[MF] A pussy unlike all the rest

Jane was in my wide circle of college friends. She would party with us on the weekends but she wasn’t part of the core group. Jane was a little too straight-laced for our band of pot heads and misfits. She was serious about her studies. Even when she partied, she maintained more self-control than the rest of us.

Jane had an adorable face. Cute as could be, with short blond hair, full lips and yes, dimples. She was about 5’6″, slightly overweight with a wide booty and small chest.

When we were in our friend group, Jane and I spoke a little but never got into any deep discussions and we never got together one-on-one. That changed, however, when I purchased a used motorcycle. Jane was intrigued and wanted to go for a ride. Her father had a motorcycle and she loved riding with him. Since I was a little drunk, we agreed to go for a ride the next day.

I texted Jane and she met me outside her apartment wearing jeans, a Twisted Sister t-shirt and a leather jacket. She was wearing way more eye liner than usual. She had clearly dressed for the ride – a sharp contrast to her normally conservative attire. I gave her my helmet and she hopped behind me, reaching around my middle. We rode around for over an hour. When I went fast around turns, Jane hugged me tight and pressed her body into my back.

We pulled up at Jane’s apartment building and she climbed off. When she pulled off the helmet her face was flushed red and covered in beads of sweat. She was shaky getting off the bike. It was a cool day and though the helmet may have been hot, I suspected a larger reason for her demeanor was the result of the bike’s vibration on her pussy and ass.

Jane invited me into her place for a beer and we settled on the living room couch. The sun was setting and as we cracked open our second beers the room became dark and shadowy. There was obvious sexual tension and although I had never considered Jane in a sexual way before, the afternoon had been so fun and she looked so good that I leaned in and kissed her. She wasn’t put off at all and soon we were making out. I pulled Jane down onto the narrow couch laying lengthwise and positioned myself on top of her missionary style. We were fully clothed and making out when I started to dry hump her. Jane thrust her hips back at me and soon our grinding had her moaning and panting. I sensed she was close to coming so I increased the pressure of my cock on her pussy just where I figured her clit would be. Jane pulled my body tight against hers and bit her lower lip as her body shuddered.

I was so worked up that I didn’t give her time to relax before I started unbuttoning her pants. Jane pushed my hand away and said we needed to talk for a minute. “No one has ever done that to me before,” she said. She shyly revealed that her entire sexual experience consisted of kissing a few guys and being felt up on top of her shirt. She said she wanted to try more things with me but she asked that I go slow and not get mad if she backed off . I told her that I would respect her limits and that all she had to say was “no” and I’d stop. I gave her a gentle kiss as I pulled her toward the bedroom.

We made out on the bed fully clothed for a long time. Jane rolled on top of me began dry humping me. My cock was hard and the weight of her body pressed the seams of her jeans and zipper into my shaft. It wasn’t too comfortable but I let her keep going because it was so exciting to see her taking the initiative. As Jane pressed and rubbed her crotch against mine, I reached my hands up the back of her shirt and over her smooth skin to her shoulders. She was wearing a bra with a catch in the back, which I surprisingly was able to unhook on the first try. Since there was no resistance, I rolled us over so Jane was on her back and then moved my hand under the front of her shirt. She put her hand on top of mine and stopped it’s upward motion. “Too much?” I asked?

“It’s just that my boobs are really, really small. I’m so embarrassed,” she confided in a shaky voice. I told her that she had nothing to be ashamed of and explained that men like all boobs – big ones, small one, even lopsided ones. I told her that she was a beautiful woman and that I would love to make out with her shirtless.

I sat up on the bed and pulled my shirt over my head. “Is this Ok?” I asked. Jane answered the question by sitting up and pulling off her shirt. Her bra hung loosely over her tits and I could tell she was really nervous, so I pulled back the covers and told her to slide in. I slipped in next to her and pulled the blanket up to our necks.

We began another make-out session, and this time she didn’t stop my roaming hands from pushing aside her bra. She let out a gasp when my fingers move over her chest. Jane’s tits were the smallest I had ever felt — just two slightly raised mounds of firm flesh. Jane let out small moans while my fingers traced circles around the mounds, inching closer to her nipples on each pass. Her nipples were hard, tiny buttons. I began giving them squeezes and Jane responded by pressing her crotch against my leg, rubbing her pussy into my thigh. “Can I get on top of you again?” she asked in a small voice.

I explained that I enjoyed the dry humping but the seams and zippers of our jeans made it uncomfortable. “How about we take off our jeans but leave on our underwear,” she suggested.

We both stripped off our pants and slid back beneath the blanket. It felt great to have Jane’s warm, nearly nude body pressed against mine. I ran my hands down her smooth legs and over her panty-covered ass while she rolled on top of me for another grind session. My cock was rock hard and sticking up toward my stomach with Jane pressing down firmly on the shaft, rubbing the her clit up and down its length with increasing pressure. It felt good but not completely comfortable and soon I had to stop her. “What’s wrong?” she asked. “Am I doing it wrong.”

