First Time pleasuring a girl

I grew up in a small, remote country town. Although I was a handsome teenager, I didn’t realise that at the time. As a result of this ignorance, along with my deep shyness and nativity about girls, I didn’t have any remotely sexual encounters with girls until I was sixteen.

That first sexual experience though was so all-embracing and intense that it was burnt into my memory.

Not long after I turned 16, my parents took me and my younger brother for holidays on a distant farm run by friends of my parents. My parents’ friends had a son who was the same age as my brother and also a daughter who, like me, was aged 16.

I didn’t remember much about their daughter Paula from when we last visited four years earlier.

I noticed Paula pretty much straight away this time though as she was quite cute. I couldn’t tell much about her body as the first few days she wore loose fitting farm clothes as she helped with various jobs around the farm. Even though she was 16-years of age like me, she seemed much more mature, so I didn’t think she would be interested in a shy kid who lived a long way away.

The first four days I spent mainly working on the farm with Paula’s father and my father. I was fairly stuffed by the end of each day. I was sleeping outside on a camp mattress on the back deck. Anyone wanting to go to the laundry or toilet had to go via the deck. With the travel, tiredness and lack of privacy where I was sleeping, I didn’t masturbate for five days.

On the Friday everybody went to a nearby swimming hole for a break from the farm work and the heat. I nearly burst out of my skin when Paula removed her top and shorts to reveal her tight cut bathers. I had to quickly dive into the water before my rousing shaft became a full blown erection. We spent the afternoon playing in the water and relaxing before heading back to the farmhouse. I managed to exert some control over my shaft by thinking about anything except Paula.

That night the adults were going out for dinner at a friend’s farm that was an hour’s drive away.

Paula and I were left in charge of the two boys for the night.

After we ate our evening meal and washed up the dishes, all four of us played board games. The boys got a bit bored after an hour or so and decided to go to bed in the room they were sharing. That left me and Paula alone.

We played cards then talked for a while about school and what we did for fun. Paula was smart and engaging. Initially I was nervous (and exhilarated), but as I relaxed our conversation became more animated and full of laughter. When Paula asked how I found sleeping outside on the deck, I said it was okay and that I really enjoyed being able to look up at the star filled sky and see the occasional shooting star before I fell asleep.

“Gee I’d like to do that with you if that’s okay?”. “How about you go to bed and I will check on the boys and tidy up the kitchen and table”

“Sure” I said naively.

I went off to my bed, changed into my boxer shorts and a T shirt before getting under the bedsheet. My heart was pounding with the uncertainty. After 15 minutes or so I was starting to wonder if I had misunderstood, but still felt enraptured by the night.

Paula came out to the deck a bit later and apologised for taking so long. She explained that she had to settle the boys down and that they were now asleep.

Paula got onto the bed and lay down next to me. A sharp tingle of excitement ran through my body and my shaft started to swell.

As we lay on our backs, we looked up at the night sky and talked quietly about family, life, hopes and the day just gone. I was too shy to mention what I thought was an inadvertent embrace in the water hole when we had gone swimming earlier in the day. I wasn’t sure if Paula had the same sorts of feelings for me as I was still very innocent about girl’s intimate cues. We both went silent for a minute or two with myself just soaking in the warmth of her physical presence so close to me.

Paula lifted herself up on one arm, lent across and gently kissed me on the lips and asked me if I liked her. I croaked a frail yes but wasn’t sure what to do next as my head was now spinning. What I did was pure instinct. I placed my open palm tenderly on her cheek then slowly caressed my hand down her neck and onto her shoulder.

Paula sighed ever so softly and kissed me, more passionately this time. I placed my arm around her shoulder with my hand on her soft back. We kissed for several minutes and I felt this was as good as it could get.

I didn’t move my hips across though in case she bumped into my swollen shaft. I was worried that if she felt it, she would leave in fright!
The next move was Paula’s.

