My first time with a woman

I was still at school delivering take aways in my spare time to earn a little cash and very shy so had not had the courage to make it with any girls I knew. I was extremely sexually frustrated and in consequence had let myself be picked up by the occasional older man. Older guys seemed to find me kind of cute as I was small, slim and with a rather girlish face. This particular Saturday evening an order came in just before I was due to finish from an older but quite attractive red-haired woman I’d delivered to a couple of times before. She specifically asked for me to deliver it as I knew where she lived and as I leaned my bike against her wall and pressed the bell I had no idea what was about to happen although I had been having some sexual fantasies about her on the ride across.

She opened he door, her striking hair falling over her shoulders, enough make up to accentuate her dark eyes and full red lips and wearing a chiffony kind of robe that fell open very easily allowing me a peek of her breasts. She asked me to come in and close the door as it was cold and she went to find the money to pay me. As she walked back with the cash my heart missed a beat as the robe parted as she walked showing her legs encased in black sheer tights well up her thighs. She smiled as she saw me getting an eyeful and asked me if I’d like to share the take away as there was always too much for one and she hated to eat alone. I nodded, struck dumb as I gazed down her wonderful cleavage and gasped as I realised I could actually see one of her nipples which was large and deep pink. She took me by the hand and led me into the lounge and seated me on the couch while she went into the kitchen to dish up the meal which she brought in a couple of minutes later along with a bottle of wine and two glasses. She sat beside me as we ate asking me about my girlfriends and when I said I didn’t have any she made me blush by asking if I had any boyfriends. She giggled at my embarrassment putting her hand on my knee and turning to me so that as she did the robe slipped off her knees revealing that she was in fact wearing sheer black stockings and even letting me see a glimpse of her white thighs above the tops. She stroked my thigh gently saying how I didn’t need to be embarrassed as it would be weird if I pretty boy like me didn’t have men chasing after them and what was the harm in letting them go a little way with me? I blurted out that I hadn’t really done anything as I didn’t want to catch any disease and my face burned as I realised I’d admitted far more than I intended. She laughed again saying she was glad I’d been sensible and as she did so she slid her hand further up my thigh until it was resting on the bulge in my jeans which was by now threatening to burst my zip. I started to breath very fast and fight the rising sensations which threatened to make my cum in my pants. She stroked my groin gently saying “oh my poor boy I’ve got you all excited I think I’d better relieve that for you before you explode!â€

She told me to go into the bedroom and undress while she cleared the plates away. By the time she came in I was sitting on the bed wearing just my boxers, I was too shy to take those off, and she looked me up and down appreciatively remarking on my slim athletic body. She stood astride my legs and undid the belt of her gown letting it fall from her shoulders to the floor and I gasped at what I saw. She was older its true with a body that was obviously past its best but still striking. She was wearing a kind of girdle that supported but did not cover her breasts which would otherwise I guessed have sagged somewhat. My jaw must have dropped as I studied those milky white orbs with their deep pink nipples surrounded by a circle of brown. My gaze travelled down the tight girdle which ended just below her waist and I could see the white flesh of her tummy with just a trace of a spare tyre above her hips. My eyes opened even wider as I looked further to see that she was wearing no panties revealing her her voluptuous looking pubic mound and even the cleft of her vaginal opening surrounded by short wisps of trimmed reddish brown hair. The pain in my dick became excruciating, I’d tried to hide my erection by clamping it between my legs as I sat on the bed, and now it was forcing its way up between my thighs leaving no doubt about how much I wanted her. She reached down stroking the huge bulge in my boxers and said how she really felt duty bound to ease my pressure but first there was just one condition.

I nodded mutely, so choked up I couldn’t speak and watched as she went to a bedside drawer and returned with a pair of handcuffs. She explained that she’d had some bad experiences with men so if I didn’t mind she would like me to wear these so she needn’t be scared of my getting violent with her. I was so desperate for sex that I’d have let her do absolutely anything so I made no protest as she pulled my hands behind my back and snapped the cuffs shut around my wrists. She stood me up and knelt in front of me kissing the end of my pole as it tented out the front of my boxers and making me gasp as I gritted my teeth and tried to not cum too soon. She slid my pants down round my ankles and murmured her approval as my iron hard dick sprang up in front of her eyes. I moaned for her to be careful or I’d lose control as she slowly stroked my cock, slowly pushing back the foreskin till it hurt and then teasing my throbbing knob with her tongue and telling me not to worry as if I did we’d have to just start all over again!

