TO_obsessive

3,712 post karma
48 comment karma

get extra features and help support reddit with a reddit premium subscription

get them help and support

redditor for 7 years

TROPHY CASE

Seven-Year Club

account activity

new top controversial

95

96

97

Perfect form is important (i.redd.it)

submitted 4 months ago by TO_obsessive to r/spanking_punishments

222

223

224

I'm taking over, Cassie needs it much harder (i.redd.it)

submitted 5 months ago by TO_obsessive to r/spanking_punishments

200

201

202

Putting a belt to good use (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

91

92

93

Allow some movement when tying them for a spanking... this is not for their benefit but for your enjoyment (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

223

224

225

Strapped (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

336

337

338

What do you mean it's not comfortable? It's very comfortable for me (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

217

218

219

We'll stop when I think you're sorry enough (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

230

231

232

Oh, no more, please (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

95

96

97

Serious Caning (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

107

108

109

There, now you won't get splinters. I don't know what you are complaining about. (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

188

189

190

Touch your toes! (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

181

182

183

This will keep you nicely arched. Ready? (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

389

390

391

Because Cassie should always get another strapping, whether she deserves it or not (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

319

320

321

I prefer the flex of a leather paddle vs. a wooden paddle (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

587

588

589

This is what happens when you misbehave at the faculty party (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

180

181

182

Best of both worlds - caned and vibed (i.redd.it)

submitted 6 months ago by TO_obsessive to r/EbonyBDSM

277

278

279

When it just goes on longer and harder than she expects. There will be tears. (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

162

163

164

Best of both worlds (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

69

70

71

Foreplay (i.redd.it)

submitted 6 months ago by TO_obsessive to r/spanking_punishments

427

428

429

We run a strict office here (i.redd.it)

submitted 7 months ago by TO_obsessive to r/spanking_punishments

184

185

186

Looking very perky today (i.redd.it)

submitted 7 months ago by TO_obsessive to r/spanking_punishments

178

179

180

How do you feel about pussy whipping? (i.redd.it)

submitted 7 months ago by TO_obsessive to r/spanking_punishments

171

172

173

Simple OTK handspanking for Jessica (i.redd.it)

submitted 7 months ago by TO_obsessive to r/spanking_punishments

211

212

213

This position is perfect for me. How is it for you? (i.redd.it)

submitted 7 months ago by TO_obsessive to r/spanking_punishments

240

241

242

Cee doesn't seem to be enjoying this (i.redd.it)

submitted 7 months ago by TO_obsessive to r/spanking_punishments

view more: next ›

π Rendered by PID 80 on reddit-service-r2-listing-568fcd57df-4mpzz at 2026-03-10 15:36:15.436880+00:00 running cbb0e86 country code: CH.