I [36] had anal sex with the virgin intern [19]. [LONG] [MF]

This is a true story, but names and minor details have been changed for privacy. English isn’t quite my native tongue so bear with me.

A little bit about me, I was 36 when this took place, I’m a doctor, 6’1″ & 90 kgs with light brown hair and blue eyes.

Anjali was a second-year medical student assigned to me to sit in on patient consultations once every six weeks for a year. She was of Indian descent, although she was born and raised in Holland, so she spoke fluent Dutch. She was 19 years old, 5’2″ and not more than 50 kgs. Her C cup breasts appeared generous on her petite body and her slender waist curved into wide hips and a pert bottom. She had a pretty face, long black hair and these big beautiful brown eyes framed by dark eyelashes.

The first time I saw her, she was in the waiting room checking her phone. ‘Anjali?’ I asked. She looked up and smiled. I thought she was stunning. She was wearing a tight knee length black skirt, maroon sweater, stockings and ankle length boots. She came up to me and we shook hands. ‘I’m Dr Janssen, let me show you around the clinic’. Even with her high heeled boots, she only reached my shoulders so she would look up at me with those eyes which would make me lose my train of thought.

She was genuinely empathetic, kind and sincere and my patients were fond of her. During consults, I would explain what I was doing. It wasn’t exactly the ER, so nothing too exciting happened. Still, she was an attentive student and would listen to me intently and ask insightful questions which to be honest I didn’t always know the answers to. I admitted that I had forgotten most of the things that I learned in medical school and often used google to double check. She gave a cute faux shocked look which made me smile. Her facial expressions were completely charming. In between consults, we would joke around. She was easy to talk to and I looked forward to our afternoons together.

Our conversations started to get more flirty sometimes verging on the inappropriate but were always light-hearted. I thought about her when I wanked, but I didn’t overstep my boundaries. Although I wasn’t directly employed by the university, I was still in a position of authority and it would be unethical to act on these desires, I told myself, but that resolve didn’t last long.

She usually cycled home. On our third meeting, the weather was rainy, I told her that I would drive her home. We put her bicycle on the back of my car and drove off. We chatted, and I asked her if she had a boyfriend and she told me about her traditional parents and strict upbringing. ‘That really is a shame’ I said ‘At your age, you should be going wild’ I was feeling brave, so I asked, ‘have you had sex?’ she seemed surprised at the question, then pouted slightly and said ‘no, I’m a virgin’. My cock was stirring in my pants. I hoped she wouldn’t notice and tried to focus on the road. She went on to explain that in her culture, sex before marriage is met with disapproval so she would wait until then. ‘Is that your choice?’ I asked. She said ‘yes, mostly’. It was difficult for me to understand, ‘so you’ve never kissed a boy?’ I asked. “Oh… I’ve kissed!’ she said ‘I’m just good at keeping secrets’. I was intrigued but I thought that was enough inappropriate conversation for the day, so I left it at that.

She always had this wonderfully intoxicating smell – one day, I asked her ‘What perfume is that?’ and she replied ‘it’s not perfume. It’s jasmine essential oil. It’s supposed to be calming’. ‘Is it also supposed to be an aphrodisiac?’ I teased. ‘you like it?’ she asked putting her wrist close to my nose. ‘yes, I do… or I don’t know… maybe I just like you’. She raised her eyebrows and smiled. Just then, a colleague of mine walked into the tea room, so I had to quickly change the subject.

A couple of weeks before, I did a half yearly appraisal of her communication and patient skills giving her full marks. After we had finished for the day, she wanted to take me out for a drink to say thank you. We went to a pub cafe. ‘Your parents won’t mind, yes?’ I asked half-jokingly. She told me that they were away visiting relatives in Engeland. We found a nice intimate spot to talk and after a drink, we were both more relaxed. ‘What were you going to say before Dr Meyer interrupted us?’ I asked. ‘I was going to say I like you too… I mean, in a very professional way of course’ she said with a mischievous smile. ‘Ahh I see. well, I like you in a very, very unprofessional way’ I said. I was glad that now we had both got our feelings out into the open. I asked her about the “keeping it a secret” comment that she had made in the car months ago. She told me that she had dated a couple of boys and had made out with them but hadn’t done anything overtly sexual because she hadn’t felt comfortable going further with them. She confessed that she did want to explore her sexuality but didn’t want to have “full sex”. ‘I understand’, I said. A pause later, I asked her ‘would you like to come home with me tonight?’. She thought for a moment but said ‘I shouldn’t’. I was disappointed but didn’t push further.

On the drive back to her house, her skirt rode up giving me a nice view of her thighs. She didn’t adjust it down. A little while later, she suddenly said ‘Is it okay if I change my mind? I’ve decided that I want to go home with you.’ I couldn’t have been happier, I may have grinned like an idiot. She placed her hand on my leg and started moving it and back and forth lightly. I almost pulled over and had my way with her right then and there.

We got to my house, went inside and I put her on the kitchen bar stool while I stood, and we started kissing. Slowly, I moved my hands up to her breasts. She responded by lifting her up top and taking it off. Her breasts looked so pert. “Beautiful. Can I see them completely?” She reached back and unhooked her bra. Her breasts were exquisite – beautifully firm and upturned and her small areolas were a unique brown-purple colour. She looked a little shy now having bared her breasts. I put my hands on them. Her skin felt so smooth and her nipples hardened to my touch. We kissed some more. I took her hand and put it on my cock over my pants. ‘oh… it’s… hard already?’ she asked. I laughed ‘what do you mean ‘already?’ you’re topless so yes, it’s hard’. I kissed her neck, ‘so, can I take you to bed now?’ I was getting tired of standing so I carried her to the bedroom upstairs, which was effortless given her size, and placed her down on the bed. She pulled her skirt down and off, she was only wearing her underwear now. ‘Do you want to see my cock?’ I asked. ‘okay’ she smiled. I undid my belt, took my pants off, and underwear off. It was fully erect. Her eyes widened. She reached out and held it. My cock is above average, but it looked massive with her little brown hand wrapped around it. A drop of precum came out as she stroked it lightly. I let her play with it for a while but her stroking was too light and it wasn’t doing much for me so I decided to change tack.

