point_with_tangent(
+        &mut self,
+        pt: DVec3,
+        tangent: Option<TangentObject>,
+    ) -> Option<CmdResult> {
+        use TangentObject::Circle;
+        match (self.points.last().copied(), self.deferred_tangent, tangent) {
+            // (A) The FIRST point is tangent to a circle: defer it. The tangent
+            // point depends on the line's direction, which the next pick gives.
+            // Store a provisional point so the rubber band has an origin.
+            (None, _, Some(Circle { center, radius })) => {
+                self.points.push(pt);
+                self.deferred_tangent = Some((Circle { center, radius }, pt));
+                Some(CmdResult::NeedPoint)
+            }
+            // (B) A deferred first tangent AND this point is also tangent to a
+            // circle: the line is the common tangent of the two circles. Pick
+            // the one of the (up to four) whose endpoints sit nearest the two
+            // cursor hits, so the user chooses inner/outer + side by where they
+            // hover.
+            (
+                Some(_),
+                Some((Circle { center: c1, radius: r1 }, hit1)),
+                Some(Circle { center: c2, radius: r2 }),
+            ) => {
+                self.deferred_tangent = None;
+                let (t1, t2) = circle_circle_tangents(c1, r1, c2, r2)
+                    .into_iter()
+                    .min_by(|a, b| {
+                        let da = (a.0 - hit1).length() + (a.1 - pt).length();
+                        let db = (b.0 - hit1).length() + (b.1 - pt).length();
+                        da.total_cmp(&db)
+                    })
+                    .unwrap_or((self.points[0], pt));
+                self.points = vec![t1, t2];
+                Some(CmdResult::CommitEntity(Self::line_between(t1, t2)))
+            }
+            // (C) A deferred first tangent, but this point is NOT a circle
+            // tangent: the line runs from this point, tangent to the deferred
+            // circle (the nearer of the two tangent points to the first hit).
+            (Some(_), Some((Circle { center: c1, radius: r1 }, hit1)), _) => {
+                self.deferred_tangent = None;
+                let start = point_circle_tangents(pt, c1, r1)
+                    .map(|(t0, t1)| {
+                        if (t0 - hit1).length() <= (t1 - hit1).length() {
+                            t0
+                        } else {
+                            t1
+                        }
+                    })
+                    .unwrap_or(self.points[0]);
+                self.points = vec![start, pt];
+                Some(CmdResult::CommitEntity(Self::line_between(start, pt)))
+            }
+            // No deferred tangent (or a Line tangent, which needs no special
+            // handling — a line is tangent to itself everywhere): fall back to
+            // the plain point path.
+            _ => None,
+        }
+    }
+
+    fn resolved_anchor(&self) -> Option<DVec3> {
+        self.points.last().copied()
+    }
+
     fn on_enter(&mut self) -> CmdResult {
         CmdResult::Cancel
     }
@@ -135,6 +209,108 @@ impl CadCommand for LineCommand {
     }
 }
 
+// ── Tangent geometry (f64) ────────────────────────────────────────────────
+
+/// The two points on a circle (`center`, `radius`, XY plane) where a line from
+/// external point `p` touches tangentially, or `None` when `p` is inside/on the
+/// circle. Each tangent point's radius is perpendicular to the line from `p`,
+/// so it sits at the half-angle `acos(radius / |center→p|)` either side of the
+/// center→p direction. (#274)
+fn point_circle_tangents(p: DVec3, center: DVec3, radius: f64) -> Option<(DVec3, DVec3)> {
+    let vx = p.x - center.x;
+    let vy = p.y - center.y;
