DIARY OF A TEENAGE MILKMAN

As Linda gave me a goodbye hug and a peck on the cheek I slipped Claire my card with my mobile number on it, giving her what I thought was a friendly wink, all the while resisting the urge to give Linda a proper kiss, then deciding to take the risk I turned my head to meet her lips, slipping my tongue between them and running it quickly across her teeth. Linda turned her body slightly to hide her left side from Claire’s view and gave my groin a quick squeeze, lingering to run a fingernail along the length of the outline of my cock. Whispering in my ear “Just for old times’ sake.” Before patting me on the bum and telling Claire it was time to go, she walked off. Claire surprised me by giving me a hug and a peck on the cheek, saying “Thank you, you have made her very happy, that is the happiest I’ve seen her in a long, long time.” She went to run after Linda who hadn’t even looked back but I stopped her, saying “Talk her into accepting, even if I just take the two of you a short drive into the countryside to one of the villages or beaches for an hour or two, tell her not to worry about anything.” Claire smiled and ran off out the supermarket door, giving me a quick wave as she disappeared from sight. That was recently, more of that later, but that first night was not yet over.
I opened my eyes, and looked into hers, she looked to be on the verge of crying, her eyes brimmed with tears. I stopped my tentative hip thrusts and asked her, “What’s wrong, am I hurting you?” “No,” she replied, stroking my hair, “No, you’re not hurting me, I just think this is wrong, so wrong, I shouldn’t be doing this, we shouldn’t be doing this, yet it feels so good, I’ve not felt this happy in a long time.” I put my finger to her lips, shushing her to stop her protests. “You are doing nothing wrong,” I told her. “I wouldn’t be here if I didn’t want to be, you have no idea how many times I’ve fantasised about this in the last couple of years” I told her how it was an early morning daydream of mine to imagine her answering the door dressed only in a flimsy nightie just so I could get a glimpse of her beautiful breasts. She blushed, her neck turning a deep pink as I bent my head to take a nipple between my teeth, giving it a little nibble. I shifted my weight onto my legs raising myself up onto my knees, taking hold of her bum cheeks in both hands, pulling her lower body closer. Then I took hold of her thighs and raised her legs off the bed, she anticipated my thoughts and lifted her legs higher to rest her calves on my shoulders crossing her ankles behind my neck. I shuffled my body closer, penetrating her further as I did, “Much better” I whispered, hands free now to do as I wished.
I didn’t move, finally getting the chance to have a good look at this sexy woman below me. “What are you doing?” she asked, laughing softly. “Having a good look at the sexy woman who has taken my virginity,” I answered, smiling back at her. “Flattery will get you nowhere young man.” She replied, “You’ll need to do better than that to get into my knickers.” “Oh but I’ve no intention of getting into you’re knickers.” I responded, “Besides, I’ve already got you out of them, why would I want to wear them?” She laughed again, a deep throaty laugh, reaching out to take both my hands, guiding them towards her breasts. I took one in each hand, gently squeezing them as I flicked my thumbs across her hard nipples. She covered my hands with her own and squeezed, encouraging me to be a bit rougher with my fingers. It was the first I’d ever been this close to a pair of bare breasts so I was still a bit wary about what I could or should do with my hands, I didn’t want to hurt her. It seemed like the rougher I was with my fingers, the more I squeezed, the harder her nipple became under my thumbs. I had a vision of my squeezing to hard and her nipples flying off and hitting me in the eye, I just had to laugh, which had Linda giving me a quizzical look. “Sorry,” I laughed. “I just had an image of your nipples flying off because I squeezed too much.” She slapped me on the shoulder, “No chance of that happening, I’ll tell you if you are being too rough, I love having my tits played with, most men think they are like dials on a radio and just give them a quick twist to get the right channel before giving a woman’s pussy a few quick thrusts, shoot their load then roll off, fart and fall asl**p snoring.” I faked a huge yawn which made her laugh again and got me another slap across the shoulder. “You are lucky I can’t reach your backside with my hand or you’d be black and blue my boy.” She giggled, rocking her hips from side to side as she tightened her grip with her ankles behind my head, drawing her knees back to pull me closer so she could plant a kiss on my forehead. “Now less of the jokes, I want you to get that arse of yours moving and fill my cunny with that nice hard cock of yours, you better make me cum again so I can squirt my pussy juices all over your big dick, then I’m going to take it in my mouth and lick all my lady cum from it before swallowing another big load of boy spunk.”