Never Judge a Boo

My name is John. I'm a recent university graduate. I'm back in the family home, at least for the next few months. I have a job lined up but it start for a while. I have no problem with that. It is nice to have a bit of a break. In the meantime, I'm working part time at a local coffee shop as a barista. This is something I'm used to, as I relied on this during my university studies, to provide a bit of extra cash.

I had a few relationships at uni but nothing serious. The sex was fine, as a young man, any sex is good. Nothing special the usual mutual masturbation, oral and fucking. As far as I knew, this was what you were meant to expect.

Fast forward to my current routine. I'm working three days a week. A pretty standard routine. You get used to the regular customers who come in all of the time. After a while, you get to know them and strike up conversations, when they come in. One of these would lead in an unexpected direction.

Marie is maybe forty years old. She is a fairly average looking brunette, about 5' 4" tall, nice looking but not what you would call classically beautiful. She has been coming in, most days, for a couple of weeks. I had a feeling that I had seen her somewhere else. As we chatted, it turns out that she had recently moved into the same road, where my parents live. I'm guessing I saw her walking about in the area.

It turns out that she was recently divorced and moved here, as part of a clean break from her previous life. A fresh start, somewhere with no reminders of her marriage. She said that she was grateful, that she had no kids, as she'd seen the impact on some of her friends.

Marie would come in, first thing in the morning and pick up a latte, on her way to work, in a local office block. I didn't ask what she did. I'm guessing if she wanted to let on, she would tell me. She would sometimes pop in for a snack after work.

As time went on, she let on that she could do with a hand around the house. She was working relatively long hours and hadn't had time to fully unpack all of the boxes from her move. I agreed to help, having a fair bit of time on my hands. I agreed to visit her house on Sunday, to give her a hand.

I had a reasonable idea of what to expect, as all of the houses in the street were roughly the same. They are semi detached three bedroomed houses with average sized gardens. I arrived at about 9am, wearing a pair of jeans and sweatshirt. I presumed I'd be lifting boxes and shifting things. It turns out, that I was correct. Not much in the house was sorted out. Only the kitchen and bathroom appeared to be as you would expect. The main bedroom had a double bed and wardrobe in place. The rest of the furniture and loads of boxes were piled up in the lounge. This was going to be a long day. Luckily, the boxes had all been labelled, so we set about relocating them.

By the middle of the afternoon, at least all of the boxes where where they should be. Marie said that she would sort them out over time. Next up was the furniture. I'm sure she would have struggled shifting this on her own, some of it was quite heavy and awkward. With the boxes gone, it didn't take long to sort out the sofa and chairs. All that remained was a chest of draws and a bedside cabinet. We took the draws from the chest and carried them to the bedroom. We then lifted the carcass between us, up the stairs and into place. The bedside cabinet although not particularly heavy was awkward. A draw at the top and a cupboard underneath. I stood below, taking most of the weight, whilst Marie guided it up the stairs. Halfway up, the stairs turn 90 degrees. This is where things took a turn. The cupboard handle caught the handrail on the stairs and popped open. Marie's face turned bright red and her mouth gaped open. Tumbling down to my feet was a substantial collection of sex toys. I told her not to worry, we should carry on up and sort things out in a bit.

After installing the cupboard in place, we went and picked up her night time items.

I obviously knew about dildos and vibrators. I never considered that one woman would ever have or need so many. The dildos ranged from about 6 to 10 inches, similar to the vibrators. There were numerous butt plugs in various sizes, a couple of which made the mind boggle. Not to mention a few sets of anal beads.

Marie apologised profusely. I told her not to worry, it wasn't a problem. After returning her "friends" to the cupboard, we went down to the lounge, for a rest and a drink. Her face was still red and she was apparently still rather embarrassed. She poured herself a large gin and tonic. I opted for the same but requested a rather smaller measure of the spirit. After a few minutes of silence she wanted to provide an explanation. Here began the sort of education you can't get in a classroom.

She said that she had an extremely high sex drive and that this had been one of the topics of friction in her marriage. Although her husband was handsome, had a fit body and a rather girthy penis, his interest in sex was sporadic at best and non existent at worse. Not wishing to be unfaithful, she resorted to a rabbit vibrator to fulfil her needs. Once she started, the habit grew, to include her current collection toys. Marie said that she would often masturbate herself furiously to multiple orgasms, whilst her husband slept next to her, or at least appeared to. He never mentioned anything about her nightly routine. She went on to mention, that not only did she need or want frequent sex, whatever format that took, she also had some tastes which some may find peculiar or odd. I was curious and told her that my sex life although not prolific had been reasonable. I told her that I had masturbate a few girls, given them oral orgasms and had plenty of intercourse. I asked what she meant by peculiar or odd.

