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

[Link to the first post.](https://www.reddit.com/r/gonewildstories/comments/ny5gcx/how_my_friends_girlfriend_made_me_m_squirt_for/) TLDR: Recently got out of a relationship. Close friends who are a couple thought it would be fun if she tested her handjob skills on another male. Boyfriend watched while his girlfriend made me squirt cum in clear droplets like a garden hose.

Since then, I couldn’t stop thinking about what happened and have tried on multiple occasions to repeat it solo. Needless to say, I failed miserably. Pulling back my foreskin and stimulation just the head was just too sensitive and did not feel at all like what Lisa did to me. After several failed attempts, I lost patience and reverted back to regular masturbation.

As I mentioned in my last post, Jake and Lisa were super cool about the whole thing and I get the feeling they were even enjoying it. While most of our friends were away for the break, I ended up staying on for a summer internship. Lisa also stayed for a couple of weeks to help out with one of the university clubs while Jake had already left.

I thought it would be the end of any action until next semester but last week, I received a message from Lisa asking to hang out on Friday night. I mentioned in my last post that I intended to take any future developments as they come. Basically not initiating anything with Jake and Lisa but being receptive if asked.

Normally, Jake had initiated all previous hang out sessions so Lisa doing it this time was wrought with mischievous intentions. I tried to play it off and casually agreed but was secretly trembling with excitement. I texted Jake separately just to check in with him and his reply was overwhelmingly cool. In fact, it was so over the top that I started to wonder if I had somehow misinterpreted where I stood in this “relationship”. He said Lisa was keen to try out other techniques on me and see if I reacted differently from Jake. Somehow, she had convinced Jake to have me alone and the thought of that coming from her innocent personality excited me to no end.

I could barely concentrate on anything else that week. Thankfully, I didn’t have a lot to do for my summer internship but that made time pass even slower. I could also take the time to properly manscape before which I couldn’t the first time. Despite my arousal, I decided to refrain from masturbating to make my load even bigger. One of the things that impressed Jake and Lisa was how I sprayed my load the first time. Patience is something I was willing to practice if it resulted in maximum satisfaction.

Friday night came along and I was a nervous wreck all the way until I arrived at their front door. Lisa welcomed me warmly and ushered me into their home. She offered me a drink which I gladly accepted. I sat at the end of the couch while she sat on the armchair off to the side. We chatted for a bit and I must say it went better than I had pictured it. Incredibly, I managed to calm down and didn’t come off as a complete wierdo which I was later quite proud of.

Eventually, she brought up the topic of our previous encounter and our individual experiences of that night. I spoke freely about how amazing it felt and how I had never experienced an orgasm like that before. Lisa smiled shyly at the complement. I also found out more about her, specifically her extremely giving nature hence why she takes pleasure in giving handjobs. She said watching a guy’s facial expression as she stimulated different parts of their cock and then seeing them shoot their cum knowing she caused it was a huge turn on. How lucky Jake must be, I said and then added, I guess myself too.

At this stage, Lisa got up and sat next to me. I suddenly felt a stir in my pants. In hindsight, I’m surprised it took this long for my cock to wake up considering how horny I was the entire week. As any guy would know, once this happens, it is almost impossible to focus on anything else. Here I was alone with my friend’s girlfriend who was about to release my backed up load to orgasm while I just sat back and enjoyed the ride. The whole situation was incredibly arousing causing my cock to harden.

Lisa playfully tugged at my waistband. Getting the hint, I stood up and removed my pants. I looked at Lisa and she motioned for me to remove my boxers as well. When I sat back down, my cock was nearly completely hard. Having been in this situation before albeit a lot less sober, I relaxed and eased myself to receive Lisa’s waiting hands. Her bright pink nails flashing as she reached into the drawer bringing out the bottle of lube.

Lisa reached for my cock and seemed to be inspecting it from various angles. She brushed her fingertips along the shaft feeling out the various contoured veins. She even gently lifted my ballsack and carefully felt out my balls before holding my shaft straight and dripping lube all over. Slowly, Lisa smeared the lube evenly with 2 fingers of her other hand.

Taking her time, she began massaging up my shaft with all 10 fingers. Starting from the base, she went up slowly stopping just where my foreskin ended. Since the first time, I had been learning to loosen my foreskin and exposing my head more during my various failed attempts to replicate Lisa’s techniques. As a result, my foreskin was significantly looser would peel down much more easily now. This was now apparent as Lisa continued massaging my shaft downwards.

She repeated this several times bringing my foreskin back over the head on the upwards massage and then back down exposing the head on the downwards massage. At this stage, Lisa had yet to begin any actual up and down stroking motion with her hands but simply “jerking” with her fingertips.

