Sex with my neighbour Tom

Desperate to pee I took a chance, I hadn't seen Tom our neighbor as he looked at my hairy bush, he also taught me about sex as my parents got all embarrassed!

Sorry for this being long but a lot happened.
My physical change into a woman from a girl started really early it caught everyone out, even my periods started when I was nine! Everything seemed to move at an accelerated rate, so much by the time I was 14 I had a decent pair of boobs and thick pubic hair, I looked much older than I actually was which was very disconcerting to my parents, especially my mum, my breasts and curvy hips drawing attention from the boys at school and even some of the men around town, she was so worried something might be wrong and had me checked out by our doctor! I developed a very early curiosity in sex too, all of it came from you guessed, the internet, my parents had parental controls but I soon found a way around that by tapping into the hot spot on my phone. I wasn’t very tall either and even now I’m only 5.5ft and that’s in my high heels!

Watching always gave me a very wet crotch and had many orgasms too usually when I was in the bath though, then one day taking a short cut through the woods I was dying to pee and couldn’t hold it in any longer, there barley any cover so rather than pee myself, I took a gamble cause I was desperate, I had just started when I noticed our neighbor Tom, he’s stood there looking right at my very exposed pussy and there was nothing I could do about it as I was in mid stream! I should have been shocked or something but I wasn’t, he got a right eyeful while I finished!
Pulling up my knickers I said “Tom please don’t tell my parents you saw me, I couldn’t hold it in” “Don’t worry I won’t” he said “I know how it is when you need to go, but that was one hell of a gorgeous sight if you don’t mind me saying” I should have been totally embarrassed but instead I replied “Now you’ve seen me you’ll have to show me yours then” he got slightly red in the face but didn’t reply, It was no ones fault but nature, I sometimes wonder if it was meant to happen.

Mum once tried to educate me about “The facts of life!” but it was a disaster and my dad wasn’t any better, they just got all embarrassed and said I would learn at school but that did not happen, then one day I was at Tom’s, it wasn’t too long after he saw me, I asked him, “Don’t you think you should ask your mum Lisa” he said, “Well I tried and she sort of went red in the face and said I would learn at school but that hasn’t happened, please Tom I really need help with it but if you are scared or embarrassed” “No Lisa I’m not but let me think about it okay, I’ve known your parents a long time and you your whole life and I don't want to ruin a friendship if they ever found out”.
That was true he often watched over me when they both went out such was the trust between them.

I didn't push it but the following week he agreed saying I had to keep it to myself, I already figured out a lot for myself with the net but I was craving practical knowledge, you know hands on stuff that no book or computer can give you, he told me everything in graphic detail, where a mans cock goes, ejaculating inside it which he called cumming, I wanted more though, eventually asking him what’s it like to be touched and would he like to touch me, he was understandably nervous but he had a massive bulge in his pants I had seen that before with the boys at school, I may have been only 14 but honestly I looked considerably older, he relented and slid his hand slid slowly up my thigh, slid my skirt up a bit...and then a bit more. I felt one finger softly touch my panties, eventually touching my pussy through them.

He rubbed the slit up and down, with that one teasing finger. My nipples were rock hard and poking through my bra and tea shirt, I couldn’t help myself as I took off my tea shirt, my bra was front fastening and he expertly unhooked it, and my bare tits were exposed to his hungry gaze. I was already breathing hard but trying not to, because I didn't want him to know how hot he was making me. He slowly lowered his mouth to one of my throbbing nipples. I moaned in pleasure as his hot tongue teased my little nipple. He suckled it gently then moved to the other one. They puckered up even tighter than they were. They felt like stones. He teased them and sucked them until he felt me grinding my pussy against that teasing finger. My head fell back in lust. He sucked hard on my nipples. He nibbled them with his teeth.
Funny thing is I never felt scared or nervous, Then he did what I was waiting for. He slid his hand down my panties. I thought I would die in pleasure. He rubbed my throbbing slit with his finger, and gently, slid that middle finger between my sensitive pussy lips and I was soaking wet, right there the “lesson” ended, “There you are Lisa, you know what’s it’s like to be touched by a man now” I was so disappointed when he stopped I was on such a high!
My mum and dad were going to spend the weekend at my aunts and uncles house, normally I would go with them but I asked to stay and help Tom out around the garden, I said there was nothing for me to do there anyway and Tom could keep an eye on me if he wouldn’t mind and after a asking him he agreed, I think he knew it was all a put on but in reality there was nothing for me to do there, and I wanted lesson number two, I got a little lecture about not letting anyone in and lock the doors after a certain time, and of course they would ring me at 9 to see if everything is okay.

