Playing Doctor

by JW

I avoided sharing my real life experiences for the first year and a half of writing stories for the net. Although there are scenes and sections of stories that are dramatizations of my experiences I guess I wasn’t ready to expose myself before. When I did get the urge to open up because of a recent event that was worthy of an erotic story I got such an extra thrill out of it that I decided to share a bit more of my life. I still find it sort of scary relating episodes in my life but at the same time it’s somehow cathartic to tell an uncontrolled mass of people things that were previously only known to my closest friends and lovers. I’ve even evolved to leaving the first names the same. Last names (where used) are very close but fictionalized for obvious reasons.

This is an account of my first lesbian seduction. I was introduced to the world of woman loving by my maternal grandmother when I was about thirteen. This is how my first sexual experience with someone my own age came about.

I met Lynn Benton when we started the eighth grade in 1965. We hit it off quickly and since I lived only steps from the school, while she lived a fifteen minute walk away, Lynn started having lunch at my place.

Usually after lunch we’d go up to my room and play games like ‘Scrabble’ and ‘Clue’. We also collaborated on a few jig-saw puzzles. The lunch break was an hour and a half and since it took less than five minutes to get to and from school and maybe fifteen minutes to eat, we generally had an hour to engage in recreation.

We hung out together on school days that fall and winter but didn’t see each other on weekends. In the spring she invited me to her place one Saturday.

I don’t recall what her father did for a living but he traveled a lot and was out of town that weekend. I met her mother when I arrived and we went right up to Lynn’s room. She was showing me her stuff including her collection of games and when she suggested we play ‘Operation’ I got a funny feeling right away. Anyone who has read some of my other stories will know that I have a raging medical fetish and that anything to do with doctors or examinations gets me stirred up. I’m embarrassed by it so I obviously don’t go around broadcasting it.

We were just starting to play when her mother poked her head in and said she had a lot of shopping to do and asked if we needed anything before she left. We said no and she informed us that she’d prepared some sandwiches and salad for lunch and left them in the refrigerator, and then she left. That was at about ten in the morning. It seems to me now that Lynn and I should have been able to scrounge up a lunch for ourselves at thirteen but it was a nice gesture since I was a guest.

As the game of ‘Operation’ progressed I told my girlfriend how up tight I got when I had to go to the doctor. When I was younger, up until ten or eleven, it was really like nervous anxiety that I supposed everyone has to some degree but I think mine was much worse than average. After I turned eleven and had some appreciation of my sexuality my body began to interpret the trepidation in a sexual way— I became aroused.

Of course I didn’t tell Lynn that, just that doctors made me really nervous.

I’d never played the game before because it was brand new so Lynn won easily about four times in a row. It didn’t help that the game requires a steady hand and mine were remarkably unsteady. It became obvious that I wasn’t going to be any competition. That’s when she suggested that maybe we should play doctor. She said if I took on the role of the doctor in our play acting maybe I’d feel more comfortable next time I had to go.

“I’ve got this toy doctor’s kit,” she said, getting a little plastic box down from her shelf that sort of resembled a doctor’s little black bag except this one was yellow with a red handle and cross on it.

The toy was more appropriate for five year olds than teenagers. There were various toy medical instruments in the kit. The only one that sort of worked and did anything was the stethoscope.

I’d had sex with Olivia, my mom’s mom, and knew very well what sexual excitement felt like and what it led to. Even before she pulled out the child’s toy I was feeling pretty antsy but when she opened up that yellow box I actually felt my pussy twitch. I looked at my girlfriend in a whole new way.

I clipped the ear pieces of the stethoscope behind my neck and let it hang down over my rapidly developing chest the way doctors sometimes do. The surge that went through me was quite amazing. I’d never played doctor before. When I was at the age that most kids did that kind of role playing, medical situations were just scary. Although I don’t remember it ever coming up, I wouldn’t have wanted to participate if it had. Now it was a different story.

The churning yearning inside me was like a washing machine agitator. I picked the toy otoscope out of the bag and said,

“If you’re going to be the patient you have to get undressed.”

