[MF] Old College Friend Revisited

I knew Ashley from college. We’d gone to a small school in the northwest, and lived in the same dorm on different floors. It’s in a tiny town and there’s not much else beyond the college, so almost everyone lived in dorms all four years. Ours was known for being a little hippy-ish, even by the standards of our pretty hippy school. (One thing we were notorious for was the occasional “underwear party” in someone’s room. All told, it was pretty tame, usually just some drinks and music in an undersized dorm room while everyone was in their underwear. It was shockingly non-sexual… well, about as non-sexual as a group of near-naked and tipsy college students can be. The point is that despite what DareDorm tells you, a bunch of people hanging out in their underwear doesn’t actually turn into an orgy that easily.)

Ash and I had been pretty good friends while I was there… and occasionally we’d get each other off. Not regularly enough that I’d even call her a FWB, but from time to time we’d tumble into bed. It somehow never affected our friendship, and outside of those times we’d never really even flirt or talk about sex. All told, we probably hooked up maybe 7 or 8 times during the three years we overlapped (she was a year behind me).

Now in these encounters we’d never actually have sex or even oral. It was strictly a hands-only thing for some reason. We never set any rules or even talked about it; I think both of us were just more comfortable that way. (Tangent: can I say that handjobs are super underrated? Orgasming while kissing someone is pretty incredible, and unless you’re screwing, handjobs are really the only way to get that done.) So our routine was usually that she’d jerk me off onto my belly, we’d clean up with some tissues or a spare t-shirt (ah, college life), then I’d finger her until she came. Sometimes I’d do her first and by the time I was finished with my turn, she’d be ready for round two on her. I didn’t mind her getting double sometimes; I figured it was just making up for the other guys she was with who’d leave her unsatisfied.

All of this prelude is to say that we had seen each other naked and given each other orgasms, but otherwise we were totally normal good friends.

We kept in touch after I graduated, mostly via Facebook. She had moved down to Brazil to do humanitarian aid work, and I enjoyed reading her occasional stories. At some point, she had moved to exclusively dating women. She never had a big public coming out, but you could see from her posts that these days she was into girls. All good!

Descriptions, her: Ashley was on the shorter side, with wide hips, a gorgeous ass, and a little tiny bit of a belly. More baby-fat cute than rolls. Boobs large enough to enjoy playing with but small enough she could skip wearing a bra without causing a scandal. In college her dirty blonde hair was kind of hippy-styled, uncut down to the middle of her back, but by this story she had it shoulder-length. She had a pretty face that reminded me of a younger Laura Linney.

Descriptions, me: Brown hair, cut short (then and now), about 5’10”. I eat healthy and have a job that keeps me active, so I’m in decent shape but I don’t intentionally work out. I’ve got a completely standard, average dick, about 5.5 inches. I only bring this up because it comes into the story: multiple women have used words like “perfect” “ideal” and “amazing” to describe my balls. I am not a connoisseur of balls, so couldn’t even tell you what makes them different, much less what makes them nice. Just… imagine your ideal balls, I guess, if that’s a thing for you. Apparently I got ’em.

So after a few years without really seeing each other, she comes to visit some family in the city I’m living. She hits me up and we get dinner and then head to a little bar afterwards. Everything was totally friendly, no furtive glances or innuendo. I’ll admit that I enjoyed the barkeep assuming that we were a couple, because she was still super cute, but she was my friend and a lesbian and I wasn’t even thinking about that.

BUT THEN… the conversations turned to her relationships down in Brazil, and I asked her, if she was comfortable, if she’d tell me about figuring out her sexuality. (When we were in college, she identified as straight.) She told me she’d always kind of liked girls, but never really thought about it until early in her senior year when the one who’d be her first girlfriend expressed an interest. “After that,” she said, “I realized that this was something deeper in me, that it was real.”

I started doing some reckoning on the calendar, though… the last time we’d hooked up had been late in the summer after I graduated. Now I wasn’t drunk, but I was at that level of tipsy where the distance between thought and word is very small, so I blurted out, “Wait a second… was I your last guy?”