Saturday morning came and they were off, I went straight round to Toms, “I saw them leave Lisa now why did you really want to stay”? “Can’t you guess, I want more of what you did and possibly more than that” “What time did they say they would ring you at night” “9 at night” I said, “You’ll have to be in then won’t you” “Tell you what, what if I use the garden gate that links our gardens, that way no one will see either of us come and go, Lisa this is to important not to do, on no account must you breath a word of what I’m showing you okay, I mean ever you understand me” This wasn’t incest but I knew exactly what he meant.

After a days work in his garden I went home and had a shower and waited, just as Tom had promised he came I made him a a cup of coffee and was wearing nothing but one of dads tea shirts with nothing underneath, bang on 9 the phone rang, I told Tom to stay quiet and answered, they were on about ten minutes and said they would ring the following night same time, C'mon tom up here to my room it would be better, I can lay on my bed, he followed me, taking off the tea shirt I was totally naked, I lay on the bed and Tom worked his way down my flat stomach, putting his tongue in my bellybutton, my body literally shook and quivered with excitement,  he continued his journey down to the glory of my wet pussy. he kisses and licks the top of my mound, my body quivers at the electricity running through it.

I raise my legs my feet flat on the bed letting my knees part as wide as they can wanting him inbetween them, he did not disappoint, Then gently. For the first time, I got licked from the bottom of my wet slit to the top of my clit. I nearly bounced of the ceiling with excitement.
I felt Tom open up my virgin pussy lips to reveal my small, virgin hole, he runs his tongue up my slit again, this time pausing at my clit, find it and rolling his tongue around it the gently sucking on it, I couldn’t help myself by pushing my pussy into his mouth saying “Oh god Tom keep doing that” my body felt like it was on fire, finally he stopped and pushed his tongue inside as far as it would go.

I was grinding my crotch against his face, wanting more, wanting it deeper, finally he said “Lisa,  I'm going to gently put my finger inside you” I was too far gone to answer him, “This may hurt a little because it's your first time okay." Before he could do that I came on his face! He didn’t mind at all, I feel his finger pushing into me, I wince a little and he must have seen it, "Are you ok Lisa, is it hurting?" "It does a little, yeah, but it's more pressure really. Keep going Tom just go slow."  he positioned his finger again, gently pushing and going all the way in.
“Tom your finger feels so big is it inside me and it’s slightly painful” "I know Lisa it's your first time it will begin to feel good again I promise. Relax and listen to your body tells you, as he very gently moved his finger in and out the pain subsided but it took about five minutes, “You are doing so good Lisa, keep concentrating on how your body feels, let it take you wherever it wants to go."  my pussy had acclimated to Toms finger and it slipped my finger deeper inside me, I arched slightly but did not protest. Tom began to move his finger slowly in and out of my very tight hole.

Turning his finger upward he found my G-spot he also worked on my clit with his tongue. All of a suddem a feeling I knew well, an orgasm building up, "Oh, Tom holy shit, I'm gonna explode, I just got the words out my hips came off the bed, my tight holed clenched in orgasm, as I squirt my pussy juice all over Toms face and the bed! I had more than one orgasm as my pussy quivered on Toms finger, finally it was over, my body relaxes on the bed, I finally got the realise I was looking for as I lay there shaking!

“Well Lisa you are no longer a virgin” he showed me his finger and it had blood on it, “Is that why it hurt a little” yes he replied “I went through your hymen but it won’t hurt anymore now” Does that mean you can put your cock in their then? “No not tonight and never without protection” You mean a condom don’t you, “Yes I do” If you get some tomorrow can we then? “We will see how you feel tomorrow, I’ll help you change the bed then you can have a shower and a good nights sleep and see how you feel then”
Okay Tom but I won’t change my mind. I thought the first time I made myself cum was awesome but what has just happened was off the scale of pleasure, surely real sex must be even more awesome.