She said that after a while, clitoral and vaginal stimulation didn't entirely do the trick. She began searching for more stimulation, by rubbing her anus, whilst using the rabbit and said that the orgasms became more intense. Becoming bolder, she bought some lubricant and began penetrating herself. Marie said that she started just with fingers but soon graduated to a small butt plug, progressing in size over time. On the odd occasion he had sex with her husband, she asked him to play with her ass, which he did grudgingly. She also suggested that she would like to play with his ass which he declined instantly. I'd never even considered something like this, probably denoting a sheltered background.

Marie said that she hadn't had sex with anyone for a couple of years, the last year of the marriage and about a year since. Although, she continued to have prolonged masturbation sessions, on most days. She started to calm down a bit, from the embarrassment. Talking about this, she said, had got her rather worked up. She continued, "I hesitate to ask but as a thank you for your help today, would like to come to bed with me?" I was taken aback but had to admit that the conversation had resulted in a erection straining against my jeans. Who was I, to turn down the opportunity to help out the lady. I nodded and she took my hand and led me upstairs.

We had got rather hot and sweaty moving the boxes and furniture. She handed me a towel and said there was shower gel in the bathroom. I had wondered if she would come in, whilst I was showering but she waited until I appeared wrapped in a towel, then she took her turn.

When she returned to the bedroom, she told me to lay on the bed. As I had been helping her out, she would do the work. I put my towel on the chest of drawers and laid on the bed, erection pointing at the ceiling. She dropped her towel to the floor. This revealed a nice sized pair of breasts, sagging slightly. Her nipples were puckered and erect. Although her belly protruded slightly, she definitely couldn't be described as fat or even chubby. Her pubic area was either shaved or waxed. Her labia were clearly visible between her legs. She mounted the foot of the bed and slowly moved up my body. She bent down and kissed me. We lay there kissing and cuddling for a few minutes before she moved to her haunches. Her knees were either side of my hips. She shuffled until her vagina was over my penis. I expected her to lower herself on to it. However, she reached down and parted her lips, clearly very wet and placed them either side of my shaft. She then began rocking back and forth. It appeared that she was rubbing her clit on the under side of my cock. This got faster and faster, her breath rasped as she approached a peak, finally grunting loudly, her legs shaking as she came. This was too much for me and I shot a load, almost hitting myself in the chin.

She leant forward and we kissed again. She thanked me. I wondered why as, having one of the best orgasms I'd had, I should have been thanking her. We lay there breathing heavily and not speaking for several minutes before she began to wank my cock. She obviously assumed that being a young man, I'd be able to go again, in relatively short order. She was correct. She remained on top. This time with her feet either side of my hips. Again, I was surprised, she guided my glans against her anus and slowly lowered her hips. A mixture of pre cum, her juices and that fact that she was an anal veteran, meant I slid in relatively easily. She held for a while, before lowering herself until her buttocks rested on my thighs. The feeling was incredible, warm and tight. Marie then began to fuck my cock with increasing rapidity. I reached up and stroked her nipples, whilst one of her hands found it's way to her clit. Her face reddened, her breathing became increasingly rapid. All of a sudden, she let out what can only be described as a scream, as she came. This was accompanied by her sphincter clamping my penis, causing me to shoot a load up her ass. This was obviously enough for both of us, as the next thing I remember is waking up, some time later, with Marie next to me. I'd had probably the best sexual experience of my life and I hadn't even fucked her, in the conventional sense.

After another shower, we sat and discussed what had happened over another drink. It was obvious that we had enjoyed what had gone on. Marie asked if I thought it was strange, making love to a much older woman. I admitted that initially I had felt self conscious but that it was actually awesome. She proposed that, if I was happy with it, we could make this a regular thing. I readily agreed. She said that she would continue with my sexual education in future sessions. We agreed to meet on the following Sunday, again at 9am, which would give us the entire day.

Over the following days, I struggled to concentrate, wondering what would be coming. I was so turned on, I found myself wanking frequently, every time, fantasising about Marie.

When Sunday arrived, I showered early and dressed more smartly in trousers and a shirt. As I knocked on Marie's door, my heart was pounding with anticipation. Marie answered the door wearing a dressing gown, with a towel wrapped round her head, obviously fresh from the shower. She made me coffee, whilst she dried her hair. She shouted down for me to head to the bedroom, when I'd finished my coffee, so I mounted the stairs. There had been a slight change, since the previous week. An armchair had been place near the foot of the bed. Also the sex toy collection was laid out on full display, on the edge of the bed. Marie asked if I would like to watch her self pleasure routine. Who was I to refuse. Although I had fingered several girls, I'd never seen a woman masturbate for their own pleasure. She indicated for me to take a seat, which I did, having a good view of the bed.

Marie hung her robe on the back of the door, propped a couple of pillows against the headboard and lay on the bed, her torso slightly raised by the pillows. She stroked her breasts, gradually erecting her nipples, gradually moving her right hand down to her vulva. She gently caressed the area. It was obvious that she was enjoying herself, liquid began trickling from her vagina, towards her anus. Perhaps it was the thought of having someone watch, what, to this point, had been a solo activity.