I’d like to say she blushed and admitted that I’d been so great that she’d been ruined on other guys for life, or that she was offended by the question and yelled at me. But real life is often much more simple than that. She didn’t react at all, and didn’t say anything, letting me realize on my own that I shouldn’t have asked that. I quickly stammered, “Oh my… I’m so sorry. That’s a really inappropriate question. I’m sorry. Don’t answer. None of my business. Sorry.”

Not a great recovery, but I did it to myself. Thankfully the conversation resumed and we were back to laughing and sharing our lives and stories. It was a great night.

I walked her back to her car thanking her for reaching out when she got into town. She turned around and hugged me when we got there. Again the distance between thought and word was too small and I asked, “Hey… can I kiss you good night, for old times’s sake?” At THIS she smiled and nodded, standing up on her tiptoes to press her lips to mine.

Now, on the spectrum of kiss duration, there’s a friendly peck, there’s an emphatic kiss, and there’s a lingering romantic kiss. This one was in a weird border zone, where it lasted just a hairs breath longer than an emphatic kiss, just enough to give a sense of questioning. Our mouths stayed shut, but when she pulled back, she kept her face near mine. “Fuck it,” said my brain, and I went in to kiss her again. This time our mouths opened just a bit, but the kiss still only lasted a few seconds. She pulled back, sank back down to her feet, took a deep sigh, and buried her face in my chest with another hug.

Then she put a hand on my chest and looked up at me, like she was trying to size me up. “What are you doing tomorrow night?” “Nothing I can’t cancel.” “You know what I haven’t done in a long while… do you want to have an underwear party?” I laughed. “I dunno how many other people I could find who’d be into it…” “Just the two of us, silly. I just miss that feeling of hanging out with people so openly.”

“All right,” I said. “I’ll… uh… I’ll text you.” “Great. Good night!”

The next day I texted her my address and we figured that we’d start around 8. (In college all parties started around 11, but now we were in the real world.) I cleaned the hell out of my apartment, showered, and put in a t-shirt and some pajama pants over my boxer briefs.

After that kiss I figured some playtime might be on the table, but after my fumbling of the conversation, I wanted to be really sensitive to what she wanted. Regardless of whether anything happened, she was my friend at the start of the night, and I wanted her to still be my friend the next morning.

She showed up right on time, smiling that cute chipper smile and greeting me with a tight hug as she walked in. She kicked off her sky blue flip-flops, and immediately unbuttoned and pulled down her jeans, hanging them up on my coat rack. While she wasn’t looking I gave her a quick up and down. I’d missed her little body over the years, and enjoyed getting to see it again. Just like at our underwear parties at school, she was wearing cute, but practical underwear. Not grannie panties, but not lingerie or a thong. Dark blue, they framed and supported her ass magnificently, and were cut a little bit high so I could see the crease where her thigh met her hip. Her top was a light blue cami kind of thing, the sort where the bra is integrated with the shirt. I was a little disappointed because that meant she was presently as naked as she was going to get, but I could see her navel peeking out from the bottom, so that was nice enough for now.

“Well?” she said. “This isn’t a pajama party, mister.” “Sorry,” I said, “I didn’t realized you’d want to start right away.” I pulled off my pajama pants and hung them next to her jeans. “What about the shirt?” she said. I quickly responded, “Well you’re wearing that thing!” “All right, fair enough. Can I get a drink?”

The kitchen was right as you walked into the apartment so I gave a broad gesture welcoming her to the fridge. She opened it and bent down to look at my beer selection, then jokingly yelled back, “Quit looking at my ass, you perv!” What’s funny is that in that moment, I hadn’t been looking, but I liked that she assumed I was. So I figured if I was gonna be in trouble, I may as well earn it, and took the chance to really admire it. I was tempted to smack it, just to be a little saucy back at her, but remembering the whole “she’s a lesbian” thing, I refrained.

Soon enough, we’re sitting on my couch, at opposite ends, both of us with our knees up in front of ourselves. I think we were more self-conscious as adults than we’d been as college students. Nevertheless, we were still awesome drinking buddies and were enjoying continuing to catch up as we got closer and closer to drunk.

