Chapter 1 - 19 years old (College)
So this is a story of me realizing how I am a small dick beta male, and how I've always been one. I didn't realize this for a long time. I was a tri sport athlete in high-school, went to college on a scholarship until I got hurt. Then things began to come clear to me.
So first things first, my name is Don, Don Jr. To be more specific, since my dad is also Don. My dad was always your typical Midwestern tough guy kinda dad. He never said anything encouraging and whatever you did it was never good enough.
So after I hurt myself I had to move home and recover from the surgery. I was given a regimen to manage the pain. Stretches and an as needed pain med. Within a few weeks depression set in and I was given meds for that as well. My father was not understanding, nor did he believe in mental health. He thought I was being a big baby. Due to the friction at home during my recovery period and my general malaise I wasn't exactly a lot of fun to be around, and my emotional instability caused a lot of friction between me and my then girlfriend Chelsea.
Chelsea was 5'3" and very petit. She was an A cup and wore a size 2. All of her weight was pretty much in her booty. Not to say it was fat, but it was the only part of her that jiggled and bit when she was naked. She had long black hair and beautiful blue eyes. She was actually very supportive during my injury and recovery, the problem was more with me. All the issues that I had caused from when I was feeling great I overlooked, as I began to feel less good about myself they became obvious, and as an immature jerk I tended to make that her fault.
Sexually was the biggest difference. Chelsea loved sex. She rode and sucked me every day before my injury, it was heaven. She would get frustrated on top of me sometimes because she would get so wet and I would slip out, and she couldn't bounce on my dick she had to grind back and forth and use my skin as friction against her clit if she wanted to cum. I didn't think much of this at that time because in my mind I was the perfect male specimen.
I thought I was modestly hung or at least average, and I had been raised to think that going down on a girl was something that deserved a thank you. Not what you did just to be a good lover. After my injury I was given pain meds and at first I couldn't achieve an erection. Chelsea would ask me all the time to go down on her but I was being childish and upset and lashed out at the whole world. That meant her too.
So to clarify, in our 2 years together I went down on my loving, beautiful, and caring girlfriend few enough times to count on one hand. Meanwhile she was always giving me head, even when I wasn't getting hard and we both knew I wouldn't. I would pretend like I could and she would try for a very long time before finally giving up. She constantly tried to make me feel better about it, but I always just sniped at her and blamed her, which caused her mood to sadden and we would part ways with her holding back tears and me blaming her somehow.
Finally after 2 months I was able to get hard, but I couldn't cum, (likely due to the antidepressants) I also noticed - but didn't want to believe - that the size of my erection was diminished (more on that later). We tried to have sex but I was able to tell right away when we started that I wouldn't be able to cum and I was too selfish to care about my sexually frustrated and neglected girlfriend. I offered to go down on her once in that time, but it wasn't an earnest offer and she refused, picking up on my tone and not wanting me to do her any favors.
Another month came and went and we still hadn't had satisfying sex. I had lost all interest. The few times I was horny I couldn't cum and the shame of having a dick that didn't work made me aghast at the idea of just doing something for her. Well that and my general arrogance. At this point she had had enough, she told me that if I didn't start talking to someone and get my shit together she was going to leave me. We were still young. She was 18 and I was 19 and this was no way to live. She wanted to fuck her boyfriend, she didn't care if I ever threw a baseball again, she just wanted me to stop ruining myself and us.
She got very aggressive, even a little dominant with me, which slightly turned me on, but I couldn't tell you why. Then she mentioned if she couldn't get some emotional or physical relief soon she was likely to do something stupid. She let that hang in the air. I knew what she meant. I thought of my roommate whom I was planning on living with again this next year had always crushed on her. His name was Blake and he didn't hide his attraction for her. The images of them kissing and fucking flashed in my brain. And my dick jumped. I was hard. Harder than I've been in months.
I stood up and tried to assert sexual dominance with my new found erection. I pushed her (lightly) into the wall. And began kissing her aggressively. She moaned in excitement and kissed back. Our hands explored each other mine running through her hair and down her jawline before getting to her nice little ass and eventually pulling down her sweatpants. Hers went right to my shorts and boxers and they were down in a flash and my firm dick was in her hand.
I realized then too that my dick didn't even fill up her hand, it was the width of two of her fingers with a bit to spare and the length of her palm or middle finger. She didn't say anything but she did look down for a second before continuing the kiss. Neither of us knew then what got me hard but here I was. I slowly inserted my fingers into her wet slit and was gratified at her moistness, she moaned and I slowly worked my way in and out with my two fingers and then moved my middle up to her clit and began to rub using her own fluids as a barrier to prevent friction burns.
Then I picked her up and carried her to my bed. I heard commotion downstairs from my parents so I locked the door and pretended nothing was happening. After I got her on the bed I went to do my patented kiss and insert move but she pushed my shoulders back and shook her head.
"You owe me, get down there and make it count" she smiled to take the sting out of her words. The dominance though again made my dick jump. She didn't say anything if she noticed it, but I was beginning to put two and two together. I put a blanket down so my knees didn't get rug burn and I did the thing that weak men do. I ate her pussy.
Even though I know that's a backwards mentality to have about oral sex the notion was ingrained in my 19 year old brain and it was making it hotter. I had been "The Man" my entire life, captain of the baseball team, captain of the basketball team and quarterback for the football team. I was popular. Girls always flirted with me, I was invited to every party. The mere notion that I wasn't good at something or even that I wasn't physically perfect in every way never occurred to me. Yet here I was on my knees using my tongue to do what my dick couldn't. I was leaking precum already and this feeling of inferiority and my blanket was beginning to rub against me making it feel good. I started bucking my own hips as she moaned from my mouth.
I had never thought of myself as having a huge dick, probably large average. Though when I think about it I was probably lucky to call my size five inches. With these new meds or whatever though I had easily lost an inch. Similarly I never thought about how long it took me to cum. I was a teenager so I figured most guys were about the same as myself, probably not even as long as me.
Chelsea began to buck her hips into my face now and I upped my intensity. I used the tip of my tongue. I sucked hard when I needed air and used the rough part of my tongue intermittently. I was getting into this. My own hips were bucking against the blanket as more and more precum dripped out of me.
"Right there baby! Yes!" She grabbed the back of my head and pulled my hair while forcing me into her button clit. Her whole body tensed up and mine along with it. My dick bounced as she said she was cumming loudly. I bucked my hips once more and the blanket brushed it so gently, so smoothly that my own legs gave out. As she came on my face and let go, I collapsed on the floor and came on myself. Rope after rope of my own pent up cum hit my stomach, blanket, and bedroom carpet.