This is a story of physical intimacy between two adolescent boys as they discover their sexuality. ALL disclaimers apply.

BE TWENTY-ONE OR BE OUT OF HERE.

Odd Encounter/Odd Affair                    by: Mardee Louise

 

It was beautifully drizzly day in early March. The city smelled of the coming spring. The Sunday chamber music concerts at the museum near the gardens would soon end for the year. My friends were all studying for their HS midterms so I stood at the rear of the concert area under the skylighted rotunda. A mediocre performance of Vivaldi.

I looked around the area and saw Chris for the first time. We were some distance apart but the pixie face and the intense green eyes were so exotic. The almond shaped eyes under the Audrey Hepburn styled auburn bangs added to the attractiveness of this lovely being. The androgynous beauty defied classification as boy or girl but a longer glance told me this was a boy. Very lithe, very beautiful but clearly a boy.

I was very much into girls but I could appreciate the beauty of this boy whom I had never seen before although we congregated in the museum and gardens and the nearby library. I shrugged off the eerie attractiveness and turned my full attention to the concert. A little while later I sat in the museum cafeteria sipping a paper cup of coffee and musing on I know not what. Suddenly I felt the light touch of fingers on the back of my hand. It was the boy I had noticed for his other-worldly attractiveness. He introduced himself as Chris in a cello-like voice that belonged to neither sex. A slight English accent added to his charms. Chris was new to the area and was hoping I could show him the gardens adjacent to the museum and the best way to the Heights where he and his "mum" were now living.

There really wasn’t enough time to see much of the gardens before the gates were locked so I offered to walk with Chris through part of the park beyond the gardens and then to show him the bus or train to the Heights. He was delighted by my friendliness and my willingness to extend myself. We sat on an out of the way bench as the late winter mists closed in. Chris was wearing loose fitting shorts and a shirt and sweater. "Keds" type sneakers over crew socks completed his ensemble (Reeboks and New Balance etc. wouldn’t be around for decades to come). Chris sat side ways on the bench with his knees drawn to his chest, his arms encircling his knees and his chin resting atop his knees. His slender beauty was more attractive than almost any girl I had ever been with. I couldn’t help notice his almost perfect cupid bow lips.

Chris was impressed by how well I had learned the cultural attractions of the city and hoped I would be able to show him the many museums and art galleries as well as the concert halls. I was flattered by his quiet enthusiasm. I couldn’t explain the feelings stirring in me each time Chris tilted his head as he smiled. As the street lights came on Chris said he had to go soon. We were now sitting shoulder to shoulder. We slowly faced each other and our lips met; ever so lightly at first then closer and parting as our tongues touched. We slowly explores each other’s mouths. I was very, very hard. Chris eased my hand between his thighs. I reached under the loose shorts and gently caressed his scrotum through the thin cotton crotch. Chris eased his shorts down revealing thin powder blue cotton panties! My finger tips trace the outline of his cockhead as he swelled. I pulled the crotch aside freeing his lovely erection. My tongue flicked a drop of pre-cum from the tip. I was working on instinct. I had never even fantasized about something like this but instinct and arousal propelled me to perform correctly. I ran my tongue around the rim and took the head in my mouth. Chris was moaning lightly as his hips began to move. I let the head out of my mouth and began licking the bottom of his shaft from base to head. I again took the head in my mouth and nibbled at the rim, swirled my tongue around it. Soon I swallowed the full shaft as Chris moaned, shuddered and came giving me first taste of cum. It was a magnificently satisfying experience. Chris wiped himself dry with a tissue apologizing for not bringing me off but promising to more than satisfy me at our future encounters. I waited with Chrissie for the bus and as it approached we kissed lightly on the lips. WHO CARES WHO SEES? This was new and wonderful.

 

