You could say that it was somewhat of a surprise when my young cousin brad came to me and announced that he wanted me to have sex with him. He was always a studious, bookish lad given to long-winded speeches about rather esoteric matters. He was shy and reserved, but I found that rather attractive. Physically he was cute in a boyish sort of way--a slender, petite body, with a firm butt, flat stomach, and a beautiful face with brown eyes and fine brown hair.
As might be expected with any conversation with Brad, we spent about 3 hours talking. He confessed his secret sexual desires that he hadn't told anyone before, and I listened attentively. He said that ever since he was a child, he had often fantasized about an encounter with me. Many were the times when I had patted his butt in a friendly sort of way, just in passing during a conversation. I hadn't really thought that he might have enjoyed the touching any more than in a friendly way; I suppose I was rather naive.
In any case, I told him that I had enjoyed male sex several times over the years. He said he had figured this out, from meeting my various guests (lovers) over the years. He asked me whether I would be willing to have sex with him; did I think he was attractive? I blushed at this, and placed a hand on his butt, and squeezed.
"Yes," I said, "You are very cute." He smiled, reassured, and luxuriated under that flattery. Brad and I sat down on the couch and talked.
Quick Blowjob in the Gym Showers
I told him to leave his house at midnight and come here. He could wear pajamas, because that would facilitate our doing what he had in mind. He had mentioned some pretty kinky things. He wanted a spanking, a blowjob, and anal sex. In that order. To be honest, I was rather shocked when Brad told me he wanted to be spanked. I said, "Aren't you a little big for that?" He vehemently protested. He said that spankings turned him on, just like wearing lingerie turned some people on. This launched a discussion about spanking.
He admitted it was an unorthodox sexual practice, but, as he said, "Who cares?" I couldn't argue with that. He said that over-the-knee spanking with the bare hand was very intimate, similar to coitus; two bodies pressed close together, one with his buttocks on the other's lap for examination.
Believe me, I was amazed at this boy's knowledge of sex, and his fluency with sexual terms (he explained this by saying he had borrowed some of his father's books on sex). When I pointed out that spanking was S&M, perhaps light S&M, he agreed, and explained that the pain produced by spanking was a turn-on. This prompted me to ask Brad how hard he wanted to be spanked. What was his threshold, anyhow? He said he trusted my judgement, but that he'd tell me when to stop if it got to be too much for him.
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That night I went to the store and bought condoms and a bottle of Ernest and Julio Gallo's Pink Chablis. They sponsored this text file, did you know that? Ho-ho, ha-ha. I figure that soon even stories like this will have commercial sponsors. On second thought, nah. When midnight rolled around, I had a chair set up by the bed that would do nicely for Brad's spanking. Under the bed I had a pack of condoms; lubricated and with Non-oxynol 9 for anal sex, and unlubricated for the blow job I would give Brad. Also there was a tube of KY Jelly to ease the passage into Brad's butt. Since Brad was a virgin, I anticipated a bit of yelling when I put my cock into his butt, KY jelly or not. In the refrigerator the wine was chilling. I felt we could both use a nice little intoxicant like wine.
It was yet another law I was breaking-- serving alcohol to a minor--but, oh well. If you are set on having sex with a minor, anything like alcohol seems like incredibly petty stuff. In fact, the jail terms for having consensual sex with a minor are greater than those for assaulting a minor. You would go to jail longer for sucking a teenager off, than for beating him up. (Sorry guys--just a little social commentary.) However, I trusted Brad completely. We had been friends for years, and I knew he wouldn't get me in trouble. Also, he was not naive, did not spill his guts to other people besides his very best friends, and could keep a secret.
Actually, though he was too young to drink, if memory serves me right, he was at the age of consent, so he really wasn't a minor in that sense. Yes, I believe he was 19 and quite legal. I might be mistaken about this, but if put to the question I do believe I would recollect his age as being 19 at the time.
Brad appeared at the door promptly at midnight. He was in his pajamas. They were long, light blue, and made of fuzzy cotton, and hugged his body tightly. I rather liked them. On his rear there was a long flap which could be unbuttoned. I felt that was very appropriate for what we had in mind. I took Brad by the hand and led him in. He nearly burst with talking, saying how much he wanted this and how glad he was I agreed to do it, and he said he could stay all night. I asked him if he wanted some wine, and he nodded vigorously. I poured each of us a large cup. He drank fast. I could see a tent in his pajamas. I touched it, and he caught his breath. I caressed it fondly. His cock grew to about 6" underneath his pajamas. He was so cute, this boy with brown hair and brown eyes. His lips parted and his eyes fluttered.
He said, "I guess you'd better warm my bottom now."
I took him by the hand again and led him to the chair. I sat down and he laid himself over my lap, his butt raised and arms hanging over by his head, hands gripping the chair. I placed a hand on his butt, just resting it on his rear, and he squirmed. I felt his smooth, soft little butt. It was so erotic! Lean and tight, and curved just right. I could tell that I would enjoy spanking Brad, and I would enjoy fucking his ass even more!