After an amazing night I couldn’t wait until the following night, I kept thinking to myself, I’m not a virgin anymore and kept touching myself and had a very satisfying feeling down there, of course Tom was right he couldn’t go near me with his cock for fear I could get pregnant as he I already told him my periods had started a few months ago and I was too young to get on any kind contraceptive myself, in the morning I felt more alive than ever knowing what I knew, getting up I had another bath and an idea, I spotted my mums hair brush and thought! While in the bath I positioned the handle end at my pussy entrance and slowly pushed it in, it was perhaps 4 or 5 inches but it slid inside me and it was tight, moving it slowly in and out I had an amazing orgasm before finally getting out, Tom was right, it didn’t hurt and I was a woman in the eyes of nature.

The day seemed to drag on forever, Tom asked me how I felt “I feel different Tom, what you did last night felt amazing can’t wait till later on” “Your not hurting, no bleeding, no pain from there then?” No Tom nothing like that I would tell you if there was “Oh could you hold the fort here I need some bread from the shops and a few other things I won’t be long” Okay I sad and off he went.
Finally it was night time, I waited until the call from my parents was over and we once again went to my bedroom, “Lisa is there any towels waiting to be washed” I don’t know Tom why? “To save your bed getting wet sweetheart you don’t want to washing it again do you” I went to the laundry basket and there was a couple in there so I brought them, I undressed quickly and lay on my bed, Tom took of his shirt and trousers keeping his boxer shorts on, I could see the shape of his cock in them, “Now no touching me Lisa okay” even though I was dying to reach out I said okay, with the towels underneath me he began.

My legs were wide apart, he slid that teasing middle finger up and down my pussy lips, sliding between them again. He rubbed up and down slowly until he found my hard, throbbing little clit. He rubbed it with the tip of his finger in tight little circles. I didn't want him to ever stop. He slid two fingers inside and started sliding them in and out and it felt amazing him doing it as it gripped his fingers like a vice, He put his mouth on me again and I came, while he tongue fucked me I reached out and touched his cock, rubbing it through his shorts, it was much bigger now and there was a wet patch on them, I came twice more, crying out with the most intense pleasure I had ever felt.

He stopped what he was doing and stood in front of me, Lowering his shorts his fully erect cock was there in front of me and it was big and thick, I sat on the edge of my bed and did what I saw girls do on the net, one hand for his cock and the other holding his balls, I slowly began to wank him, their was a fluid coming out of it, see through but not pee, it ran down his cock sticking to it and there was quite a lot of it, as if my body knew what to to do I sucked the head into my mouth. It tasted all salty but I didn’t care, Tom did not move as I sucked on him, I teased the head with my tongue and sucked him in and out, as much as I could anyway. The only sounds in the room were the slurping noises I made on his big dick and his moans of pleasure.
After maybe 5 or so minutes he stopped me, he dried his cock on the towel and pulled a condom out of his pocked, open it and carefully I saw him roll it down over his shaft, He laid me back on the bed, and reached down with his fingers. I was soaking wet. He put his throbbing cock between my legs. Herubbed up and down my slit until he found that tight hole once again. He pushed in slowly. Pulling out a little, then back in.

It felt really big and wondered if it would go inside me, he made sure I was really wet then pushed it inside me, I’ve had never felt anything like it as his cock stretched my pussy like nothing else had before, he began his sweet, slow thrusts. He slid in and out of my very tight cunt and I felt stretched to the max, I moaned in pleasure at the new sensations as my pussy seemed to get even tighter around him and I felt the pressure begin to build, I erupted in a massive orgasm as he held his cock deep inside me, “Wrap your legs around me Lisa if you can” I did as he asked and it made it easier getting deeper me, orgasm after orgasm came quick and fast as they ripped through me, finally though Tom could not hold on any longer, He lifted his head and pushed all of himself in me, His body jerked and his breath came in hard shuddering gasps and I felt a mans cock pulsing and throbbing inside me as he ejaculated and it made me come again.

When his orgasm finally stopped he held onto the base of the condom making sure it didn’t come off, he said I was so tight it could have pulled it off inside me! There was a huge amount of cum hanging there at the end of it, “It’s not the sex but that stuff that causes all the problems” Tom said “Never let anyone do this with you unless they wear one of these or until you get on something sweetie, including me” I nodded in agreement, we couldn’t have sex everyday so it was kept as a treat, but when it happened I adored it, but there was other things we could do without it, like oral sex and he advised me to take off my bush as he called it, “It would be more hygienic Lisa and I get them mouth” that made me laugh, I had never used a razor on myself before so I said okay but only if he does it as I was a little nervous especially about cutting myself.

