The story of how I realized that masturbating was ok and even women did it. I was younger and freshly in college. Living in a big city, completely new to me, with no friends or family. To be honest I was scared shitless to say the least.
I finally found a job working as a bar back in a large club downtown. At first I felt out of place but it didn't take long before I felt right at home. When I enrolled in college I decided to live off campus to get away from all of the drama. I never was one to hang around people my age and I was not interested in living with a bunch of them. I found a small apartment about 20 minutes from school and work and it was perfect. eventually my new friends from work would all come over after work for drinks, poker or just to play a few chords on the guitar. The more people would come over, the more the bartenders would swing by and hang out. One night after our shift about 12 of us decided to rendezvous back at my place since it was fairly central to everyone. It was a mixed group of men and women, and obviously I was the youngest of the group. I had gotten used to the little comments and nicknames, "You're still a baby", or " Hey everyone we're gonna meet up at the kids place". I knew they were joking and they really liked me, hell I never paid for anything when I was around these people. Anyway, it was getting late and the crowed slowly started to say their goodnights and head home. Around 4:30 it was only myself and Amy. Amy was a bartender, short haired brunette with blue eyes, 30 years old, maybe 5'2, if she was wearing boots, petite and did not at all look her age, infact I didn't know her age until this night. I figured she was 18-19. I was good looking, 6'2 athletic, brown hair blue eyes blah blah blah, but Amy was a woman, not like the college girls or tourists I've hooked up with lately so sex or anything close to it never crossed my mind. We sat on the deck and chatted about damn near everything until she yawned and asked if she could crash on the couch. I said of course but gave her my bed instead. I walked her to the room and grabbed one of the pillows for myself to take to the couch. She complemented me on how neat I kept my apartment and bedroom and we said good night. Just before I closed the door I Grabbed the laptop from the desk and stepped out closing the door behind me. I figured 30 minutes was plenty of time for her to fall asleep and I would be safe to take care of my needs. I learned at an early age about masturbation and I was even more dependent on my "alone time" since I started college, not sure if it was hormones or the beautiful women I was constantly around. Even with girlfriends and one night stands I still had a healthy masturbation lifestyle. Still even to this day. T minus 10 minutes and the 30 minutes were up. I opened the laptop and let it boot up, annnd the bedroom door opened. Its a good thing I waited the 30 minutes. Amy came over and sat down on the couch and poutily told me she couldn't sleep. She looked over at the laptop and asked if I was studying. I said yeah just finished up and closed the laptop. She laughed and said she almost didn't come out of the room because she figured Id be jacking off. I laughed and played it off but I guess not good enough. She looked over at me and asked how many times a week. What do you mean? I asked. How many times a week do you masturbate she asked. I laughed thinking she wasn't serious. Before I could say anything she said " I have to at least twice a day". My draw dropped, I could feel my heart sink and the swelling in my shorts instantly. She laughed and said, ohh your still shy about it?? She grabbed my hand still giggling and said its perfectly normal, everyone does it and I would be surprised how many people find it sexy to watch. She leaned back and ran her fingers across her chest. "Come on, lets do it" she said turning toward me and siting back again. Do what? I asked. " Ill watch you and you watch me, I've only done it once today" she said as she pulled her shorts to the side and ran a single finger down her slit. I couldn't take my eyes off of her, I always thought of masturbation as wrong and here this beautiful woman was that might actually enjoy it as much as me. "Its ok, just do it" she said as she pulled the comforter off my lap exposing my erect cock through my gym shorts. She slid her shorts off licking her fingers then letting her saliva slide off of them on to her clit, her eyes fixed on the bulge in my shorts. I pulled my shorts off fascinated by the sight of her rubbing her clit, and started stroking my cock. I was so turned on my dick was already covered in pre cum and after 2 or 3 strokes I could here it. Amy did too because when I looked up from her hand working on her clit, there she was watching me stoke away with a grin on her face. It was so hot watching Amy finger herself but I think it was even more arousing knowing that she was enjoying watching me. She looked up and our eyes connected, she smiled and said " don't cum yet". I nodded and her eyes fell back to my dick and her tongue pressed against her top lip. That almost sent me over the edge so I had to slow down and loosen the grip on my erection. A few seconds later I heard Amy moan slightly as her hand sped up on her clit, her legs spreading wider, "go" she said looking up at me and nodding her head yes with her mouth open. I adjusted my grip and and didn't get a full stroke in before I felt it hit. My dick swelled and I started to cum. The first spurt of cum released and Amy tilted her head back and got loud. Moaning and bucking her hips as she squirted all over my couch. Wave after wave rolled over my body watching her, watching me. Then we were motionless, looking up locking eyes again, both breathing heavy. " Way better than all by yourself huh" she said. "Absolutely" I answered. Amy got up with her shorts and walked to the bathroom, throwing me a towel and giving me a wink before closing the door. We finally decided to go to bed but this time Amy asked if I was coming as she walked in to my bedroom. We slept beside each other that night and every night that she decided to stay with me. We became really good friends, but it was definitely not the "friend zone" I was used to. We never had sex but we played together and masturbated together or each other regularly. Even after she got married we had our get togethers, until I graduated and moved back home. I will forever be in debt to Amy for showing me that it was sexy, natural and accepted by some. That I wasn't alone.
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