Eventually, she was telling me about the struggles of living in Brazil. She had been having a hard time learning Portuguese, she had to be pretty buttoned down about her sexuality because of the machismo, etc. Then she kind of rolled her eyes and said, “and the local styles…”

I was genuinely confused. “What do you mean?”

Tipsy Ash liked to pretend that everything was very important AND a total secret conspiracy, so she set down her beer on the table, moved her legs to be sitting indian-style, and leaned across the couch towards me. In a stage whisper she said, “OK but you can’t tell anyone.”

“Ash, what are you talking about?”

She leaned back against the arm of the couch, looked around dramatically as if someone was trying to overhear, then looked back at me and gave a little chuckle. “This took some getting used to,” she said as she looped two fingers into her underwear and pulled it to the side to reveal a completely bare pussy. (When we’d been hooking up, it wasn’t really the norm for women to be shaved, outside of porn, so this was a new thing.)

Before I could even register what I was seeing she let her underwear snap back and giggled.

For my part, I was back to my same place of the previous night and without thinking too much just shook my head like I was seeing double and said, “I’m sorry I think I missed it. Could I see again?”

She was blushing and giggling now, but managed to give me a fake look of surprise and said, “That’s naughty!”

“Says the woman who just flashed me her pussy!”

She blushed deeper, looking down. Then she looked up into my eyes with a fading smile and said, “Come take a closer look, then.”

Yeah, ok, it was on now.

I got up on my hands and knees and got closer to her, getting my face just inches from hers. We both breathed deeply as I brushed my cheek against hers.

“I thought I wasn’t your type anymore,” I whispered.

“Mmmmmmwell,” she said. “It can still be fun to play sometimes.” She put her arms over my shoulders and rubbed her hands across the top of my back. I started kissing the little pocket where her shoulder meets her neck, and was met with a quiet moan of approval. I worked my way up to her face where our lips tangled for a little bit before I pulled back.

“You ok with this?” I asked. “Mmmmhmmmm,” was her only response, but she didn’t open her eyes. “Ash, hey. For real. If you’re drunk I don’t want to….” Her eyes flew open and she looked right at me. She pulled her arms in so her hands were gripping my face. All of a sudden goofball dreamy Ash was gone and she was dead serious. “Yes, this is totally fine. I’m a little tipsy, but this is why I came over here in the first place. OK? We’re good.”

Boys and girls, consent is an important thing. Make sure you’ve got it.

We went back to making out for a bit, and my hands started roaming. After a quick visit to her boobs, I snaked a hand around behind her to start squeezing her ass. At this point we tried to shuffle to both lying on our sides, but the confines of the couch were working against us. She accidentally headbutted me and we both simultaneously said, “Ow… are you ok?” Then we laughed, pressing our smiles together into a brief kiss. I said, “You wanna go where we’ll have some more room?” She nodded, and I hopped up (quickly readjusting my dick in my briefs, since it had unsurprisingly gotten hard during our activities). I took her by the hand and led her back into my bedroom. As I went to the side of the bed to turn on a lamp, she threw herself onto the other side, bouncing.

“Ooooh, a queen! This is so much nicer than those damn dorm beds.” I laughed as I climbed onto my side of the bed. She rolled over to me, but as I tried to kiss her, she quickly rolled back. “Look, we’re in the same bed, but we’re not touching!” Ah, goofball Ash was back. “That’s not the point though!” I protested, and she rolled towards me again, pushing me onto my back and throwing her leg over me.

“Is this better?” she asked. “Eh, a little. I guess it’s ok,” I said, feigning disinterest. “Oh really?” she said leaning in, “I’ll just have to keep it interesting for you, then.” We made out again for a bit, this position being ideal for me getting to really enjoy her ass again. I’d run my hands under the top edge of her underwear, reaching both down in for a squeeze before pulling them out and running them back up her spine. “And yes,” she whispered in my ear. “You were my last guy.”

