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No matter how ready you think you are for that type of intimacy, there is still a little pain involved. It wasn't unpleasant though, and I didn't mind a bit when Peaches worked her thumb in deeper.Pleasure was rippling up my spine as Peaches gently worked her entire thumb into my ass, still massaging my perineum with her other hand. My sphincter was rippling around her thumb and I told her it felt great. She worked her thumb around in my ass for several minutes and I loved it. I was leaking pre-cum into her bed sheets.Peaches leaned forward and down and kissed me on the cheek and then the ear, and then retrieved the Astroglide and the smallest butt plug from the headboard. I tried to stay relaxed, but knowing she was going to stick that thing in my ass caused me to tense up a little. She whispered soothingly in my ear and reached forward with the hand that had been massaging my perineum and cupped my scrotum. She also re-inserted her thumb into my asshole and gently moved it around. Some months after we had discussed having multiple men, an old friend of mine, Jack, came home to visit us. He had brought another good friend with him, Mark; a very nice guy.That night we had some drinks and played cards at our home.Ana had always considered Jack an attractive guy and now she seemed to be getting into a flirty mood with him, so I kept the alcohol coming amongst all us; thinking it would be funny... We played cards for a couple of hours, laughing and joking. At some point I noticed Jack, who was sitting next to my wife, touching her thigh or arm occasionally and Anita reciprocating with signals of physical attraction. I excused myself for a minute to go to the bathroom.I wanted to see what would happen if I left my sexy wife alone with both guys…I went outside to the porch for a smoke and soon Mark joined me.We got involved in a deeper conversation about politics and we really lost track of time for a long while.Then we came back inside to find the living room was.
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