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I suppose it wasn't the best way of loosing my cherry but was very memorable for the few months it lasted. My friend still doesn't know to this day

Steve's Mum. This happened back when I was about 19 in around 1995, Steve and I had been best mates for as long as I can remember and our mums treated us like a part of the family so we felt right at home in each other's houses. We had played a lot of sex games with the locals girls but Steve was still a virgin and I had tried to have sex twice but couldn’t get it in all the way, I didn’t get to come as my girlfriend was a virgin and I had hurt her trying to break her hymen so we never completed the act, I guess technically I wasn’t a virgin but in reality sure felt like one as I only managed to get the tip wet. Steve and I had gone to college together, l had the habit of flopping down at the base of the breakfast bar at Steve's place while enjoying a snack and talking about the day's events.

Our mums both knew we would be together at either his house or mine and would be having dinner there so they never worried about us. Steve's mum Jane was a petite lady that never said a bad word about anyone, everyone liked her and she kept fit enjoying tennis and netball and although she dressed rather modestly she seemed to have a fairly decent body and a face to match but was not the sort of woman my feverish young mind thought of as sexy. Steve's dad Ben was a huge bear of a man that rarely spoke and even then seemed to grunt more than actually say words, he was a man of habit and although I didn’t know it at the time he expected his wife to be freshly showered and naked when he arrived home at 4:55 from his job at the local warehouse. I had always taken it for granted that Jane would be having a shower when Steve and I arrived home then she and Ben would disappear into the bedroom for half an hour or so before they went to the shower together. After term had finished Steve went to work with his dad and I finished college and went to work part time at a local shop. I would still stop off at Steves and wait at the breakfast bar for half an hour until Steve arrived home around 4:30.

One afternoon as I was leaning on table the phone rang and Jane raced from the shower to answer it leaning across me to reach the phone and talking for a few minutes, the towel she had wrapped around her had opened slightly allowing me a close up view of her hairy pussy and I could smell the fresh soap with a hint of her womanly scent. To say I was stunned was an understatement as it was the first time I had ever seen a mature real woman’s pussy and I had developed a rock hard boner making a tent in the front of my shorts. Time seemed to slow down as I stared at the pink slit borrowing its way through the dense black curly hairs of her womanhood, I was still staring open mouthed as the phone call ended and she stepped back noticing the tented front of my jeans and realised what must have happened. She laughed and poked my erection with her foot exclaiming “looks like someone got an eyeful!” but that one touch was enough to push me over the edge and a large wet stain slowly spread over the front of my jeans as I came in my boxers.

My face glowed bright red with embarrassment as she stared in shock at the spreading wet spot but she then started apologising profusely before grabbing me by the hand saying “we better get this cleaned up before the others arrive home”. She quickly dragged me into the bathroom and pulled my shorts and underwear down while running warm water over a washcloth. I stepped out of them as she kneeled on one knee in front of me, taking my semi soft dick in her hand and washing the cum from my pubes. The towel had once again parted giving me a clear view of her pussy and with her face only inches away from the hand wrapped around my prick I instantly hardened again with a low groan escaping my lips. As she felt me stiffen Jane stopped her wiping and looked up at my anguished face with a range of emotions crossing her eyes, I started to throb in her hand as I ached for release then a strange look crossed her face and she stated “we better make this quick” and laid back on the tiles pulling me down by my penis.

I lost balance and fell forward between her outstretched legs with Jane guiding my cocks head straight between the lips of her pussy, she wrapped her legs around my bum and pulled me towards her and although I could feel the warmth of her smooth inner lips surround the engorged head of my cock she was still dry so she wet her fingers and slid them inside her before pulling me tight again. This time I felt myself slide in with the smooth fleshy feeling taking me over the edge again before I had even got all the way in. The feeling was incredible as I started pounding away totally lost in my orgasm while Jane positively purred with pleasure in the act of giving. What seemed like 5 minutes but would be less, I spurted and spurted in a seemingly never ending wave of cum soaked pleasure before finally laying still soaking up the warmth of her insides and feeling the smooth nakedness of our bare skin together. I think Jane finally realised, said “oh my god, what have I done” and started pleading “you can’t tell anyone about this” … “promise me”… “promise me”. In a rare moment of future thinking I exclaimed “don’t worry, I wouldn’t want to destroy any chance of this happening again !!”

Jane was about to speak when we heard Bens car pull into the driveway and we both jumped up quickly, She grabbed a clean dry pair of her knickers off the towel rail telling me to put them on while she fished out a dirty pair of Steve's shorts from the washing basket for me to wear then as she headed for the bedroom said “we’ll talk tomorrow”. I quickly dressed and flushed the toilet before heading to the breakfast bar to wait for Steve and for the first time heard Jane moaning and groaning in the bedroom. Steve arrived home a bit later then as Jane and Ben headed for the bathroom Jane beamed a big smile at me from her flushed and sweaty face, I wasn’t sure what tomorrow would bring. A short while later after a kick of the footy I headed home as the feeling of Janes satin feel panties was making me hard again, as I walked along the thought of my penis being close to where her pussy had been along with the satin sliding over the head of my dick had me close to orgasm again, I managed to hold on until my bedroom but as soon as I pulled my shorts off I lost it and shot another wad off into Janes panties before I could get them down.