I couldn’t help but smile. “Really?” I said. “Don’t get a big head about it,” she said dismissively. “Just timing.” “Just timing,” I said back, sarcastically. She answered me with an intense, deep kiss, forcing her tongue under mine and moaning into my mouth a bit. I slipped my hands under her shirt to feel her bare back, but when I got up to where a bra would usually be, it was just a tighter part of the shirt.

“Let me help you out here,” she said. “The bra and shirt are all one piece. You could take forever to figure it out or…” and with one motion she pulled the whole contraption over her head, and I could see that it took an extra little pull/scoop at the bra part to get it off. She’s right, I would have been confused. But all questions about how it worked were driven out of my mind by her tits. They weren’t huge, just a handful, really, but I had plenty of good memories of lazy Saturday mornings in college just playing with them for what felt like hours.

I flipped us over so she was on her back, and she lifted my own undershirt over my head. I dove into her chest, pulling one nipple into my mouth as I rolled the other in my fingers. I swapped, and remembered how she used to like cool air blown on them after they’d been wetted a bit, so I gave her a little gentle stream from my mouth before hungrily trying to pull her whole boob in. Her hands were running through my hair at this point, more and more intensely as I nibbled and toyed with her tiny pink nubbins.

I dropped my free hand down to the outside of her knee and ran it up over her thigh to inside, letting the backside of my knuckles graze her crotch before resting my hand on her hip. I sat up a bit. “You know, this whole thing started because you invited me to get a closer look at your ‘new style,'” I said, even taking my hand off her hip to make the air quotes.

“So what’s stopping you?” she smiled back. Giving her a quick kiss on the mouth, I began working my way down her belly, lingering a bit at her belly button (one of her erogenous zones, for some reason), and eventually was kissing her pussy through her underwear. Now remember that this is actually the closest to oral sex we’d ever gotten. I’d never actually had my face this close to her before. I guess things had changed a bit because it felt totally natural now, and I dug my face in, breathing deeply as I pulled her scent through the fabric. I could feel her lips moving against each other with moisture as I rubbed my mouth and my nose against her, kissing her inner thigh, then back to her pussy, then to right above her underwear, then back…

“AAAARGH,” she said after a few minutes of this. “Will you just take them off already?” I could be just as much a goofball as she could, though. “Take what off?” (She *hated* the word “panties.”) She looked me in the eye and said, firmly, “My underwear.” “Hmmm, isn’t there another name for that?” She threw her head back and sighed. “You’re gonna make…” and we finished the sentence at the same time “make me/you say it.” “Yup!” I said cheerfully as I went back to pressing my mouth right against where I knew her clit was.

“FINE. Please, just take off my panties, ok?” Before she even finished saying “ok” they were around her knees, and flying across the room a split second later. “Yes ma’am,” I said, rising up to my knees for a second to take in the sight of my friend, totally naked on my bed. I smiled. “What?” she said, seemingly genuinely curious. “Nothing,” I said. “It’s just been a while. I kinda missed this.” She smiled, but all she said was, “I think you were in the middle of something?” “Oh, right!” I said, diving back in.

And here’s where I finally got to really appreciate what she was showing me. She had a fantastic pussy. Clean, symmetric, outer lips that came out and together, making it look like the whole thing was just a single slit with her clit poking out the top. And it wasn’t just shaved; I couldn’t see any trace that there had *ever* been hair there. I guess Brazilians have earned their reputation. I tongue-bathed her outer lips before running my tongue up her slit and sucking on her clit. Her hands were roaming through my hair again and her legs drawn up around my head and she moaned.

I moved one hand in to part her lips and slip my middle finger inside her while I continued dancing my tongue around her clit. I did the classic “come hither” motion with my finger against the roof of her vagina and got rewarded with a little yelp of pleasure. I kept up that series of motions and enjoyed her sounds and writhing until she tapped my shoulders to stop me and pulled me back up face-to-face. She was breathing heavily and trying to collect herself. She kissed me, sucking on my tongue, taking in her own taste. Her smell was still thick between us when she pulled back a bit.