Part 2

I had been spending a lot of time with Chrissie to the neglect of my girlfriend. But Chrissie was the most intriguing human being I could conceive of. I had had sex with girls pretty often: giving and receiving oral, coitus and not simply unadorned fucking. It was great but nothing like what I was experiencing with Chrissie. To get to the point; this is another first with Chrissie. We had been listening to 33 1/3 recordings in Chrissie’s room. Chrissie teasingly undressed in front of me. His smooth, fair body was nude except for powder blue silk panties with just a hint of lace at the legs. I was wildly aroused. Chrissie stood before me. I drew him close and as I sat I tenderly kissed the inside of his thighs. Soon my tongue flicked his panty covered crotch. Chrissie turned so I could kiss the back of his knees. I nibbled his soft yet firm bottom. Reaching in front of him, my hand cupped his balls; I weighed them gently in my hand. Chrissie turned to me, pulled me to my feet and slowly undid my belt and let my pants fall. I stepped out of them as Chrissie unbuttoned my shirt. His lips and tongue lingered over my nipples. I shivered and moaned. Soon we were on the bed locked in a tender yet passionate embrace. Our mouths were open as our tongues met and probed deeply. We explored every part of our bodies with eyes, with finger tips, with tongues. Every sense was actively involved. Chrissie was the most wonderfully intense, considerate and unselfish lover I have ever know.

Now we were in a spoon position on our sides. Chrissie rolled free and straddled my chest as he faced my feet. He took my cock in his mouth and sucked. Looking over his shoulder, he smiled and said "Wet enough?" We resumed the spoon position. Chrissie eased the head of my cock against his hole and pushed back. I entered him ever so slightly. I moaned loudly as new ecstasy made me harder still Chrissie continued to impale himself as I writhed and moaned. Reaching back he massaged my balls rhythmically. I reached around his waist and grasped his balls in my hand. Slowly the ecstasy increased until I exploded in a long, intense orgasm. Wave after wave swept through me. Each successive wave of orgasm seemed to start in my toes and vibrate through finally ending in intense vibrating spasm of my whole being. We soon lay facing in each other’s arms in a relaxed satisfy ecstasy.

And so it was that I first experienced anal sex with a male lover.

 

Part 3

I was more and more intrigued by Chrissie. It had been weeks since I conceived or referred to Chrissie as he or him. Chrissie was now she, her...the ideal girl, the ideal lover...with something extra that no gg could offer.

Chrissie wore panties at all times. It seemed natural and right on her. She also had a full complement of lingerie and foundations along with skirts, blouses and dresses. Chrissie’s "mum" was very much aware of all this and had shopped for and with her fascinating elf like child.

Chrissie’s mother was originally from rural Wales and was an expert in herbs and natural healing. Today we would think of her as an holistic healer. She was into "the old ways" although I don’t know if she was a Wiccan but certainly something close. She had developed a theory that the ideal human being would combine many aspects of both male and female. Chrisie was the personification and proof of her success with this ideal. Chrissie was often introduced at workshops as a girl. Hence the wardrobe. The training and attention lavished on my new love astounded me. The name "Christian" was chosen to divert suspicion form the practice of the "old religions." Chrissie was schooled in modern dance to provide grace and control. To prevent harassment from bullies, she had earned a black belt in judo before her sixteenth birthday. Quite a young lady!

Herbs and weight training accounted for small firm pects (chest muscles) that were as attractive and desirable as the breasts of most teen-age girls. In a bra, they were superb! I had yet to see Chrissie out en femme when this episode occurred. I really wanted to get rid of a girl who was clinging to me unencouraged. Jane haunted me before school, at team practice and so on.

Chrissie said she would make it clear I was involved elsewhere.

Baseball practice began with Jane sitting on a bench near third base. Suddenly a new girl appeared at the gate and walked in. She was about 5’7" and wore a white broadcloth blouse with the collar turned up. A wide belt separated the blouse from her full navy skirt worn over off black stockings and ked style sneakers. Her auburn hair glistened in the sun. I felt a stirring in my loins as I noticed Chrissie. She was so magnificent in that outfit which was the "uniform" for so many high school girls back then. No way could I concentrate on playing ball when Chrissie sat in the bleachers and crossed her legs revealing the silken skin of her thigh above the tops of her stockings and the occasional flash of white panties.

As practice broke up Chrissie came over to me brushed her lips over mine. She put her finger tips to my lips and said "Shower and then come to my house." Jane stomped off in defeat. It seemed like forever before we were alone in Chrissie’s bedroom. She stepped out of the skirt and stood before me. The black stockings emphasized her fair skin. A white garter belt pulled them taught. The sheen of her white satin panties promised that I would soon have what they concealed. I stood and undid the buttons of her blouse as she undressed me. Chrissie pushed me onto the bed and drew my head to her navel. I nuzzled it and cupped my hands under bottom. Soon I nuzzled her cock through the silken panties. Chrissie held my cock in one hand and squeezed my balls with the other. She hooked her thumbs in the waist band of her panties and allowed her cock to spring free in full erection. She was awesomely beautiful! Chrissie pushed me onto my back and reaching into the drawer of her night table put lubricant on her fingers and thoroughly lubed my hole. My heart raced. I knew what was to come and welcomed it. Another dimension to this odd affair! Instinctively I spread my legs and drew my knees to my shoulders as Chrissie eased her cock head into my anus. I sighed and moaned. First tense, I soon relaxed as Chrissie drove deeper into me. I squeezed my sphincter muscles entrapping her cock in me. We kissed deeply.