All the next day my dick alternated between being hard as a rock with lust and trying to hide in my guts in fear and I nearly didn’t go to Steve's but thought it would be a bit unusual if I didn’t so for Janes sake I hesitantly made my way over to find Jane waiting for me, I handed her Steve's dirty shorts and she gave me back my freshly washed shorts and underwear then I embarrassedly admitted I couldn’t bring her panties back as I had made a bit of a mess in them on the way home. She laughed and the ice seemed to break and we chatted like always. I asked her whether Ben had found out as I had heard the unusual moaning and groaning yesterday and she had explained that Ben was very big and as he didn’t go in for foreplay it was not usually pleasurable for the first few minutes of their sex and he usually came just as it started getting nice for her but with my cum lubricating her right from the start she had been very excited from our little session and had one of her rare orgasms.

She went on to say that she had no intention of letting me do it again with all the danger and all but after having the orgasm and Ben saying “that was awesome, whatever you're doing keep it up! “ she was now in two minds about it. She was worried that I might blurt it out to one of my friends but I reassured her again that I would do nothing that would jeopardise my chance of getting with her again. I asked her if it was normal for my balls to hurt so much after sex and she laughed and said “I bet you’ve been horny all day haven’t you” and went on to explain about Blue Balls, then she said the words I desperately wanted to hear “well come on then, we better fix that” and took me into the lounge laying back in one of the chairs with her legs draped over each side. She asked me to give her a little lick to get her wet before slipping my dick in as we only had five minutes, I was a bit hesitant at first but found the taste and the smell very nice and after a couple of deep licks I was hard with lust and before she had a chance to say anything got up and slipped my stiff cock in right to the hilt first go and started pounding away like mad. I came after about 5 minutes and kept going slow enjoying the feeling then stiffened again and picked up the pace and only minutes later came in her again, Jane was amazed, shaking her head and laughing exclaiming “you boys sure don’t take long to recover” then held me still as I started to soften in her warm embrace until Ben arrived, I quickly pulled up my shorts and Jane headed for the bedroom. Once again I listened to the moans and groans as Jane had an earth shattering Orgasm impaled on her husband with a bit of help from little old me.

Over the next year we continued our tryst most weekday afternoons with it usually just being a cum dump, she seemed to gain a great amount of pleasure from just pleasing me and would tussle my hair afterwards saying something like “did you enjoy that”, “good boy” “bet your glad to get that off your mind’ etc etc. Sometimes while she was preparing a meal I would just lubricate my prick and lift her towel and slide it in from behind and other times she would bend over the chair or lay back in the chair while I had my way inside her. Occasionally we would have a proper session where she would teach me what she liked and how to last longer, I really enjoyed those times and even made her cum quite a few times. One afternoon as she was peeling some spuds behind the breakfast bar I slipped around on the floor in front of her and started licking her pussy, all of a sudden one of the tennis ladies poked her head through the open rear door and seeing Jane preparing dinner, walked up and started chatting to her not knowing that I was under Janes towel on the other side of the bar eating her out.

As I couldn’t be seen I mischievously started licking her again and then knowing how much she liked it started sucking on her clit. Jane was getting really wet and fidgeting as she tried to keep a calm voice while I ran my tongue around and around her clit, she was hopping from one foot to the other, I thought I had gone too far when the other lady asked “are you alright” but Jane replied “I’m just dying to go to the toilet and Ben will be home soon, do you mind if we chat later?” The lady had barely cleared the door before Jane squatted down pulling my shorts down and impaling herself on my rampant cock saying “don’t …you … ever … do … that … again” as she rubbed back and forth in a huge orgasm with me joining her a split second later. Another memorable time was when I was staying over and Jane had fallen asleep in the lounge on the sofa, my usual bed. Steve and Ben had gone to bed with Ben giving Jane a shake before heading to bed, I slipped down behind her on the big sofa spooning her under the blanket and giving her a nudge but she dozed off again so I slipped my dick out of the over the band of my joggers and started rubbing it against her bum crack until I got pretty close to cumming, bugger it I thought and wet the throbbing head of my prick and lifted her light summer dress up at the back, moved her panties to one side and slowly inserted myself in her. I slowly moved in and out until I was all the way in and a short time later had a gentle orgasm and stopped to soak in the warm feeling, I was soon hard again and kept up a nice slow pace really enjoying a long lasting fuck for a change. Jane whispered “that feels nice” shortly before I came again. The next thing I knew was it was morning and I was now inside her with a morning woody, Jane was still asleep as I started sliding in and out and soon Jane was moaning softly and pushing slowly back on me enjoying it as much as I was.

I came gently but Jane kept me inside and slowed her movements waiting for me to get hard again but suddenly Ben walked out of the bedroom and walked up to us, I just closed my eyes and waited for the shouting, Ben ripped the blanket off us saying “get up sleepy head”, I felt Jane stiffen, my rapidly softening cock, were still dressed as far as he could see and didn’t notice anything and headed off to put the kettle on. Jane sat up and pulled the blanket over me but she needn’t have worried as my shrinking dick had exited back under the waistband of my joggers anyway. She was still rubbing her eyes when Ben walked back in, Jane said “why didn’t you wake me”, Ben replied “I did” and I hastily added that I had also given her a nudge before falling asleep myself. Later on Jane spoke to me saying “I thought we agreed that it would only happen before Ben got home in the afternoons” Things quietened down a bit after that with both of us not as keen to keep up the frequency and a few months later stopped altogether.

Published 
Written by Leicestershireguy

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