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Relaxing Ride Ch. 1 F/f by Dudetodude © Comments and suggestions are always welcomed. Please do not copy or distribute this story without my permission. This is a story involving sex between a middle aged and a 21 year old woman. This is a subject near and dear to me. If anyone has any lesbian stories involving age differences, I would appreciate reading them. * * * * * I was invited to spend a few days at my older brother’s condo in Florida with his wife and my niece and nephew. Since I was between jobs, I thought it would be a good idea to take the drive down from Michigan to Fort Lauderdale. What the heck, I’ve never seen that part of the country and the long drive would give me a chance to figure out my life. You see I’m 21 years old, dropped out of college after a year to work, and now I’m between jobs, between boyfriends and I’m still living at my parent’s house. I’ve only had 2 boyfriends and those relationships weren’t serious ones. I haven’t had very much sexual experience, and I guess, I’m comparatively naive in many things. I always considered myself a little shy and a little on the ugly side compared to some of my girlfriends. Although I have a reasonably nice figure, 34-26-36, at 5’4″, I always thought my butt was a little chunky and I’m self-conscious of it. In reality I’m really not built too bad for a 21-year-old. My biggest enemy is my own lack of self-esteem. Well I packed up my little Sunfire car and headed out early on this beautiful spring day hoping to get in a full day’s ride. The trip began virtually uneventful and boring. I even nodded off to sleep from time to time while driving. Thats when I thought I should find a rest area. The most exciting part of the trip so far, was another woman driving by herself and I would pass her and she would pass me. This helped to break up the monotony of the drive. I later pulled off at a rest area to have a pee and take a needed break. I noticed the woman in the other car pulled into to the rest area as well. I did my bathroom thing and then sat out on the park bench to enjoy the sounds of the birds and have a cigarette. I didn’t see her go into the bathroom but I noticed her when she came out. She came over and sat on the bench beside me and lit up a cigarette. We made small talk about the birds and the weather and the long drive. She lived in Ohio and it so happened that she was on her way to Florida as well, Jacksonville I think she said and she was regretting that she didn’t fly instead since she’s a little uneasy about the long drive. I told her I felt the same way but was looking forward to seeing güvenilir bahis some sights along the way. To describe her, I figured her to be around 45yrs old, maybe a little older. Heck you can’t tell the age of people these days, at least I can’t. I know that she was much older than me. At 21, everyone looks older. At any rate, she certainly looked good for an older woman. She was slim, around 5’6″, slightly taller than me. She was wearing tight fitting CK jeans, a pair of Nike runners, and a plain white T-shirt neatly tucked in that emphasized waist line and her breasts protruded out just slightly under her slightly loose fitting T-shirt. She wore a dark blue silk jacket and she had it undone. I’m thinking, for an older woman she sure has perky looking breasts and wondered if they were real or just her bra doing an exceptional job. She was slightly slimmer in the ass than I was which just further confirmed to me that my butt was too big. I could see from her jewelry make-up that she was well to do. I admired her appearance and could see that she looked after herself, with her nails just perfect, her hair nicely set, and cut just above her shoulders. This lady was classy. Most of all in that very short period of time that we spoke, I was impressed by her bubbly and positive attitude. I like being around positive people, maybe because I’m so unsure of myself I tend to feed off the positive atmosphere. When she spoke, to me, she symbolized the portrait of an ideal, classy and graceful woman. The type of adults I admire most. Her make-up looked like it was done professionally and I noticed that she wasn’t wearing a wedding ring. Not that it was important but it’s just something I noticed. In all, she was a very classy and attractive woman and I was sure that even at her age she was still causing a few men’s heads to turn. We finished our cigarettes and she introduced herself as Cindy. I told her that my name was Rose, I said “its short for Roseanne”. She suggested that since we’re going in the same direction, we could stick together on the road and that way watch out for each other in case of car trouble or whatever. I thought that was a wonderful idea and I would feel more secure especially since I’ve recently has some car trouble. She thought it to be a good idea as well. We hit the road, and after about 3 hours more of driving, she signaled that she was going to pull off at the next exit. We fueled up and pulled into the restaurant next door for güvenilir bahis siteleri a