Mom and Me Traveling

A few weeks after the first unusual experience with my mother, we went on a summer vacation trip to South Dakota. She wanted to see the Passion Play in Spearfish and promised me that we could go see Mount Rushmore and the gold mines and the old west stuff. As a teenager that was the best thing I could imagine since she was a single mother and money was tight. We loaded up the old car, which didn't have AC just like our home, and started out pretty early in the cool, mountain west morning for our long-anticipated vacation trip. The drive was going to be a long one and Mom didn't like driving in the car for very long because of her back. So, I got to be the man and drive for the whole trip. Mom had booked a motel by calling and finding a nightly rate we could afford. We were eager to get started and she had packed sandwiches and drinks in the cooler so we could save time and money. As we were going across the long, mostly straight interstate highways and then finally the more twisty state roads, we talked a lot to keep from being bored and because we couldn't agree about what music to listen to on the radio. She kept coming up with games like noticing what states license plates we saw and who got the most. Another game was slug bug. She almost made me swerve the car when she suddenly saw one across the interstate highway and slapped me on the upper thigh and yelled out. Silly, childish, yes, but not all the games were like that. As the western sun rose, the days temperature improved from the chilly 50s that had prompted my mother to put on a hooded sweatshirt when we left early in the morning to the 90s by lunch time. When we pulled over in a small town to use the bathroom and went to a park to eat the food she had packed, she told me she was getting too hot. We were sitting on opposite sides of an old wooden picnic table when she took the hoody off and as she lifted it over her head, the t-shirt underneath pulled up, too, and went up so far as to rest right over her braless breasts up to her dark pink nipples. I couldn't help but stare and to this day I still remember it like one of those movie scenes in which a sexy goddess is running in slow motion along the beach. Whew! She said something like oops, pulled down her shirt, and smiled at me. Nothing you've not seen before. That may have been true but I kept staring at her full, swaying breasts all day after that. After we were back on the road, she asked if I wanted to play another game. I said sure, and she suggested truth or dare. She asked if I had ever tried that and I admitted my cousins and I and some girls from their neighborhood had done it when I was about 14. She said she knew that because she had seen. A bit stunned, I asked her how wed be able to play that in the car. She said the dares would be something we could actually do while in the car even if they might be embarrassing but if you dared the person and they did it, you had to do it to. That was an interesting twist. I immediately thought I would dare her to ride topless. Then she added that the lady got to go first and the guy could only dare her if she had dared him on something. It ended up that right up until we were driving into town that she kept things at the truth stage by never daring me. She did however ask me tons of questions about my girlfriend and found out that I had never even seen or touched her pussy, that my girlfriends most adventurous touching of me was always through my shorts, and that shed never made me ejaculate but got me so excited for so long when we made out that my pants would have a giant wet spot and my balls were navy blue. As she was being very forward with her questions, I asked her some prying ones too and learned that her first sexual experience had been with her brother and not by her consent really, that she loved sex and especially the moment when the penis enters the vagina the first time, and that the night I was in her bed she had enjoyed watching me a lot. Her dare to me was not to masturbate until I was absolutely aching like how I felt with my girlfriend. I dared her the same thing, to which she replied that she didn't have balls but she always wondered what having them felt like. My penis was hard in the shorts I was wearing by the time we pulled into the ratty looking, old motel she had booked for us. Once we made it to our room we discovered that the motel was dirty and we found two single beds to sleep in. I went into the bathroom after I brought our bags in and some of those nasty bugs were in the shower stall. Mom pulled back the covers on her bed and found stains on the sheets. In her typical style, she stormed to the office and demanded a refund after dressing down the clerk. Finding a new place wasn't easy. Most of the rooms in town were taken but once we did find one it was a bit more expensive and I had to chip in from the money I had planned for entertainment. Mom hugged me, pressing those braless breasts into