This is a story of a hookup I had many years ago when I was a year or two out of college. There’s nothing particularly noteworthy about it other than it was a really fun night that still turns me on to this day to think about, so I thought I would share it here. It’s a true story, at least as best that I can remember it.
Before I begin with the night in question, I thought I’d give you a brief overview on where I was coming from. I was always a pretty horny kid. My adolescence lined up with the early years of the internet, so once I discovered internet porn, I became pretty fascinated with all things related to sex or the female body. Growing up, I remember my friends all boasting about how hot various women like Pamela Anderson were and how amazing it would be to fuck someone like that, but I never felt that way. And this is in no way a dig at Pam Anderson, but I always got turned on by women that seemed real. Even in the early days of internet porn when there wasn’t a huge selection, I always searched out amateur type porn. I got way more turned on by some ordinary college girl or a naked housewife than any celebrity, model or porn star. And I also hardly ever fantasized about fucking. The number one thing I dreamed about doing to a girl was to eat her out. But I also fantasized about just examining her. Getting to see what her boobs, nipples, and especially her pussy looked like up close. And getting to lick her would be the ultimate way of experiencing every part of her, which is why it always seemed so appealing and sexy. More than anything I was just so fascinated and curious with the female body, and I definitely thought about it a lot.
Anyway, throughout high school I had plenty of friends and even hung out a fair amount with the popular crowd. Despite that, I never had a girlfriend or had even kissed a girl by the time I graduated high school. It was probably a combination of my being shy and being just an average looking guy that led to my inexperience. And while I thought about girls and sex a ton, I wasn’t terribly bothered by my lack of action. Things did improve once I went off to college though as it didn’t take long to have my first couple of hookups, which were followed by finding a great girlfriend and soon enough I was totally comfortable with sex and dating. So that’s my story, I grew up a horny and curious kid and was a little bit of a late bloomer but eventually things starting working out.
On to the night in question… The story starts with my friend Will and me going to party at one of Will’s friend’s apartment. Will was a good guy and we had a bunch of mutual friends so the two of us going to a house party was pretty typical. This party was a little different because he didn’t know many people there and I knew even less, probably just a couple of familiar faces out of the 40 or so people there. Early on, the two us started talking to two girls who also didn’t know many people there as they were visiting a friend from out of town.
The two girls were named Becky and Melissa and were roughly our age (22 or 23). Here’s what I remember my first impression of the two of them to be… Becky was an extremely petite girl, that I would estimate was somewhere around 5’2” and maybe 100 lbs, if that. She had short, blonde hair and was just tiny in all regards. Small ass, small boobs, and a high voice. She had fancy jeans and some sort of a crop top on which was exposing her belly button and her piercing in it. She also was wearing a ton of makeup and overall just looked like she clearly had plans to hit a club after this house party. If I had summarize her in one sentence, it would be that she was a petite and cute girl, but personally not my type.
Her friend, who introduced herself as Melissa, but we would come to realize went more commonly by Mel, was a much more average looking girl, and I don’t mean that in a bad way. She was a little bit on the bigger side, as I would’ve estimated her at 5’5” and 150lbs. She was pleasantly curvy, as she had above average sized tits for someone her weight. She had long, straight, brown hair that went past her shoulders. Mel was dressed much more casually as she had regular jeans and a nice enough shirt on, but clearly wasn’t all done up like Becky was. She may not have been wearing any makeup at all, and if she was it was very subtle. If I had to describe Mel’s appearance in one sentence, it would be that she looked like a perfectly normal girl who I might or might not be attracted to depending on her personality.
At the party, Will and I struck up a decent conversation with the two of them, and it became pretty clear early on that Will was interested in Becky. It wasn’t too surprising as she seemed like the type of girl that would get a fair amount of attention from guys. The fact that I wasn’t attracted to her made it extremely easy to have Will’s interests in pursuing her at heart. I remember thinking that I had no need to pursue Mel either, but I was totally fine continuing the group conversation if it helped Will out.