She reached for a small sleek vibrator, rubbing it up and down her lips, which began to open. She picked up an average sized dildo and slowly inserted it, whilst rubbing the vibrator on her clit. She was obviously in no hurry. She eased off, put down the vibrator, picked up some lube and a butt plug, which I'm guessing was a bit wider than my dick. She slowly smeared the lube on the plug and some more on her ass. She gently urged the plug upwards, until it slipped past the widest part and nestled home. Having done this, she recommenced with the vibe. It didn't take long for her to start bucking and shaking. Here pussy and ass clenched the inserted toys, she arched her back and cried out. After a brief respite, she looked up and asked me what I thought. Thankfully, she must have anticipated the impact, as she had left a box of tissues next to the chair. I'd had to use several, to catch the cum as I wanked to my own personal sex show. I think that answered her question.

Sensing the need for a break, she removed the dildo and put on her robe, leaving the butt plug in place. I zipped up and we went to the kitchen for a cold drink. I asked if she often kept the plug in place. She smiled and said, she frequently wore it to work, which meant, she had had one in place whilst visiting the coffee shop, I laughed.

I must admit to wondering what it must feel like. Not only physically but also walking about with nobody knowing what you are doing. Marie said that it was part of the turn on. She asked, how would you feel about trying it? Obviously, you will have to start off gradually. I've been doing this for a while, even now, I can't quite manage the largest butt plug I have. I get so far but can go past he largest part. I thought for a while and said sure. If it makes you cum that hard, it can't be too bad. Marie said no time like the present.

We returned to the bedroom. I stripped off and as Marie directed, I lay face down on the bed. She kneeled on the bed beside me. She stroked my buttocks and lower back. I heard her open the lube, she told me to relax, as she parted my ass and gently rubbed the lube on my anus. This sent a tingle down my spine. Not an unpleasant feeling. As time progressed, she slowly inserted the tip of a finger, a strange sensation. However, it was definitely turning me on, my erection was throbbing. As my sphincter relaxed, Marie inserted another finger, I grunted. She asked if I was OK. Yes, I said. She reached underneath my belly and stroked my penis. Then a new experience. She inserted a finger between my glans and foreskin and began rubbing back and forth. The pre cum made this a mind blowing feeling. At this point she began fucking my ass with her two fingers. I shuddered and let out what sounded like a growl, shooting a load into Marie's hand. I think I may have blacked out. Coming round, I was alone. Marie had gone to the bathroom. When she returned, I grinned and said that was amazing. Her response was, that's just the beginning.

With round two over, we decided to break for lunch. We ate and drank coffee, whilst we discussed what we had done and what possibilities lay ahead. It was clear that Marie had a pretty extensive knowledge of all things sexual. Not only of how to please herself but various ways to please a man. For someone who outwardly appeared like a suburban housewife, it was surprising. She said, that she had never discussed anything similar with her friends or colleagues, wishing to maintain a sense of decorum. Also the potential to feel exceedingly embarrassed, if they judged her. I felt honoured. I asked why our first session went straight to anal. She said, she loved it and presumed most men would too. I couldn't disagree. I felt emboldened and and asked if we could have oral and vaginal sex, of course, she said, we have plenty of time.

By now it was mid afternoon, I began to wonder if I could manage any more. It was clear that Marie, was used to plenty of orgasms and keen for additional attention. I asked her how long she would carry on for, during her solo sessions and how many times she would cum. Most of my girlfriends, would have a couple at most and be done after about half an hour. Normally, I could manage two or three a day. However, I began to think that with my current tutor, this may increase. Marie said that when she had free time, two to three hours wasn't out of the question and she could manage as many as a dozen orgasms, although not all were as strong or intense as what I had witnessed earlier.

Our afternoon was spent back in my wheelhouse, more of what I had become used to but with a bit of additional interest. By this point Marie had remove the butt plug but on reaching the bedroom had inserted a set of anal beads, of not inconsiderable size, about ten beads, and inch in diameter, with a ring at the end. We kissed and cuddled, before turning round into a 69, one of my favourites. She obviously liked having her clit licked, sucked and nibbled as she came a couple of times, fairly quickly. I think the earlier sessions had taken something out of me, as I would normally cum relatively quickly during a blowjob. On this occasion, not so.

I continued my oral efforts, with the ring of the beads occasionally hitting the bridge of my nose, as Marie took my cock from her mouth and told me to pull out the beads. She came again with a low groan, as I withdrew them slowly. I turned to face her and inserted my dick in her. Considering what we had been up to for the last week, it struck me as strange for it to had taken this long to pump a load into her vagina. Although I had resisted the urge to cum during the blowjob, it didn't take long in her vagina. Her muscle control was incredible. By this point, I was certain that I was empty. We lay together for some time, happy but tired. I was still finding it hard to believe what had happened to me. Eventually, we got up showered and dressed. I kissed her and said my goodbyes, not before Marie invited me for another "lesson" on the following Sunday.

To be continued...