my chest, and told me shed make up for the entertainment. The only rub was that the new motel room had 1 full size bed, that they called queen, and a very small bathroom but was nice and clean and had a the table and chairs by the window that had a nice view outside. After I brought the bags in, mom said we should take showers and get the road dirt off and then go out to eat. I was just happy to be in the motel room that was clean and had air conditioning. That alone was a vacation for me. I got to go first into the shower because she was unpacking. I took a clean pair of underwear in with me. I was still feeling on edge a little so my penis was fluffed up a bit as I enjoyed the warm water and washed myself. When I stepped out, mom came in and sat on the toilet. Because of the tiny size and geometry of the room, she was right behind me. I was putting on a little acne cream when I felt her hand squeeze my butt cheek through the new bikini briefs she had bought me a few weeks ago. I flinched and she said, Sorry, your ass looks good in those. You have the kind of ass that women like, not flat, nice and full but muscular, like it could thrust really well. Dang, that was more aggressive and she used the word, ass, that she never used. Turn around, she commanded. I hesitated because my penis was barely fitting into them. I have to admit every time she peed next to me, I got a little turned on. She pushed on my hip and now my front side was about a foot from her face. She coughed like something caught in her throat, Um, very nice. Your girlfriend is very lucky. Um, you're probably the largest I've seen in real life, did I tell you that? Not that I've been with many different men. But you'll need to learn how to use it, how to please a woman, especially since you've never even touched or seen a real live pussy up close. We went to dinner after she showered and made every effort to take her time getting dressed while I made every effort to pretend I wasn't watching her. She uncharacteristically put her blouse on without a bra. I asked, What happened? Didn't you pack a bra? She responded rather curtly that if I had a problem with it I would just have to cope with it and she was having a vacation from them. We had a very nice dinner but both ordered modestly in order to save money. But, mom had a glass of wine and then another. Because she didn't drink very often, I think this made her loosen up a little. As we walked back to the motel, she had her arm around me much like I was her date. We window shopped a little and she was laughing and making jokes. It was so fun for me because my girlfriend was so shy most of the time. It was already late and we had planned to get up early and drive to Mt. Rushmore the next day. Mom said we should get in bed. I waited while she brushed her teeth and then did mine. When I got back to the room, she was already under the covers. I crawled in and turned away from her. She was lying on her side and said, You know, wed be more comfortable and less likely to fall right out of this small bed if we spoon. I didn't know what that meant. Call me ignorant. It means you turn the same way I am and fit against me like a spoon does to another spoon in drawer, dummy. So, I turned toward her and scooted to shape into her. I felt her butt pressing my groin and the warmth through her panties and my underwear was arousing. You know this works better if you put an arm around me, she whispered in the dark. I cautiously put my arm around her midsection. We both fell asleep, tired from the day of travel, but her warmth had me growing an erection that pressed her butt. Hours later the alarm went off. I startled a little because my hand was right on her breast. I pulled it away quickly but her hand took mine and put it back. Hey, that felt good, you know, mom told me, then she wiggled her butt against my hard penis, fully erect with morning wood, and not just for me, I can tell. Turn over on your other side, we've been like this all night and my shoulder hurts from not moving. I flipped over and she turned to wrap her arm around me. She ran her hand over my chest and down to my belly. You're so smooth. Your skin feels really nice and not all hairy. Then her hand went down my side, tickling my ribs a little, touching my hip and thigh, and around my backside. She didn't say anything but did make a mmmm noise. Then she went back to my tummy, rubbing lower and lower until her hand hit the head of my penis which was sticking out of my underwear. She said, Is that just from needing to piss or from being horny? I admitted it was both. Well remember the dare, you can only relieve the pee this morning. How are your balls? Achy like with your girlfriend? I said they were really close already. As she kept rubbing my tummy she also kept bumping the head gently and she had to know it turned me on because I kept groaning and jumping when she did. Well, I got up first and went pee with great difficulty. In the bedroom, I