A memorable weekend of exploration. My second time. Her first. [M/F]

My second ever sexual experience. I didn’t really know what I was doing at the time, but it ended up being a very memorable weekend of exploration.

This happened some time ago. I was a shy hyperactive guy in University and “Riya” (not her real name) was a cute nerdy girl on a student visa from India. Somehow, my awkward self managed to attract her and we had been dating for a few weeks. We were a very mismatched couple. I’m lanky and thin, but I’m still quite big as I’m about 195 cm tall (6 feet 4 inches and a bit). Riya was anything but big. She was barely 150 cm (just about 5 feet) with her hair done up. She was tiny compared to me. Riya was also a virgin and I might as well have been.

At this point I had only had sex once, about a year prior, so I could barely keep my hands off of my new girlfriend. Although, for the first few weeks we were together she was very coy and didn’t seem to want to go beyond light petting and kissing. Anyway, we couldn’t really find any alone time (as we both had room-mates).

Finally, one Friday night I ended up sleeping over in her dorm room, as her room-mate had left for the weekend. This was definitely it, I had thought. We would surely have sex! I was desperate.

Of course, nothing was as easy as I thought. We had started the evening “watching” some movie on her bed, but I couldn’t pay attention (with only one thing on my mind) and Riya had taken off her glasses, so I doubt she was paying attention either. Lots of petting and French kissing ensued, with me fully clothed and Riya with her shirt off but bra on. Riya didn’t want to “rush anything”. She kept saying she didn’t want to *”go all the way”* just yet (although this was not said in a very convincing manner).

Eventually, Riya allowed me to remove her bra, but she was adamant that she wouldn’t remove anything else. Her breasts were rather small, but still quite nice and shapely. However, her nipples were huge, dark, and delicious looking. Like chocolate thimbles. I tried sucking them. I had too. She let out a very soft moan of pleasure… Bam! Instant rock hard erection.

I was frustrated for more, of course, but she really seemed to like me sucking on her nipples in various ways and I really liked to see her enjoy it so much. So, I kept at it and began rubbing her inner thighs through her jeans. This she also seemed to like a lot, although whenever I’d get a little too close to her crotch she would pull my hand away. I was rock hard the entire time and dripping with pre-cum. It was shaping up to be an epic and painful evening of blue balls.

The petting and making out seemed to go on for hours. I began to think it was leading nowhere (Riya would not even touch my cock through my pants), but I was making her softly moan and that was enough. I’ve always been turned on the most by women experiencing pleasure. Thus, I just kept on rubbing her thighs through her jeans and kept sucking on her nipples. As long as she was breathing heavy and/or moaning, I was content enough. I would have to relieve my aching balls in the bathroom later, but whatever. C’est la vie!

The movie was long over. Still sucking, licking, kissing. Still rubbing through jeans. Riya still letting out a sincere sounding moan here and there. I vividly remember thinking “How was she still liking this?!” I remember this so vividly because it was then that she suddenly clamped her two little hands around the stiff bulge in my pants and whispered *”It’s OK, I want to”* in her cutely accented English…

I promptly tore off my clothes and hers too. Then took out a condom and put it on, all the while thinking: “Success!” I was so exceedingly happy. I was also dead wrong…

The problem was, I couldn’t get it in. Riya was tight. Beyond tight. There was no “just the tip”. I don’t have any kind of giant dick. It’s 17 cm (almost 7 inches), not small by any means, but nothing too big. However, that seemed like it would have been about 16 cm too much for her. Seriously. It was like trying to force open a wall. I don’t know why I didn’t attempt to at least finger her. I surely could have been able to slip a finger in, but I was probably too horny to think straight and too inexperienced to act without thinking.

Anyway, She seemed in pain from my sorry attempts at trying to jam my cock in her and I didn’t want anything to do with causing her pain. So, in the end, I did have to relive myself in the bathroom after-all. We slept curled up together that night in her bed.

