StrokingHeaven.com: Male Sexual Histories and Experiences Collection 1

Gatekeeper

This might read as incestuous but it isn’t.

From about 14, and when my sister was aged 10, I was always suggesting to her that we undress in front of each other and see each other naked. Not to touch but just to look.

After a lot of pressure from me over almost a year my sister finally agreed that she would be naked for me but it would only happen when everyone was out for the evening and when she was taking a bath. I was not to touch her, however, otherwise she would scream.

This was the night. Everyone was out, my sister was in the bath. I put my hand on the bathroom door hoping it would open. It did. I went in. My sister was lying in the bath covered in foam. I said, “how am I going to see anything of you with all that foam?” She replied, “well I want to see you first so take all your clothes off.” I did. I could see she was rather embarrassed at seeing me all naked and my dick was growing in size with every second. She watched amazed as it became fully erect. She wanted to know why my dick had got bigger and had to say it was because I got excited. She asked me all sorts of questions and I gave her answers whether they were right or wrong. She asked, “can I touch it?” I said, “I thought you didn’t want any touching but you can if you want.”

Her arm came up from under the foam and over the bath reaching for my dick but this broke the foam covering her body and I could see her little boobies. She touched the head of my dick and said it felt very hard. More questions – more answers.

Finally I said, “now I want to see you without all this foam.” Being shy she was rather reluctant but eventually pulled herself up from the foam and the water sitting up in the bath. She leaned forward and pulled the plug. The water soon disappeared but the foam remained. I said I would wash the foam away and using a tooth mug filled it several times with warm water to splash over her. This revealed her very young developing body.

She stood up as if to start drying herself and I told her to stand facing me with her legs spread so I could see her parts. She obliged and kneeling on the floor I gazed in amazement because she was so different. I hadn’t seen her naked since she was about 7 and had forgotten what she looked like down there. “Ok,” I said, “now turn around and bend over as I want to see some more.” It ( her cunt) had some remaining foam covering it so I blew it away exposing her beautiful young womanhood. It was a sight to send me over the top.

I looked, I admired and I gazed. Eventually I left the bathroom and went to my room to give myself relief.

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Gatekeeper Part 1 of 4

Chapter 1.

When I was first in full time work some years ago, it was coming up to the end of year when the Company organised a party for it’s staff. We were allowed to take our spouses or partners. The do was going to take place on a Friday evening and finish around 1.30a.m. Three weeks before the event I didn’t have a partner as I wasn’t in any relationship then.

There was a young woman, Melanie, a few years younger than myself that I thought was quite nice but knew she was into drinking quite a bit and having a good time at parties. I knew her through our work but not well, she worked in a different department, but I asked her if she would be my partner for the company do. She readily agreed, saying she was looking forward to it and hoped we would have a good and enjoyable time.

On the evening I had arranged to drive to her house for 7.30p.m, meet her parents, so that they were aware who I was and where we going, then we would drive in my car to the location in the City.

All went well during the evening, with good food and plenty of drink, lots of dancing and we had a thoroughly good time. The evening had gone much much better than I had anticipated and we ended up quite close at the end. Probably not just how the evening developed, possibly due to the combination of good food, plenty of drink (though neither of us got drunk) and music. As we walked back to the car we were holding hands, stopping for the occasional kiss and looking at each other.

The drive to her house wasn’t far but on the way we stopped in a car park by the beach on the harbour near where she lived to talk about the evening and about each other. This was our first date.

Soon it was 3 a.m. and I suggested we ought to be getting home. Melanie turned and said there wasn’t any rush and anyway she would like to see the sun coming up later and with that she turned and started to kiss me, quite passionately. On that signal I returned the kisses. The kissing got longer and more meaningful and soon we were tonguing each other.

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Gatekeeper Part 2 of 4

Chapter 2.