heard her vibrator come on while I showered again. She came in, stretching her arms over her head, nothing on but the panties she had on in bed, and hugged me as I was stepping out. Well go shopping later for something for you to have fun with. I see you still haven't relaxed, good boy. All day we enjoyed the outdoor sights of the area and spent good time talking. Every once in awhile, she did something that kept me on edge like putting her hand on my thigh as I drove, or getting right up behind me as we stood at Mt. Rushmore and pressing her braless breasts against me. As we drive back to the town, mom asked me how my balls were. I told her that because I hadn't masturbated in over two whole days, I was feeling it. She laughed, Two whole days? That long huh? I blushed and replied, That's a long time for me. Besides you've been teasing me and its hard having a sexy woman around doing that. By the time we got back, it was late and mom had me stop at the local drug store. She took me in and first went and picked out some KY Jelly in a tube for me, explaining that it felt most like a real womans' lubrication. Next, she went to the condom section and picked out a package for me. Since you have never tried one, I think you should at least put one on and see how it feels and fits. If your girl ever gives you some, you need to be ready and have them on hand. She looked me in the eye and winked. Then she walked me over to the magazine stand and picked up one of the Playboy magazines that was in the back. Here I am with my mother, a box of condoms, some lube, and her leafing through the magazine seeing if it was acceptable. I was mortified, mystified, and horny as hell. My tight blue jeans were showing badly and I worried my buttons would all pop open. We had a quick dinner out, then retired to our room at the motel. OK, I want you to do what you need to now, Mom said, because you are right, I've been teasing you. The women in that magazine have some nice titties for you to look at. Now, Ill go get a glass of wine at the bar across the street and leave you to play with yourself. You don't have to leave, Mom, I can go in the bathroom. I kind of wanted her to stay. Nope, I want a drink of wine and I also want you to take your time. Learn to keep from ejaculating fast, learn to make it last as long as you can, because that will make you a good lover. She smiled at me and gave me a hug. Mmm, those soft breasts. And, she stood close, belly to belly, and my partial erection pressed her. I hope you feel much better after. See you soon. She left and I stripped off all my clothes and got on the bed. I put a generous amount of the lube on my penis and started rubbing slowly, like she told me. It was so cool to have her directing me that way. I looked at the magazine and imagined my mother in the same poses. After about 10 minutes of lingering I was feeling the urge when the door opened. Mom had come back and I was laying there red handed. Oh sorry, I just knew I would interrupt you but some guy was hitting on me in the bar and I want none of that, she explained. Don't stop, she directed as she stared at my very hard, red penis, Ill just sit over at the table and face away from you. Fantasy come true, almost, for me! I started stroking again once she was seated. Do you like the KY? she asked me. Yes, it feels good, different than Vaseline, I replied. How long have you been going? she asked. I told her it was about 12 minutes or so and she said that was very good. See if you can go 30 for me. Of course I wanted to please her in any way. I went as slow as I could, sometimes stopping from rubbing the swollen head of my cock directly, and leaking pre come like crazy. I'm sorry, I need my chapstick, she announced as she got up and came over to the night stand. I don't mean to embarrass you. I told her it was ok and that it turned me on really. Good, the feeling is mutual, she said but then went back to her chair and faced away again. You shut your magazine. Why? I told her I didn't need it and she asked what I was thinking of. I said I was thinking of her, how she looked in the shower, how she felt when she hugged me. I'm more entertaining than a sexy model? she asked and I told her of course because she was warm and soft and curvy. She told me that it had been long enough and I could finish if I wanted. I told her I didn't have anything to come into and she said to just let it fly because that was part of the beauty. But what will I clean up with? I asked and she told me shed help. With that I groaned and sped up, my hands both on my cock and shortly I blasted off in one of the most intense, full orgasms of my young life. When I opened my eyes, I saw her sitting facing me and watching. She got up and brought me a warm, wet washcloth, and handed it to me. She sat on the bed next to me. Feel better? she asked. My penis was still throbbing as I finished cleaning up. She leaned over and sort of hugged me, gave me a peck on the cheek.