I expected Lynn to refuse but she didn’t. Without a hint of modesty she peeled her pink scoop necked top over her head and started unfastening her shorts. The waves that were sweeping over me were pleasant and warm. I wasn’t feeling so nervous anymore it was almost pure horniness now. Maybe the play acting would have the psychological benefit my girlfriend had suggested.

Lynn was standing there smiling in just her pink cotton briefs.

“Sit on the bed Miss Benton,” I instructed in my most authoritative doctor’s voice.

I used the red plastic otoscope pretending to look in her ears. I made her say aw and peered through the toy at the back of her throat, and then I told her to lie down.

Lynn was a bit on the plump side still sporting some of her baby fat at thirteen. Her breasts were barely palmfuls and had puffy round dark areolas in the center. I knew the marvelous sensations that came from mine when they were stimulated and my grandmother particularly loved that part of sex play. I moved the little plastic end of the toy stethoscope all around her chest but kept my eyes mostly on her nipples that had puckered up and now had a tiny point the size of a breath mint sticking up.

I let my eyes wander down her body over the fleshiness of her tummy to her panties. I moved the toy down her abdomen so I’d be closer to the intriguing bulge between her legs. Her underpants were thin enough that I could make out the shape of the bearded clam shell of her vulva right through them. I could even tell that she only had hair right around her slit and caught the very faint smell of pee before I moved back up to her chest.

I took the ear pieces out and clipped them behind my neck again. My girlfriend was lying there with a sort of bemused half grin on her face when I said,

“I’m going to check these to make sure they’re OK in case you have a baby someday.”

I grasped both of her little nipples between my thumb and forefinger, pulling and squeezing at the same time. I pulled hard enough to turn her little round hills into cones.

“Ahhhhrrrgg,” Lynn wailed at the assault on her sensitive tips and her body made a sort of wave motion on the bed, pushing her shoulders down and raising her midsection and hips up.

I didn’t let go right away but I did relax the pressure and not pull quite as hard. I’d have to characterize the expression on her face as one of shock. She took a few deep breaths but before she could say anything I put my hand right on top of her mons and said,

“I should check down here too.”

Her eyes were wide and sort of frightened looking but she was evidently willing to play along in spite of it.

I sat at the end of her bed and grasped the waistband of her panties. I expected her to resist; maybe even get mad but she didn’t. She wasn’t helping much but she wasn’t doing anything to stop me either.

I tugged her underwear down to her mid thigh exposing the plump pink mons with the fringe of dark brown curls and my pussy went into spasm. It was only the third vulva that I’d ever seen up close and that included my own. It was so different from my grandmothers and mine that I was mesmerized.

I was a bit surprised when Lynn bent her knees up to make it easier for me to get her underpants right off. She was lying there stark naked with her knees pointed toward the ceiling and me sitting at her feet.

I managed to tear my eyes off her girlhood and steal a quick glance at her face through the small gap between her knees. I still have to describe the look on her face as shock and maybe fear but her continued cooperation seemed to contradict my impression.

My pussy was throbbing as I put my hands on her knees and applied gentle outward pressure.

“Can I check down here,” I asked. “Would that be OK?” I was trying to use my friendly doctor’s voice but it came out as a sort of breathy whisper.

I couldn’t call the movement of her head a nod, exactly, but she WAS letting me push her legs apart.

When her fleshy slit began to open and reveal its inner pinkness it made my head spin. I was determined to keep control of myself and get as much out of Lynn’s cooperation as I could. The throb between my legs made me want to touch myself, but I touched her instead.

I ran my finger slowly up her slit barely penetrating her thick outer lips. Moving from the bottom to the top I could feel the hairs on the sides of my finger and the softness of her inner petals just grazing the tip. I was maintaining a constant depth and the inner parts were closer to the surface near the top. When I reached the apex, the point where her inner lips met I felt the firm projection of her love button and made a little circular motion. I thought I could feel her nubbin actually growing under my finger tip in that instant but I may have just been pressing in deeper in my excitement.

She grabbed my hand and slammed her legs shut wailing,

“Oh God... oh my God Jackie you’ve gotta stop!”

