My First MF Mutual Was At Age 19

By 19, I have had sex and foreplay many times previous, but up until I was 19, I had never had the experience of mutual masturbation with a girl.

My sex life was not bad for a teenage boy in a small town, but since I can remember, I have always been extremely turned on at the idea of a girl pleasing herself. Even in my early days of finding porn magazines, the images that showed a girl touching herself absolutely was the key to putting me over the edge every time.

So, fast forward to 1999... I met a girl (we will call her Jenna) at my apartment complex whom left for work and arrived home nearly exactly the same time as I each day. After about a week of this, I asked her, "Are you sure we don't work at the same place?" Little did I know that this initial conversation would lead to our first date a week later.

Date night arises, and given that most of our conversations took place in a parking lot moments before either leaving or going home, I wasn't sure how a date would go, but the vibes she gave me made me feel less nervous and more anxious. Seeing her 5'11" sexy body mixed with her soft voice and kind eyes day in and day out left my mind wondering most evenings. But, I am a respectful man, so I went into the date with zero expectations, and just aimed to make sure we had a good time.

Dinner, bowling (her choice) and eventually drinks at the bar led to deeper conversation. We talked about our jobs, our previous jobs, and eventually our current/previous relationships. Both of us came to realize that we were not only single, but had been single for a cpl months each and while not looking for a serious relationship, companionship was needed. Jokingly, she said a fuck buddy would be nice, but things always seem to get weird after a while (which I agreed, though I had never had a FWB). I responded back with, "I have gotten quite use to just taking care of myself at night or morning (or both) and just figure a FWB was either a thing of the past or a myth." 

After 1-2 more drinks, more laughs, and story swaps, the bowling alley was closing up and since I drove, we headed to my car. During the walk, my cock was more awake than I realized and the brushing against my leg with each step was making me hard fast. I attempted to make an adjustment and while I tried to be quick and discreet Jenna noticed. Once in the car, the vibes changed almost immediately. To break the ice on her watching my cock adjustment, she simply said, "Can I take that as the date was good?" Now slightly nervous but extremely excited, I responded with, "Obviously you made a very solid impression". I have thought of a million things I could have said since, but that's what came out. Her immediate response was, "Mmm hmmm." 

We arrived back at the apartment a few minutes later. I parked the car and neither one of us made an attempt to get out. It wasn't an awkward silence, but more of a what next silence. I am a very blunt and straight forward person, so I simply said, "I would love to continue our date if you're interested." She simply said, "Your apartment or mine?"

We got into my apartment, and the kissing almost happened instantaneously. We were literally making out like we were in love and had not seen each other in weeks. The passion was intense and the connection was like we knew each other's every move. We made our way to the couch and the clothes began to come off. We were both breathing heavily with excitement and we hadn't even gotten started yet. Suddenly we stopped the moment I realized I had not picked up condoms in a while and was 99% sure I was out. I panicked for a moment thinking I had ruined this amazing moment we were having. Jenna, who was now topless, and still very worked up immediately assured me nothing was ruined and there was plenty we could do without a condom. The mood was back on! and we were going back at again.

I was kissing her neck, caressing her breasts, and nibbling her ear lobe. Her hands had made their way to my chest and thigh. By now, the word hard was an understatement. I was fullly pre-cum friendly, and throbbing at the thought of being touched. I made my way to her nipples with my mouth, adjusting my hips to give her more access to my rock hard cock which she now had out and in her hand. We both stopped long enough to remove our pants and decided to take it to the bedroom.

Once in the room, I tossed her on the bed, straddled on top of her and began with a deep passionate kiss. My fingers slowly working their way down her belly and based on the movements she was giving me, I just grabbed her whole pussy and gave it a slight squeeze. She moaned with unexpected pleasure. I think she assumed I would slowly drag my finger across her clit, but when I grabbed it, she was beyond wet and the real fun began.

I needed to taste her. I skipped all spots in-between this time, and brought my tongue straight to her clit. With her hands gripping the back of my heads, verbally telling me how good and feels and how bad she needed this, I began sliding my finger deep inside and could tell she was already close. I went for the G-spot while lightly flicking my tongue up, down, and all around her clit bringing Jenna to her first orgasm. Her legs locked around my head, finger locked deep inside her until she finally came down.

Once both of our breaths were caught, and a little snuggles and kissing began, she was eager to provide me with my turn. Now, I repeat, my biggest turn on is to see a girl playing with herself, so in the moment, I just blurted it out, "Can we mutually masturbate"? I think she expected me to ask for a blowjob (which I would have taken obviously) but when I told her that she would be the first I have ever been able to watch do it in person, she immediately got turned on at the idea and into position we got. She sat up, back against my headboard. I sat in front of her, crossing my legs over hers.

The moment her hand reached her clit and the slow, soft circles began, I went into a state of pure bliss. The beauty of what I was seeing, and the sexy moans following suit had me closer than expected much faster than I wanted. I had waited so many years for this moment, I didn't want it to end. I mentioned I was close but didn't want to finish yet, and while I did not know it at the time, she had me stop for a second almost unintentionally teaching me art of edging. Given my age, my cock remained rock hard, but the sensitivity lowered allowing me to continue on. She asked me if watching from any angle was ok as she liked to cum while laying on her stomach. By all means, I said do anything you want, I love it all!. I stayed where I was and she flipped over, positioning her hand under her so that she could reach here now soaking wet pussy. Unlike before, she now seemed to be holding her and in place, and humping it by rotating her hips. I knew this was going to be my time to release. After a few minutes of watching the most amazing scene I have ever witnessed, and just at the moment I thought I could not get any hotter, I told her I was close which started to put her over the edge again. Her speed and moans picked up, and mine as well. She came which lead me to announce that I was getting ready to cum. Not sure where I was going to finish, Jenna spead her ass cheeks, exposing her gorgeous tight asshole which I unloaded 4-5 rope of cum all over.

While I have had many mutual since Jenna, there is something about that first time that makes my balls tingle to this day.