As our chatting continued though, and Will continued to focus on Becky, it became clearer and clearer that Mel and I were having our own private conversation. And she was actually really great. She was very smiley, but not in a vapid or cheesy way, just in a genuinely happy way. She was easy to talk to, and we soon found we were both big sports fans and both big Cowboy fans specifically. As Will and Becky were clearly hitting it off, and considering that Mel and I didn’t really know anyone else there, I remember thinking that I was happy to have a platonic night hanging out with Mel. I honestly don’t know why I assumed I wasn’t going to hook up with her, as I usually was horny enough to always have that in the back of my mind. As best as I can remember, I think I might’ve gotten the impression early on she had a boyfriend or something? Either way, the four of us ended up leaving the house party and heading out to a bar. It was Becky’s idea and Will was not going to leave her side so we were coming too.
The four of us got to the bar, got our drinks, and Will and Becky immediately hit the dance floor. There was a band so it was pretty lively. I’m personally not much of a dancer so Mel and I were off to the side deep in conversation about the 90’s Cowboy championship teams. I always enjoyed talking sports and this was certainly no exception. Mel was clearly enjoying the conversation as well, however she did mention more than once that we should get out on the dance floor. It was probably at this point that I realized she was interested in me, and the thought of hooking up with her first crossed my mind.
I decided to clear up any potential issue and so I asked if she had a boyfriend. She replied with a laugh and something to the effect of “Not really”. Obviously, that required a follow up explanation and she went on to explain that she’s been off and on with this guy she works with, but overall it’s not very good. I figured that was a good enough explanation so I simply told her I was sorry to hear that. But then she got a small sad look on her face for the first time all night and said “He always tells me he wishes I was more like Becky.” Meanwhile at this point we can both see Becky and Will and Becky is literally bent over on the dance floor grinding on Will, who has a sheepish grin on his face. So I respond, “Like you’re not wild enough like Becky is?”. But Mel replies, “No, it’s worse than that. He means he wishes I looked like her.”
When I heard that, I just couldn’t believe he had said something so horrible, so I replied the only thing I could think of which was “Well that’s just unbelievably shitty. I’m so sorry.” It’s such a ridiculous comment on so many levels for that prick to say, not the least of which is the two girls were just naturally total opposites in how they looked. I contemplated saying I actually though she was personally more attractive than Becky to me, but I worried it would come across as forced and not believable, even though it was. So I didn’t say anything, but I did want to change the subject to something more upbeat, so I asked if her she wanted to dance.
She immediately smiled, took my hand, and led me to the dance floor. My mindset about hooking up with Mel had started to change as soon as we got to the bar, but something about hearing that story about her asshole coworker had sealed the deal in my mind. If she was interested in me, then I was definitely interested in hooking up with her. And as soon as we hit the dance floor, it became clear it was going to happen. Halfway into the first song, I went in to kiss her. As soon as Mel saw what I was doing she reached around to the back of my head and kissed me full force. After this initial kiss, we both pulled back, smiled and started dancing more normally. I’ve never been a fan of just making out on a dance floor like that so we didn’t kiss that much, but now it was clear we were definitely going home together.
We continued dancing and chatting for probably another hour at which point I asked if she wanted to head out. She told me with a big smile, “sure”, but then stopped for a second. She looked over at Becky and Will who were still dancing and asked, “Is your friend a decent guy?”. I thought the question was kind of odd, but assured her he was. Mel then went on to say something to the effect of: “Here’s the deal. Knowing Becky, they’re probably going to go back to his place together and once they get there, Becky’s going to make out with him for a little bit and then just want to go to sleep. And hey, I don’t want to be judgy if that’s her idea of a good time, she has every right to, but I’m always worried she’s going to end up with the wrong guy and things turn ugly.” I respond that I totally understand and that I am absolutely certain she won’t have any problems with Will. I laugh that based on what I’m seeing with those two that he’s probably going to be quite surprised he’s only having a PG-13 sleepover tonight, but knowing Will like I do he’ll totally take that disappointment in stride. She’s glad I’m confident it’ll be fine and I mention that it’s really sweet she’s looking out for her friend, but it’s too bad it’s something she has to worry about at all. She replies that it’s no big deal and we decide it’s time to let the other two know that we’re taking off.