bite to eat. We ordered diner and a glass of wine. “At least it wasn’t a dry county,” she said. I agreed and I felt pretty cool now that I was drinking legally. Not that I could never get a false I.D. before but now I didn’t need it. As we ate our diner we talked about everything and anything. She asked me all sorts of questions. What I liked, what bands I like, my dislikes, my ambitions, my goals and my life. Cindy appeared to be genuinely interested in knowing about me and I liked that since I didn’t really have any close “best girlfriend” to talk to. No one has ever taken the time to get to know me. I guess that goes both ways though. This woman made me feel pretty good about myself. Looking back, I suppose I was a very naive and impressionable 21 year old. I asked her a few questions about herself and Cindy told me that she has been a widow for the last 5 years, her two grown boys just moved to Florida and now at 48, she’s finding it lonely by herself. She has a few friends but with all the moving around her husband did for work while he was alive, she was never able to firm down a close and true friend. She explained that although at first impression, most people view her as being very confident and professional, Cindy confessed that she actually felt rather insecure about herself. It wasn’t until after her husband died that she became a stronger person. She said that time and experience can be great teachers. That blew me away! I could relate to her so well. It was like she understood exactly how I felt about things. Well after listening to her experiences, I knew there’s so much more in my life to experience. After hearing about her experiences I actually wasn’t feeling so depressed and could see my own personal problems much so smaller now than they were this morning. We paid the bill and she asked me if I was planning to stop for the night or try driving right through. I said “actually I hadn’t made up my mind but that I guess I really should find a room for the night,” “and try getting an early start in the morning.” She said that that was her plan. Neither of us felt like driving at night anyway. I told her I was on a tight budget so I had to find something inexpensive. She chuckled, “Yes I know how that is” she said. It was already 6:00pm, we agreed we might as well try for a room right across the street at the Hampton Inn. When we checked at the front desk, iddaa siteleri only room available was a no smoking room with one king-size bed. The clerk didn’t think there were any rooms available in the immediate area since there was some spring flower festival of some sort going on. This presented a decision for me. I considered quickly to let her have the room and I would just keep on driving. We looked at each other, she noticed my concerned look and waited for me to decide. “Go ahead and take the room,” I said “I’ll just keep driving I guess” I really didn’t feel like driving anymore tonight I thought. Then she said, “don’t be silly,” we can share the room if you don’t mind, my treat” “That’s very kind of you but really you don’t have to inconvenience yourself for me.” “nonsense,” she said it’s no bother at all,” and with that, she turned to the desk clerk and said “we’ll take it.” Turning back to me with her now familiar smile she said “besides it’s either this or that dreadful drive.” As for me, I didn’t mind at all, since my finances were low and I didn’t want to stay in some rest area part of the night, this would be perfect. Besides, I thought it would be fun, she’s a really nice lady. I liked my newly found friend. She was pretty cool, more like a big sister or close friend than just another adult. We got up to our room on the second floor and I was feeling a little excitement since I’ve only been in a hotel on two other occasions with my parents when I was very young. I was thinking to myself how grown up and sophisticated I was feeling right about now and how considerate Cindy has been. I thought it pretty cool that in such a short time, Cindy and I had become friends. I especially liked how comfortable I was talking to her. Like I said, she made me feel good about myself, like I was on her level. Putting it all together in my mind as I climbed the stairs to our room with this older woman in front of me, almost a stranger yet a friend, I felt a wave of excitement come over me. Anyway, we got to the room and I had never seen a king size bed before. It was huge! I said ” I could get lost in that thing” Cindy laughed at the expression on my face and said “then we’d have to send a search party out for you.” We unpacked a few things, put out our make-up bags, and hung up some clothes for tomorrow. I couldn’t help admiring some of her clothes as she systematically hung them in the closet. She folded her fine lingerie neatly as she placed them in the drawer. Then she plopped down on the bed letting out a gasp of relief and I sat on the sofa feeling relaxed. “So do you want to watch TV?” I asked figuring it was too early for bed. She suggested we try out the pool.
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