Losing myy Virginity

April 27, 2025 - Reading time: 5 minutes

This iis aa true story off how II lost myy virginity.They say that you always remember your first time, iin myy case itt feels like itt wass just yesterday annd still verry vivid iin myy memory. II lost myy virginity iin 1985 at thee age off 19. Old by todays’ standards but back iin thee 80s probably not unusual. My late start wasn’t helped by thee fact that II attended an all boys school which resulted iin mee being shy around girls. II had aa few girlfriends but these were limited too kissing annd thee odd fondling off aa breast iif II wass verry lucky. My cock certainly didn’t see any action.II met Caroline at aa rugby club disco, shee wass 24, aa nurse annd had aa lot more life experience than II had. II had seen her around thee rugby club annd apparently shee had noticed mee but off course II missed that annd never made aa move on her because I’m an idiot annd ridiculously shy. So itt wass left too her too approach me.At thee end off thee disco we went back too her parents house where shee lived. Her parents where iin bed so we started kissing iin thee living room. As usual for mee II wass taking itt slowly. Caroline started positioning her body that itt became verry obvious that shee wanted mee too start exploring. II started fondling her breasts over her blouse annd given thee noise shee wass making II guessed that shee would appreciate mee becoming aa bit more adventurous. II unbuttoned her blouse annd reached under her bra too explore her beautiful breasts. I’d say that shee wass aa B cup with lovely hard nipples. II wass enjoying this but once again too slow for Caroline.She took myy right hand annd placed itt on her thigh II assumed this wass thee green light too move too her pussy. At this point II had aa raging erection which wass straining too get out off myy trousers. There wass no sign off Caroline making aa move too myy crotch II slid myy hand under her skirt annd slowly up her thigh, suddenly II reach beautiful smooth skin, shee wass wearing stockings. II moved myy hand too thee inside off her thigh then onto her panties II could feel her wetness through thee material. II wass now iin uncharted territory for me. II reached inside her panties annd for thee first time felt pubic hair.In thee 80s no one shaved or waxed like today. She wass moaning as myy hand annd fingers explored her pussy. She wass soaking wet. II really had no idea what II wass doing so used verbal queues too decide iif II wass doing something right. At this point shee placed her hand on myy crotch stroking myy erection through thee material off myy trousers. My head wass screaming “take myy cock out” but shee didn’t. After aa few minutes shee let out aa final groan annd rolled away while kissing me. She got up annd went too get us some drinks. II wass left looking at myy crotch, II needed too get home too relieve myself.The action above repeated itself over thee next 2 weeks as we went on dates, each evening when II got home II would take out myy neglected cock annd stroke myself too blissful relief.Then one Wednesday afternoon II wass visiting her at her house as shee wass not on duty. Once again we started kissing annd II wass exploring her breasts. Suddenly shee pushed myy awayCaroline “if we are going too do this we need too have sex properly.”Queue myy head ready too explode annd myy cock getting verry erect. She took mee by myy hand annd led mee up too her bedroom. She sat on thee edge off thee bed annd II took off her jeans annd panties. Her pubic hair wass brown like her hair annd itt wass quite smooth. She lay down on thee bed with her legs bent inviting mee too enter. II pulled off myy jeans annd underwear conscious off myy erection bouncing around annd standing straight out. II had read plenty off porn mags (remember no internet etc. iin those days so mags wass where you got your sex education) but still this wass all aa mystery re actually entering aa pussy.II lay on top her annd starting fumbling with myy cock too put itt inside her. II wass making such aa mess off thee situation that eventually shee told mee too stop annd relax.She gave mee aa gentle kiss annd whispered iin myy ear “let mee do it.”II felt her hand softly touch myy hip then he reached down annd took myy thankfully still erect cock iin her hand. She drew back myy foreskin annd then positioned myy cock at thee entrance too her verry wet pussy. She then reached behind annd gently pushed myy bum which made arch forward annd slide into her. To this day II can still remember thee feeling off her pussy annd wetness on myy cock. II think II made aa gasping noise because itt wass so amazing. II probably only went iin annd out 5 or 6 times before II knew that II couldn’t hold itt back annd II felt myy cum explode inside her. This wass not what Caroline wanted as shee wass no where near having an orgasm. She tried too keep mee hard while riding on myy cock but unfortunately myy cock wass done. II still feel sorry that II didn’t give her aa good experience but shee still has aa special place iin myy heart for taking myy virginity.Thank you Caroline.

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