This was wonderfully new yet so natural, so right. I moaned in ecstasy. My bottom relaxed and the initial discomfort became pure bliss. Chrissie thrust in and out. We wanted this to last. She stopped moving giving me a chance to squeeze and relax my sphincter muscles to further Chrissie’s ecstasy. I wanted this to last for hours but too soon I felt Chrissie quiver as she moaned and started to scream. I let go an instant later. Chrissie’s stockinged legs now enveloped mine as we lay nuzzling our faces in the heaven of our spent orgasms.

 

Part 4

Chrissie’s "mum" was doing a workshop on herbal healing in a rural part of the state. Chrissie asked me to go up to keep him form being bored and lonely. It turned into an idyllic opportunity for more discovery in a sylvan setting.

Chrissie and I had had taken several long walks in the woods and meadows surrounding the rather sumptuous retreat where the workshop was presented. We found a brook that opened into a wide, clear natural pool. Soft grassy banks led to knolls where one could lie in the sun and hear the sounds of birds... and the sounds of one’s being touching the infinite universe. Late one clear, bright morning Chrissie and I found ourselves in this natural but otherworldly place. We gazed into each other’s eyes and spontaneously, slowly stripped and walked nude into that clear pool. We felt suspended between earth and a rarer place as we floated on our backs, fingers entwined. I lay on my side propped on one elbow watching Chrissie brush her gleaming auburn hair. She sat with her legs tucked under her. Her skin reflected the sun and seemed to glow with an inner radiance. No siren, no Lorelei was ever more enchanting than this rare being as she sat on a small knoll at the side of the stream. Soon we dozed in the warmth and peace of the day. I sat up and looked at Chrissie who was absolutely beatific in her half sleep. I moved next to my special lover and lightly kissed her lips. Chrissie hummed approval in a sound that was so like the purring of a contented kitten. I kissed her navel and slowly moved toward her thighs. She stirred and purred again. My lips brushed her flaccid penis. I ran my tongue lightly around the rim and took the head in my mouth. As Chrissie began to harden I took more into my mouth. It was wonderfully new and wonderfully arousing to feel her penis swell as she became more and more aroused.

Chrissie reached between my thighs and caressed the back of my balls as we moved toward a sixty-nine position. I kissed the base of her shaft and spread her legs so I could kiss places I had never kissed. My tongue licked between her balls and her thighs. I gently lifted her balls and began kissing, nibbling that sensitive area between balls and hole. Chrissie squirmed and began sucking the head of my cock. My tongue darted around her hole and probed in that forbidden place.

Chrissie arched his back and moaned as I returned to the sensitive spot already mentioned. She sucked me passionately one instant, tenderly the next. I was throbbing, wanting to explode yet wanting this to continue.

Chrissie wrapped his thumb and middle finger around my scrotum above my balls. She pulled my balls down preventing me from cumming. I was wildly aroused. I was brought to the edge of orgasm and yet stopped so it seemed I was on the edge for so long. I knew Chrissie must be experiencing something similar from the way she moaned and screamed and thrashed. Suddenly Chrissie’s hips arched as she filled me with her delicious cum. Within an instant Chrissie released her hold on my balls and squeezed them causing me to cum as I rarely have. Vibrations of ecstasy ran from my cock to every corner of my being. I moaned and screamed. My body quivered as I shot wad after wad into Chrissie’s hungry and talented mouth. And so it was we had our first sixty-nine together!

 

Part 5

It was several months since Chrissie and I became involved and started this odd but special affair. Chrissie had dressed fully in private many times. Only once had we appeared in public together with Chrissie en femme. That was when he drove off my clingy friend Jane.