Jane crawled off me and lay beside me with a sad look on her face. I gave her a little lesson on male genitals and explained that too hard a grind could be painful. As we lay there it dawned on me that Jane really had no idea what to do with a cock since she had never even seen one. “I have an idea,” I said. “If this is too much I’m sorry for suggesting it, but would you want to watch me masturbate?” Jane was wide-eyed when she smiled and whispered, “Oh, please, yes!”

I stripped out of my underwear and Jane snuggled into my shoulder while I reached down and began slowing stroking. I pulled Jane’s chin up and kissed her tongue-first. Soon were were vigorously making out while I jerked off with the right hand and tweaked Jane’s tiny nipples with my left. “Do you want to touch it?” I asked.

Jane asked how to do it and I told her to just do exactly what I had been doing. She reached out tentatively and traced her finger lightly over the head, then reached around my shaft and gave it a gentle squeeze. I put my hand over hers and began pumping it up and down. As soon as she got the rhythm, I turned my head to the side and ran my tongue against her hard little nipples. Jane’s hand felt great on my cock and as I became more and more turned on my hand crept down to the waist of her underwear. “Too much?” I asked. There was no protest so I pushed below the waist line where I felt her soft blond pubes. I could feel the heat from her pussy and slid my finger down to her clit.

Jane let go of my cock and closed her legs tight as soon as my finger reached her magic button. “Want me to stop?” I asked. Yes, she said, and she needed to tell me something. With one finger still poised a half in above her clit, I waited for her to talk.

“I’m different than other girls,” she said. “My body developed weird. It’s a hormonal thing. That’s why I have such little tits.” I quietly assured her that her body was perfectly great and she had nothing to be worried about. “No, you don’t understand!” she said as she burst into tears. “I want to do this, but I’m afraid you’ll freak out!”

All night long I had been as tender as I could, but at that moment I decided that a little firmness is what she needed to get past whatever weird hangup she had about her pussy. I took her by the chin and pressed my lips hard against her mouth. After a long, passionate kiss I whispered, “Just lay back, Jane, and let this happen. I promise it won’t be bad!”

I went in for another deep kiss and slid my finger down to her clit. Jane jumped and slid her body up on the bed, closing her legs with my hand trapped between her thighs. After another minute of making out she relaxed a little and opened her legs, which I took as an invitation to continue my explorations. I reached two fingers toward her pussy and sought out her lips. And that’s when things got interesting.

Her pussy mound, which was nearly hairless, hid a teeny, tiny pussy like nothing I had ever felt. Not only were the lips barely pronounced, but the distance from her clit to her taint was abnormally short – maybe an inch or two. Her little slit was wet and I was trying hard not to focus on the oddity at my finger tips and make Jane feel even more self-conscious. I proceeded to rub her little tiny lips and clit with increasing pressure. “Your pussy is fantastic – perfect,” I lied. “You are so hot and wet. Let me make you come!” Jane leaned in for another long kiss and took my cock in her hand as I continued rubbing her little lips and tiny clit.

I tried to probe her opening with my finger tip but it was the tightest I had ever encountered. Just getting in to the first knuckle felt like I was ripping her apart, but apparently it didn’t hurt too much because Jane was panting with eyes closed while stroking me haphazardly. I began slowly finger-fucking her down the the second knuckle while my thumb did a dance on her clit. Soon she arched her back and let out a loud moan as her second orgasm of the evening flowed through her body.

As she regained her composure I told her that everyone is different. Some cocks are huge and some pussies are too, whereas some guys have tiny dicks and some girls are small. I said that I loved her little pussy and that someday she would make her first lover a happy, happy man. “Can that happy man be you?” she asked. Her question stunned me because I knew there was no way my cock would fit. A small dick would have to rip through to fuck her. My bigger-than average cock would tear her in two. I decided not to say that, however, and instead to just be chivalrous.

“Your first time should be really special, with someone you love,” I said. “I would love to have sex with you, but not unless we were dating and committed. This has been great and I want to keep going, but let’s slow it down a little, Ok?” I had found just the right thing to say. Jane hugged me tight and then gave me a long, passionate kiss.

We stayed in bed another hour, making out and feeling each other up. Jane wanted to try giving a blow job and I wasn’t about to object. Her technique of course was all off but the fun of being the first guy in her mouth made up for it. I told Jane to stroke my shaft while working the head in and out of her mouth. I was about to come and warned Jane to move her mouth but continue stroking. I shot a few big ropes up the length of my body as Jane watched from inches away.

Jane and I started dating immediately after that night but it wasn’t meant to be. Our lifestyles and values didn’t mesh and we both realized it within a week. We went back to being friends.

I have been with many women since then, but never have I encountered anyone with a pussy like Jane’s.

Source: reddit.com/r/gonewildstories/comments/75a3z8/mf_a_pussy_unlike_all_the_rest