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Friend Needed Help With Her Vagina

By Spurtz

I work with an extremely attractive woman. Her name is Jan. We have been close friends for years but never anything more than that because she’s engaged to be married. But we are so close that she confides in me on some of her most private thoughts. I would love to get her in bed but I assumed that would never happen.

A few days ago she approached me and said she had a very personal question to ask me and hoped I wouldn’t be offended. I told her that nothing was off limits between us and to go ahead and ask the question.

She looked at me very shyly and said, “I need to know how long your penis is when it’s erect? I understand if you don’t want to answer but this is very important to me.”

You can imagine how shocked I was when I heard this. It was the very last thing I expected to hear out of her mouth. But because we are such close friends, and I could tell it was important to her, I answered.

“Truth be told, it’s difficult to get an accurate measurement but if I had to pick a number I would say six inches.”

“I was kinda hoping that would be your answer,” she responded. “The reason I wanted to know, and this is very personal, is when I have sex with Ron (her fiancée), it hurts when he bangs his penis against my cervix. Now I know that the typical male penis is 5.5 to 6-inches long. And I would think that the average woman should be able to handle that length without any pain.”

“How big is Ron’s dick?” I asked.

“That’s the problem. I know this sounds odd but I don’t know and I am embarrassed to ask him. But I’m guessing more than six inches.”

“You are ok with asking me what my dick size is but not your fiancée?

“I know. That sounds strange. But here’s an even crazier question. Would you be ok with putting your penis in me so I can see if it hurts? I don’t want to have actual sexual intercourse with you. That would be wrong. I just want you to stick it in me and see if you can touch my cervix. No actual fucking. If I can handle six inches without any pain then I know that I’m normal and the problem is with Ron’s dick being too big.”

I thought to myself: If she actually thinks that I can just stick my cock in her pussy to check the depth and then pull out, she’s living in a dream world. But I told her I would be willing to help her out and give it a try.

She suggested we take a long lunch break and go to her apartment which was only a few blocks away. So that’s what we did.

When we got to her apartment she led me into the bedroom and started taking off her clothes. I will be honest with you, the whole thing was so crazy that I was actually hesitant to get undressed. And then I was concerned that I couldn’t get hard. I figured she wasn’t planning on any foreplay and expected me to get an instant erection without it.

I needn’t have worried. One look at her body with those perfect perky tits and I was fully hard before I even got my pants off. Also knowing I was about to stick my cock in her also sped up my erection.

“Ooooh, you have a really nice looking penis,” she said. “Nicer than Ron’s for sure. Definitely thicker. And you got hard so quick. Let me rub some lube on it to make sure it slides into me since I’m probably pretty dry although looking at that nice dick might get me a bit juicy.”

With that she took hold of my now throbbing prick and coated it liberally with K-Y jelly. Omigod, it felt so good when her hand slid up and down the length of my cock. This was going to be even better than I had hoped. She seemed to spend way more time than necessary rubbing the lube all over the head of my cock. All over the most sensitive areas. I thought maybe she was playing with me but she seemed pretty oblivious to the effect it was having on me.

“OK,” she said, “Why don’t you lie down and let me straddle you. That I way I can control the depth of penetration.”

Before I did as she asked, I wanted to get my lips on one of her luscious nipples. I leaned over cupping one breast in my hand, but she pulled away. “None of that stuff,” she insisted. “This is strictly a fact finding mission.”

I couldn’t believe she could be that detached from what was going on, but she seemed totally serious about the purpose of the penetration. So I lay back with my dick sticking straight up. She climbed on and lowered her vagina down over my raging prick. She held my dick in one hand and spread the lips of her cunt with the other hand. She got the head inserted and then impaled herself onto me. It felt so fucking good I wanted to blow my load right then.

She lowered herself down onto me until she had my penis fully inserted. “I can just feel your dick barely touching my cervix, but no pain. Let me move up and down a few times to see if that makes me hurt.”

With that said she proceeded to fuck my dick with several fairly powerful strokes. “Just the slightest sensation but not really painful. Actually feels really good. But that’s enough. I’ve learned what I needed to know.” And with that she started to lift off of me.

“Whoa, babe. Where do you think you are going? You can’t just stop now and leave me hanging. We have to finish this.” I pulled her back down on me, burying my prick to the hilt. God, it felt so fucking good.

“But I’m engaged,” she protested. It wouldn’t be right for us to fuck.”

“Honey,” I said, “we are way past that point. That ship has sailed. My hard cock is buried deep in your pussy. Any concerns about having sex with another guy is pretty much a waste of effort. I know it feels good so just forget about Ron and let’s have some fun.” All the while I am talking I am pumping my prick in and out of her wet, tight pussy.

“But what about me getting pregnant? I’m on the pill but that’s not 100%. If Ron got me pregnant that’s ok because we are getting married.”

“Don’t sweat it babe. After I had three kids with my former wife I got a vasectomy. So don’t you worry your cute little butt about me dumping a load of semen deep in that tight little vagina.”

By now I had rolled her over onto her back and was giving her a proper fuck in the missionary position. I knew she had given up protesting because she was fucking me right back. She had her legs wrapped around me with her ankles locked behind my back and pulling me tight into her. With every thrust into her snatch, she let out a little scream. Not of pain, but of pleasure.

She threw one arm around my neck and pulled my lips to hers and proceeded to fuck my mouth with her tongue while I was giving it right back. I knew at that point that any concerns about Ron were long forgotten. She had slipped her other arm down between us and was frigging the shit out of her clit with her fingers. She must have been a lot more orgasmic than most of the women I had been with because it was obvious that she was cumming over and over as the little screams got louder and louder.

I wanted the session to go on forever because it felt incredible. She was the best fuck I ever had. But the sensations her tight pussy was giving my penis were not to be denied and way before I wanted it, I felt the cum boiling in my nutsack and then it coursed its way up my shaft and exploded out the slit in the head of my prick. My whole body stiffened as I sped up my thrusts while screaming in ecstasy. I could feel pulse after pulse of jism jetting from my prick. Is there any feeling in the world to match an orgasm? If there is, I’ve never felt it.

Our two bodies slammed together in total ecstasy as my semen continued to fill her up. Finally I had to stop because the sensitivity in my penis was off the Richter scale. We lay together with soft kisses between us.

I was speechless. I looked into her eyes. She said, “I can’t even describe how fantastic that was. No man has ever fucked me like that. You’ve probably ruined it for me with Ron. It was fantastic. Can you fuck me again? I want more.”

Seeing how my dick was still rock hard, I started pumping into her again. I swore I would never get married again but I might need to rethink that decision. I figured Ron was history.

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