With another successful business meeting behind me, I headed back to the motel room thinking that I had taken quite a leap of faith. There was nothing to keep old Meg from bullying her niece into going back home with her and just keep the money that I gave her because I didn’t know her last name or where she lived other than the city. Then I remembered that look of infatuation on Ann’s face when we chatted while Meg was away from the booth and I decided that there a good chance that Ann would be in the motel room waiting for me.

When I got to the room door I quietly opened it and stepped in and what I saw was truly inspirational for an ass-man like me. Ann was lying on her stomach taking a nap. Her shoes were off and she had taken her pants off and had hung them over a chair. Her shoulders were about 30% narrower than her hips and her ass cheeks protruded out of the lower part of her panties which were mounded up by her well-developed gluteus to the point of showing her magnificent callipygian cleft. I stood there a little dumfounded as an erection began to make a flag pole in the crotch of my slacks. I quietly set a bottle of tequila, some margarita mix, and a bag of sundries on the table and grabbed the ice bucket and quietly went out to fill it up.

When I came back, she stirred a little and then rolled over and said “Oh my. Jim I didn’t think you’d be back so soon! I’m sorry! I need to get my pants back on.” No worries Ann. You’re a pretty woman to look at.” I smiled. She was blushing with self-consciousness and it was a memorable sight watching her struggle to get those pants over her butt. They fit her waist well enough and were not at all tight when in place; although she had a hell of time shoehorning her gorgeous ass into them.

“Would you like a margarita while we figure out what to do for dinner?” I said “I’ve never had one” she said curiously, “what do they taste like?” “Here”, I said, “why don’t you taste mine and then, if you like it, I’ll make you one”. “Wow that’s good!” she cooed, “I want one too”. She sat down in the chair opposite the small table from where I sat and said with a crazy-eyed smile “I didn’t know you were next to our room last night Jim. You must have gotten a real ear full.” she took a long pull on her margarita, as she blushed beet red. “Oh don’t sweat it sweetheart, I got in late and went straight to bed. I was aware of a little bit of background noise, but I dosed off quickly”, I lied. She looked down into her glass for a couple of seconds in contemplation and took another drink and seemed to swallow hard, and then she looked over at me without meeting my eyes and said “I don’t know what a man like you would see in a woman like me. What do you want from me, Jim?” She finished in a self-conscious tone.

To be sure, I had a couple of prurient interests in mind for Ann when I first invited her to breakfast this morning but I knew that pushing a selfish agenda wasn’t going to get me down that road. I knew only sincerity would fly in this instance or this entire adventure was going to go to hell in a hurry. I took a moment, rose to my feet and came over to Ann and gently raised her to her feet and held both of her hands in mine and let out what was in my heart at that moment, “ Regardless of what I may or may not have overheard last night Ann, I’m attracted to you. I watched you this morning; you kept a positive outlook in the face of your condescending Aunt and that counts for a lot in my book. You’re one of those people who brighten up a room when they walk in Ann. Unfortunately your Aunt brightens up the room when she leaves!” Ann smiled widely and nodded in recognition for what she knew to be true and I kept going. “You’ve got a warm sensuous smile Ann and your eyes just sparkle when you do.” Her look changed from concerned to one that I had enjoyed earlier-admiration, and I liked that but she said “I don’t know Jim; my body is not pretty to look at.” I thought OK, here goes, “Ann do you know that men are different in what they are attracted to in women?” “What do you mean?” she asked. I said “some guys are turned on by girls with big titties, do you know what I mean Ann?” She lamented “Ya, but my tits are small Jim.” I brought her a little closer and whispered “They can certainly fill a champagne glass and are enough for a man like me to drink up!” She grinned and blushed sheepishly and I went on, “some guys really like a woman with long shapely legs.” She lamented again “my legs aren’t shapely or long”. I brought her closer to me and put my hands on her shoulders. “Ann I’m a man who is attracted to a lady with a fine derriere and I think yours is just gorgeous.” She lowered her eyes then her mouth gaped open as she looked back at me in wonderment. She sucked in a deep breath in recognition of what I said and swallowed hard. Then she asked incredulously “Jim you mean you like my big butt?” All I could do was utter a guttural “Oh ya!” “Jim I’ve never had a boyfriend before. I don’t even know what to do or where to start. I want to please you but I just don’t know…” she said with emphases and sincerity. I put my arms around her and said “My desires a pretty simple Ann. It pleases me to please my lady. So you have to ask yourself what you want from your boyfriend. Don’t try to answer that now, just think about it. I think that you’ll find that you’ve thought a lot about it before.” She looked up at me with anticipation and I continued “Don’t worry about what you know and what you don’t know Ann. If you truly want to learn, I’ll teach you about all the different ways to make love” “Oh Jim, I really want to learn everything” she cooed as she moved her body close to mine.