The next morning I took her to the beach and we spent much of the day playing in the surf before returning to her empty dorm room to “watch another movie”. More petting, nipple sucking, making out, and not watching the movie. And, once again, we eventually ripped off our clothes and attempted to try and have “proper sex”. As before, she was just too tight. However, I really wanted to make her cum either way. So I told her to lay back on her tall bed (it was on cinder blocks) with her legs dangling off the side and I knelt down on the floor and began my first attempt at cunnilingus…

She had neatly trimmed her pubic hair and had much fuller lips than my ignorant mind would have assumed based on the impenetrable tightness of her pussy. I was slow and methodical, kissing and caressing her inner thighs (since she had seemed to like being touched there when her jeans were on), licking everything except her pussy. Eventually, I gave her a sudden full tongued lick straight up the length of her fat vaginal lips and over her clitoral hood… She tasted great, better than what I had been led to expect, and I felt her legs shiver with a jolt of pleasure for the first time. I nearly came myself right then.

I continued on with her delicious pussy, trying out every technique my younger self had seen or read about and making “adjustments” based on her responses. I was also trying to keep myself from cuming. Even though she was not touching me, the mental turn on of it being my first time making a girl feel so good was almost too much. And then it was too much…

At one point, when she had a pillow over her face to muffle her moans from people in the nearby dorms, her surprisingly muscular thighs clasped shut hard around my head and she let out an unrestrained yelp much louder and more noticeable than before. This was too much of a turn on for me and I ejaculated down the side of her bed. I was pretty sure I had made her cum, but I continued on and she continued to seem to enjoy herself. After a while she said it was too much and pulled me away. I embarrassingly admitted that I came down the side of her bed and apologising I ran off to the bathroom to get some toilet paper to clean up.

When I got back she jumped from the bed and ran up to give me a long deep hug, burying her face in my chest. Then, after a short time, she looked up at me and said *”thank you, I never felt anything like that before”*. This gave me the nice illusion that I was some kind of Adonis and I quickly had a fresh new erection pressing up against her. She grabbed my cock and wanted to try and attempt intercourse yet again. Unfortunately, we had no more condoms left so I said I’d run to the store for more, but she was insistent. It had to be now. She wasn’t on birth control so I protested, but she was very convincing. It had to be now.

I could see the lust in her beautiful hazel eyes, but I was still hesitant about the lack of a condom. *”Please”* she half whispered, half whined at me while grasping tighter around my cock. She was trying to sound sexy, but there was a hint of desperation in her voice. All my will to resist melted away.

Without the condom was no different than with the condom. It was like trying to open a wall. Although, this time it was a much wetter wall. I still couldn’t get it in. “Oh well, it’s for the best, we should really have protection anyway, I don’t need any kids at the moment” I was beginning to rationally think again. Or not. Suddenly everything gave way and my throbbing cock slipped inside her pussy about 4 inches.

**MOTHER OF GOD!** Any and all thoughts about safe sex and condoms vanished in an instant. I gasped loudly and collapsed on top of Riya. “HOW CAN ANYTHING POSSIBLY FEEL THIS GOOD?!” my mind screamed. Like I said, I had had sex once about a year before, but that was only a minute with a condom. This was entirely different. If I hadn’t just recently ejaculated down the side of Riya’s bed, I would have cum immediately I think. It was really *that* good.

Riya didn’t seem as pleased and had a slight grimace of discomfort on her face. I briefly laid still on top of her with my cock still only about 4 inches inside. Her warm drenched pussy seemed to forcefully squeeze and release my dick as I laid there (I had no idea what PC muscles were at the time). I was in heaven I thought.

Slowly I propped myself up and started to gingerly thrust (almost completely out and then back in about half way). She was moaning with pleasure soon enough, but she would occasionally cry out and push me away if I went too deep. I kept wanting to thrust faster and deeper. *”Slow down”* she would sometimes say or *”too much”*. One moment she seemed to enjoy it and the next she seemed to “endure” it. As great as it felt for me, a change of plan was needed.

I suggested she get on top and control things as she wanted, so I laid on my back and she climbed over me on all fours with her knees on either side and her hands on my chest. She then withdrew one hand from my chest, grasped my cock and guided it back into her as she sat down upon it.

**MOTHER OF GOD!** I grabbed both sides of the bed tightly upon entering her and once again my mind screamed: “HOW CAN ANYTHING POSSIBLY FEEL THIS GOOD!?” She then lay on top of me with her face in my chest and her ass high in the air sliding up almost off my cock then back down my shaft about a couple of inches. She was slowly riding away and I must have looked like a slack jawed idiot with my mouth agape and my face twisted and distorted from the over-stimulation.

