The "Five" - Sex Stories

The "Five"

... letting you have you way with me….. Rachel you got me hard with your hot portfolio! Beth, sub, 60, 5 ft. 2 in, 145 lbs., Brown hair, brown eyes, lives within 50 miles, 36-26-36, C cup, three photos, plus a pussy shot. Gwen, sub/slave, 37, 5 ft. 6 in. 155 lbs., Blonde hair, Green eyes, lives within 50 miles, 38-24-37, D cup, three photos, plus a second shot from the bare breasts and up. Deep breath, wow, who first? So I put them into order, Rachel, Gwen, Beth, Ann, Sally. So why this order? Rachel was I my opinion the most attractive, and the most interested in me. Gwen was also quite cute and sexy but I would take any of them…wow this is hot! So I waited a hour, change the order of the last three a few times and decided to get on the website and selected Rachel and Gwen for acceptance and this point. I did get an email about Beth, she had changed her mind and dropped from consideration. Now I had to make some plans, how would the dates go, when, where… It had been awhile since I had done this. I had vanilla dated usually Tues Weds and Thurs nights, the follow up sex dates for the weekend. That should work here. Within an hour of sending my invitation, Rachel had accepted and I now had her contact info, so I sent her a short email, &#034Free Tuesday night?&#034 She quickly replied, &#034Yes Sir! Earlier if you would like!&#034 signed, wet for you Rachel. Wow she is excited. I replied, &#034Tuesday at 7, Red Apple Inn on the corner of First and D street.&#034 Would you like ...

... to skype tonight?&#034 signed, hard for YOU! A quick reply &#034Yes Sir! And you can skype with me anytime, though I will only skype clothed, Skype any time after I get home at 6.&#034 It was Sunday night when we first saw each other via Skype. Rachel was very cute, bubbly and sexy. She told me that I looked younger than she expected. We talk about our profiles, kinky experiences and expectations. I had only found the lifestyle about 5 years ago and had several partners. She had about ten years' experience in the lifestyle, both as a sub and slave, she preferred the sub role but would gladly slave for the right master. We decided to move our first date to Monday, after she ended work. She was a professional, but didn’t specify in which field, so would call me when she was free Monday afternoon. The Skype session could have gone on all night, but we each would need as much sl**p as possible for Monday. Rachel, the beginning Monday dragged until 2 pm when Rachel texted, is four pm ok for dinner? I quickly replied &#034Great, see you at the restaurant&#034. I had just enough time, A quickly shower and dressed and stopped at The GS Casino to get the key to the suite I had reserved. I went up to the room, pulled back the covers of the bed, and prepped the bathroom and rest of the room. Soft music, soft lighting, flowers, a couple of robes and slippers. Then I waited for the time to tick down. I got to the restaurant 10 minutes before this lovely lady arrived. Rachel was tall, with ...