We head out of the bar and immediately start kissing as soon as we step outside. I mention we should get a cab and we’re able to flag one down. We hop into the cab and start heading to my place while making out some more in the backseat. I mention that I’m so glad I ended up going to that house party tonight and how great a time I’ve had. Mel responds with something like, “I can’t believe Becky and I met two guys and the hot one ended up being into me. That never happens!” That totally catches me by surprise and I’m like, “Wait, you think I’m hot? I don’t think I’ve ever been told I’m hot before in my entire life.” And she’s like “you’re definitely hot. Without a doubt.” And I tell her that she just made a great night even better. I let her know that it really wasn’t a tough decision between her and Becky and I’m very content with my choice, any then I clarified that I would’ve felt the same way even if she had never told me the extra info about Becky. She laughed at that and then says, “yeah I think you and your friend are going to have two completely different experiences tonight” with a joking / not joking sort of smile.
At this point an idea pops into my head, and apparently I had had enough to drink to actually think this was a reasonable idea, but I say something to the effect of: “This may be totally weird, but I have a proposal. You seem pretty excited to be going home with this guy that you claim is (I pause to make an air quote gesture) hot, so I think you should get to do whatever you want tonight with this hot guy. Again, no pressure if this is weird, but I would find it so sexy to be your total and willing servant for one night only. So if you’re up for making out and then falling asleep, That’s totally fine. Or if you wanted to do a lot more adult stuff, I would love that as well. But like I said, I would be so turned on to do whatever you tell me to do, and I’m pretty confident that anything you can imagine, I’ll be up for doing.” After I finish my half proposal, half speech, she looks at me with kind of eyes wide open look and just says, “interesting.” I then clarify, “and by the way I’ve never said anything like that to anyone before and I have no idea why I just did.” And then I kind of laugh. Mel smiles and simple says “I’m game.” And then follows up to mention she’ll have to think what she’s going to make me do and laughs some more.
We arrive at my apartment and Mel asks to use the bathroom. While she’s in there I pour us two glasses of water, which she appreciates. We both take a few sips and then kiss for a minute, after which I ask “so what should we do first?”. Mel puts her finger to her lip to make a cute thinking pose, pauses, and then says. “I would like you to strip for me… like a stripper.” Again, I’m not much of a dancer but I’m all for it.
I ask her to pick out the song she wants me to dance to from a bunch of random music available and she settles on Uptown Girl, which she thinks is hilarious. She starts the song and I have her sit down on the couch in my living room. I start with just some basic solo dancing which I’m sure looks ridiculous. My first bit of clothing comes off and it’s my socks as I pull them off while standing. I throw them in her direction, but miss on purpose and she laughs. Next up, my jeans come off and I toss them aside leaving me in my boxers. I then start unbuttoning my button down shirt, and once that is undone I toss it into her lap. She claps and asks for more. So I take my undershirt off, toss that aside and am left wearing only my boxers.
At this point I come over next to her and start dancing very close, even rubbing my ass on her knees. She jokingly asks if she’s allowed to touch the dancers and I remind her she’s the one in charge of everything tonight, so whatever she wants, she gets. After a little more dancing I take a step back and pull down my boxers. I guess I did it a little quicker than expected because she let out an excited “oh my god”. I’m sure it wasn’t the sight of my totally average-sized penis that got her attention, instead I think she was just surprised I was willing to get naked so easily, so that surprised her. Either way, she was impressed that her personal strip club was a fully nude one. The whole process had me pretty turned on so I definitely had a semi-erection going that kept my penis in a floppy but decently sized state. I managed to fling it around helicopter style for some laughs before timing the end of my dance to the end of the song.
