Have spent a lot of time reading these stories. This is the first time i’m attempting to write down one of my experiences. Happy to have any feedback. It’s an extremely long story with a pretty extensive buildup. Trying to minimize some of the details that could make this identifiable in any way.
It all started when I was 25 which as you’ll realize from the details of the story was a pretty long time ago. I’ll call myself Vincent for the purposes of the story. I was dating a girl who I met in med school, and we ended up at different places for work. We had been dating for about 2 years at this point and decided to keep trying to make it work despite work schedules keeping us there for 80 or more hours per week with very few weekends off.
I show up to orientation for work and there’s a bunch of people from all different fields in orientation. One girl stood out in the crowd and I caught my gaze drifting towards her. She was 30, white and had a slight hint of maturity on her face that gave her an aura of elegance. Her body was that of someone much younger. She’s 5’6″ with straight brown hair a little past her shoulders and piercing blue eyes. She’s very thin with b cup breasts. She has an ass that is unexpectedly round, just perfect in size. She’s wearing a dress that only a woman with small breasts can wear. It is probably a little inappropriate for the setting. It has a neck that would be a little too deep for someone who was bustier to wear, and is very tapered around her waist. It goes to just at the knee and you can see from the definition in her legs that she likely is a runner. She also has an engagement ring on. I think I catch her checking me out at this time as well. At this point in my life, I’m a pretty good looking guy. I’ve played competitive sports my entire life and in college worked out maybe a little too much. Med school was helpful in that it allowed some of the oversized muscle to slim out and I was definitely far more proportional. I’m 5’8″ south asian with dark hair and strong features with a well defined jaw line, and at that time I was thin with defined muscles that you could tell were there even with an ill fitting dress shirt (I was not a great dresser). I no longer had a 6 pack but fortunately in clothes you can’t tell because my stomach was still flat. In addition, most of the time at work, I wore scrubs so my poor fashion sense never factored in.
I get in a horrifically long line to get my ID badge and she is somehow right next to me. I’m not sure if one of us or both of us subconsciously made this happen but I didn’t do it intentionally for sure. Being in a relationship, and seeing that she is clearly as well, I have a casual conversation with her with no romantic intent. From here on we’ll call her Kristen. We manage to entertain ourselves for the hour that we’re in line for our ID badges. Nothing flirty, but a very easy conversation. We eventually part ways and continue on with individual orientations.
I don’t see her again for the remainder of orientation and actually don’t run into her again for several months. meanwhile my relationship with my girlfriend is showing some early signs of decay. The work schedule is making it hard for us to see each other but we’re both still very interested in making things work. The relationship putters on for about another 6 months until it finally falls apart. We had spoken about marriage, and family, and futures, and the more we talked about it the further we kept getting from each other on what we wanted. We had stopped having sex about 6 months earlier, and that also had adding to some of the frustration. Interestingly enough I had now noticed Kristen not wearing her engagement ring anymore. I rationalized it with the field she was in that she would have to constantly take it off and I wouldn’t want to wear it every day for that reason either.
I’ve at this point also really started to feel comfortable in this hospital. Whereas I once ran around frantically trying to make sure I was where I needed to be at all times, and was trying to keep up with what felt like an unmanageable list of constant tasks; I now walked with confidence, a smile on my face and knew everyone in the hospital. I also was running into Kristen quite a bit more with a lot of patients that we overlapped on. As time progressed and we started to get to know each other more, our conversations started to become more personal, and even a bit more flirtatious. I’m not sure if this led to the increased flirting but she was now also aware that I was single.
At one point, I’m getting through a particularly rough week at work but fortunately it’s Friday, and I only have to go in to round on a couple patients Saturday and I’m free for the rest of the weekend. I run into her in the cafeteria. I’m sitting with the other members of my team and Kristen stops by our table to chat for a couple of minutes before heading over to her office and out of the cafeteria. At this point I haven’t shared with anyone that I found her attractive, but immediately after she walks out my friends start ragging on me like highschoolers about how she is clearly interested in me. They were a little more graphic and vulgar with their phrasing than I am right now. A couple hours later i’m in the resident lounge filling out orders and putting in notes while one of my buddies is doing the same. We’re chatting while we do this and he’s talking about his wife. For some reason this reminds me how lonely I am. Combine that with the frustrations of a difficult week and the possible realization that Kristen could be interested in me, and out of nowhere a surge of courage runs through my body and I decide to contact Kristen to see if she wanted to get a drink. At this point I still don’t fully know if she’s engaged or not, but she has never spoken about her fiancé. Quite frankly, I’ve been scared to ask and make things awkward. I figure if she’s engaged worst case scenario I’ll hang out with a friend for a drink or i’ll meet her fiancé.