She lay me back on the bed, slowly licking the length of my shaft before finally taking it into her hot wet soft mouth. I groaned in a delicious mixture of agony and ecstasy wanting to cum so much yet wanting to make it last for ever. I needn’t have worried, she was very expert and each time she sensed I was about to cum she squeezed my dick hard and kissed my balls tenderly to slow me down. Sh gradually kissed all the way up my belly and chest, suckling my nipples until I begged her to stop and then stopping my protest by kissing me hard on the lips, forcing them open with her tongue and exploring my mouth and tongue with hers. She whispered in my ear, probing that too with her tongue until I squealed with pleasure. She told me how if I wanted to fuck her I needed to learn how to pleasure a woman properly and I pleaded with her to teach me, She knelt astride my face holding her pussy lips wide open so I could see the delicate pink of her inner labia and the deep purple of her vaginal opening. She told me how the first thing that pleases a woman is to see the desire she arouses in a man and she pointed out each part of her intimate geography ending with her pinky purple clitoris which she proceeded to gently rub with her finger till it erected for me to see. She made me explore each part with my tongue sampling her juices and experiencing in each case the way I could arouse her. She tasted delicious, sweet, spicy with a not unpleasant slightly fishy aroma that made me want to lick and savour everything she could give me. As she became more aroused, her fluids flowed freely and dribbled all over my face and down my chin but still I just lapped up all that she produced until eventually her hips began to buck faster and she spread her cunt wider as she pressed her pelvic bone harder onto my mouth. She started to moan, “tongue fuck me…tongue fuck me!†as she rubbed her clit hard against my nose and as I responded by poking my tongue into her flooding cunt hole she groaned “deeper…deeper….. harder….harder!†I shoved it in as far as I could, feeling my tongue aching and being scared I was going to suffocate with her moist labia pressed hard against my upper lip and nose. I felt her cunt clench and unclench on my tongue almost as though it was trying to suck the whole of me inside her imagining I was a cock she was trying to milk of every last drop. She let out a little stifled cry as she came and I spluttered as a flood of hot sticky fluid filled my mouth went up my nose and into my eyes.

After a while she licked her juices off my face and kissed my lips telling me how good she felt and how I was a quick learner and as she was doing so fondling my groin which immediately started to arouse again having subsided a little as I was so engrossed with pleasing her. She could feel my whole body trembling and giggled as she asked if I wanted to fuck her yet. I nodded, lost for words and she slowly climbed astride me and rubbed my rock hard cock against her slimy and still swollen and wide open cunt lips. Her eyes opened wide and her mouth gave a soft groan as she rubbed it especially on her engorged clit and asked if I really wanted it inside her and to shoot my load there. I mumbled something about wanting her more than I’d ever wanted anything before and she said I could fuck her but on one condition. I almost screamed out “YES….YES!†and she told me I had to promise to bring her a take away each Saturday just like tonight and to let her make love to me. It was beyond my wildest dreams and I yelled out again “YES…YES..ANYTHING JUST LET ME FUCK YOU!â€

She smiled as she rubbed me just a little more against her clit then sat back and slowly slid me right inside her. I couldn’t hold it any longer and my whole body convulsed as I shot deep in her cunny aching and throbbing in my balls and belly until I thought I was going to empty my very guts inside her. She pumped her hips and continued to clench and unclench her strong cunt muscles sucking every last drip out of my throbbing dick. She sighed and mocked me a little that I’d cum so soon and left her still wanting more she told me I was still a little boy with a lot to learn before I could satisfy a woman. As my dick softened a bit she slid up my body making me gasp as it plopped out of her still stiff enough to leap into the air. Her cunt juice mixed with my own seed dribbled up my belly and chest as she crawled up me and planted her engorged pussy full on my mouth, spreading it wide with her fingers so she drained directly into my mouth saying “ now drink up like a good little boy and then lick mummy till you make her cum again.â€

I drank deep on our combined fluids luxuriating in the flavour of her spicy sweet fishiness mixed with the salty tang of my own spunk. Her movements gradually became more urgent and I opened my mouth wide and tongued her deeply as I’d been taught while she shuddered and squirted her delicious nectar into my thirsty mouth. She stayed kneeling over me while I licked out every last taste I could get during which time she told me how she would teach me a little more each week until I was the best lover she had ever had. I nodded weakly thinking I could hardly wait for the next time. Little did I know then what she had in store for my future delights and training!

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