diff --git a/Content.Server/Destructible/Thresholds/Behaviors/EjectVendorItems.cs b/Content.Server/Destructible/Thresholds/Behaviors/EjectVendorItems.cs
new file mode 100644
index 0000000000..c0d267f0d2
--- /dev/null
+++ b/Content.Server/Destructible/Thresholds/Behaviors/EjectVendorItems.cs
@@ -0,0 +1,47 @@
+using Content.Server.VendingMachines;
+using Content.Shared.Throwing;
+using Robust.Shared.Random;
+
+namespace Content.Server.Destructible.Thresholds.Behaviors
+{
+    /// <summary>
+    ///     Throws out a specific amount of random items from a vendor
+    /// </summary>
+    [Serializable]
+    [DataDefinition]
+    public sealed class EjectVendorItems : IThresholdBehavior
+    {
+        /// <summary>
+        ///     The percent amount of the total inventory that will be ejected.
+        /// </summary>
+        [DataField("percent", required: true)]
+        public float Percent = 0.25f;
+
+        /// <summary>
+        ///     The maximum amount of vendor items it can eject
+        ///     useful for high-inventory vendors
+        /// </summary>
+        [DataField("max")]
+        public int Max = 3;
+
+        public void Execute(EntityUid owner, DestructibleSystem system)
+        {
+            if (!system.EntityManager.TryGetComponent<VendingMachineComponent>(owner, out var vendingcomp) ||
+                !system.EntityManager.TryGetComponent<TransformComponent>(owner, out var xform))
+                return;
+
+            var throwingsys = system.EntityManager.EntitySysManager.GetEntitySystem<ThrowingSystem>();
+            var totalItems = vendingcomp.AllInventory.Count;
+
+            var toEject = Math.Min(totalItems * Percent, Max);
+            for (var i = 0; i < toEject; i++)
+            {
+                var entity = system.EntityManager.SpawnEntity(system.Random.PickAndTake(vendingcomp.AllInventory).ID, xform.Coordinates);
+
+                float range = vendingcomp.NonLimitedEjectRange;
+                Vector2 direction = new Vector2(system.Random.NextFloat(-range, range), system.Random.NextFloat(-range, range));
+                throwingsys.TryThrow(entity, direction, vendingcomp.NonLimitedEjectForce);
+            }
+        }
+    }
+}
diff --git a/Content.Server/VendingMachines/VendingMachineComponent.cs b/Content.Server/VendingMachines/VendingMachineComponent.cs
index 244bc7fd4b..2db45ad428 100644
--- a/Content.Server/VendingMachines/VendingMachineComponent.cs
+++ b/Content.Server/VendingMachines/VendingMachineComponent.cs
@@ -1,4 +1,5 @@
 using Content.Server.UserInterface;
+using Content.Shared.Actions.ActionTypes;
 using Content.Shared.Sound;
 using Content.Shared.VendingMachines;
 using Robust.Server.GameObjects;
@@ -26,6 +27,16 @@ namespace Content.Server.VendingMachines
         [DataField("speedLimiter")]
         public bool CanShoot = false;
 
+        /// <summary>
+        ///     The chance that a vending machine will randomly dispense an item on hit.
+        ///     Chance is 0 if null.
+        /// </summary>
+        [DataField("dispenseOnHitChance")]
+        public float? DispenseOnHitChance;
+
+        [DataField("dispenseOnHitThreshold")]
+        public float? DispenseOnHitThreshold;
+
         [DataField("soundVend")]
         // Grabbed from: https://github.com/discordia-space/CEV-Eris/blob/f702afa271136d093ddeb415423240a2ceb212f0/sound/machines/vending_drop.ogg
         public SoundSpecifier SoundVend = new SoundPathSpecifier("/Audio/Machines/machine_vend.ogg");
@@ -34,6 +45,9 @@ namespace Content.Server.VendingMachines
         // Yoinked from: https://github.com/discordia-space/CEV-Eris/blob/35bbad6764b14e15c03a816e3e89aa1751660ba9/sound/machines/Custom_deny.ogg
         public SoundSpecifier SoundDeny = new SoundPathSpecifier("/Audio/Machines/custom_deny.ogg");
 