I came over and sat down next to her and Mel very nicely praised my stripping skills. At this point I had gotten even harder though so I was sitting next to her with my cock pointing straight up from my lap. I commented that I can’t remember ever being completely naked next to a fully clothed girl like this, and Mel mentioned she kind of liked it. When she said this she was very clearly looking down to get a good look at my penis. Sometimes the state of my personal grooming was a crap shoot, but as luck would have it I had done my manscaping earlier this weekend. It usually consisted of trimming my pubic hair with scissors and then using a razor to clean up the side of my cock and my ball sack to make sure those areas were smooth. The end result was something that I hoped looked and felt somewhat appealing for a girl, but who knows.
After looking at my cock for a few seconds, Mel reached down and held it. I let out a sigh to let her know how good that felt. She noticed a drop of cum at the tip and reached down with a finger from her other hand to touch it. After attaching her finger to the cum, she pulled her hand up and watched as the strand of semen stretched a good 12 inches before breaking. She then turned to me and mentioned how she vividly remembers first hearing about precum in her school’s Sex Ed class and how the teacher made a big deal about getting pregnant from it. She then took the little bit of cum that was left on her finger and placed it on the top of her tongue, which was extremely sexy. I leaned it to kiss her some more while she kept her hand on my cock and started pumping it up and down. At this point, I reached over and felt one of her boobs with my hand. Then I used that hand to kind of feel both of her tits all over, squeezing them gently and caressing them. Being a curvy girl, she obviously had great tits. They were very nicely sized, probably a D cup, and were really soft. I was just feeling them over her shirt and bra though so I was excited to hopefully see them bare.
After some more groping and kissing, I leaned back and asked her what was next? I was still completely naked and she was still fully clothed. Mel thought for a few seconds and then said, “Now you definitely don’t have to do this”, at which point I quickly interrupted and said “I will definitely be doing this”. She laughed and continued on, “well… What I was going to say was… Would you be willing to lick my vagina?” Of all the possible requests, this is the one I was hoping for the most. I didn’t tell her that, but I did immediately respond and rephrase her request by saying “I would absolutely love to eat your pussy.”
I asked her if that was something guys had done to her in the past, and she said they had done it a couple of times but it always seemed like a chore to them? I kind of assumed the same guy that wasn’t thrilled about going down on her was the same asshole that complained she didn’t look like her friend, so I was pretty confident the problem was with the guy and not her pussy. Either way, I was excited to find out.
I said let’s do it, and offered up my bed as the most comfortable spot, so we walked into the bedroom and she sat down on the bed. It was about time I got her clothes off so she could join me in the nakedness, so I started by lifting her shirt off. She had a nice but simple white bra on as well as an undergarment below her bra. I wasn’t quite sure what it was but I proceeded on down to her jeans and unbuttoned and unzipped them. I pulled her jeans off and I saw that what she was wearing underneath was spanx. I had never seen a girl wearing them before, and it made me realize she was probably quite self-conscious about her weight. I genuinely thought her body was sexy and didn’t at all care she wasn’t super skinny, but I didn’t want to come across as too overcompensating with praise. So I basically didn’t mention the undergarment at all and just took it off like it was anything else.
The one thing I did notice and decide to comment on was the huge wet spot in her crotch. She had on cotton light blue panties and they had a dark blue wet spot that covered 80% of the underwear. Not only that, but the wetness had spread to the spanx and left an even larger wet spot on them. Before taking off her panties I said, “It makes me feel so good to see how turned on you on. It’s so sexy.” She took the compliment but followed it up and said, “I’m sorry if it’s weird, but yeah you definitely turn me on.”
I lifted her legs up and slowly pulled her panties off. Underneath was a gorgeous pussy with big soft puffy lips and a perfectly neat vertical slit separating the two sides. She was shaved totally bald, but I could see some very slight stubble so it was clear she shaved and was not waxed, which was just fine by me. Up and down her slit was glistening from her wetness and it looked so appealing. She had one of those perfect pussies that totally hid her inner lips and looked like a camel toe even when naked.
