[MF] New Territory

I had posted this a year or so ago, then took it down because She changed her mind about having it up, but she’s changed her mind yet again and now she wants it out there again, and as long as she reviews them before I post them, she’ll let me post more of our experiences together.

Little bit of background: I graduated high school in ‘09 at 6’6″ and 150 lbs. I was a razorblade and very conscious of it but no matter what or how much I ate I couldn’t gain a pound. Fast forward to the time of this story when I weighed in at a more solid 210 lbs and was healthy and in good shape because of my job. I lifted heavy packages and consistently walked over 18k steps every single day, even hitting 24.5k in a 5 hour period once. I was feeling better about my body than ever before and had a lot of stamina. I’d like to think of myself as a decent 7/10 on the looks scale as I was lucky to have dated pretty gorgeous girls but I was never one of those popular guys in high school that had ladies hanging off his arm.

I had gotten pretty intimate with a few of my gfs over the years, rounding all the bases several times but never able to cross home plate thanks to where I live. I got to be pretty damn good with my long-ass fingers thanks to one girlfriend in particular, which will come in handy later. This experience experience happened a couple years ago, but I will never forget it.

Alright, let me introduce you to Brit. Brit is a bombshell of a 5’1″ 95 lb 18 year old that was in my first Fall class at the university I just transferred too after a few years at one by where I lived, and i was 24 at the time. It was my first semester there and her first one ever. This was the first class of the day for both of us, then we ended up basically followed each other to our next class. I hadn’t had any serious thoughts at all up until one day following her on a day she was wearing a shorter shirt and leggings and I realized she had the most perfect ass I had ever seen in leggings. It was small and tight, not jiggling a bit as she walked but you could tell it wasn’t just a bony ass, but had just enough. She was super shy and never spoke up in class and hardly talked in the group projects. Finally after about 2 weeks of accidentally following her to the building we both had our next classes, I just go for it. Right after class one day I packed up my stuff and walked pretty quickly to try to catch up to her. “Hey, I saw you walk to such and such building clear on the other side of campus after this class, right?” “Yeah, you walk that way too, right?” Anyway, we become friends because talking for the 8 minute walk is way more fun than staring at concrete.

A week later, she starts sitting by me in class because apparently I’m the one and only friend she has made on campus. It comes up one day she needs some help with calculus, and I had just finished Calc 3 at the previous university I studied at, so I offered to help. She quickly accepted the offer, to my surprise, and arranged a time we could meet in a computer lab and go over her homework. We meet at a lab and dead honestly worked on her homework with the purest of intentions. 2 weeks into the tutoring, and she wears a flannel shirt that was fitting her pretty loosely. This was in contrast to the letterman’s style heavy jacket she usually wore every day. To this day I don’t think she meant to do this at all, but she bent over to pick up her calculator that fell right as I did the same and though I really did try to avert my eyes, I saw the beginnings of a gorgeous set of double-D’s through the top of that flannel shirt. I quickly look away, embarrassed, and with the angle she was at it was impossible she saw me. I kept tutoring her for the rest of the semester and no more fun little ‘incidents.’ Spring semester I didn’t really see her because we both had wicked school schedules and she didn’t seem to need much help with math anyway, so we kind of fell out of touch.

About this time, right before school picks back up in the fall, I get a text on my phone. “Hey, I’m taking PDEs this semester and you said you’ve taken that class before, can I have you tutor me again? I’ll make it up to you, there’s a burger place down the street and I’ll buy you lunch once every week or two.” I was excited to see her again because she was fun to talk to and very attractive, and I also really like that burger place. I wasn’t about to let a girl/woman pay for my lunch though, don’t worry. Never one to turn down helping a friend out, I accepted the offer. She mentions when school starts the next week, we should meet for lunch in the food court on campus and catch up. I agreed, since it had been a while and I’d like to see and catch up with her. We both had a 3 hour break between classes right around lunch time twice a week, and we seriously talked for the entire 3 hours that first day, catching up like childhood best friends.

After talking for a while, she got comfortable with me again and really opened up to a whole lot. It turns out she kinda sorta dated somebody over the summer which led to her having sex for the first time just a few weeks before. My brain locked up, because I couldn’t believe what I was hearing. When I said she was a bombshell earlier, I meant it. She was really cute and had the most stunning body I have ever seen with clothing on. There is _no_ way this girl lost her virginity at 19 years old. Some asshole somewhere surely made some empty promises and taken what he wanted long before then, but no. Curious, I asked how it went. She thought it was horrible and couldn’t believe that some people were so into it. I was stunned. I had to ask wtf happened, right? She said, “Well, I hardly felt a thing and it was over in less than a minute.” I felt my jaw drop. I had so many questions. I asked how his foreplay was and if he got her properly warmed up and ready for it and she look at me like I was crazy. Turns out they just made out, clothes came off, and he stuck it in a good 3-4 times then came on her stomach. The reason she hardly felt anything? Homie had a micro penis.

