My name is Isaac. I'm English, 5'10", blue eyed blond, some would say that I'm quite handsome. I'm learning to be an accountant, though I seem to spend more time on making coffee than education. I also act as receptionist. What I'm about to tell you started when I was 19.
Unlike most of my peers, I was still a virgin. If I believed what they boasted about, they'd been shagging around since puberty, but the way I lost it was quite funny. It was the summer, and I'd driven round to my bestie's house to return some stuff I'd borrowed. It was a hot, sunny day, so I was in loose shorts and a T. As usual, I went round to the backdoor. Sunning herself on the back lawn was Linda, his mum. an attractive 40 year old, wearing only a half-cup bra and French knickers, She was the first near naked woman I'd ever seen. She seemed completely unfazed by her near nudity. "Hello Isaac, I'm afraid Pete won't be home for at least an hour, is there anything I can do for you?" I may have detected a little devilment in her voice, "A Coke would be nice, if you have any", I replied. I followed her wiggling bottom indoors. "It was getting too hot out there anyway, come into the lounge. We took our drinks through and she sat on the sofa opposite me, leaning forward, resting her arms on her knees so that her tits nearly fell out. I hoped my tight boxers would do their job as my dick strained against the material. In a seductive voice, she asked, "Is there anything else I could help you with?" I blushed. "Come and sit beside me", and she patted the cushion. I knew I shouldn't, but I found myself trembling beside her. Putting her drink aside, she pulled me into a kiss, her tongue pushing into my mouth for my first proper kiss. She took one of my hands an placed it on a breast, then rubbed my dick through my shorts. I thought I would cum on the spot. "You've only gotten more beautiful as you've grown up", she purred, and her hand went inside my shorts, and gripped my penis through my damp boxers. "Ooh, you seem a little uncomfortable, let me help you out". I lifted my bum and she pulled my shorts and boxers to my knees. "Oh, what a lovely dick, bigger than my husband's". The compliments kept flowing. Taking my the hand, she led me to her bedroom. There, she unclipped her bra and eased my head down so that I could suckle her. My dick was throbbing and about to burst, even though I'd masturbated that morning. She pulled me onto the bed, opened her legs, and pushed my head down to her fanny. "Lick me", she ordered. I did the best I could and she moaned, grabbing my hair and pulling me closer. She hauled me back up and we kissed, with her stroking me. "I need this inside me", so I climbed on top of her, she spread her legs, and she took my virginity. That first time I didn't last very long, but it was long enough to make me want more. I became obsessed with Linda, going to see her whenever I thought she would be on her own, in true Mrs. Robinson style. She taught me to be an accomplished lover.
One afternoon, I was with her, naked in bed, when her husband, Billy came home unexpectedly and caught us. "What the...", his voice trailed off as the sexiness of the sight overcame him. Within seconds, he'd stripped off and joined us. Surprisingly, he kissed both of us, and I didn't find it unpleasant. He worked his way down his wife's body and licked her out, then did the same to me, kissing and licking his way down and giving me head, another new experience as Linda wouldn't do it. We kissed and cuddled, me sometimes with a dick in my mouth, sometimes a tit. Then Billy bent me over and rimmed me (I didn't even know it was called that), but I knew I would lose my gay virginity to him. He pulled my hips up, and Linda guided him in. It hurt a little to begin with, but he was gentle. Linda played with her clit, watching her husband fuck her lover. I must have been very tight. He pumped away for a few minutes and I felt him pulsing into me. He went limp and fell out, then told me to fuck his wife, so I did her doggy style so he could see my cock sliding in and out. She moaned louder and louder as her orgasm approached, and as it burst I fired my seed into her. Afterwards, still all naked, a very calm Billy asked how long we had been seeing each other. Linda confessed that it had been some months, and that I'd rekindled her love of sex. Billy said that he'd noticed the change and actually thanked me. He invited me round Saturday night. I was a little confused, but readily agreed. They said Pete would be out for the night.
I wore new Calvins and some nice aftershave, arriving with flowers and wine. Billy greeted me at the door, in a tiny pair of briefs, and showed me through to the lounge where Linda was just in a thong. I felt overdressed, but not for long. With Linda behind me and Billy in front, I was stripped. We had the wine, plus another bottle, and watched a bi porn film with his laptop linked to the TV. By the time it was 15 minutes in, we had forgotten the film and were snogging. We went to bed. Once again kissing and cuddling, dicks, tits and fanny being shared around. For the first time ever, Linda sucked my cock. While she was bent over, Billy penetrated her, so I knew I wouldn't get fucked that night. Something told me not to cum, maybe I didn't think Linda would like a mouthful of semen, though I wouldn't mind. Billy plowed away, but stopped before he shot his load. Reaching under the pillow, he pulled out a small bottle of lube and said he wanted to be fucked. He kissed me, then smeared lube onto me and more onto his hole. Spreading his legs, Linda guided me in, and I lost my virginity in the only way left. Linda and Billy kissed, and she tossed him as I built up speed, now doing as nature intended. He came over her hand and she fed it to him. I still had someway to go, so sped up. My balls rose and I had cum in a man. Linda told Billy to lick me clean, then rubbed herself to a climax. We slept together. In the morning, we showered and Billy watched and wanked as I shagged his wife. I was undecided whether to tell Pete or not.
