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I’ve all the time been a shy guy around people in general, especially around women. It was depressing knowing all my friends had gfs, fiancés, wives, but I was the only single one. My longest and only relationship lasted 4 months. Their jokes and teasing didn’t help at all. I’m not sensitive, but it lasted for about 5 years and just couldn’t take it anymore. So I stopped hanging out or do social events with them, however Nate and Nina (who were bf/gf) all the time reached out to me and invite me to places, usually saying no.

One day, Nina came to my place. Curious to know what Nina was doing here I asked, while inviting her in, “What’s up Nina? Is there a reason as to why you’re here?”
“No. I just came by to check up on you,” Nina said hesitantly.
“Huh? What do you mean?” I replied.
Nina sighed and said, “Nate, me, and your friends are worried about you. We just hope you’re okay.”
I took a long breathe and sat in silence for a moment before I told Nina, “Okay, but look Nina, this is between you and me. I’ve been single for about 7 years now. I get nervous meeting new people, especially girls. It’s always been my biggest fault. I just can’t talk to women. And I could no longer stand my friends always joking and teasing me. I went along with it at first, but after about 5 years of the teasing and jokes, I just reached my limit.”
“Are you serious?” Nina said. I just nodded my head. “Oh wow, I’m sorry I had no idea,” Nina said sympathetically.
“I don’t need your sympathy. I just want your word that you won’t tell anybody,” I said. Nina nodded and headed for the door before she turned around asking if she could use the bathroom before she left.

Nina took a long time. I was curious to know what was going on. I knocked on the door and asked, “Nina are you okay? You’ve been in there for quite some time. Is everything alright?”
Nina opened the door and said, “please don’t be mad. But I told Nate your situation, but before I told him I also had him promise me he wouldn’t tell anybody.”
In disappointment, I asked Nina, “Why? You promised me Nina. You gave me your word you wouldn’t tell and you go behind my back and tell Nate? Great, now Nate is going to be sympathetic towards me and other people will catch on, and before I know it everybody will know.”
To my surprise, Nina approached me and hugged me then whispered, “Nate wants to help out and so do I. So Nate thought a way to help you out is for you to have sex with me.”
I laughed and said, “yea right.“ But Nina had a serious look in her face. “You serious?” As Nina nodded, I just stood there frozen in shock.

Nina said, “let’s go to your room.” As we got there, I had no idea what to do or act. “Don’t be so tense, just relax,” Nina said as she sat me on the bed undoing my pants. As Nina pulled out my cock, she softly stroked it and then began sucking on it. It felt so good I wondered I would cum within seconds but held it in as best as feasible. Soon, my legs tensed up and I came in Nina’s mouth as she swallowed it. Nina and I started to undress and when I saw Nina naked, I felt my erection come back. Nina laid down, opened her legs, pulled me in for a kiss and then pushed my face to her pussy. I saw how girls licked other girl’s clits in porn, so I wondered I’d give it a shot from what I’ve seen in those clips. To my surprise, it worked out well as Nina started moaning as I continued to eat her out. Nina stopped me and guided my cock to her pussy as she let me slide in. I started moving my hips into position and from there started to pump Nina’s pussy as she started to whimper lightly. I started to speed up as Nina started to moan louder which kept me going, then Nina shouted, “Don’t stop! Right there! Keep going!” As soon as Nina said those words, she pulled me out and orgasmed. I just sat there wanting to keep going but wasn’t sure if Nina wanted to keep going. But, Nina let me fuck her however I wanted because she said she was trying to “help me.” I just let Nina ride me.
As I started to get close, I told Nina, “I’m about to cum!” Nina didn’t stop and waited until I came inside her pussy. I was so worried about her getting pregnant.
“Relax, I’m on the pill. Gosh, you really weren’t joking,” Nina said. Nina made me cum one more time and then we cleaned up and she went home.

I never fucked Nina again but if helped boost my confidence, but we never mentioned it when I hung out on occasion. However, Nina texted me saying she needs to talk to me. I fear she may be pregnant.

Fictional story

NSFW: yes

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