+        [DataField("action", customTypeSerializer: typeof(PrototypeIdSerializer<InstantActionPrototype>))]
+        public string? Action = "VendingThrow";
+
         [ViewVariables] public BoundUserInterface? UserInterface => Owner.GetUIOrNull(VendingMachineUiKey.Key);
 
         public float NonLimitedEjectForce = 7.5f;
diff --git a/Content.Server/VendingMachines/VendingMachineSystem.cs b/Content.Server/VendingMachines/VendingMachineSystem.cs
index a5d873182b..90b1e51f41 100644
--- a/Content.Server/VendingMachines/VendingMachineSystem.cs
+++ b/Content.Server/VendingMachines/VendingMachineSystem.cs
@@ -4,6 +4,9 @@ using Content.Server.Power.Components;
 using Content.Server.Power.EntitySystems;
 using Content.Shared.Access.Components;
 using Content.Shared.Access.Systems;
+using Content.Shared.Actions;
+using Content.Shared.Actions.ActionTypes;
+using Content.Shared.Damage;
 using Content.Shared.Destructible;
 using Content.Shared.Emag.Systems;
 using Content.Shared.Throwing;
@@ -24,6 +27,7 @@ namespace Content.Server.VendingMachines
         [Dependency] private readonly AccessReaderSystem _accessReader = default!;
         [Dependency] private readonly PopupSystem _popupSystem = default!;
         [Dependency] private readonly ThrowingSystem _throwingSystem = default!;
+        [Dependency] private readonly SharedActionsSystem _action = default!;
 
         public override void Initialize()
         {
@@ -34,6 +38,9 @@ namespace Content.Server.VendingMachines
             SubscribeLocalEvent<VendingMachineComponent, VendingMachineEjectMessage>(OnInventoryEjectMessage);
             SubscribeLocalEvent<VendingMachineComponent, BreakageEventArgs>(OnBreak);
             SubscribeLocalEvent<VendingMachineComponent, GotEmaggedEvent>(OnEmagged);
+            SubscribeLocalEvent<VendingMachineComponent, DamageChangedEvent>(OnDamage);
+
+            SubscribeLocalEvent<VendingMachineComponent, VendingMachineSelfDispenseEvent>(OnSelfDispense);
         }
 
         private void OnComponentInit(EntityUid uid, VendingMachineComponent component, ComponentInit args)
@@ -45,6 +52,12 @@ namespace Content.Server.VendingMachines
                 TryUpdateVisualState(uid, null, component);
             }
 
+            if (component.Action != null)
+            {
+                var action = new InstantAction(_prototypeManager.Index<InstantActionPrototype>(component.Action));
+                _action.AddAction(uid, action, uid);
+            }
+
             InitializeFromPrototype(uid, component);
         }
 
@@ -91,6 +104,24 @@ namespace Content.Server.VendingMachines
             component.Emagged = true;
             args.Handled = true;
         }
+        
+        private void OnDamage(EntityUid uid, VendingMachineComponent component, DamageChangedEvent args)
+        {
+            if (component.DispenseOnHitChance == null || args.DamageDelta == null)
+                return;
+
+            if (args.DamageDelta.Total >= component.DispenseOnHitThreshold && _random.Prob(component.DispenseOnHitChance.Value))
+                EjectRandom(uid, true, component);
+        }
+
+        private void OnSelfDispense(EntityUid uid, VendingMachineComponent component, VendingMachineSelfDispenseEvent args)
+        {
+            if (args.Handled)
+                return;
+
+            args.Handled = true;
+            EjectRandom(uid, true, component);
+        }
 
         public void InitializeFromPrototype(EntityUid uid, VendingMachineComponent? vendComponent = null)
         {
diff --git a/Content.Shared/VendingMachines/SharedVendingMachineComponent.cs b/Content.Shared/VendingMachines/SharedVendingMachineComponent.cs
index a122c6d4de..6084ec0f76 100644
--- a/Content.Shared/VendingMachines/SharedVendingMachineComponent.cs
+++ b/Content.Shared/VendingMachines/SharedVendingMachineComponent.cs
@@ -1,3 +1,4 @@
+using Content.Shared.Actions;
 using Robust.Shared.GameStates;
 using Robust.Shared.Serialization;
 