Chrissie decided we should go out to a nice restaurant to celebrate how-ever-many months we were involved. It would have to be a date. Chrissie pointed out that I had taken Jane and other girls on dates and didn’t she deserve as much. Unlike when Chrissie dressed for ou rprivate encounters I was not allowed to watch this transformation. Chrissie sat his dressing table applying his make up which was always very subtle and understated. I found watching the transformation extremely arousing. She clipped her earrings on and stood up facing me. The white silk robe slipped open enough to reveal powder blue nylon panties. She allowed the robe to fall. As she hooked her thumbs in the waist band of the panties and slipped them almost off her hips (she managed to keep the waist band just above her genitals), she said "Go wait in the living room." "Huh?!" was the only protest I got out. "That slut Jane didn’t allow you to watch her dress. Now wait in the living room."

Chrissie made an entrance that was quite an entrance! She wore a square neck basic black dress of wool jersey with cap sleeves. The dress just reached her knees. Black stockings atop black patent leather opera pumps (2 ½ or 3 inch heel) accented her superb legs. Her ankles were slender and tapering, the kind women would kill to have. A triple strand pearl choker drew attention to the gracefully long neck. A wide brimmed hat contrasted with her auburn hair which was in a French knot. Black kidskin evening gloves completed the ensemble. I could, at that moment, fantasize about what was underneath; lingerie and foundations, not to mention natural attributes. The effect overwhelmed me.

We walked to a small, dimly lit restaurant a block or two away. Chrissie turned heads as we walked to our table. I assure you people noticed her not because she didn’t pass but because she was so ethereally beautiful. I couldn’t keep my eyes off my lovely date.

Chrissie slipped a shoe off and rubbed her stockinged foot under the cuff my trousers. I couldn’t be certain whether I was in love or in lust or both.

We returned to her "mum’s" apartment where Chrissie made espresso in a small "machinetta" which we had with anisette. It was all sooooo sophisticated.

Chrissie took me by hand and pulled me to my feet. We started to dance to recorded music; not really dance just to sway as bodies pressed together and our lips lingered at each part of our faces. Sight, touch, smell were all used as we swayed together. Chrissie had my pants, socks and shirt off. She turned and ground her butt against my groin and undid the zipper of her dress. I cupped her breasts. Chrissie stepped away from me long enough to allow the dress to fall. She stepped back as she stepped out of the dress. She was even more magnificent than I could have dreamed.

Chrissie wore a black foundation called a "Merry Widow." (Quite a popular item with fashionable sophisticates in the late fifties and early sixties, it was made by Warner’s and really was quite lovely.) It was a longline bra and open bottom girdle. Pink fabric was under the black lace front panels. The stretchier side and back panels were glistening black. The jet welts of the opera length hose were gartered to the "Merry Widow" and, by contrast, set off the silken fairness of Chrissie’s beautifully contoured thighs. The underwire round cups of the bra pushed his breasts to small but shapely hemispheres. They were so kissable as the nestled in the lace edged cups. Chrissie pushed me to the carpet and straddled me with my chest between her knees. Facing my feet, she pulled my briefs down and I kicked them away. Chissies fingers gently stimulated my balls. Every few seconds she would squeeze them quite hard by contrast. My head tried to get at his crotch so alluring in black silk panties. SHe teasingly pulled away. Soon her tongue flicked a drop of pre-cum from the tip of my cock. Chrissie leaned forward as she scissored my head between her thighs. Her tongue teased the rim of my cock. I sighed and moaned and quivered. Her wet, smooth mouth enveloped my cock head. Her thighs locked tighter around my head. She nibbled and sucked until I almost came. She eased off and then resumed as I exploded, her head scissors clamped tighter. It heightened my orgasm which seemed to last for hours as spasm after spasm swept through me and wad after wad of cum went down Chrissie’s throat. Chrissie now sat on the couch with my head resting on her stockinged thigh. Soon I caught my breath. Chrissie spread her legs and smiled as she eased my face to her panty covered crotch. I slid my tongue under the hem and licked her balls through the leg band. Chrissie pulled the crotch aside; her beautiful cock sprang free. I licked the bottom of the shaft from base to tip and took the head in my mouth. The pre-cum was so delicious. Chrissie pushed my head away and we fell to the carpet. She straddled me so that her butt was over my mouth. I licked her there and felt her quiver. Chrissie knelt between my feet and did the same to me. She hooked the bottom of my knees with her arms and forced my knees to my shoulders. Slowly, ecstatically, Chrissie slid her cock into me and kissed me deeply. The sensation of the foundation garment against my body as her cock filled me was more wonderful than any sensation she had given me before. Chrissie squirmed up so that although she was inside me she managed to get her breasts in range of my mouth so that I could tongue them. It was unbelievable; being fucked and kissing my lovers nipples as her sexy underthings heightened the sensation! After cumming in her mouth I thought I was spent for the moment. But no! This had me throbbing as the front panel of the girdle rubbed against my cock. Suddenly Chrissie moaned and screamed in the beginning of a long pulsating orgasm. Before her orgasm was over I came again.