At this point I had her slide back on the bed a little so her butt was comfortably on the bed, at which point I used my hands on her inner thighs to spread her legs open. Her pussy lips stuck together for most of the spreading until the very end when they sprang apart. Once they split, it was the most beautiful sight. I could see her bright pink vaginal opening inside her inner lips, but it was covered by a web of her pussy juice, grool, or whatever you want to call it. It was glorious and looked so tasty. I couldn’t resist the urge to dive right in so I moved in slowly with my tongue out with the goal to get as much of her slimy goodness into my mouth as possible.
I started by gently touching the tip of my tongue to just below the bottom of her vagina before moving in and pressing my whole mouth against her pussy. This flattened my tongue and allowed it to cover her whole opening where all the wetness was coming from. I slowly scooped my tongue up in one giant lick and was able to get a serious mouthful of her grool. It was heavenly. Not only was the amount and texture of it satisfying as it completely coated the inside of my mouth, but the flavor was wonderful as well. I kind of pulled away to savor the mouthful and after swallowing, I smiled and looked at Mel. I noticed that she had a little bit of a concerned look on her face, and she immediately asked “Is it ok?” I realized she was clearly still self conscious so I kept my reply simple and said, “It’s soooooo good.”
I then went right back to work. I started out by running the tip of my tongue all around her inner and outer pussy lips before settling in up top at her clit. I pressed my mouth against her to form a seal while still allowing my tongue room to make circles. I could tell this was an instant hit as she started verbally letting me know how good it felt, and she also started running her hands through the hair on my head, which felt amazing by the way. While keeping to the same approach with my mouth and tongue, I also started wandering around her lower body with my hands. I ran both hands softly all over the inside of her thighs while circling down to her ass checks. I kept caressing both her legs while continuing to lick her clitoris.
Eventually, I ran my hands past her thighs, up her lower legs, and softly grabbed ahold of the souls of both of her feet. I held her feet tightly like she was getting a brief foot massage and then used that leverage to tilt her lower body back a little and expose her pussy and ass even more. This gave me the perfect angle to keep licking and after doing that I noticed she kind of took in a deep breath. She then went totally silent and her hands locked up behind my head and held it firmly against her clit. She held this for probably 15 seconds while I kept methodically licking away until all at once her hands let go and she let out a huge sigh/moan that resulted in perhaps the most obvious orgasm I had ever seen. It was awesome.
I slowed my licking down and switched to just softly kissing all around her pussy. She returned to running her fingers through my hair and eventually mentioned, “That felt so good.” After a few more kisses and licks down there, I popped my head up and climbed up next to her.
Mel was lying on her back and one thing I noticed right away was she had significant red sploching all across her chest. She also still had her bra on so once I was next to her I asked her if I could take it off. She briefly sat up and unhooked it for me and exposed her beautiful tits, before lying back down on her back still enjoying the after effects of her orgasm.
With her boobs out, I immediately started rubbing my hands across them while taking in their beauty. The red sploching on her chest was getting even more apparent now as I gently pressed my hand against the spot between her tits and I could see it leave a brief white hand imprint before filling back in with color. She noticed me doing this and apologized once again, saying “Sorry, that must be from my orgasm”. I told her it was so sexy, and seeing her body react to me involuntarily like that just shows how much of an effect I had on her, and that makes me feel so sexy. She closed her eyes, smiled, and just laid on the bed for a few minutes. Getting to see her tits for the first time, I took some time to admire them. Being on her back, they fell off to her sides because they were so huge. She had sexy, tiny nipples that were small but pointy and dark in color. She also had like no aereloa, so the entire nipple was just the pointy part.
Continued in Part 2…
Source: reddit.com/r/gonewildstories/comments/ofwco4/mf_fun_hookup_night_part_1