Up to this time I considered myself streight, with an anal fetish and used anal toys since childhood.
In June of 2001 I flew from California to the Midwest for a sister's 50th wedding anniversary without my wife. I was 62, almost 63. My oldest brother and other sister met me at the airport, and at his insistence I stay at his house. He is some five and a half years older than me, and he still fit the aggressive macho alpha-male persona I grew up with. In private, while showing me his swollen-headed erection, he complained that his wife was only have sex with him several times a week and that he was being 'cut off' during my stay. He also made a point of telling me that when they were first married she really loved screwing, sometimes fucking and climaxing up to ten times a night. But because of vaginal scarring she now preferred being fucked in the ass and he could could still get her off repeatedly. I laugh and confessed my wife hadn’t been interested in sex for the last four years and I masturbated for my own sexual relief.
One afternoon when his wife was at work he continued on the subject of sex, and about some women he clandestinely met and fucked, when he had his construction business. And again about him fucking his wife in the ass. That he wanted to experience that at least once before he kick off, mentioning he tried using a rubber dildo and didn’t particularly like them.
I responded to that with “I started using them when I was a kid, and that I still used them regularly.” There was a kind-of a 'oh' moment, then he said he did have a nice, long narrow-necked vibrator with a bullet head that he liked to stimulate himself with.
Whoa. I definitely could sense where this was going when he got some KY Jelly and encouraged me try it in the guest bedroom. I dropped my shorts and squat down so I could insert it. Man, I got so heady, aroused, but it wasn’t from the vibrator up my butt.
“Do you remember the couple times you 'corn-holed' me when we were kids? I asked, using the 'butt-fuck' term of the day. (He must have been about sixteen at the time, and it was strictly for his need to sow his ‘wild oats’, and sow them he did, in my ass.)
In the heat of my confession I told him that after he went into the service I let my other (older) brother 'do it in me', and that while being fucked I experienced my first mind-blowing euphoric climax. (I didn’t explain that 2nd brother knew I could be coerced as he had witnessed me being butt-fucked in our shared bedroom, and that it after after he came home from a passionate but sexless date and needed to pop his aching nuts.)
I could tell from the grin on face that his ego was soaring. “I always thought you liked that ….”
“Man, that kinda' messed me up, but I secretly loved it,” I confessed, looking up at him.
He continue to pursue the issue and asked if I would be willing to try fucking him. I immediately agree and suggest him bending over the arm of the couch, mentally betting he would reciprocate. He quickly drew the blinds in the living room. We shed our clothes, compare 'weapons' --we were the same length, although mine was thicker his cockhead seemed huge! He bent over the arm of the couch, but I couldn't get 'hard' enough to penetrate his clinched sphincter. For some unknown reason he wasn't able to penetrate me either. We gave up in frustration.
Condoms, I hadn't even thought about them, although I did later on my flight home. But I also remembered that they hadn't used condoms when they climaxed in me when we were kids, and the thought of it now kinda' bothered me. More so, what bothered me was how my sphincters were tingling remembering the tremendous sexual sensation I got when they climaxed in my ass.
Fate would have it three months after that wedding anniversary that sister died of cancer complications. This time I made made a two and a half day-and-night drive to the Midwest for the funeral. Again I stay at his house. But this time I brought several pornographic VHS tapes for him to clandestinely add to his personal library. The subject of ‘the fucking of women’ was broached several times when we were alone, him again bragging about some of the (married) women he had fucked over the years, of several women he was hitting on and wanting-to-fuck, and about the guy several houses down with an craving like his for some clandestine fucking. But it wasn't until the day before I was to leave that the 'timing' was right, when his wife went back to work on the night shift. We broke out several tapes, fast-forwarded to the juicy fuck parts –and he queried about 'trying it' again.
Man, was I ever getting heady from anticipation. This time he took me back to the guest room where I was rooming, with its elevated twin bed with 4X4’s under the legs. Stripping, he got into a Missionary position on the bed, the way he positioned his wife when he fuck her in the ass in there. With his knees drawn up the brown sphincter of his hairy ass made a ready target. Although highly worked up I fail getting a condom on, and I failed making myself firm enough to penetration his tight sphincter before I pop-off and cum in my hand. What a disappointment for him.
But he did have an erection, and what an erection this time, although I don’t know if it was because he had been without sex for several days or if he was really ‘anticipating’ fucking me in the ass. I quickly trade places with him; he slip a pillow under my rump and perch my ankles on his shoulders as he apply KY jelly to my anus. In my wont I forgot to insist he should use a condom.
His engorged glans easily and painlessly pierce my throbbing sphincter this time, and plunge deep into my rectum, I think much to his surprise. Highly aroused, he made up for the opportunity previously lost several months earlier. I was in heaven, gripping his forearms tightly as he bent over me, ramming his cock into me like a mongrel over a bitch in heat. I relished the feel of his hard cock thrusting into me, a pleasure I couldn't get with any dildo. Such a wondrous feeling, the movement of his cock through my tingling sphincters, feeling the movement of that engorged cockhead massaging my tender prostate as it thrust in and out of me.
He continued fucking me for what seemed forever, unknowingly giving me astonishing pleasure. And like a true exhibitionist I respond to his quickening breaths when his thrusts sped up, anticipating his climax; I recognized the telltale arch of his back, him grunting loudly as he plunge his cock deep into my bowels and buck his loin hard up against my buttocks.
Man, I loved it, sensing he was ejaculating, emptying his testes into me, spewing his bodily fluids into my ass. It was so much more pleasurable than those few times some fifty years earlier when it hurt so when he forced his cock into me to sow his wild oats.
It must have last over twenty minutes, yet seemingly over too soon -but his wife would be coming home from her job. We quickly dress, straightened things up. Played it 'straight' when she finally did, watch some TV. Even in his late sixties he was able to spew copious amounts of semen into my bowels, which I could attest to by the trip to the bathroom at two in the morning --it was as if I had had a delayed semen enema. I left for my drive back home the next morning, knowing I had to go back to work, bills to pay and a wife to see. But this time, during for first several days of that trip I had a tingling and very satisfied feeling in my bowels. And with a memory to fantasize about, to replay again and again in my mind.
Note: At home, late one night curious about any affects of having any of that semen absorbed in my rectum, I queried an Internet site about it. The (medical) response I got was that since it was my brother, and if he didn't have any medical problems, there were no detrimental issues and that I may have received positive benefits from it. Would I do it again, definitely yes.