Does getting a bootjob hurt

[shomp]

Feels so good rite after she wears them

[job for a cowboy]

It really depends on the boots involved and the skills of the lady doing it. I highly recommend wedge boots. They cover more areas of your cock.

[wild_child]

Agreed, the sound of zippers being done up is half the fun!

Also agree - baby oil is good for beginners. After you build up some conditioning, phase the baby oil out. The lack of slipperiness gives the woman much more control, so she can far greater things without the lube. Also creates greater friction. Pure bliss.

[nico0071998]

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Mmmh fucking hot boots please more with them

[boot.perv]

Here's a tip. If your girl is going to wear high heeled boots to give you the job, then before she does, find a fine file or emery board and grind down the sharp points where the heel meets the floor, just a little bit. Those points are really stabby and can make you bleed. No one will notice the points have been shaved down and it will go a lot better. Also, I sometimes prefer flatter boots because then she can press into my cock and balls, although high heels really do it for me too.

[pressovannye]

My wife is a little careless and she sometimes cuts me. She has nubbed soled flats which really hurt because sometimes she puts all of her weight on the heel of one foot. The nubs are like nails sticking out of the sole. They sink in leaving red welts that smart for days. The sensation of her weight pressing down on me and the nubs digging in is enough to make me cum. I don't have to massage my own cock. At the last moment she steps off me and I explode my cum all over her shoes. Almost the entire load of semen is discharged in one or two large spurts.

So yes getting a boot or shoe job can be painful.