When that day came I was really anxious, Dad had gone back to work, he worked away for up too to months at a time, “Okay Lisa are you sure you want to do this” Tom said, I said yes, “It was only a suggestion sweetheart and you can always let it grow back afterwards, it’s not permanent” I still said yes, “Okay go upstairs and wash yourself their and leave it wet I’ll be up in a moment” when he came up he had a plastic chair with him, “I see you’re ready, I’ll have to cut a lot of it off with scissors then I’ll make you nice and smooth sweetie, after trimming me being really cautious and careful he asked me to open my legs as wide as I could get them and started to lather me up, “God Lisa you are absolutely beautiful down here” he said, then he started to shave me, it felt really nice having that done and afterwards it felt amazing, “If you want I'll keep it down for you until you can do it yourself”.

Our first oral sex after that felt more intimate and he asked me to go over the top of him, my first 69, I perfected my own skills playing with his cock and getting used to it being in my mouth taking it a little deeper each time, I always came in Toms mouth, he was such an expert in making me cum with his tongue and sucking on my clit my orgasms got stronger, then one day I decided I wanted him to cum in my mouth and asked him too, “If you are sure Lisa” I knew what it tasted like and liked it, “A bit of advice sweetheart, I’ll tell you when I’m going to cum, just have the end in your mouth and breath through your nose so you don’t choke okay, after about 15 minutes of playing with him he said I’m cumming, I did as he said and got a mouthful of his cum, keeping my lips sealed around his cock until he finished, I swallowed it all, I finally had his cum inside me!

We continued having sex but when I was 15 and a half my mum noticed I was getting interested in boys!
To be honest she saw what I wanted her to see, she got worried and said she didn’t want me getting pregnant and she would give her permission for me to have a 3 year implant fitted by our doctor, so the first day my period started off we went to have it done, the doctor said as soon as my period was over I’m fully protected, it was a relief, finally I could let Tom cum inside me safely, and I couldn’t wait. It was about this time all this covid thing started, Dad was working and mum was at her parents forgot about the deadline for the lock downs and couldn’t come home! Neither of them could! After a long phone call I told her not to worry I could take care of myself and I would wear a mask when at the shops, and Tom can keep an eye on things, she wasn't happy but their was nothing we could do.

I can tell you me and Tom had fun, he had never cum inside me without a condom and god was I looking forward to it, at least he could get in each others homes without being seen by anyone, that night after all the calls were over I slipped into Toms house, and into his bed, after some wonderful oral sex he got in between my legs which were wide apart showing off hairless pussy, Taking his thick hot long cock in my hand I pressed it to my pussy, as usual I was soaking wet and well lubricated, with no condom on he slid into my tight hole, I felt more heat from his bare flesh this time as he  began pumping me with long slow strokes, looking down I could see my skin move upwards as his cock ploughed me, he sucked on my now very hard and well formed nipples as my pussy enjoyed tightening around his cock, Tom worked my clit over with his finger and I quickly reached my first orgasm squirting over him, my whole body tensed up an another orgasm washed over me, I has several orgasms before Tom said “I’m going to cum sweetheart” wrapping my legs around him pulling him closer his cock was all the way inside me when I felt it throbbing away, finally he was filling me with cum properly, I could feel the heat of it too as he unloaded in me, “Oh god Tom I’m cumming again” I probably had the biggest orgasm I ever had while he was still throbbing in me as my whole body seemed to spasm and lock as tom pushed himself in me harder.

When both orgasms finally subsided tom lay beside me, I could feel Tom cum run out of me and onto a thick towel, it felt awesome feeling it for the first time, Tom looked at me “Well Lisa you are well and truly deflowered now, I hope that implant works sweetheart” It did and boy did we have fun during that lockdown, I never thought a man performed oral on a girl after sex but tom did, he said one night let me clean you sweetie and I jumped over the top of him, he licked and tongued me swallowing everything that came out of me making me cum god knows how many more times sucking on my clit!

Sadly tom is no longer with us, a couple of years ago he fell banged his head and went into a coma, he never came out of it, I’ll never forget what he taught me though and I enjoyed every second of it, and he did too.