And so yet another new experience under the expert tutelage of my androgynous CD lover!

 

Part 6

My involvement with Chris had been occupying a lot of time and attention. I was losing contact with the girls I had dated and had been intimate with. Although every hour with Chris was exciting, I knew the relationship would end because his mother had some presentations to do elsewhere and then they would return to England.

Jane had left in defeat when Chris showed up en femme at the athletic field. She hadn’t given up her long range goal of resuming her intimacy with me. Jane approached me as we finished team practice one afternoon. She wore a white broadcloth blouse turned up at the collar and opened low enough to show cleavage. The tailored edge of her white bra just showed. A wide belt and tight jeans accented the curve of her full hips. Black & white saddle shoes complemented her wholesome high school girl appearance. She stood in front of me. "Matt, you know you belong with us. What do you see in that skinny, pseudo-bohemian bitch with her affected accent?" (I was glad Jane didn’t ask what Chris had that she didn’t.) She put her finger tips to my lips and said, "Don’t answer. But give me the chance to prove how very much you mean to me." We kissed deeply as I cupped her ample bottom in my hands and pressed her close to me. A sense of urgency to be with Chris took hold of me.

I went to Chrissie’s apartment to shower. I stepped out of the shower and Chrissie made some admiring comment. She was trying on some new female clothing and stood before me in a very short slip that barely covered her panty crotch. The panties were red nylon with subtle lace edging at the hem. A black bra showed under the white slip. Chris drew the slip over her head and let it fall to the floor. Her breasts were perfect as they rose over the cups of the bra. The outline of her cock head was most alluring through the panties. No gaff today.

I felt I had to be open with Chris about how I had responded to Jane earlier that afternoon. A look of anger passed over Chrissie’s face. A wry smiled replaced the angry look. "I guess you’re just feeling some Christian guilt. You really should be purged or even scourged like they did in medieval times!" Chris had his hand behind my head and drew my face to his. She kissed me deeply and with her other hand grasped my balls sinking her sharp finger nails into my skin! I winced as she squeezed ever harder. She released me and stepped back. My cock had started to rise at this new, intense stimulation. A combination of pain and ecstasy was tempting me to submit to whatever Chris had for me!

She wound his fingers into my hair and again kissed me. Her knee came up to my crotch doubling me over. I was on the floor in a sort of fetal position with Chris standing over me. As I caught my breath Chris pulled me to my knees and put her foot out. My head was shoved down and I began to lick her foot. Slowly I kissed and licked along Chrissie’s legs and inner thighs to her crotch. I kissed hers cock through the delicate fabric. She lowered her panties and teased my lips with her cock. I flicked my tongue over the tip tasting her pre-cum. I took the head in my mouth. Moaning with the ecstasy of the domme role and of my lips and tongue, Chris sat back on the edge of the bed. She draped her legs over my shoulder as my tongue found sensitive erotic spots Chrissie never knew she had. She quivered and spasmodically twitched in a long orgasm that filled my waiting mouth. I stood up. Chris rose and kissed me as we stood together. "Who told you to stand in my presence?" Chris demanded. A judo throw had me flat on my belly on the bed. Chris ordered me to stand as she sat down. She reached forward taking my cock firmly in her hand and drew me to her. Gently pulling my very stiff cock she placed me over his knees. Still holding my cock, she caressed my bottom. Her hand flew up and came down in a resounding slap! I was spanked several times and then ordered to stand with my back to Chris. Chrissie tenderly kissed my sore bottom and teased my butt hole and the back of my balls with her tongue. She stood up and with a judo hold forced me to kneel on the bed. I was enjoying every second of this. As I knelt Chris got on her knees with her crotch against my butt. She reached around and played with my cock as I reached under my legs and massaged her balls. Slowly he entered me and brought me to a crashing orgasm. I saw Chris few more times but then when I called one day I found the phone was disconnected. The sublease on the apartment had terminated and Chrissie was gone form my life forever.

 

Comments welcomed. All civil e-mail will be answered.

Cordially,
Mardee Louise

 

© 1998
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