I was kissing her neck, around her ears, her cheeks, her forehead and her nose. When we were into one heavy snog I suddenly felt her hand rubbing all around my trousers over my already erect penis. Melanie didn’t say anything. Then to my surprise I felt her catch the zip and slowly ease it down. Once fully down she pushed her hand through the opening and was feeling around my pants for the opening. Once found her handed glided onto my penis. By now I was oozing juices and feeling very excited. This was beyond all my expectations as I hadn’t thought our evening would go anywhere on this first meeting.

She rubbed my juices all around the head and was also trying to pull it out of my pants. I undid my belt and clasp so she was able then to get her hands over my pants, and hold my penis in her hands. Meanie was gently stroking and caressing it with her hand but occasionally a finger would dwell on the most sensitive spot massaging some of the fluids all around. I proposed I lower my trousers and pants for her, she whispered agreement, so lifted myself off the seat to slip my trousers and underpants down to my thighs.

I knew then I could probably do the same to Melanie. Firstly I placed my hand over her dress onto her breast and rotated around and around. Through the material of her dress and bra I could feel the nipple stiffen. As she rubbed the head of my penis I could feel a tingling and knew I was leaking fluid into her hands that she was spreading up and down my shaft. The car was beginning to steam up by now so we opened a few windows a little for the cool night air to come in.

Turning back to where we left off Melanie was slowly fondling my penis. Easing her dress off her shoulder slightly I put my hand inside her dress feeling inside the cup of her bra for her nipple. It felt hard, I manipulated it for a little while. She stopped what she was doing, leaned forward, undid the zip on her dress and also undid her bra. She leaned back into the seat.

I reached for the bra strap and lowered it from her shoulder over her arm releasing her breast from its cup. In the glow of the night it looked so beautiful and inviting. It wasn’t big and it wasn’t small but at that time of night did it matter. I then leaned down to kiss, lick and fondle it and suck her nipple. In my mouth her nipple seemed large. I clenched it gently between my teeth and stretched it then releasing to lick it with my tongue. Then I licked all around the areola feeling the little pimples. Lastly I pretended to suckle. It seemed to bring a feeling of contentment to me. She was obviously enjoying it as she was kissing the top of my head and back of my neck while still gently playing with my penis.

Nude Woman Sitting in the Ocean Surf
This is not the author of the stories presented above or below.

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Gatekeeper Part 3 of 4

Chapter 3.

Not long, maybe 5 minutes, after kissing, licking and sucking on Melanie’s breast she moved my hand from where it had been holding her pert breast. Immediately I thought I had gone too far and dreading she might say something or stop what we were doing. I then realised that she was moving my hand down onto her lap. She also caught her dress and raised it a little onto her knee. Wow! Was she really taking this further than I had expected? I thought that we might have a bit of a kiss and a cuddle and a chat but to maybe actually touch her genitals was way beyond my wildest dreams. No, surely that wouldn't happen. Anyway I took this as a signal for the next phase of our activities and felt around for the hem of her dress. I slid my hand onto her knee and rested it there momentarily in case I read the signal wrongly but slowly and gradually moved up her thigh.

I could hear her breathing a little heavier and by the time I got to the top of her thigh she was breathing deeply in between our kisses. Melanie didn’t say anything so I knew I was safe to continue. My hand moved to the inside of her thigh stroking the muscle and occasionally my fingers rested on her underwear where her pubic hair would be. I stroked across the fabric. She didn’t flinch. The undies felt sexy to the touch. Then the palm of my hand rested on her mound and I was pressing slightly, moving my hand a little lower. This happened for maybe 2 or 3 minutes.

I turned my hands and slowly moved my fingers upwards feeling for the elasticated top of her panties. I slipped a finger over the edge, pulling the front down gently. The fuzz of her pubic hair soon became apparent. I was then feeling through her hair for the slit that would take me to heaven. Melanie seemed to almost be sucking for air as we kissed deeply.