@@ -121,4 +122,6 @@ namespace Content.Shared.VendingMachines
     {
         StatusKey,
     }
+
+    public sealed class VendingMachineSelfDispenseEvent : InstantActionEvent { };
 }
diff --git a/Resources/Locale/en-US/vending-machines/vending-machine-component.ftl b/Resources/Locale/en-US/vending-machines/vending-machine-component.ftl
index 3cd6b38d66..0991982241 100644
--- a/Resources/Locale/en-US/vending-machines/vending-machine-component.ftl
+++ b/Resources/Locale/en-US/vending-machines/vending-machine-component.ftl
@@ -2,4 +2,9 @@
 
 vending-machine-component-try-eject-invalid-item = Invalid item
 vending-machine-component-try-eject-out-of-stock = Out of stock
-vending-machine-component-try-eject-access-denied = Access denied
\ No newline at end of file
+vending-machine-component-try-eject-access-denied = Access denied
+
+##  VendingMachineSelfDespense Action
+
+vending-machine-action-name = Dispense Item
+vending-machine-action-description = Randomly dispense an item from your stock.
\ No newline at end of file
diff --git a/Resources/Prototypes/Actions/types.yml b/Resources/Prototypes/Actions/types.yml
index 0269fb0952..8c3d9ea9f6 100644
--- a/Resources/Prototypes/Actions/types.yml
+++ b/Resources/Prototypes/Actions/types.yml
@@ -48,3 +48,10 @@
   userPopup: action-popup-combat
   popupToggleSuffix: -disabling
   event: !type:ToggleCombatActionEvent
+
+- type: instantAction
+  id: VendingThrow
+  name: vending-machine-action-name
+  description: vending-machine-action-description
+  useDelay: 30
+  event: !type:VendingMachineSelfDispenseEvent
diff --git a/Resources/Prototypes/Entities/Structures/Machines/vending_machines.yml b/Resources/Prototypes/Entities/Structures/Machines/vending_machines.yml
index d5460219d5..46b6f95ffa 100644
--- a/Resources/Prototypes/Entities/Structures/Machines/vending_machines.yml
+++ b/Resources/Prototypes/Entities/Structures/Machines/vending_machines.yml
@@ -37,6 +37,7 @@
       behaviors:
       - !type:DoActsBehavior
         acts: ["Breakage"]
+      - !type:EjectVendorItems
   - type: ActivatableUI
     key: enum.VendingMachineUiKey.Key
   - type: ActivatableUIRequiresPower
@@ -64,6 +65,7 @@
   - type: ApcPowerReceiver
     powerLoad: 200
     priority: Low
+  - type: Actions
   - type: SentienceTarget
     flavorKind: mechanical
 
@@ -166,6 +168,8 @@
   components:
   - type: VendingMachine
     pack: CigaretteMachineInventory
+    dispenseOnHitChance: 0.25
+    dispenseOnHitThreshold: 2
   - type: Advertise
     pack: CigaretteMachineAds
   - type: Speech
@@ -232,6 +236,8 @@
   components:
   - type: VendingMachine
     pack: HotDrinksMachineInventory
+    dispenseOnHitChance: 0.25
+    dispenseOnHitThreshold: 2
   - type: Advertise
     pack: HotDrinksMachineAds
   - type: Speech
@@ -270,6 +276,8 @@
   components:
   - type: VendingMachine
     pack: RobustSoftdrinksInventory
+    dispenseOnHitChance: 0.25
+    dispenseOnHitThreshold: 2
   - type: Advertise
     pack: RobustSoftdrinksAds
   - type: Speech
@@ -338,6 +346,8 @@
   components:
   - type: VendingMachine
     pack: DiscountDansInventory
+    dispenseOnHitChance: 0.25
+    dispenseOnHitThreshold: 2
   - type: Advertise
     pack: DiscountDansAds
   - type: Speech
@@ -574,6 +584,8 @@
   components:
   - type: VendingMachine
     pack: GetmoreChocolateCorpInventory
+    dispenseOnHitChance: 0.25
+    dispenseOnHitThreshold: 2
   - type: Advertise
     pack: GetmoreChocolateCorpAds
   - type: Speech
@@ -608,6 +620,8 @@
   components:
   - type: VendingMachine
     pack: BodaInventory
+    dispenseOnHitChance: 0.25
+    dispenseOnHitThreshold: 2
   - type: Advertise
     pack: BodaAds
   - type: Speech
@@ -815,6 +829,8 @@
   components:
   - type: VendingMachine
     pack: ChangInventory
+    dispenseOnHitChance: 0.25
+    dispenseOnHitThreshold: 2
   - type: Advertise
     pack: ChangAds
   - type: Speech