+    let d = (vx * vx + vy * vy).sqrt();
+    if d <= radius + 1e-9 {
+        return None;
+    }
+    let base = vy.atan2(vx);
+    let off = (radius / d).acos();
+    let at =
+        |a: f64| DVec3::new(center.x + radius * a.cos(), center.y + radius * a.sin(), center.z);
+    Some((at(base + off), at(base - off)))
+}
+
+/// Up to four common tangent lines of two circles (XY plane), each returned as
+/// (tangent point on circle 1, tangent point on circle 2): two external (both
+/// radii point the same way) and two internal (opposite ways, present only when
+/// the circles are separated). For a unit normal `n` to the tangent line,
+/// `n·(c2−c1)` equals `r2−r1` (external) or `−(r1+r2)` (internal); each tangent
+/// point is its centre offset by `∓r·n`. (#274)
+fn circle_circle_tangents(c1: DVec3, r1: f64, c2: DVec3, r2: f64) -> Vec<(DVec3, DVec3)> {
+    let dx = c2.x - c1.x;
+    let dy = c2.y - c1.y;
+    let dist = (dx * dx + dy * dy).sqrt();
+    if dist < 1e-9 {
+        return Vec::new(); // concentric: no common tangent
+    }
+    let (ux, uy) = (dx / dist, dy / dist); // centre→centre unit
+    let (px, py) = (-uy, ux); // its perpendicular
+    let mut out = Vec::new();
+    for (num, internal) in [(r2 - r1, false), (-(r1 + r2), true)] {
+        let k = num / dist;
+        if k.abs() > 1.0 {
+            continue; // circles too close for this tangent family
+        }
+        let s = (1.0 - k * k).max(0.0).sqrt();
+        for pm in [1.0_f64, -1.0] {
+            let nx = k * ux + pm * s * px;
+            let ny = k * uy + pm * s * py;
+            let t1 = DVec3::new(c1.x - r1 * nx, c1.y - r1 * ny, c1.z);
+            let t2 = if internal {
+                DVec3::new(c2.x + r2 * nx, c2.y + r2 * ny, c2.z)
+            } else {
+                DVec3::new(c2.x - r2 * nx, c2.y - r2 * ny, c2.z)
+            };
+            out.push((t1, t2));
+        }
+    }
+    out
+}
+
+#[cfg(test)]
+mod tangent_tests {
+    use super::*;
+
+    fn perp_dot(a: DVec3, b: DVec3) -> f64 {
+        a.x * b.x + a.y * b.y
+    }
+
+    #[test]
+    fn point_circle_tangents_are_perpendicular_to_the_radius() {
+        let c = DVec3::new(0.0, 0.0, 0.0);
+        let p = DVec3::new(10.0, 0.0, 0.0);
+        let (t0, t1) = point_circle_tangents(p, c, 5.0).unwrap();
+        for t in [t0, t1] {
+            assert!(((t - c).length() - 5.0).abs() < 1e-9, "off circle");
+            assert!(perp_dot(t - c, t - p).abs() < 1e-9, "radius not ⊥ line");
+        }
+        // A point inside the circle has no tangent.
+        assert!(point_circle_tangents(DVec3::new(1.0, 0.0, 0.0), c, 5.0).is_none());
+    }
+
+    #[test]
+    fn separated_circles_have_four_common_tangents() {
+        let c1 = DVec3::new(0.0, 0.0, 0.0);
+        let c2 = DVec3::new(4.0, 0.0, 0.0);
+        let tans = circle_circle_tangents(c1, 1.0, c2, 1.0);
+        assert_eq!(tans.len(), 4, "2 external + 2 internal");
+        for (t1, t2) in &tans {
+            assert!(((*t1 - c1).length() - 1.0).abs() < 1e-9, "t1 off circle 1");
+            assert!(((*t2 - c2).length() - 1.0).abs() < 1e-9, "t2 off circle 2");
+            // The tangent line t1→t2 is perpendicular to each radius.
+            let line = *t2 - *t1;
+            assert!(perp_dot(*t1 - c1, line).abs() < 1e-6, "not tangent at c1 end");
+            assert!(perp_dot(*t2 - c2, line).abs() < 1e-6, "not tangent at c2 end");
+        }
+    }
+
+    #[test]
+    fn overlapping_circles_have_only_external_tangents() {
+        let tans = circle_circle_tangents(DVec3::ZERO, 2.0, DVec3::new(1.5, 0.0, 0.0), 2.0);
+        assert_eq!(tans.len(), 2, "overlap → the 2 internal tangents vanish");
+    }
+}
+
 
 // ── Autocomplete registry ─────────────────────────────────
 inventory::submit!(crate::command::CommandRegistration { names: &["L", "LINE"] });  // LineCommand