My fingers were trying to find the crease – in order to part her outter labia lips. Her body felt very hot and inviting and I knew she was on fire. She muttered something. I pulled my hand away and we stopped kissing. Hitching up her dress, lifting her bottom off the seat, within seconds she had pulled her panties down to her knees. Once again she covered her exposed thighs with her dress only half way) and we resumed kissing and petting. As I put my hand on her thigh I felt Melanie ease them apart. I knew then this was going to be a successful outcome. To tease her, my hand stayed on her thigh with my fingers just touching her lips. I played with her hair and ran my fingers down the outside of her lips into the crease of her thighs. Soon I tried again to slide my finger down inside her lips and as I did so, she jumped. I did it again and again she jumped. She whispered it felt a little like being tickled but wanted more. After 4 or 5 jumps I slid my finger between her wet warm lips searching through the inner lips for her vagina. My finger found its target, it was very warm and very sticky wet so I inserted my finger into her. Her body reacted and seemed almost to go completely limp. I ran my finger around the inside and then pulled it out to play around the opening. She asked if I had anything to put under her, in case she soaked the seat, so I pulled my handkerchief from my pocket and got some tissues. She took them and placed these under her.

Feeling around the now well-lubricated canal I could sense the pulsating ridges of her vagina walls. I used my moistened finger to slide in and out of her. She took my my finger and slid it up to her clitoris, making me rotate and manipulate it. I would then slide back into her vagina. Sometimes I used two fingers to push into her as my thumb sought her clit. I was extremely wet myself and said that I probably wouldn’t be long in coming. With that she slowed rubbed my penis with gradual up and down movements collecting my juices, covering the head and running down the shaft. Within moments I could feel I was going to explode and grabbed a tissue from the box and put it in her hand. Instinctively she wrapped it around the head just as I exploded the biggest climax I had had. My body quivered with the power and energy being released. I spurted maybe 7 or 8 times till it was over. I felt almost weak afterwards and had to stop kissing.

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Gatekeeper Part 4 of 4

Chapter 4:.

Once I had released my sperm into the tissue, the moment for me was over but Melanie was still enjoying what I was doing to her. She broke off kissing me and laid back into the seat with her eyes shut. She was panting a little and occasionally her tongue would slip over her lips. Her hand that was on my penis was now on her breast and I watched as she was working her own nipple. My finger was now spending more time manipulating her clitoris. Because of all the moisture it kept sliding off. However I could feel that it was a little stiff, like a little penis, so I was feeling for it’s shaft and rubbing it gently between my fingers. This seemed to intensify her feelings. I asked what I needed to do and she just whispered “keep going, push your fingers into me.” She pulled my head to her and we kissed as she whispered she would soon be coming. I didn’t know what she meant as I hadn’t experienced this with a woman before and when I asked her she just said “just like you silly.” I thought she meant she was going to ejaculate too.

I kept the momentum up, manipulating her clitoris and pushing a finger into her. Her juices were all over my hand. In no time she began to shudder, she stopped kissing, her back arched, she held my finger on her clitoris just as she exploded with ecstasy. She continued shuddering for a good 40 seconds until she sank back into the seat exhausted. I was expecting to feel my hand covered in ejaculate but it wasn’t. I had placed my hand on her stomach as I felt the surge of her powerful climax going through her body. I bent down, lifted her dress and kissed Melanie on her stomach and in her pubic hair and finally kissed her breast. Because it was dark I could only just make out the darkness of her pubic area. I left her relax while we just pecked at each other savouring the moments we had just had.

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Gatekeeper

I was 11 at the time and pretty shy where girls were concerned and wasn't one to initiate anything sexually. I was already masturbating but had never seen or observed any part of the female anatomy. Two of my friends, H & C, suggested we went to a park to meet up with a girl in our school who would be 'willing to show us hers if we were to show ours.' Usual kid stuff. We arrived in the park and met up with M. We headed off to a secluded area of the park and found an area with a small clearing but surrounded by scrub. Not easily seen from anywhere.