I basked in the tender yet elegant way her fingers moved but that was all about to change. Unfortunately for me, it was a change I was not expecting. Instead of a change in her technique, I felt a change from my groin area. The inevitable rising of my arousal level. If Lisa was merely coaxing my shaft with her fingertips, what chance would I stand when she started actually jerking me with her hands.

Ashamed of a premature ending with no warning, I regretfully made a decision to warn Lisa. I’m so sorry but I think I’m getting close, I said, all my dignity gone. She laughed but thankfully it wasn’t pitiful but an apologetic one. Sorry, she said and let go of my cock completely. I was starting to regret backing up my load thinking it would lead to a more powerful orgasm but in a typical display of male arrogance, I never considered it backfiring prematurely.

Lisa said we can take it slow and started massaging around my inner thighs and lower torso careful not to accidentally brush my twitching cock. I took a few deep breaths, trying desperately to relax. Unfortunately, there was simply no way to dial back my horniness in that situation. My cock was absolutely rock hard and dancing on its own despite zero stimulation.

Lisa tried again after a few minutes, very carefully peeling back my foreskin. She asked if I thought it would be alright for her to touch my cockhead gently without any stroking motion. Still between deep breaths, I agreed. Lisa carefully lowered my foreskin. My erection was so hard that she didn’t have to hold it back with her other hand. She slowly brought her index finger and traced it around the ridge just below the head.

As I found out the first time, this was an extremely sensitive spot and with lube, was just on the brink of overwhelming the pleasure with sensitivity. It’s a very intense feeling and one that as I found out before, could not be self-administered. One advantage of this was that while it was wildly pleasurable, it barely built the stimulation to climax. When used properly, this technique worked great as an intermediary move to break up the steady march to orgasm from normal up and down stroking.

That night however, nothing could bring me back down to Earth. My cock in Lisa’s soft hands was on a one way express ticket to the moon. When she slowly raised her finger from circling the ridge brushing over the rim and back down, I felt the familiar return of the rumbling in my groin. I touched her hand lightly and between my short breaths, warned her again that I was close. She nodded and once again removed her hands entirely.

I apologized again telling her about my decision to refrain from masturbating the last few days. She assured me it was all good and laughed again praising my dedication. Lisa then said she would try stroking my cock once, wait for a few seconds, then stroke twice, wait again, and stroke it 3 times going on each time adding another stroke until I came. It would be some sort of running record to see how long I could hold out. She tried it occasionally with Jake when he was on the brink and said he’s record was 12. I said that was definitely beyond my reach that night.

She held my cock pointing up again applying a few more drops of fresh lube. This time, she held my foreskin back with one hand at the base and stroked up with the other counting out 1. It was a simple upstroke contacting only the upper third of my cock, her wrist doing a light twist over the head. I drew a sharp intake of breath at the sudden wave of pleasure. I later realized this was the first proper full hand stroke I received that night and all the teasing moves leading up to it amplified the sensation tenfold.

The gap between strokes must have been around 10 seconds but my mind was already incoherent at the time. Lisa repeated the same stroke again twice, this time stroking down in between while whispering out the number 2. She never rushed the strokes but went at a slow deliberate pace being sure to close her hand fully at the very tip.

That was enough. During the gap to number 3, my point of no return was triggered as my muscles clenched causing my cock to stop twitching momentarily. I somehow managed to blurt out that I was going to cum. Time unfroze as I unloaded my first rope unassisted, with only Lisa’s hand holding the base. There was definitely still some seconds left before the next 3 strokes but Lisa immediately resumed stroking. Looking back, I remember there was a tiny wait after the first shot, a sort of pre-orgasm before Lisa’s stroking triggered the real orgasm.

I must have shot at least 7 more ropes of cum in lightning quick succession as Lisa finished the next 3 strokes, playfully saying “Aaaand 3” although she never stopped at 3 and kept going until after my cock finished oozing out the last drops. This was another first for me as I had never seen my cock shoot so quickly before as my muscles clenched and unclenched uncontrollably. This time, my cum actually came out in thick white ropes, definitely the result of backing up for days.

I remember snapping back to reality shortly after that, sitting on the couch breathing heavily with cum all over my body and shirt. Yes, it was all over before I could even remove my shirt. Lisa later said it took around 10 minutes from the moment my pants came off including the breaks. She was being a real sport despite my lack of control assuring me it’s completely normal and not to beat myself over it. I ended up borrowing one of Jake’s shirts home that night.

Overall, I was rather disappointed at what happened but Jake and Lisa’s reactions were really cool. In fact, I was kinda promised a next time to “redeem” myself but that would hopefully be a story for next semester if anything happens. Next week, Lisa will also be heading back home leaving me to complete my summer internship daydreaming, for the first time in my student life, for the summer break to be over.

Source: reddit.com/r/gonewildstories/comments/o47sh9/how_my_friends_girlfriend_made_me_m_squirt_for