If I am unsure, I will error on the size of large.If your lover is the one that will be doing the inserting, it helps if you reach back and guide him....Place his penis head up against your hole, take a deep breath, and relax your sphincter muscles. When he pushes, keep your breathing smooth and controlled while you allow the mushroom to pop in you. Your anus will stretch but it still is quite painful in the beginning. Try to hold it as long as you can and if the pain gets too unbearable, have. As soon as the rope was removed from Jill’s pussy her tight muscles pushed out the dildo that had stuffed her pussy. She whimpered at the loss and rolled her hips down in search of the rubber object. Holding the dildo in my hand I looked up and caught Lisa’s eye as she turned to look in my direction while completing the binding. Without saying a word, my look was asking my wife if I should insert the dildo again. I was hoping she would give me an affirmative nod because I was eager to plunge. ” she added. They stepped out of the shower and towelled each other down before heading back to his room. Slowly they resumed their embrace, exploring each other’s bodies. Chris worked his way down her neck stopping to gently caress her breasts, he took his time gently sucking on each one careful not to bite. He continued to work his way down her torso slowly paying attention to every part of her. He then worked his way down gently rubbing his cheek into her soft mound then with his tongue. So, if I call, you drop whatever you're doing - and I mean WHATEVER - and start heading my way. If I'm up to it, I'll be driving your way, so watch out for me. If I feel myself going, I'll pull over and wait for you. In the back seat. Right? Got it?" Uh, yes. You should be ok, though. Forty hours at least, everybody says." If I didn't believe that, there's no way I'd let you out of my sight. This is just a backup plan. In case what 'everybody says' turns out to be wrong." Fair enough," I said..