I couldn’t believe what I heard. At this point, we decided we should to a little more private spot in the food court where people weren’t walking by us constantly and hearing us talk about this god awful sex-perience she had. Now, I remember the topics discussed just fine, like ‘There has to be foreplay for your first time or it’s just selfish on the dude’s part’ and ‘That sucks he only lasted that long’ but the only words I can specifically remember saying were, “Brit, you need to find you a man that actually knows how to please a woman.” Lunch is over, it’s time for class, and we part ways with a hug. She’s happy and all is well, but I can tell she is distracted by something she’s thinking about.

She wants to hang out again in two days when we have that break again, except this time she wants to go to the burger place. We meet up and go to the burger place, but instead of sitting and talking like we did before she eats quick and tells me we need to hurry and get back, so I hurry and eat too. Of course I paid for the meal and then we left. When we get back she tells me to stay in the truck as we pull into the parking garage because she has lots of questions about what we talked about two days prior. I oblige, since we’re friends and I want to make sure the next time this girl blesses some guy with that phenomenal body of hers, she makes him earn it.

She asks all kinds of questions about things like what have I done, what have I had done to me, etc, for the entire time and then lunch is over and it’s time to go to class. She texts me more questions for the next few days, then the next week we find ourselves in her truck chatting again in the parking garage after the burger place. Friendly chat, but when I look at her I see her staring at me, wheels turning in her head. After a while, we were talking about something to do with school, she suddenly and quickly dives over the center console, and pulls me into a kiss. I didn’t stop her and I definitely didn’t question it. When she let me go, she apologized for doing it so suddenly, and I assured her I was definitely ok with it. We both realize we’d been there for a while and needed to get to our next classes soon.

That night she texted me asking how I felt about our lunch that day. I told her I had a great time and while I had a great time kissing her, I didn’t want to rush anything and cross any lines with her. Her reply? “You didn’t get anywhere near crossing a line.”

We’re hanging out in her truck in the backseat just talking, because I ran away from her poking me or something but also to see where things go and of course, she followed. I confront her about this line of hers and where it is, and she lifts her shirt off and I get to see her perfect cleavage again. Then, suddenly, she undoes her bra and gently tosses it to the ground. I’ve seen and touched my fair share of breasts by this point, but I had never seen or touched anything like these. They are perfectly shaped, so young and perky, and very large and firm. So firm, in fact, when the bra came off, there was only a quick jiggle from the bra drop, then they bounced right back where they were when her bra was on. I took a breath, realizing I have been holding it the entire time. She asks if I was just going to keep staring at them or if I was going to get busy. I immediately pull her in to kiss her, holding her in my left arm while learning every inch of those perfect breasts and the rest of her body with my free hand.

I feel something on my wrist, and realize it’s her hand. She guides my hand down her pants, which I just now realize are undone and unzipped. As soon as my fingers make their way to those blue panties, I can feel her heat. An inch later, I feel her panties are soaked as I lightly touch her entrance through them, which makes her squirm. I start to explore her inner thighs, then lightly rub her clit just a little which makes her suddenly break away from kissing me. I open my eyes and look at her, and she has this adorable ‘Oh!’ face. We’re on the right track, I see! I bring my hand up and put it back down inside of her panties. Fingers spread apart, I slide my forefinger and middle finger down either side of her lady parts, lightly caressing the tender surrounding areas. She lets out a gasp. Using my pointer finger, I trace back up but this time right down the middle through her labia. She moans. As I get near the top, I find her clitoris and gently rub, using the wetness from her entrance to lubricate. She screams. Thank god we’re in this truck in a parking garage. I wait for her to relax, as she is tense from her clitoris literally being teased for the first time in her life, then I lean back and take her pants and panties off.

I move them out of the way and set them down, then look back and see what I will never un-see for the rest of my life. It was the most perfect innie pussy I have ever seen, and due to her petite size and frame it is smaller than any I have ever seen both in real life or in porn. I suddenly feel a really dull but strong pain from my crotch. I realize I still have my pants on, and I have the most intense erection I have ever had in my life, so I slide my pants off to release a little tension. I go back to her, teasing her clit and vulva to get her and my finger a little more wet so I can slide my finger into her. I bottom out just barely past the first knuckle on my pointer finger. I am instantly turned on because of how tight she is, but in the back of my mind I couldn’t help but think how bad she is going to hurt after anything that may follow, even if I just finger her. She’s moaning in pleasure the whole time, wincing a little as I go inside of her. I make sure to go very slow, leaning over and kissing her to distract her while I slowly insert more of my finger inside of her. I manage to get as deep as my second knuckle, and I can tell this was just about as far as this road goes for now. While still kissing her, I slowly start to bend my finger in a ‘come here’ motion. Again, she rips away from kissing me, moaning a little louder than she has been up to this point. Come here. Another moan. One more. More intense moan, almost a scream this time. I slowly rub her clit with my thumb and keep doing steady motions with my pointer finger. With each ‘come here’ and rub on her clit, she slowly arches her back more on the bench seat in the back of the truck. When she is arched as high as I think she physically could, her legs start shaking uncontrollably and I feel some her juices come out of her, while she slightly tightens up on my pointer finger. Orgasm one, complete. I slowly stop and pull my finger out, kissing her and caressing her legs. She pushes me off of her, looks me right in the eyes, and said, “I want you in me. Now.” Happily, I pull my underwear off and out springs my member. As she watches me, I see a look of shock on her face as she realizes that I am not like her previous lover at all. She later would tell me that I was longer flaccid than he was fully erect, so the sight of my 7.5” shaft at full attention kind of scares her for a second. She can’t take her eyes off my rock hard erection, so I ask her if she still wants to do it. She hesitates then slowly nods, then looks at me and almost angrily demands that I better be gentle and better know what I’m doing. I just tell her to relax, and suggest she put her head back. She says no in that same tone of voice, and that she wants to see to make sure I’m going to be rough.

