We began missionary then she asked if I could do her doggie? Without even giving it a second thought we moved into the doggie position, one which I did not get into at home. We fucked for a while then as I unloaded I leaned forward to cup her small breasts. We laid together for a while before we fell asleep.The morning came all too quickly as we had a wake up call earlier than anyone else so I could get back to my room to get ready for the next day.The meeting went without a hitch except every time I looked at the clock it appeared if it had stopped or was going backwards. The evening began the same as the night before, dinner, drinks in the bar then head to Judy’s room.When I arrived she was in the same place as I found her last night. Tonight moved a little faster, the kissing began almost immediately. Judy then surprised me when she said she had a present for me. She gave me a small box and when I opened it I found four silk scarfs. When I looked at her with a puzzeled. To make a long story short I was down to just my briefs, she still had on a pair of shorts and her bra. I was feeling a twinge in my private part. We played the next hand and I lost. She was like ok off with the underwear..she had this smile on her face. I was like come on double or nothing. She sat there and was like ok how about this, if you lose you have to get naked for me any time and any where I want you to and you have to stay naked for me for as long as I want you to and she gets to keep her clothes on. I agreed. My private part had swelled a bit..we played the last hand. I lost. I stood there and she was like come takem off, lets see what you got. Before I could take them off she was like hold on. She put her top back on and she sat in a different chair and had me stand in front of her facing her and she was like ok...now you can take of our briefs. My heart was going a million miles a minute.she was like I'm waiting. Finally I just pulled them down and stood there.
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