‘I would love to orally pleasure you’, I said, ‘if you’ll let me’. She took her panties off, lay back on the bed and spread her legs as I watched in anticipation. Her pussy was as beautiful as I had imagined. She had a small patch of dark hair, small brown-purple labia minora and hidden in between them was the smallest pink pussy that I have ever seen. It looked so incredibly tight, I don’t think I would have fit even if she had let me fuck her. I went down on her. The tip of my tongue barely fit into her tiny opening. My nose rubbed against her swollen clitoris while my tongue darted in and out of her virgin pussy. She tasted so fresh and was soaking wet. I held her thighs open while I licked in circles around her clit. She moaned and squirmed in pleasure.

I moved up, laid on my side behind her and we kissed while I placed my cock between her legs against her pussy, as she moved her hips rubbing her wet pussy against the shaft. She looked up at me, hesitated, and half-whispered, half-moaned in my ear ‘put it in the… other hole’ which took me by surprise. Now, I hadn’t ejaculated in a week so when she said that, I nutted instantly. She gasped innocently and looked down at the white cum on her brown thighs. I chastised myself in my head for cumming too quickly. ‘Sorry, made a mess, didn’t I?’ I said. ‘It’s okay. That was sexy’ she said while touching and playing with the cum on her skin. She went to the bathroom to wash it off and I lay there thinking about what she had said about “the other hole”. When she came back I asked her if she was serious.

‘I’ve seen it in… porn’ she said with a touch of shyness. ‘and umm… I was curious about it’. ‘Do you want to try it?’ I asked. Her eyes lit up and she nodded yes. I had her turn over onto her stomach, placed a pillow beneath her hips, and admired the view. Only 15 minutes after my first load, my cock was starting to harden again. I pressed my face in her ass and put my tongue in her tight little asshole. When I felt her relax, I took the lube out from the bedside drawer, put some on my finger and put it in her ass. At first, she tensed up a little again. ‘It’s okay, relax’. I took my time fingering her ass, with one, two, then three fingers. My cock was fully erect again. Are you sure you want to do this? I asked her again. She said yes, and I put as much lube as I could on my cock, not wanting to hurt her.

What I was about to do felt depraved to the highest degree, but how could I refuse her? My cocked throbbed at the sight of her offering up her cute little ass to me for my and her pleasure. Placing my cock against her asshole, I teased her. Where do you want me to fuck you? Do you want me to fuck you right here? right here in your ass? I wanted to hear her ask for it again. She looked back, smiled shyly, and completely possessed by lust said ‘yesss Dr Jansen, pleasee fuck my ass’. The way she said it, I almost nutted again. I applied pressure. It was so tight, it wouldn’t go in. ‘Remember to relax, take a deep breath’ I said. With a bit of effort, the head went in. It felt like heaven. So tight that it was uncomfortable at first. She arched her back, lifted her ass up slightly, and wiggled it a little, so that more of my cock went in. I put more pressure, gently but firmly, she pushed back, and I pushed forward, inch by inch until I was balls deep in her ass.

I began slowly thrusting in and out. It was the tightest hole I’ve ever felt. The sensation was unbelievable and the fact that her pussy was virginal somehow made it all the more hotter. At this point, I lost my self-control and any pretence of decorum vanished with it. She squealed and moaned which encouraged me to thrust faster and harder. ‘hmm… you like this? you are a little slut, just like I thought’. She moaned louder. ‘Are you my little virgin slut?’ I growled. ‘yesss’ she moaned. I leaned forward on top of her, grabbed a fistful of her hair and kissed the side of her face. “Ahh then, you know how sluts take cock, don’t you?” I didn’t wait for her to answer. I grabbed her hips, and fucked her hard and fast, as she moaned and whimpered in pleasure. I couldn’t stop myself from plunging my cock balls deep into her ass again and again. She whimpered as her face contorted in bliss and a little pain, eyes closed, mouth open. ‘Oh! It feels sooo…. good!’ she moaned. I fucked her furiously, forgetting to be gentle, pounding away at her tight ass as she gasped for air and cried out in ecstasy, tears rolling down her face. I could feel my cock about to explode. ‘Where do you want me to cum?’ I asked impatiently. ‘Cum in my ass…’ she begged. At that moment, I held her firmly in place as I ejaculated spurt after spurt of cum deep inside her ass. I’m usually not one to make noise but a few growls and grunts escaped me. I was completely exhausted and drained. One of the best orgasms I’ve ever had and something I still think about when I wank.

I took my cock out and a small trail of cum flowed out, but most of it stayed inside her tight ass. The pillow was soaked with her wetness. ‘That was amazing!’ She said, ‘I loved it!’. I was a little concerned about her crying, but she explained that she wasn’t hurt or upset, just that it had been an emotionally overwhelming experience for her. We cuddled and talked for a while then she cleaned herself up and I took her back home as her parents were scheduled to be back the next morning.

She let me fuck her in the ass a few more times before she moved to another town for clinical placements. I did catch feelings for her, but I knew that it was unrealistic to expect a long-term relationship to eventuate. Regardless of the interracial or age difference, she didn’t see me that way. Oh well, it was fun while it lasted.

Thanks for reading and if anyone is interested in a part two, let me know.

Source: reddit.com/r/gonewildstories/comments/93oy1j/i_36_had_anal_sex_with_the_virgin_intern_19_long