She got off the bed, pulled away the bedsheet and then lay down on her side facing me. I rolled over to face her but was careful to keep my aching shaft away from her hips.

Paula took my right hand and placed it on the top button of her pyjama top and asked me to undo it, but as I hesitated, she told me it’s OK.

My hands were shaking so much it took me ages for each button. Once I finished, Paula reached around my back and pulled my T shirt up and over my head before starting to caress my chest and nipples.

Paula used her hand on my chest to roll me onto my back and then leant across me, holding herself up on her hands. I had no idea how I was going to hide my swollen shaft if she brought her hips across and onto my groin.

Paula asked me to feel her breasts with my hands which were still shaking, but I slowly moved them towards her chest till I could feel them just touching her nipples; then stopped, unsure how far to go. It wasn’t far enough for Paula who asked me to feel her still pubescent breasts more closely and cup them.

As a teenager I always fantasised about girls’ breasts and how good it might be to feel them and now that I was, it was better than I could have ever dreamed.

As Paula started to lower her upper body down, I moved my hands out of the way and put them around her back so that her breasts now settled on my bare chest. With her warm chest now on mine I was thrilled when Paula’s hips swung across and settled onto my swollen shaft.

We kissed some more until I felt Paula’s tongue reaching into my mouth and pushing into my tongue. I pushed back with mine, past her lips and into her sweet mouth.

Paula stopped kissing and whispered into my ear if I masturbated much, to which I feebly responded, “Most days but not since I’ve been here”. She told me that she usually masturbated once or twice a week, but since I arrived, she had masturbated 8 times in the last four days just thinking about me. I was speechless.

My response was partly because I was stunned that I had had that effect on her, but also that whilst I knew that girls could play with themselves, I didn’t realise that girls would masturbate as frequently as boys. For some reason I told Paula that I wasn’t sure exactly how girls masturbated to an orgasm.

She gave a little laugh, and I thought how dumb am I, but then told me how sweet that I didn’t know.

With that she got off me and lay down on her back.

“Let me show you” she said.

There was some wriggling whilst she got out of her pyjamas.

Paula asked me to lean over and caress her breasts some more, which I happily did, playing with her erect nipples until she took my right hand and slowly glided it down her chest, along her belly and onto her young mound. Paula asked me to gently rub her with my open hand.

As I did so, she started moving her hips in rhythm with my hand’s rubbing.

I could have blissfully kept rubbing that warm mound all night, but after a few minutes Paula asked me to gently caress her vagina with the tips of my fingers. I fumbled a bit as I wasn’t sure how, so Paula lifted my hand and used her fingers to press mine down onto her outer lips.

I really had no idea about any of this, so I just did whatever Paula asked me to do. As she started cooing “that’s so good” a few times, I figured I must now be doing OK as her hips continued to move in response to my fingers’ caressing her wisps of pubic hair and outer vagina.

Paula’s hips started to move around even more as she placed her hand on top of mine again and guided my finger around the outside of her vagina a few times, then inside through her soft flesh.

“Just move your finger around inside me. It feels so good with your hand in there” she whispered.

I moved my finger around Paula’s moist vagina for a while until she moved my finger to the top and asked me to just gently push it up and down and around on her clitoris. As I did so, her hands moved up to her breasts and began rubbing them. Paula’s hips were now thrusting up as her gentle moans became more frequent and shorter.

Suddenly her thighs closed tightly around my hand, jamming it hard into her wet vagina as her whole body tensed. She let out a few short, quiet yelps, rapidly bounced her hips up and down a few times then slowly relaxed her thighs and let my hand go; not that I wanted it to be anywhere else.

I was really pleased that I had brought Paula to orgasm and surprised how much her body moved around like mine when I came.

I placed my right hand back on her breast and caressed it some more as Paula leant across and gave me a flurry of kisses on my lips and down onto my chest.

Paula subsequently masturbated me. But that is for another episode.