Sergeant Teddy

 is a miscellaneous item in Fallout: New Vegas.

Characteristics
It is a teddy bear in possession of Legionnaire Antony at Fortification Hill. It is a quest item, and cannot be removed. This side-quest starts when the player talks to a slave girl called Melody who will ask the player for the bear. Antony has taken the teddy from Melody and instead given it to his dogs. (Melody should be located in the Brahmin pen, but sometimes found outside the gate and may become unreachable in a normal game) To retreive the teddy Antony will ask you to fight 4 of his dogs in the Arena. With 'speech' you can persuade him to fight 2 dogs instead of four. Before entering the Arena, Antony will strip you of all your belongings and give you a machete. If you also have a high enough reputation with the Legion, you can convince him to just give you the Teddy. If you have the Animal Friend perk, you can also convince him to give you the teddy, as it's no fun for him if the dogs won't attack you on sight. Also, if your sneak is high enough you can just pickpocket the teddy from Antony and avoid fighting the dogs altogether.

If the player is having difficulty defeating the dogs, before talking to Anthony, lead Rex into the arena and open up his inventory. From here the player can give Rex any holdout weapons, medical supplies and armour desired, then tell Rex to wait there. Talk to Anthony and tell him you're ready. You will be transported into the arena, and Rex will be in there with you. Before you engage the dogs, talk to Rex and take back any medical supplies and armour you gave him as you can now use them. This works with Veronica, ED-E, and Lily as well. You may also just drop a few necessary items that you will need. Your companions will also fight with you. Alternatively, you can immediately back out of the ring before the gate closes, raid the locker next to Otho with your belongings (particularly for the silenced .22), and proceed to shoot the legion mongrels from the hill above while your companions fight inside the ring, or through the gate. Note that this is fairly time-consuming and requires at least 100+ rounds of ammo.

Bugs
The Legion Mongrels you have to fight seem to be bugged as they have 1600 HP each.

It is possible to pick up Sergeant Teddy while fighting your way through the Fort and then be unable to drop it or trade it, resulting in you being forced to keep it and its 1wg. Confirmed:Counts as quest item on Xbox 360