Unfortunately, I didn’t have her phone number. We did however have a paging system where I could send a text page through the computer. So I send her a page “Hey, want to grab a drink tonight?” Twenty minutes go by and I receive a page. It’s her. She was smart enough to actually identify herself. She writes, “Hey, It’s Kristen. Did you just page me?” Foolishly I forgot to give her a number or identify myself at all. I reply with another page, “Yeah, hey sorry didn’t realize I forgot to tell you it was me.” She sends another page, much faster this time, “sure but why don’t you text or call me at 555-555-5555 to set it up.”
Despite some clear lack of game on my part we set up to meet at my place and then head to a local bar. She comes over around 7 PM. She looks gorgeous. Its another black dress, this time with a white belt and buttons down the front. It’s still form fitting, and accentuates her figure well. I, on the other hand decide to go with cargo shorts and a polo. She comes inside and we sit in my sad looking living room and chat for a bit. Theres a decent size TV and an old coffee table that my parents no longer wanted sitting in front of a big couch that is a little disheveled looking but amazingly comfortable. The dining room table is using folding chairs and since it’s a pretty large room, I have a basic weight bench in the corner that I don’t get nearly enough time to use anymore. She sits in the middle of the couch so I have to sit next to her and she leans into me as soon as I sit down as we start talking.
I briefly get up to grab us beers and when I sit back down she manages to be resting her hand against my knee while we drink and joke around. We start discussing what we like to drink and I realize I have really little alcohol and no food to serve as entertainment if we decide not to leave. With this realization we end up going to a local bar and grab a few drinks at the bar with some basic bar food. We end up taking her car because it’s much nicer than mine. I have a 10 year old civic. She drives a new luxury car. By the end of the dinner I was feeling a nice buzz. In retrospect she probably was too, so driving home was probably a bad idea.
Fortunately we did make it to my place safely, sat back on the couch with another couple of beers and she snuggled into me as we chatted with the TV on in the background. Our conversation was a little less inhibited with the aid of alcohol and she mentioned how sexy she though I looked with my scrubs and glasses today. The scrubs our hospital had were interesting. They had no sleeves so if you had any muscles they accentuated them very well. My hair which normally looks good combed (in the hospital it was never well combed after the first 8 hours) was well hidden by a neat scrub cap which happened to compliment my hip for the time glasses well for some reason. This carried on for what felt like forever. In reality, it was probably less than 30 minutes until we started kissing. Her kiss was soft, and her lips were like moist pillows that felt amazing especially after my long dry spell. This kissing very quickly led to our hands gently exploring each others bodies.
Her warm lips now explored my neck. My hands were able to feel her firmed nipples through her dress and what was clearly a thin and shear bra. Her hand was repeatedly brushing past my cock and it became increasingly hard every time her warm hands brushed past. Her long neck tasted of gentle perspiration caused by the heat of embrace. This continued for 15 minutes and I couldn’t take it anymore. My cock was throbbing in my shorts. It was getting so hard it almost hurt. I grabbed her hand and brought her over to the bedroom. We got to my bed and she has me sit on the edge of it while still kissing and exploring. Her hands moving with significantly more confidence now with firm grasps on my cock over my shorts. My shirt quickly came off and her amazing lips explored my chest leaving a spot of warmth along their path as they worked their way down. Each spot that was kissed seconds later was left with a coolness that missed her lips.
She stops right above my shorts and I gently pull them down allowing me to spring out. I’m 6.5 inches long, uncut with just slightly above average girth. Its not huge, but definitely not small. I’m happy with the size. I’ve never had trouble pleasuring a women with it and have also never a girl intimidated or unwilling to jump right in and try to take it deep or experiment in other ways. I digress. Back to this event. She kisses gently around my pelvis, purposely, and agonizingly avoiding my manhood. Her cheek gently brushing past it makes me let out light gasps of excitement.