“You ok?” I asked. “Yeah, I’m fine,” she said, quickly. “You’re actually pretty good at that.” I could tell she had cut off the end of her last sentence. Then I realized. My eyes widened and I smiled at her. “You were gonna say I was pretty good for a guy!” She couldn’t make eye contact with me and laughed. “Well… I mean… don’t take it personally.” She looked back at me, but still had her eyes down. “Just… lately I’ve been with people who tend to specialize in that sort of thing.”

“Besides,” she said, her voice dropping along with her hand. “I was hoping for something I haven’t had in a while.” As she said this, she wrapped her fingers around the outline of my cock outside my boxer briefs.

When a naked woman is grabbing your dick and telling you she wants it, even then, it’s good to do one last check-in.

“You sure?” I asked. She gave me a squeeze in response. “Positive.”

With that, her hand shot down the front of my briefs and her fingers danced their way around my shaft. “Feels like it’s ok with you,” she said before kissing me and pushing her tongue into my mouth. After a few seconds she reached down with her other hand and yanked my underwear off, throwing it in the opposite corner of the room from hers.

Presented with a familiar situation, we went back to our old habits, and began fondling each other while making out. Eventually we rolled and I was on top of her. I sat back a little bit and looked down at genitals next to each other. I used my hand to guide my dick up her leg, with my balls brushing her inner thigh. Then I brought it down into the center and started rubbing it around her smooth lips, which were still wet from my earlier treatment. I was broken out of this reverie by her giving a surprised, “oh!” like she just remembered she left the oven on. “What’s up?” I said.

“Well… so, I haven’t been on the pill in, like, YEARS.” Oh. Duh. “No problem,” I said. I rolled off her and grabbed a condom out of my nightstand. I lay on my back and went to open it, but she stopped me. “Wait!” She took the condom out of my hand, laid it next to my hip, and moved down to be eye-level with my dick. “I haven’t played with one of these in years either. I’ll put it on.”

Before she did, though, she did really want to play with a dick. She stroked it slowly, watching the skin move up and down, then brought her other hand up to cup my balls. “Oh yeah,” she said. “I remember these. I could play with your balls all day.” Saying that, she lifted them up, pulled one into her mouth, and swirled her tongue over it. “GOD you have great balls.” She pressed her nose into my sack, sticking out her tongue and dragging it sideways across them. Then she lifted them again and put the tip of her tongue all the way at the bottom, right at the top of my taint. She dragged her whole face up, dragging my balls against her nose, lips, and tongue, then turned her head sideways so her lips could grip my shaft as she rose up it until she finally reached the head, where plunged down as deep as she could go. Eventually she came back up and, keeping just the top inch or so in her mouth, swirled her tongue around the head.

I know I was extolling the virtues of handjobs before, but at this moment I was really wishing that she and I had done oral earlier.

She pulled her mouth off with a pop and looked back to assess the dick. “OK, yeah, these things aren’t half-bad.” Then she pointed her tongue and stuck it into the slit (I’d never had a girl do that before) before taking the whole head back into her mouth for one last swirl. Then she sat back on her feet, opened the condom with her teeth, and rolled it onto my dick. (Pinching the tip and everything; our college had been big on safe sex promotion, so everyone knew how to put on a condom.)

She swung her leg over me and held my dick in front of her. “I’m gonna go slow here, ok? It’s been a while.” “Take whatever time you need,” I said, maybe a bit too eagerly. She sat up and put me against her entrance, and slowly… slowly… achingly slowly, lowered herself.

So finally, after being good friends for a decade and spending plenty of time exploring each other’s bodies, Ash and I were finally fucking. I wish I were a true poet to be able to describe what she felt like inside. “Tight” is not the right word, because she wasn’t quite gripping me. But it was like a firm embrace from every direction, and as I went deeper into her, it felt like more of her was parting to receive me. Eventually she bottomed out, all the way to the base of my dick, and I just barely felt the tip graze her cervix.

We looked at each other with tiny grins as we realized that our parts fit together perfectly.

My hands were resting on her thighs and I gave them a little squeeze. “You good?” “Oooooooh yeah,” she said, with obvious pleasure. I gave my hips a gentle upwards movement to start the action, and she began pumping herself up and down, just the tiniest little movement, but it seemed to be doing wonders for her.

