How my friend’s girlfriend made me [M] squirt for the first time

Long time reader, first time poster here! I guess my sex life have never been interesting enough to be shared but something out of the ordinary happened last month that I would never have imagined.

I met Jake and Lisa back in my freshman year. We were constantly at the same dorm parties and knew the same people. Now in our third year, we were all pretty good friends having bonded over typical student activities. I would consider them close friends but we never spoke outside of social gatherings. That was all about to change.

Jake and Lisa now lived in their own place not too far from the campus. Occasionally, they would host dinner and drinks with usually about 15 to 20 people. Nothing too wild would happen as we were now approaching our final year and the crazy student parties were not common anymore.

On one such occasion, we found just the 3 of us together after some others had to leave for various reasons. Finals were over and most people had gone away for the summer break. Being only 11pm, I decided to stay on for a little while more. Having recently been out of a year long relationship, it was my first night free of obligations. I was planning to stay over the summer as I had landed myself an internship with a large global corporation.

As the drinks and conversations flowed, I felt more at ease and opened up more about myself. I had known Jake and Lisa long enough that it never felt forced. One thing led to another and soon I found myself facing sympathies about my recent break up. At some point, I realized what great people Jake and Lisa were and felt slightly bummed what we never got closer over the years.

A quick side note about them. On the outside, Jake seemed like a typical college jock. He was athletic and did decently in his studies. I realized now, I may have jumped to conclusions purely from physical traits. He seemed to have a soft side too and was knowledgeable in a wide range of topics. Lisa on the other hand could not be more different. She could not have been over five three and was nearly a foot shorter than Jake. She was of mixed Asian descent and kept her dark hair long and straight.

With their sympathies now, I remembered thinking how lucky they both were to have found each other and became a lasting couple amidst the tumultuous events of undergraduate life. Looking at Lisa now, her oriental features more distinct that ever, I felt she looked prettier than ever and how blind I was all these years.

Somehow, the conversation made its way to the last time I got laid and rather embarrassingly, I admitted to my dry spell this year. Out of nowhere, Lisa perked up and said maybe ‘we can help you out’. By this stage, we were pretty tipsy and I was feeling rather brash. Under normal circumstances, I may would have laughed it off but decided to play along and see what would unfold. Jake and Lisa exchanged looks and Jake was smiling sheepishly. I got the idea, this may have been something they had discussed before.

She gives great handjobs, it would be fun to see her test her skills on an unknown specimen, Jake said. Lisa giggled like a little girl, barely able to contain herself. Before I knew it, I was let to the couch and sat down. My pants came off and there I lay in my boxers, a thin fabric away from Lisa’s wandering hands. Jake sat at the other end of the room out of sight from me, giving us some space as Lisa made her way in front of me kneeling down between my legs.

Everything happened so quickly that I barely had any time to register. My cock was still soft and my mind was spinning, both induced by the alcohol and the situation. Following Lisa’s lead, I lifted slightly to allow her to remove my boxers. Reaching into a nearby drawer, she produced a small bottle of lube.

Lisa started pouring the lube liberally, smearing it all over my shaft which was slowly becoming hard. With her fingertips, she carefully spread the lube all around my shaft and over my balls. I remember flinching slightly when she first touched my cock. This was my first non-solo action I was seeing this year and it felt amazing.

My cock started growing as the blood rushed through, I could feel my heart pumping faster too. It was nearly fully hard by the time Lisa finished smearing it around with her fingers. Now, I have never seen another male cock apart from in porn videos but the past few girls I dated all mentioned I was on higher end of the spectrum. I’ve never measured it before but if I had to guess, somewhere around 6.5 to 7 inches. Lisa hands being on the smaller side could curl her fingers perfectly around the shaft.

Starting from the bottom, she began stroking with one hand up and down at a slow to medium pace. Being uncircumcised, the outer foreskin moved with her hand. This mimicked my method of masturbation and I couldn’t help but breathe out sigh. Lisa smiled and looked so cute holding it. For some reason, her small hands looked weird on my cock. It was weird in a good way as I was so used to the look of my cock in my own hands. Seeing

that same cock in another pair of smaller, feminine hands was turning me on big time. It didn’t help that Lisa’s hands were incredibly soft and well manicured.

Babe, try out your techniques on him, came Jake’s voice from a distance. I had almost forgotten he was there as I was in a state of bliss. Lisa nodded and brought her other hand on to my cock. She started stroking it up and down now in tandem, one hand above the other. Her twin grip on my cock still left about an inch of movement up and down. Slowly, Lisa began twisting her hands. It began almost imperceptibly and slowly increased it more and more. She had this uncanny skill of fine-tuning each stroke to include more twist than the last. All the while, both her hands were still stroking up and down my cock. I remember taking several deep breaths to try and relax.

