My story took place more years ago than I care to remember when I was just 18. In our last year of college my best mate Dave was planning on going to university and asked me if I wanted to go with him to Durham university to look around. The trip would involve an overnight stay as it was too far to get there and back in a day.
I was quite athletic, slim build, about 5'7" tall. Dave was slightly taller than me at about 5'9" and slightly larger build. Dave was adopted as a child and lived with his adoptive mum. Sadly his father had passed away a couple of years previously. I agreed to go with him but he said his mum was insisting on taking us as she thought it too far for us to drive on our own. Dave's mum, Sheila, was a buxom lady, about 5'6" tall with short brown curly hair. She had a big pair of tits but she wasn't the most fashion conscious woman and usually dressed in rather dowdy baggy clothes which did nothing to show off her curves and made her look older than her 45 years.
So the day came and we set off. Sheila was wearing a flowery knee length dress, it was quite tight fitting and showed off her ample breasts more than usual.
We'd only been driving for about half an hour when Sheila said she needed to stop for the loo. We stopped at a supermarket and Sheila went inside to use the facilities. Dave and I waited in the car for what seemed like ages. After about 15 minutes she reappeared and we continued on our journey. Shortly afterwards we joined the motorway and a few minutes later as we were approaching a service area Sheila again said she needed to stop! We pulled into the car park and once more she went in while Dave and I waited in the car. As we waited I said to Dave "does your mum have a problem? We're only an hour into the journey and she's had to stop twice already!"
He looked at me sheepishly and said "well; umm, yes she does but probably not what you're thinking.
"She has a very high sex drive and needs to relieve herself quite a lot. At home she goes to her bedroom several times a day and lays on her bed fucking herself with a black rubber cock.
"I've managed to make a small hole in the door so I can see what she's doing. Luckily she hasn't caught me watching yet. I love watching her, it makes my dick so hard, especially when she cums and moans out loud.
Anyway I think having you in the car is making it worse than usual so she's having to stop to play with herself." I couldn't believe what he was saying but I immediately thought of a plan!
Eventually she came back and we resumed the journey. While we were driving along I made a point of talking with Dave about some of the girls at college, which ones we fancied and what we'd like to do with them. Sure enough when we got to the next service area I wasn't surprised when Sheila announced that she needed to stop. This time however as we were driving into the car park I said "Sheila, I don't think you really need to go into the building to do what you need to do, it will be quicker if you park on the far side of the car park where there's not many people about. Me and Dave will get out and keep guard until you're finished."
Sheila went bright red and seemed a bit flustered before she finally managed to speak. "Oh, err, um, how did you know?
"Okay, well I could do it in the car, if you promise not to look and then it would be quicker." Dave and I readily agreed that we wouldn't look and we'd just keep watch in case anyone else approached the car. As soon as we were parked up in the quietest corner of the car park Dave and I got out. We were both quite excited knowing we were leaving Sheila in the car to masturbate, both hoping that we'd be able to hear her making some sexy noises and hopefully be able to take a sneaky peek.
I held on for a few seconds until I couldn't resist any longer and turned my head to have a look. Sheila had her head pressed back against the head restraint, her eyes were closed and her mouth slightly open. She seemed to be lost in her own world so we both spent more time looking towards Sheila rather than keeping guard. To be honest I'm sure she knew we were looking but did nothing to stop us. It wasn't long until we heard her let out a loud moan. I said to Dave "Do you think that's it?"
He said "I think so, that's the noise she makes at home, her body shakes at the same time." We slowly approached the car until she waved to us to indicate we could get back in.
This time when we got back into the car I beat Dave to the front seat and jumped in next to Sheila. The car had a strange smell, quite musky. I quickly noticed that Sheila hadn't bothered to pull her dress back down so it was revealing more of her legs than I'd ever seen before. They were actually very nice, unmistakably feminine with lovely smooth looking thighs. She made no attempt to cover them up as we continued our journey. I was longing to put my hand on them but didn't have the confidence at this stage.
As Sheila drove I reverted to the previous conversation with Dave about the girls at college. He said he hadn't had any sexual encounters with any of the girls from college, or any others for that matter. I'm not sure if that was true or if he was just saying that because his mum was listening to the conversation! I then proceeded to recount my first sexual encounter with one of the girls.
It was at the previous end of year college disco after we'd finished our exams . It was held at a local rugby club. I started dancing with Debbie who had been in my biology class. She was a very petite girl with blonde hair and the figure of a telegraph pole, i.e. very thin and very small boobs. She was only about 5' 1" tall but looked very sexy in a tight fitting skirt that only just covered her bum!