It seemed a few minutes before anything happened but H was the first to undo his trousers and withdraw his penis. We knew M had 2 sisters so was unlikely to have seen a penis before. C was the next to loosen his trousers and pull out his penis. I was last, nervous and very shy, but undid my trousers and dropped them and pulled my pants down to my knees. M came to me first because she could see, unlike H and C, that my penis was stiff and surrounded by pubic hair. She had a good look at my penis and pouch and touched it saying it felt funny.

After M had spent maybe 20 minutes looking at the three of us we said we now wanted to see what she had. We knelt down, still exposed, in front of her. First she opened her blouse and we saw her breast buds. Girls then didn't wear bras. They were already protruding about 2.5cms. Then she lowered her skirt revealing her white undies and then lowered these to her ankles. I think we were all surprised at what we saw even though we all had sisters it seemed that this was the first time each of us had seen a fanny. We took it in turns to lean forward and have a look. When it came to my turn I looked and could see the beginnings of red pubic hair growing on her lips. We wanted to see more so got M to turn around and bend over so that we could see more. C used his fingers to part her lips. While C held the lips apart I put my finger inside the lips and could feel the warm mucous in there. H said he had seen a picture in a book that girls had another hole and wanted to find it. So C and I pulled away and let H look. He opened M's lips a little further and sure enough exposed another hole - we were amazed. By now I said that I had something to show them and masturbated in front of them all, discharging my cum into the grass. After another 10 minutes we packed up and went home.

Two weeks later M came to me and said she wanted to look at me again as she didn't think the other two boys were very mature so we arranged to meet after school at our spot. We quickly dropped our trousers/pants and took turns looking and exploring each other. M said she wanted to help me do what I did last time so I showed her what to do and she soon brought me to a climax and my cum went into the grass again. In return I got to feel all around M's labia, look at her hole (which I only learned later was her vagina) and to rub my finger between her lips. She said she didn't know what I had done but it had made her feel funny.

We met quite often after that on our own but it was probably some months later that M had developed a little more and she was starting to get a little shy. Anyway we met once more and her developing breasts were now about 4 cms and there was much more hair around her labia and fine hair was showing just above her lips. We did the usual touching and feeling but on this occasion she decided to lie on the grass and asked me to lie next to her. She said she wanted to feel my penis against her. So we lay there for a time with my penis against her thigh while I caressed her breasts. Then she turned towards me and got me to push my penis between her legs. I rubbed it between her lips and could feel the warmth of her juices on my penis. She said she was feeling good and would like to feel me more but was having a period and couldn't. I had no idea what she meant as this was nothing I had heard of before. I asked what that was and she told me. I asked her if I could see it and she said probably not. I pulled my penis away and put my hand around her labia and vagina feeling the warm sticky mucous of her juices and this time I touched something that made her jump. She asked me to do it again. I had to fiddle around to find what it was that made her jump but she took my finger and put it on the spot. I rubbed her several more times, pushing my finger in and out of her hole and she said it made her feel warm and excited. As I pulled my hand away we both noticed a slight tinge of blood and I wondered if I had cut her or something. She laughed and said no it was her period happening and I shouldn't be worried - she wasn't.

We met some 2 weeks later and this time she got me to push the head of my penis just inside her vagina and though nothing more happened between us than that we enjoyed the experience - my first sexual experience. I had also managed somehow to get M excited enough, without realising it for her to have her first orgasm with me. It wasn't a big one but we managed many more after that and they were more explosive for her. Also M was using my cum to add to her lubricating fluids as she said it felt easier. Unlike in the early days my cum wasn't wasted anymore as I would often discharge onto her stomach or between her breasts. On one occasion she said she wanted to "wear" my cum and got me to do it on the crotch of her panties - she said so she could feel it close to her.

Our meetings ended when we were both about 14, going onto college and by now M was fully developed with cute little breasts and full red patch of pubic hair. She was wearing a bra and we continued touching and feeling each other even when she had her periods. My eyes were opened to the protection girls used (napkins not tampons) at that age.

We knew it wasn't safe to have sex so our body explorations were enough to prepare us for life and our future partners.