She was holding my wrist with one hand pulling it away as her thighs came together on my fingers.

“You touched something—“ she panted, “what did you touch?”

It shouldn’t have been any surprise to me that she didn’t know what her clitoris was. In the mid-sixties sex education for pre-high school kids could have been boiled down to one word—DON’T! Even when the powers that be decided that they couldn’t keep a normal biological urge a secret forever, the female genitalia was called a vagina with absolutely no mention or acknowledgement of what was on the outside. If it hadn’t been for ‘Liv (Olivia, my mom’s mom) I wouldn’t have known either. As it was I had a better understanding of the vulva and how it worked than a majority of females of any age at the time.

“That’s called your clitoris and it can make you feel really REALLY good,” I explained trying to swallow my disappointment. “It didn’t hurt when I touched it... did it?”

“No but it made me feel kinda funny, uh... you know sorta in my tummy.”

Lynn had pulled herself up to a sitting position against the headboard of the bed. She swung her legs over the side.

“It’s time for you to be the patient,” she said as she was pulling her panties back on.

I was so disappointed I could have cried. I thought of excusing myself to go to the washroom so I could relieve the tremendous tension between my legs but I didn’t. I just sat there watching my girlfriend get dressed but the meaning of what she’d just said was beginning to sink in. I was cast back into my fetish and the arousal had that sharp nervous edge that only medical situations seem to create.

Lynn took the toy stethoscope from around my neck and said,

“Now YOU have to get undressed.” The command sent a jolt directly to my aching crotch as I stood up and removed my top.

I had more of a bust than Lynn. I wasn’t quite filling the ‘B’ cup that I got for Christmas yet but it was close. By the time I started high school the next September it would be overflowing.

Curiously my areolas were a little smaller in diameter than hers at the time and were flatter, not as puffy. As I reached up my back to release the hooks I could feel my nipples standing up, rubbing against the soft lining of my bra. I had/have a fascination with breasts including my own and have, on occasion, been able to orgasm from their stimulation alone.

I tossed the bra on the bed and went to work on the fasteners of my shorts. My girlfriend just stood there with the toy stethoscope hang down her relatively flat chest. She was smiling and I think enjoying the feeling of being in charge.

When my shorts joined my top and bra which were already on the bed I sat down on the edge.

“You made me take my underpants off... so you have to too,” she said sounding dictatorial.

I knew that my juices were flowing like a river and that some had already escaped into my panties. If she went down there she was bound to notice and it made me shiver. I hesitated but decided to let her have her way—it was only fair.

I threw my white cotton briefs in the direction of my other clothes and sat on the side of her bed.

“OK, now lie down,” she ordered.

I looked from her face to her hands which were moving the red plastic disc suspended from the blue tubing attached to her ears around my upper chest. My boobs were so firm at that time that they barely pancaked at all and looked rather impressive with their stiff quarter inch long pink pegs pointed at the ceiling. Lynn continued to move the toy around pretending to listen to my heart but I could see that her eyes were on my breasts. Her playful smile had faded and she looked confused or nervous as she stood up, not seeming to know what to do next.

I waited for her since she was the doctor now but she just stood there her eyes roving up and down my body—wistfully, I thought. My nipples were tingling and itching and my coochie was screaming for attention. The urge to look after my own needs was acute but I was too shy (a problem I don’t have anymore BTW).

“Aren’t you going to check my boobies... you know like I did yours,” I prompted.

Lynn sat on the side of the bed and cupped her hands over my sensitive breasts. They were a handful for her tiny hands and I could easily imagine the poking feel of my erect nipple against her palm.

“My gosh Jackie, your boobs are so big,” she sighed (it’s a relative thing).

“Squeeze them,” I encouraged.

She began a very tentative massage. It wasn’t nearly firm enough and seemed to be making matters worse instead of better.

“Don’t you need to check my nipples... incase...uh, incase I wanna have a baby,” I suggested.

She removed her hands and after taking a good look at the prominent pegs she gripped both at the same time with her thumbs and fingers.

