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Times with Teddy

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erotic anatomy lessonAfter the first few meetings with Teddy we settled into an almost weekly routine alternating between each other's house but with our agreed to ground rules holding, that is no kissing, no penetration with his penis and no cum in the face. Otherwise we agreed to be totally naked and available sexually to the other's curiosity and touch. We agreed, in so far as it is possible, to be open, free of shameful feelings, and most important of all to not be judgmental about the other's sexual nature. One of the things that became evident to me almost from the outset was that Teddy was very excited about the idea of being watched. He had spent all these years masturbating but always by himself with nobody there to see and share with him as he experienced his pleasure. Now he could expose himself and when he knew that I was looking at his hard cock as he worked on it and expressing delight at his ejaculation, it made the whole act so much more intense for him. In an early session this is what happened.Teddy had prepared a bit for my arrival and when I came into his house we both immediately shed all our clothes. He led me to his bedroom where he laid down on some pillows he had prearranged. He had a low footstool next to the bed on which he beckoned for me to sit and he lay back on his pillows with his hips elevated. From where he had placed the stool I sat with my face a few inches from his genitals which were completely exposed as he had his knees spread wide and drawn up. He said:"I want to teach you how to handle my balls. You know a man's balls are very sensitive but I also love the feeling of you touching them."He then proceeded to guide my fingers over them and show me where to push with my right hand to pop them into the palm of my left hand. I could feel the gland inside the sac and pushed it gently to and fro. He encouraged me to squeeze it very very gently until he said "too hard, too hard" . It took very little pressure indeed to make him start to feel uncomfortable. I was enjoying running my hands and fingers all around the edges of his scrotum, pulling and distending the fleshy covering while observing the two little oysters inside as they slide from side to side. Upon further instructions from him I began licking his balls and tracing my tongue around them and all the way up the underside of his engorged penis to the ridge of purple just below his pee hole. I was drooling saliva on his sex parts as he was forming beads of stringy viscous precum all of which made him moist and slippery. Further instructions were to blow gently which had a cooling effect and as a result his sac began to constrict and shrink into a tighter mound of shriveling flesh. At this point Teddy directed me to a five gallon pail of water that he had propositioned at bedside and I proceeded to the next phase of his carefully thought out act of genital exposure. In the pail were two small towels and the water itself was piping hot, hot to the point where I could barely tolerate putting my hand into it but I took out a towel, squeezed it a bit and placed it over his balls. Oh! that feels great he said and a few moments later as the heat dissipated I replaced it with the other towel. Alternating in this manner I maintained the heat on his balls and over the next few minutes they underwent a change from a tight somewhat shriveled little mound to a large flaccid pouch that draped down his crotch between his widely spread legs. He was getting hot, both literally with his balls reddening, and figuratively as his cock was twitching and his groin tensing. He had kept his hands off of his cock during this whole sequence but now it was getting to be too much for him and he began twirling the tip of his penis with his thumb and forefingers. He handed me a latex surgeon's glove and a squirt bottle of Astroglide and I knew exactly what he was asking of me. With the glove on my right hand I held the bottle above his sex parts and began drizzling the clear lubricant on his cock, and his balls. With the palm of my gloved hand I smeared and slopped the lubricant all over as his exposed erection and tender parts until he was a saturated glistening mess of hot balls matted pubic hair and glistening shaft. The liquid dribbled down to his puckered anus and I smeared and poked with my glove. Teddy was getting himself real excited:"Oh God!!!..... look at me.... I love to masturbate, watch me masturbate..... look how hard my cock is...... hold my balls, they feel so good, so hot....... go inside.... fuck me with your finger into my asshole...... yes, yes, deeper, as deep as you can go..... yes, yes right there, that's the spot.... finger fuck me hard, hold my balls...... look, look, here it comes.... I'm coming, oh God it feels soooo great come, come, come ........." ..................and then a series of low grunts and spasms as I sensed the coursing of his pleasure from the bottom of his bowels under his abused scrotum to the opening at the tip of his manhood where he had grasped himself tightly but now copious amounts of white fluid were oozing through his grip and flowing down his cock, filling his hand and falling in globs to his belly. He sighed, relaxed and opened his hand filled with cum and placed it in mine. We both smeared his cum all over his already slippery genitals and I pushed a big glob of it into his sphincter further finger fucking him after he had had his giant cum. He relaxed and let his pleasure slowly dissipate but he asked me to keep my finger deeply inside his asshole. We remained there for some time talking about his sexual feelings and about the euphoric sense of well being he was experiencing at the moment. He said he had masturbated regularly for years and years and in every conceivable way he could dream up and now it was exhilarating for him to have me there to share these sexual feelings and fantasies with him. He wanted to show me his sex and all of the things he had ever experienced and he felt he could do this without my being judgmental, even with my being empathetic with him. Lying there with his legs spread wide apart and knowing I was looking right at him was deeply exciting to him. Seeing my breasts, sensing my nakedness next to his and feeling my finger inside of him kept him totally primed even though he had just had a massive cum and splashed his cream all over himself. He pointed out to me that the spot in his rectum that really got him going was his prostate and coaxed me into massaging and pressing against the little mound I could feel in there. He showed me how, by pressing against it I could force clear cum up through his penis and have it emerge from his reformed erection. Fascinating. He said he had discovered this while playing with himself and inserting his finger and various objects into his asshole but to have another there doing this for him while he masturbated with both hands was blowing his mind. It was clear that he was wanting to work his way to another cum and that he was not resting content with the one he had just experienced. So he fondled and I fondled , the center of his universe at that moment was totally focused on his cock and balls. He had me wash him and sponge him with the still hot towels, dissolving and cleansing him of the matted mixture of cum, saliva and lubricant that covered him. Clean sex, warm and yet still wet sex, hardening cock, fingering and sponging on his erotic center, always with one finger pushing into his dark cavity. He was pulling stroking and squeezing now and showing me his hardness. I was, at moments, masturbating myself with my free hand and using my wetness on his cock to help make it slippery. He would push against his hardness to pose his erection straight up in the air and then release it to snap back against his belly. He would slap at it and then cup his balls. He was also tutoring me in his grip and technique for inducing the final rush and after perhaps twenty minutes of enjoying himself and inducing rising sensations of pleasure he threw his hands over his head and said simply "jerk me off". I continued in the manner in which he had trained me, fingers working at both ends of his erotic system and presently I felt and saw his flowing of pleasure in the form of at first a small ooze, then a burst, then a couple of strong large globs followed by a final drool of cum that seemed to leak out the final bits of his juices that might be remaining in his tubes. As he was ejaculating he was humping his pelvis as if to thrust harder into my grip as I gave him a hand job that I hope was worthy of all the fantasies he had harbored about fucking or cumming for a woman. He sighed relaxed and as I withdrew his comment was, "I really am a two cum guy!"

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