Our First Time Masturbating Together Part 1 of 7

Our First Time Masturbating Together  
Part 1 of 7
 
One day after practice I asked her if she would like to go running on the weekend, just the two of us, and she said yes. We only lived about half a mile apart, so it was nothing to walk, run or ride my bike to her house. This continued throughout the fall and into winter when we started running together several times a week since the season had ended. We fell into a routine of running, then cooling down while watching TV on the couch in her basement. We chatted and became very comfortable together, almost like brother and sister. Amy’s parents knew there was nothing but friendship between us, so they left us alone when we were together.  
 
On one Sunday, her parents were gone, and we went down to the basement after running. We were watching TV as usual, and she quietly said, “Can I ask you a question?”  
 
“Sure”, I replied.  
 
“It’s personal, and you can’t tell anyone that I asked you this.”  
 
“Of course”, I said.  
 
“I am absolutely serious, I need to know that you’ll keep this just between us. It is embarrassing.” She added.  
 
I tried to reassure her. “Whatever it is, I will not tell anyone. I would never do that to you, and I know you would not to me. We are friends, and I do not want to hurt that. Is everything ok?”  
 
“Thanks, I’m fine, I’ve just wanted to ask something, maybe several somethings, for a while now.” She paused, and I waited for her question, which finally came. “How much experience do you have?”  
 
“You mean, like, sex?”  
 
“Yes, experience with a girl, or a boy also, I guess.”  
 
I had not expected her question to be about sex. I was nervous but also excited. I had butterflies in my stomach and got a little dizzy, and my cock pulsed once. I did not want to answer her, since it was embarrassing for me, but she had been braved in asking so I owed her the truth: “I do not have much experience at all. I have kissed two girls, only one with tongue, and felt one of her boobs through her shirt. That is, it.” I looked down, knowing that most boys my age had done much more, at least feeling a girl up under her shirt, if not seeing boobs, pussy, feeling a girl’s pussy, or having outright sex. This lack of experience is what made it hard for me to even get started with girls.  
 
Amy did not laugh at me, instead, she looked more comfortable having heard my answer. “I am almost the same. I have kissed 3 guys, two somewhat passionately, and both felt my boobs. I went on one date with one guy and three dates with the other.”  
 
“Why did you stop dating the second guy?” I asked.  
 
“Amy said it was last year. We had been kissing for a while, he had been playing with my boobs and tried to push his hand inside my shorts. I was not ready for this, and he backed off, but then he tried again, and I pushed him away again. He took me home right away and never called again.” She paused for a few seconds. “I cried a lot for a while after that.”  
 
My dick started to get hard at the thought of a guy fondling her boobs and trying to get in her pants. I felt bad though and could tell this was hard for her to admit. “It was not your fault that he did not ask you out again. You were right to push him away if you did not want him touching you.”  
 
Amy said, “I know, but otherwise I liked him, and I know he told other boys about it, so now I am even less popular than I was, which was not a lot to start with. I have not had a date since.”  
 
This girl that I had become good friends with was much more attractive than she realized. “Amy, you’re smart, funny, kind … and beautiful and sexy.” It was hard for me to add that last word – I did not know how she would take it.  
 
She smiled a little. “Thanks, I never feel very pretty or sexy. It is only in my fantasies that I feel attractive.”  
 
This had been a good conversation so far, becoming much closer to the girl I already felt very comfortable with, but her mention of fantasies perked me up some more and got my dick a step harder. I wanted to hear more. “What is it about your fantasies that make you feel more attractive?”  
 
“In my fantasies, I’m with a guy who really wants me, and as we’re making out, he explores me, enjoying what he’s seeing and feeling.” She paused again. “It gets me excited.”  
 
She did not seem shy or embarrassed talking about this, so I decided to tease her a little. “Hmm, what happens when you get excited?”  
 
She smiled, knowing exactly what I was going for. “You can probably guess what happens – I masturbate. I assume it is the same for you when you get excited?”  
 