Without warning, she suddenly twisted her hands in the opposite directions simultaneously. This caught me by surprise and I flinched again. This was an entirely new sensation for me, certainly different from sex or masturbation. It felt amazing and different which was probably the reason I was lasting so long. Having always masturbated the same way to orgasm, a new hand technique was building me much slower. I was savoring the moment.

Lisa had a variety of techniques. Soon, she switched to only going up. Starting at the bottom with one hand going all the way up and the repeating with the other hand. She kept this up for a while and then switched directions only going down. I realized later that she was not staying with any one technique for too long to build my endurance. Sure going up and down from start to finish would ensure a steady and quick orgasm but where was the fun in that!

As I was building to orgasm, I was getting more vocal and moving around a quite a bit. Lisa stopped her stroking and started massaging my balls. She took her time grabbing it from the bottom and held it in her fingers. Her gentle touches were very soothing and she certainly was careful around that area. I admired her skill and knowledge of the male anatomy. None of my previous girlfriends showed this amount of dedication.

Lisa had one final trick which she had yet to unleash. She gently pulled my foreskin back revealing more of the head. I rarely had my foreskin back this far but it felt looser than normal as she had already peeled it back during her downward only strokes. She kept asking me if it was uncomfortable and to tell her if she went too far. Having come this far, I thought of just going along with it.

With one hand on the base holding the foreskin back, she reached for more lube and started dripping it on to my bare cockhead. With her other hand, she carefully formed a ring with her thumb and index finger and placed it gently on the ridge just below my head. With very light pressure, she started twisting the ring back and forth. This time, I jumped uncontrollably. Lisa laughed playfully asking if I was alright and whether that was too sensitive. I played along saying I was fine and went along with it.

Lisa slowly increased the pressure of the ring and her twisting. We’re going a little higher now, she warned and slowly pushed the ring over the ridge closing over my head and back down to the ridge. It was a heavenly feeling, sensitivity with a soft, light touch. After a while, I sensed the wave of a pending orgasm ebbing and flowing. It started as a fleeting sensation slowly disappearing and then returning. Gradually, it started returning more often and stayed longer and longer. I also realized Lisa had not changed her technique and was slowly bringing me to a glorious climax.

I basked in the moment and gave in completely to her gentle touches. Eventually, the feeling built higher and higher, still without release. The sensitivity from the initial strokes on the head was now gone and replaced with pure pleasure as every graze of Lisa’s ring of fingers was causing shivers all over my body. My cockhead had turned purple and was full of blood, my raging erection at full mast as hard as it has ever been. I had never been hornier in my life.

Yet, still the pressure built soaring to new heights I did not know was attainable. All the while the promise of release eluded me. If only Lisa went back to stroking my shaft now, the way I did under my own hands thousands of times before, I was sure to cum but I resisted the thought. Tonight was a night of new experiences and discovering new boundaries. Then suddenly everything hit me like a freight train.

The first sign I remembered was this incredible feeling of needing to release fluids from my cock but it was unlike anything I have ever felt before. It felt a little bit like wanting to pee but not exactly. The next thing I knew, my cock erupted in a spray of liquid releasing the seemingly endless pressure built up. The orgasm only came after the second spray. Heaving and panting, I experienced one of the most intense orgasms of my life, my muscles

contracting more times than I can remember. My ejaculate was only clear droplets that almost looked like water. There was no sign of the usual think white substance that I was so familiar with.

After I caught my breath, I remember collapsing back on the couch apologizing profusely for the mess I created. My cock was still fully erect for the next few minutes which never happens so long after orgasm. Jake and Lisa were chatting and laughing but I wasn’t paying attention to them. My world was a blur and so was the rest of that night. I remember putting the rest of my clothes on and heading home and straight to bed that night. I slept like a baby and woke the next morning with the sun high in the sky.

The aftermath of that incident was incredibly positive. I exchanged private messages with both Jake and Lisa and they were both really cool about everything. I get the feeling Jake enjoyed showing off Lisa’s handjob skills and even hinted about a next time. Never would I have guessed that an innocent girl like Lisa could hide such deviousness. It made my look at her in a completely different light and ultimately how lucky I was to even have a part in it.

Source: reddit.com/r/gonewildstories/comments/ny5gcx/how_my_friends_girlfriend_made_me_m_squirt_for