She stands up with her legs straddling my left leg. I can feel her warmth against my thigh and I find myself becoming even more excited. She notices it immediately (my cock must have been bright purple by this point) and she says, while rubbing everything but my cock with the hand that she’s not using to help me undo her dress, “It’ll be so much fun baby.” I undo her belt and and hungrily begin to undo the buttons on her dress and allow it to fall to the floor. As expected she has shear lace matching bra and panties. I passionately kiss her and rub her clit over the underwear and take off her bra and her b cup breast gently move freely. I engulf her nipple in my mouth and she lets out a moan. The excitement pushes he to finally grab me and she gently starts to play with my cock. I get up off the bed and pick her up. I turn around and put her on her back at the edge of the bed. As I remove my hands from her back I pull her underwear off but its trapped at her knees. She has her legs wrapped around me and a devilish grin on her face. She repeats “It’ll be so much fun baby,” teasing me and not letting me have what I’m so desperate for at this point. I squirm to move my cock to her and try desperately to get closer to being inside her. I can her warmth close to my cock but she won’t let me get any closer.
She finally allows me to remove the underwear fully and I immediately start kissing her abdomen and thigh, and leg and allow my scruff to tickle the outside of her vagina. I can feel her moisture against my cheek as I start teasing her. She keeps repeating that this going to be so much fun. After several minutes of torturing her I finally allow my lips to give her what her body has been craving. She lets out a moan of relief as I allow my lips and tongue to explore her inside and out. My tongue finds her clit and gently flicks it a couple of times and she moans again. My hands are exploring her breasts and her perfect round ass. They’re holding her toned thighs and resting on her flat stomach. They are everywhere as I push her towards rapture. I finally bring my hand down and enter her with one and then quickly a second finger. She is tight. My fingers barely feel like they can move inside her, but by the noises she is making I have clearly found her g-spot.
All of a sudden she can’t take it anymore. Her breath becomes heavier. The moans become huskier and more guttural. My fingers are starting to cramp as she tightens on them like a vice. Her clitoris is firmly in my mouth as I continue to tease it with my tongue while providing suction from pursed lips. Her body begins to quiver and she starts gasping that she’s cumming. She shivers for over a minute and she finally comes down from her orgasm, completely out of breath. After I torture her clit for a few lingering seconds with my tongue, I start moving up her body and linger at her breasts playing with her nipples again. She has her legs wrapped around me again and her hand has found my cock and is rubbing it again. There is precum providing more than enough lubrication for her hand, and as she continues play with it, more precum leaks out. I’m desperate for a release at this point.
I stand up and begin to try to enter her. She uses her hand that is holding me to keep me from getting in. She repeats, “It’ll be so much fun, just wait baby.” She slides back off the bed onto her knees and takes me immediately into her mouth. I have no idea how I didn’t explode right there with how much she’s been teasing me. Her tongue is making circles around my head and her lips are firmly wrapped around my mid shaft. She gently starts bobbing her head back and forth as she now uses both hands to help with the part of the shaft that isn’t in her mouth and to play with my balls. She realizes that I’m getting close as my breath becomes more heavy. She pulls down on my balls and takes me out of her mouth. She begins to lick and suck on my balls as she squeezes hard along my shaft. The cool air on my moistened head stings ever so slightly and the urge to cum starts to subside. I have never experienced edging before and she was giving me a master class. More precum still dripping out of me with a tiny goblet falling onto her forearm as she’s still squeezing and holding my shaft. She lets go of me and licks the precum off of her forearm.
I can’t take it any longer and I pick her up, holder her up by her ass with her legs wrapped around me. She weighs 100 lbs, 110 lbs max. She lifts up effortlessly and I throw her back onto the bed. She’s awoken an animal inside me and before she can stop me I enter her. She whispers, “oh my god” and wraps her legs around me and pulls me in. I’m so deep inside her and she is so wet the my balls are getting wet from her juices. My hand moves to her clit and I start rubbing with my thumb. It doesn’t take long for her to cum again, and then very rapidly again and again. Every time it happens she lets out a whimper of a scream saying “i’m cumming!” With the edging she’s gotten me to a point where I feel like I can go forever. She’s so wet that there’s barely any friction despite how tight she is, which probably isn’t helping me cum at this point. She also has an IUD that is rubbing against the tip of my penis every time I go all the way in.