I move her so she’s in the middle of the back bench, feet up on the headrests, which is perfect position for me to see that her clit is still erect and her labia very wet. I put my tip on her entrance, then tease up and down. I want to both tease her and get some of her wetness on me so as to not just dive right in. When I get my tip just wet enough, I line up with her entrance and looked her right in the eyes. She looks back at me, wondering why I paused. As I slowly slide into her, her ‘oh!’ Face returns in full glory, and she throws her head back. I can’t believe how tight she is on my shaft. It feels like she has it in her hand and is squeezing it with a full grip. This is very new to me. I had been with other women, but this was a tightness I only ever thought was urban legend. I stay where I am, letting her adjust to my girth, and she brings her head back but this time watching where our bodies are now connected. I take that to mean she’s ready for more, so I slowly continue sliding into her. She winces, but is a little more prepared now. I keep sliding slowly, then feel a tightness I hadn’t really felt before. I push a little more, and she throws her head back and lets out a little scream. I pull back until I’m almost out, then slowly slide back in. Same spot. Wince. It hits me that I’m bottoming out in her at about 2 inches in. I begin slowly thrusting in and out of her, making sure I don’t push on the bottom too hard. I finger her clit a little, and kiss her. I had heard the vagina relaxes more as she relaxes/is turned on more, and I was glad to find out that was pretty accurate in this case. While slowly thrusting, I very slowly go a little deeper inside of her, seeing how far she wants to push the boundary. She’s moaning in pleasure the entire time, with slight winces as I go a millimeter deeper every 4th or 5th stroke. She is soaked, and I can tell that she is enjoying this.

I finally manage to get my entire length inside of her, and begin thrusting at a slightly higher pace than before. She is moaning intensely, and after about 5 minutes of this, she is adjusted to my size well enough. She suddenly looks at me and tells me to go harder. I warn her than I am about to cum. I didn’t exactly plan on sex with her, so I don’t have a condom on. She says she is on birth control anyway for hormonal stuff or something, and that she wants her first ‘real’ time to be a full experience, so she wants me to finish inside. If I wasn’t close to cumming before, I suddenly am now. I slow down to let the feeing fade a little, telling her why I was doing it, to which she nods ok.

Although she is adjusted to me, her vagina is still tighter than any other woman I have ever been with. It is truly a constant tightness that was consistent the entire time. I’m still lightly hitting the bottom with my shaft, which makes her wince again if I push just a little too hard. I pick up the pace, to a normal thrusting. The ‘oh!’ face made a reappearance, but quickly fades into a big smile. Out of nowhere she says again, “Harder!” So I begin to thrust a little quicker. I’m about to lose it. I can’t hold it. It feels amazing. She’s extremely tight, she has a perfect body, and I’m watching her firm double-D cup breasts bounce majestically with every thrust. It hits me like a Hurricane. The most massive and intense orgasm I’ve ever had in my life hits me wave after wave, and it feels like I’m exploding inside of her. At the same time, her legs start shaking again and she moans louder than she has this entire time, climaxing for a second time. Wave after wave, pulse after pulse, I unload by far the biggest load of my life inside of this girl. I have buried and stuck myself all the way inside of her, to get the most feeling out of it, and I am surprised to see my load dripping out her as three or four final waves of cum were being pumped in. It’s the hottest thing I had seen in my life. She was so incredibly tight that there is no more room inside, so it it started leaking out around me. This is a sight I’ll never forget…

Both both look at each other as we come down from our climaxes, me still buried inside of her. She pulls me in to kiss me, and we kiss more sensual and passionately than I’ve ever experienced in my life.

We clean up, kissing intermittently the whole time, then get out and walk in to the school to go to our next classes. She gives me a big smile and wave as we parted ways, with a friend of hers in her next class running into us. I go to my next class and not only can I not pay attention to the lecture, I don’t even write down a single note.

She texts me later that night, just a wink face and a few words that say, “That was amazing! Can’t wait for next time!” This gets my hopes up for future adventures…

I would like to say the next morning I woke up to another nice text from her, but what I actually woke up to was more along the lines of: “Fuck this and fuck you! I can’t walk! I’m so sore down there that I can’t walk normal at all!” Mission accomplished.

Source: reddit.com/r/gonewildstories/comments/hqksf6/mf_new_territory