Soon, Riya was riding faster and deeper. She was mostly sitting up on her knees now with her hands on my chest again and her eyes tightly closed. Faster, deeper. She seemed in zero discomfort. Faster, deeper. She was almost taking in all of my shaft. Faster, deeper. Her soft and quiet moans, were no longer soft or quiet. “Slow down”, I remember crying out, as I was afraid I was going to cum soon and I wanted the feeling to last. *”I ca-can’t”* she almost stuttered back in-between moans. It was *sooo* sexy… Faster, deeper…

Then, all of a sudden it was over. She climbed off and said she was sore. I hadn’t cum and I wasn’t sure if she did this time either. I was still 100% horny, but she wanted nothing more than to cuddle. So we laid there and cuddled. I started to caress her thigh again. *”No.”* Ok. I went to massage her breasts. *”No. Stop.”* OK. So, we just laid there together. She was smiling. It was nice, but I couldn’t properly enjoy it. My balls were aching more and more and I felt intensely restless. However, I wanted everything to go so well for her, so I thought I should ignore my lust and just lay there with her and hold her for a short while at least. Eventually, after I thought enough time had passed I excused myself “to go have a piss”.

As soon as I got in the bathroom, I shut the door and started quickly and quietly masturbating. I was bent over the sink ready to empty myself down the drain (don’t do this by the way, it can clog the drain). Although I had ejaculated earlier down the side of her bed, I was so horny by now after the sex without completion, that I felt like I had a full reservoir of cum again. In fact, I was beginning to feel painfully backed up. I needed to get rid of this or a serious case of blue balls would be imminent.

Then, right as I was about to finally get some much needed relief, the door swung open. Fuck! I thought she would be upset for some reason. Riya asked what I was doing. I tried to explain, but she grabbed my stiff erection and started pulling me back to the room. *”Come on”* she said, interrupting my explanation mid-sentence. *”Lay down”*. I lay down on the bed and she crawled up before me.

She tried to act like she knew exactly what she was doing, but then she yanked down on my cock too hard, pulling my foreskin too taught. I cried out, sat up, and pushed her back slightly. I have a very tight foreskin and have a very sensitive glans. I couldn’t help it. A sad and sorry look flashed over her face, and my horny heart melted a bit. She seemed so eager to “help me” and it was clear that she would do whatever I wanted…

I told her to be gentle with my exposed cock head and started to give her some pointers. She was learning quick and soon enough, she had one hand on my shaft, one hand squeezing and pulling on my balls just right, and the tip of my cock head resting gently inside her soft warm mouth. Everything was right with the world. I don’t know whether it was her fast learning skills or whether it was the mental overload of everything that had been happening, but in no time she was pulling a proper orgasm out of me…

My cock seemed to swell up in size with an almost painful tension and then I could feel the first warm stream of cum rise slowly up and burst quickly out. It felt like I was half cuming in slow motion. I clawed at the bed and I grasped out at her. Stream after stream of warm heavenly cum… Each individual stream burning pure bliss into my cock as they rose slowly up and shot quickly out. This feeling of pure bliss then spread from my cock and raced up and down my whole body. I was encased in pleasure. My legs both stiffened and shook slightly and I sort of half sat up with my face contorted in ecstasy (I no doubt looked rather silly). I then fell back over in a quivering, heavy breathing, heap and was overcome with a sensation of total and perfect relief (the kind of perfect relief that can only be achieved by having your balls thoroughly drained).

I don’t recall how much she spit or swallowed. Things were quite fuzzy for a little bit. It didn’t matter. She looked very pleased with herself.

Anyway, we laid together for a long while afterwards and that was that. Her room-mate was back the next night, but me and Riya managed to have plenty more fun in the following months. Of course (as you would imagine with her on a student visa), it never worked out between us in the long run, but she gave me some great memories. Wherever you are “Riya”, thank you!

Source: reddit.com/r/gonewildstories/comments/52nmi9/a_memorable_weekend_of_exploration_my_second_time