We danced for a while until she complained she was too hot so we went to the bar to get some drinks. She said she wanted to go outside to cool down. We went out and walked around the back of the changing rooms. Nobody else was there and it was quite dark. We put our drinks down and started snogging. She was a great kisser and this immediately gave me an erection. Her hands were all over my body while we kissed. Then she felt my dick. "Ooooh, what's this?" she said and promptly unzipped my trousers and pulled it out. She bent down and put it straight in her mouth and started sucking.
It felt great as it was my first blow job. While she was sucking my cock I tried to fondle her tits but they were so small it was difficult to get hold of them! She wanted some attention too so she stood up and pulled her top and bra up so her little tits were hanging loose. Although they were tiny she had large nipples that were sticking right out to attention. It was great sucking on them each in turn. As I sucked I could feel them grow longer and harder and I could hear her breathing get much deeper.
While I was sucking I also put my hand up her short skirt and started rubbing her pussy through her knickers. She gasped "oh yes, that feels good." I could feel her panties getting wetter and wetter. About 5 seconds later she let out a groan and held on to me for support while her whole body shook. As this happened her panties became soaked and piss was running down her legs. I think this took her by surprise and she got very embarrassed. She adjusted her clothes and said "I've got to go." I tried to stop her and tell her it was ok but she just ran! I didn't even get to fuck her.
After recounting the story and with Sheila now in the forefront of my mind, I added that I'd quite like to meet a more mature woman that had more experience and knew what they were doing.
While I was telling my story I couldn't help noticing that Sheila's left hand had drifted into her lap and she now had her fingers down between her legs and seemed to be rubbing herself. At the same time she was letting out little whimpers and listening intently. When I'd finished she looked at me out of the corner of her eye and said "never mind, you're still young, you'll have a better experience soon."
As we finished the conversation the signs appeared for the next service area and Sheila said "sorry boys, with all this talk about sex I need to stop again." This time she drove over to the quietest part of the car park without prompting and pulled up. As Dave jumped out of the car I could see he had a large bulge in his trousers.
I paused and said to Sheila "would you like me to help you this time?"
She replied "oh my god I would love that but you wouldn't want to do anything with an old lady like me would you?"
I said "don't be daft, of course I would, I think you're incredibly sexy."
Without hesitation Sheila turned to Dave and said "you'll have to keep guard on your own this time." Dave started whinging but she stopped him short snapping "you can't help, you're my son!"
He wasn't happy, so I hopped out quickly and quietly said to him "don't worry I have a plan!" That seemed to please him so off he went to stand guard while I quickly jumped back into the car.
As soon as I was in Sheila grabbed me, pulled me towards her and started kissing me, delving her tongue deep into my mouth. There was no finesse, it felt like the kiss of a desperate woman, which I suppose it was. I responded in kind, wrapping my tongue around hers and delving it into her mouth. The embrace went on for some time and I felt her huge tits, one in each hand, gently massaging them. They were so big, each one was more than a handful and they felt so good. Even through her clothes I could feel her hard nipples just begging to be sucked. She put her hand down to my crotch and started to rub my already rock hard cock. "Oh, wow, that feels so hard, I want it in my pussy," she said as she started trying to release it. I quickly grabbed her hand and stopped her.
"Not here," I said, "we'll have plenty of time for that later when we get to the hotel. For now I just want to help you cum with my fingers, tell me how you like it." I put my left hand down between her legs and she spread them apart to give me easier access to her vagina. As my fingers reached it I moved her knickers to one side and I could feel her juices running out. I couldn't believe how wet she was.
"Put as many fingers as you can inside me, use your thumb on my clit and rub as quickly but gently as you can." she said. I did as she instructed and got 3 fingers into her straight away. She put her head back against the seat as she gasped "oh fuck that's good, it's not going to take long, I'm going to cum quickly." Within a few seconds she gasped "Oh god I'm cumming now, oh shit, yes, yes, yes, ooooh." Her body was shaking uncontrollably, just like Dave said he'd seen.
Thinking she was done, I stopped moving my hand in and out and started to gently rub all her juices around her pussy lips but she said "please don't stop, I need more, you're doing it perfectly." So I reverted to pushing my hand in and out, by this time I'd managed to get all four fingers into her and I could have got my whole fist in if I wasn't using my thumb on her clit. After just a few more seconds she came again her body shaking, only this time with strong jerking movements as her orgasm completely overwhelmed her. When it subsided I pulled my fingers out again and she said "no, please keep going I need more."