“Ahhhhrr... ohhh,” I groaned as the sensation shot directly to my girlhood.

She snatched her hands away looking flustered.

“Did I hurt you?” she squeaked apologetically.

“Nooo,” I assured her pulling her hands back to my chest. “Do it harder!”

Lynn seemed delighted with her assignment and started twisting and pinching my tender nips with zeal.

The pressure was building in my low belly and my kitty was twitching madly in double time to her nipple twisting. I was tempted to let her keep going. She was evidently enjoying it and I knew if she kept it up just another minute or so that I’d cum. Once again I wanted to see how much I could get out of this situation so I interrupted.

“D... don’t you need to check down there, doctor,” I prompted her again signaling in the direction of my crotch with my eyes.

“Yes... yes of course I do,” she replied apparently trying to get back into character but her trembling betrayed her.

She slid down the bed at the same time I drew my legs up and let them part.

I felt the cool air on my delicate swollen flooded tissues. Opening myself to her in a way only one other person had ever seen me was a thrill in itself. Lynn’s eyes got really wide staring at my splayed pussy and she seemed frozen.

“You have to check and see if there are any bumps or anything,” I instructed and pulled her hand toward my sex.

When her fingers contacted the slickness of my well lubricated labia she made a strange noise and tried to pull her hand away but I was still holding onto her wrist.

“Oh Jackie... you’re all wet... did you pee?”

“No honey that’s what happens when you get really horny. Your pussy starts making special juice so... um, so it’s easier for things to go inside,” I continued educating my friend.

The shock was obvious from her expression but she’d stopped trying to pull her hand away.

“Just feel around. I think it feels kind of nice on your fingers... really soft and slippery,” I encouraged her and then let go of her wrist to see what she would do on her own. If she took her hand away I was definitely going to have to run to the bathroom to finish the job—but she didn’t.

Very cautiously she began to move her fingers. It was an excruciating tease that she wasn’t even aware of. The churning in my belly and the throbbing in my clit were becoming unbearable but I didn’t want to scare her or put her off so I tried with all my might to endure. I hoped that her unguided exploration would eventually discover my pleasure center. It wouldn’t take much at this stage a few quick well placed strokes and I’d be gone.

With more composure than I ever thought I could muster I said,

“Remember what I told you about the clitoris?”

Her eyes had been fixed on my pussy but she looked up to my face when I spoke. She no longer looked shocked, more like fascinated. She nodded in answer to my question.

“Remember that I told you that it can make you feel really REALLY good?” she nodded again. “Would you like to make me feel really, really good?”

She didn’t nod this time. She returned her attention to where her fingers were tentatively exploring and driving me to the brink of insanity.

“Is it up here?” she asked moving her tiny fingers that were barely between my swollen protruding inner lips toward my love button.

“Yesss!” I gasped as her fingers contacted the upper part of my labia, which as far as I was concerned were an extension of my clit. “Right here?” she asked.

There was/is no missing my clitoris when it’s aroused; it sticks out like a tiny little dick. When her fingers made contact, my concerns about scaring her evaporated in a tidal wave of heat and pleasure. I grabbed her wrist again to make sure she wouldn’t/couldn’t stop prematurely and humped her tiny hand as the ecstasy overwhelmed me.

I was lost—gone for a few moments in another dimension. When the electric pulsations that were causing my body to spasm and jerk finally subsided I consciously let go of my frightened looking girlfriend’s wrist and just lay there panting.

“What... what happened?” Lynn wailed and I thought she was going to start crying.

“That was an orgasm sweetheart,” I explained breathlessly.

“Does it... does it hurt... ‘cause you were jerking around so much and making funny noises... and... and—“ she still looked near tears.

I sat up and put my arm around her. She was still sitting at the foot of the bed but now she was shivering as if she been in a freezer.

“Hurt! Oh honey this is the exact opposite of hurt,” I assured her giving her a squeeze. “It is the most amazing, wonderful feeling you’ll ever have.”

The impending tears seemed to have dried and left behind an expression of pure confusion and disbelief.

I hugged her a little tighter and whispered in her ear, “Wanna try it?”

