Electrophilic addition to alkenes Consider the addition of HBr (in absence of any radical initiators or environment that promotes radical mechanistic pathway), to 3-bromocyclopentene.



The first step is the attack of $\ce{H^+}$
On the exposed &pi; electron cloud. But my query is whether it forms a classical carbocation like this one to oppose the negative inductive effects of the halogen atom:



Or does it proceed with the formation of bromonium ion like this one to partially complete its octet using lone pairs on Br.   



These two would lead to different products but I'm interested in the major one.
The first one would lead to 1,3-dibromocyclohexane, while the second one would lead to 1,2-dibromocyclohexane.
Since it is electrophilic addition, it can go via 2 ways. Either by forming classical carbocation or cyclic carbocation. Since the electrophile will be H+ it will go with classical carbocation. Therefore product will be 1,3 dibromo cyclopentane. Also taken in account the mesomeric effect of bromine atom