Roughly I unbuttoned the flap on his pajamas and pulled it back. I had to catch my breath at seeing his bare buttocks. I pinched one cheek, then the other; then I grasped his buttocks with both hands and squeezed. Then I placed my left hand on the small of his back with my right I slapped his behind. WHAP! A fiery imprint of my hand blossomed across his behind. I followed it rapidly with several more blows. WHAP! WHAP! WHAP! WHAP! His buttocks glowed hot and pink. Brad grunted.
I aimed for a place I had missed before. WHAP! WHAP! WHAP! Brad's behind was turning red now, with handprints overlapping all over it. Brad shifted on my lap. I felt his raging hardon pressing against my lap. I decided to start spanking harder. I drew back and aimed for the middle of his buns, the reddest part. SMACK! SMACK! SMACK! Brad's head raised and he moaned, "Oh, ow! Oh! Oh!" His hard cock was pushed into my lap with every smack. I start aiming for different angles, concentrating on one cheek each time. SMACK! Right buttock. SMACK! Left buttock. Again and again. SMACK! SMACK! SMACK!
By now Brad's behind was fairly red. I felt I had given Brad a good spanking. He wouldn't be sitting down for a while. I stopped and patted him on the back to get up. He slowly got up and reached his hands behind him to feel his sore, red behind. He grimaced and whistled as if surveying the damage. I touched his cock, ready to suck his dick, but he said that he wanted me to fuck him now, instead. He went over to a table and laid his upper body over it and spread his legs about two feet apart. Apparently this incredible teenager knew exactly what he was doing! Well, seeing that pert, tight little boy butt in front of me, ready for a good fucking, got my cock hard fast. In addition, he was freshly spanked, his buttocks warm and red. I fetched the KY and a lubed condom.
I began applying the lotion to his asshole with my finger. He liked that, moaning for more. He exclaimed over what a new sensation it was for him, and how much he enjoyed it. I decided to spend a little time plying his rectum with my finger before using my cock. This turned out to be fun for both of us. I enjoyed pushing my jellied finger in and out of his rectum. I could sense his warmth supremely with my finger. He was very hot up there! What with his excitement and his recent spanking, his anus and rectum were positively burning. This finger fucking was very good for him because it got him accustomed to the feeling, and loosened his sphincter muscle. Also got both of us quite aroused. His cock was very hard. I wondered when he would ejaculate.
I felt like fucking now. I removed my finger slowly, feeling his rectal walls contract against my finger, as if they wouldn't let it go. When I had it out I wiped it off with some tissue and picked up the condom. I unrolled it and placed it on my cock and set my cock against his ass. He took a deep breath of anticipation. I pushed in gradually. He moaned, but luckily it didn't seem to hurt him because he said it felt good. The finger fucking had loosened him up. I got my cock all the way in him and then began a slow pumping. He really enjoyed that.
The way his ass jiggled as I pumped into it was a big turn- on. I liked hearing his moans of ecstasy, which let me know I was doing it right. I would always remember with this cute, precious boy wriggling underneath me while I ravaged his rear. I came in great spurts and then withdrew from his ass as the cream filled the condom. I moaned and told Brad I had cum.
He turned around to see. I was rolling the condom off now, and squeezing the last from my cock. I felt great. I wanted to suck Brad off now, and give him the great feeling I just felt. I knelt down and put an unlubed condom on his cock, and began sucking. My tongue did some numbers on him, and he began sighing and gasping for breath. He gripped my hair with his hands. I placed my hands on his buttocks and felt them when they started tightening. I knew he was close. I increased my pace, and Brad came with a shout. I took his cock out of my mouth and watched the cream fill the latex.
Brad and I flushed our spent condoms down the toilet and fetched some more wine and a can of cashews. We went to bed. We talked all night over wine and cashews. Brad discussed what we had done and what parts he like better than others. He said spankings were OK but he liked the anal sex best. I grinned and asked if his little butt was still sore from the spanking. He said yes. So I fetched some cocoa butter and began rubbing and massaging his ass. I liked getting the opportunity to play with his behind again. He had the greatest boy-butt. He really enjoyed my play, and came again before I finished. He said next time he would wear some underwear while I spanked him, so he would at least have some minimal protection. I said that I found underwear erotic, and he agreed.
Brad said that he was glad I practiced safe sex. I said there was no real choice about it. Either practice safe sex or die, you know. He thought condoms enhanced sex, and I reckoned they did, except with oral sex, which would probably be better without a condom. We talked about this and decided that a flavor oil should be rubbed on the condom, like strawberry or vanilla. That was available at any grocery store, so we could do it tomorrow. I told Brad that anal sex was literally, kinda dirty, and condoms helped keep your partner clean. We talked about many other things, and really burned the midnight oil. It was 5 a.m. when we decided to try sleeping. Luckily his parents were on a business trip and he wouldn't be missed. I fell asleep in Brad's arms, my nose nestled against his neck.
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