She flopped down, pressing her boobs into my chest. I gripped her ass and rubbed her back as the size of our motion increased. She pulled on my neck to get my face into hers, and kissed me fiercely, gently biting my tongue and bottom lip. She pulled out of the kiss and started kissing down my chest, giving the the occasional bite on the way down to my nipples, where she gave me a similar treatment to what I’d done to her before. Licking, sucking, nibbling on them. I know guys’ nipples aren’t sensitive like womens’ are, but let me tell you, it’s still pretty fucking awesome.

She started moving her hips in tiny circles, taking longer strokes and going faster. Eventually my dick popped out, and I flipped us over so I could be on top for a bit. At this point we were kind of sideways on the bed and her head was kind of hanging off the side. I watched her tits bounce as I went into her, scooping her up by her shoulders so I could bring them to my mouth again. As I did the character of her moaning changed… it got more urgent, and responsive to my movements. I realized every stroke I took was hitting some spot of hers perfectly, and she said, amazed, “how are you doing that?” (Still one of the hottest things I’ve heard in bed. Felt good.)

Another minute or two of this and she pulled herself close to me, pressing her face into my shoulder. I kept doing whatever it was I was doing, and her breath got faster and higher until she finally whispered my name, gave a little squeak, and then gently bit into the flesh of my shoulder, letting what felt like all the air out of her body.

I gave her a second to recover. “How was that?” I asked. “Uhhhh…. wow,” was all she could say. “You didn’t come yet, though, right?” I shook my head. “OK, I’m good for a little bit more, but don’t take too long. Just… just fucking use me.”

I’ve always been a man who can take orders, so I didn’t take too long. I laid her down on the bed, pushed myself back in, and started away again, kissing her mouth, her eyes, her ears, her neck, her nipples… eventually I reached down with both hands, grabbed the two halves of her ass that I loved so much, and used the leverage to just hammer away for a few strokes. I was getting close, and she could tell.

“Wait,” she said again. “Can I swallow you?”

Who am I to turn down a lady’s request?

I flopped onto my back, and she pulled off the condom. When she put me in her mouth though, she quickly pulled away. “Ew…. you taste like condom.”

“Sorry,” I said, looking down at her idly stroking my cock. I was really on edge and kind of ready to finish, so it was really frustrating that she was delaying it like this.

“Well… here.” Then she crawled back up, keeping one hand on my cock, and kissed me. She kissed me like she used to, two friends who knew each other well enough to know the rhythms and timing of their sex drives. Friends who enjoyed each other, but kept that enjoyment siloed from the rest of their friendship. Our kisses were punctuated with smiles as we appreciated each other’s spirits as much as our bodies. Her tongue danced over my lips and teeth, while her hand fondled my balls before going back to stroking me furiously.

Then she moved her mouth over to my ear, nibbled my earlobe for a bit, and whispered, “Come for me, baby. I want it. I want to see it. I want you to come just for me.” And I lost it, spraying a ton of cum across my stomach, chest, and even her. While I was still coming down from a pretty intense orgasm, I realized she was licking it up wherever it had landed, including wiping some off her own boob. When she got down to my cock, she licked the last drop off the tip, kissed it, then gave a refreshed “aaaah” like she had just finished a delicious drink. She looked up at me. “All done!”

At this point we got under the covers and snuggled until we fell asleep. In the morning, it was just like in college. Not weird, not awkward, but also not the start of anything. We were still friends, and she was going back to meet her family and then back on to Brazil. As she put her jeans back on at the door and pushed her feet back into the flip-flops, she grabbed my shirt. I thought she was pulling me into a kiss, but she just looked at me and gave a very earnest “thank you.” She gave me a tight hug, and headed out.

We’re still in touch, and still great friends. But she’s had a steady girlfriend for years now, and the last time she was in town, we had a completely normal dinner and a few drinks. Just like always.

Source: reddit.com/r/gonewildstories/comments/6qn4va/mf_old_college_friend_revisited