She pulled away and looked me in the eye—questioning—seeking more reassurance.

“I can help you if you want... but it’s up to you... you don’t have to do anything you don’t want to,” I said trying to take any perceived pressure away.

We sat there like that for a minute or so. I started to gently stroke her upper arm below the sleeve of her pink scoop necked top. I guessed she was somehow trying to weigh the pros and cons—trying to find some basis to make a decision. We were friends and I was encouraging her so she must have been feeling the peer pressure but her natural inhibitions and fears of the unknown were pushing back.

My face was very close to her ear and I could smell the shower fresh scent of her shampoo. It was sweet and it was turning me on all over.

“We could try... I mean you know... start slowly,” I moved my head away to assess her reaction. “If you don’t like it or get scared or anything we can stop.”

There was still that look of profound confusion and she wasn’t responding.

I took hold of the bottom of her shirt and started to pull it up. At first she just sat there with that bewildered deer in the headlights look. Her top bunched up under her arms and again I waited patiently. When she finally raised her arms my heart and my pussy both did a flip.

Tossing her top aside I stood up, still naked, and pulled her to her feet. It was like playing with a living breathing doll. I moved her whatever way I wanted and she just let me. I unfastened her shorts and pulled them and her underwear down together. Cooperatively she stepped out of them and I guided her back onto the bed.

As I lay her down she seemed a little less stiff, her face was less anxious and she was breathing more quickly. I got onto the bed with her and kneeling over her whispered,

“It’s always good to start with your boobies.”

With that I lowered my head and took pretty much all of her developing breast in my mouth and started sucking. My girlfriend heaved a big sigh and began squirming. I tongued and poked the plumpness of her nipple before repositioning my mouth to capture just her areola. Sucking and scraping the little nubbin that I’d raised with my teeth, her squirming increased and she started to moan softly.

Slowly and gently I caressed her tummy in ever widening circles until the bottom of the arc passed over the bulge at the apex of her thighs. I moved my mouth to her other tit and began the encore. The fact that she was enjoying the sensations was obvious from the sounds and movements but it still came as a thrill when I let my fingers start tracing downward on her crease and she opened her legs wider to give me better access.

With three fingers pressing in on the squishy flesh of her adolescent vulva I began the firm rotary motion that had always worked well for me. Lynn’s breath was now coming in gasps and I slipped one finger through her outer defenses and was once again rewarded with indisputable proof of her excitement. I spread the slick secretions up onto her clitty, which is where she’d called foul last time.

This time, instead of grabbing my hand and pulling it away, her hips rose to meet my exploring fingers. I rolled her precious nubbin under my finger tip and flicked it from the bottom making sure I was under the hood. She squealed and jerked and I could tell by the way her body was tensing that she was getting pretty close.

If my juices hadn’t been so thick they would have been rolling down my thighs. My pussy was in full throb mode again.

I flipped around and managed to get my right leg under her left. Grabbing her right hip and left thigh I mashed our sloppy coochies together and began to rock. It didn’t take long for my girlfriend to grasp the concept. Pushing down with her pelvis she was creating a rocking motion of her own. The soft sponginess of our vulvas squished easily and parted resulting in our clits coming together between the hardness of our pubic bones.

A few seconds later rocking and thrusting and screaming in harmony Lynn enjoyed the first climax of her life, while I enjoyed my second of the hour.

When my shuddering and shaking subsided enough I crawled up the bed to cuddle with her. She was making cute little noises but if they were words I could make out what she was saying.

We lay like that for quite a while and she seemed to be asleep, almost comatose when I licked her clean. In the bathroom I cleaned myself up and got dressed. When I returned my girlfriend seemed to have recovered to a degree so I helped her up and did her clean up for her. She hadn’t spoken, and still seemed ‘out of it’ when we heard the outside door close. That’s what snapped her back to reality. She dressed quickly and we were sitting with the ‘Operation’ game between us when her mother poked her head in and asked,

“Are you two STILL playing doctor?”

I guess it goes without saying that our games during the school lunch break were never the same after that.