I still need a release, and without thinking I pull out my dick, which is sopping wet and place it against her asshole. Her juices have been dripping down and and moistened the entrance. My dick slides in easier than I ever thought it would and she offers no resistance. Rather she lets out a pleasured “Oh my God.” My head is inside and engulfed by her. It’s the tightest sensation I’ve ever felt. As I try to go further some friction builds, so I pull out slightly to allow more of her juices that continue to drip down to lubricate me. I do this 3 or for more times and am now comfortably inside and am moving freely in and out. I’m pumping at this point with no thoughts of being gentle. I move my hand to her clit again, and it takes no time for her to have another shaking orgasm as she tightens down on my cock again. She’s holding my balls all the while pulling on them to keep me from cumming.
After this last orgasm she was finally ready for me to cum. Her hand releases the vice grip on my balls she places her fingers inside of herself. She’s rubbing the top of my cock from inside while it’s inside her ass. I’ve never felt anything like this before and I immediately feel the pressure of that amazing release build. There’s no turning back now. I start panting. Sweat is dripping off both of our bodies. She’s rubbing her own clit and is pulling me in with legs. My balls pull up as I yelp incoherently as cum pours out of me. Shot after shot after shot being ejected deep inside of her and legs are pulling me in as the cum keeps coming out. She starts to orgasm one more time as I cum while she keeps rubbing her clit and I collapse on top of her. Her hands gently rub my back and I feel her heart still racing. We’re drenched in sweat and she allows me to stay in her until i grow soft. I fall out of her and we climb into bed, still somewhat out of breath. She asks me how I knew that she loved anal, and I just shrugged and said I think out bodies know each other. At this point it’s 1 am and I’m spent. We collapse and fall asleep since I have to be back to work by 6 am.
My alarm goes off at 430 am and I wake up to her head on my chest and my soft penis in her hand. She gently wakes up as I start to rub my eyes. She gives me a groggy smile and passionate kiss. I tell her I should get up and shower and she says she has to go to the bathroom. I drift back to sleep in the 2 minutes that she’s gone and I wake up to her mouth around my penis. I’m sure it tastes of her juices mixed with both of our sweat, but she clearly doesn’t care. I immediately start to grow hard while she holds me in her mouth. As I grow my foreskin retracts back and her tongue begins to work on the head. She goes deep. I’m in heaven. She starts just slightly going up and down as she keeps me buried in her throat, basically just moving my foreskin back and forth with her lips and her hand is back to my balls. It takes no time for to cum this time. I explode after just a couple of minutes and she keeps going. At first it feels kind of nice, but then it begins to get really sensitive and I start to squirm. She’s loving it. She plants a hand firmly on my chest preventing me from getting up as I try to wriggle free. After I beg her to stop for a solid minute she finally relents and comes up having swallowed all of my cum and leaving my cock completely clean.
She smiles again, this time not with that devilish grin that she had been teasing me with all night, but now with an easy and inviting smile and asks me to come over to her apartment after i’m done rounding and have breakfast together. I obviously agree, and hop into the shower to get ready for work. I get out of the shower to see her passed out on my bed and give her a quick kiss and head out. She ends up letting herself out. I go to work and do whatever work I have to and am out of the hospital by 9 am. I drive immediately to her place and text her as I’m pulling into a parking spot. She reminds me the apartment number and tells me the door is unlocked and to find my way to the kitchen. She doesn’t want her eggs to burn. I eventually find my way to her kitchen where she’s standing there in a tiny white tank top and no bra underneath. She has a cute pair of underwear that are shaped like mens briefs but with a playful cartoon on them that I can’t remember anymore. She looks back with that same devilish grin she had last night, clearly wanting to give me this show and asks me how I want my eggs…that’s a story for another time though.
Source: reddit.com/r/gonewildstories/comments/d8f5aw/my_first_edging_and_anal_experience
Very well-written. She sounds great, I’m looking forward to the next installment.