Well, it was out in the open now! “Yeah, I do. I have never really known about girls masturbating. I think it is well-known that guys masturbate. A lot, I guess. But no one talks about girls masturbating. Will you tell me how often?”  
 
“Most days, sometimes in the morning, sometimes at night, sometimes both if it’s on my mind,” she replied.  
 
My cock was extremely hard now. “What gets you going?” I pressed.  
 
“I do not know exactly; I do not think it is anything in particular. I will just rub myself a little, casually, and most times it will get me going and I will masturbate until I come.”  
 
I could not believe how much she was sharing, and how casually now. I was genuinely curious about this subject but also was extremely turned on. “Do you think about anything in particular while you’re masturbating?”  
 
“Just being touched, kissed, explored. I think about my hands being a guy’s hands, touching me, rubbing me, probing me.”  
 
Whoa, I liked probing. “Probing, as in …?”  
 
She giggled. “Yeah, pushing a finger inside myself. Do you like hearing that?”  
 
I tried to laugh but was afraid I had been caught. “Yeah, I guess I do. It is exciting to hear what a girl does and thinks about.” I paused. “I never expected this conversation to happen.”  
 
She giggled again. “I had wanted to talk to you about this for a while but had not had the guts. Now you know why I swore you to secrecy. So, I told you a lot about me, it is your turn to answer questions. How often do you masturbate? What do you think about it?”  
 
I figured this was coming, and it was only fair that I give her honest answers. “I probably average twice a day, also morning and night, sometimes after school. I think about the usual stuff I guess, girls’ boobs, girls’ pussies, what it would be like to see a girl naked and touch her, have her touch me. What it would feel like to have sex.”  
 
She asked, “Do you think about anything in particular when you come? I most often think about what it’d be like to have a tongue licking me, licking my clit, and then I explode.”  
 
Whoa, I couldn’t believe she just shared that! I felt now like I could tell her anything and everything. “I start stroking my cock faster and squeezing it tighter, thinking about slamming in and out of a girl’s pussy.”  
 
“Typical guy, thinking about pounding a girl hard!” she said. I did not know how to respond, and she went on. “I am just teasing; I expect it’s only natural for guys to fantasize about fucking a girl. I want to know what it is like, too. I was embarrassed to say it before, but sometimes I will slide a finger in and out of my pussy fast, sometimes two fingers, trying to know the same thing: what it is like to fuck.”  
 
God, I loved hearing her say “pussy”, “clit” and “fuck”. She had sworn around me before but had never said anything about sex or body parts. I had been shifting around a little during our discussion, trying to hide my erection, which was now full.  
 
“Are you excited now?” Amy asked. “Is your dick hard?”  
 
Again, I could not avoid the question and did not want to lie. All cards were on the table at this point. Plus, she likely noticed my squirming. “Yeah, my dick is hard. Impossible not to be, with what we have been talking about.”  
 
“Me too. Excited, I mean. If I were alone, I would be masturbating right now and would probably come very quickly.”  
 
I smiled a little, embarrassed to answer, but reassured that she was feeling the same thing. “Me too, I’d be all over myself, and it would only take seconds.”  
 
She laughed, breaking the tension a little. There were blankets on the back of the couch, and she threw me one. “Go sit down at that end and you can put the blanket over you, and I’ll do the same with this blanket down here.”  
 
She did what she said, grabbing the second blanket, scooting to the end of the couch, and sitting on the couch facing me with her legs on the couch. She threw the blanket over her legs, up over her waist. I could not see anything from her stomach down to her calves now. I followed suit, moving to my end, sitting fully on the couch, with the blanket covering me in the same way. Our feet touched, and a shock went through my system, down my spine, and my cock twitched. It was somehow erotic for just our feet to touch in this way.  
 
I liked that now she could not see my hard-on but did not know what to expect would come next. She seemed to have a plan, though. “I have my hand pressed against my pussy,” she said.  
 
That was incredible to hear – she was at least partially touching herself right in front of me! I did not say anything, so she continued, “I’m pushing against my whole pussy with my hand, pressing and releasing.”  
 
To be continued