My boring office job is driving my crazy. So is my sexless marriage. My wife is beautiful and my best pal, but somehow the sex drive seems to have dropped off the page of our life together.
Several years back I indulged in sex with a guy. I indulge in this infrequently, but as of late the urge has been returning with a vengeance. I think it's due to a state of boredom mixed with urgent horniness.
In San Francisco there is an Internet bulletin board called Craigslist. I often scan the listings when I am bored at work. This site has classified for real estate, housing, jobs, cars, and all sorts of other stuff including personal ads. Needless to say, I spend a lot of time browsing the "man for man" personals. The neat thing is that these ads can be filtered which makes it real easy to narrow the focus of a search by location, age, or sexual inclination.
Recently, I have been having fantasies about connecting with a mature older man. Someone in his 50's or 60's who lives alone: maybe a widower or a divorced bi guy, with a hunger for younger men. Something within me yearned to please an older guy and to be treated as a son. Perhaps I was dwelling on some sort of "incest with Dad fantasy," I `m not really sure? But something about older bi and gay men made me feel as if they were more sincere, honest and real than the jerks that normally populate this bulletin board wanting to eat poop or have fast anonymous sex. In reality, I want relatively anonymous no-strings sex, but I want it with a clean, caring, mature, hygienic person with a good head on his shoulders. I don't want to connect with idiots or assholes.
So, I started scanning the classifieds in hopes of finding an ad that suggested whoever posted it was sincere, as opposed to the vulgar desperate angle that most of these posts seem to have. I filtered for someone between 45 and 60 and started scanning the results. Ultimately I found a post that really intrigued me. It read as follows:
Mature guy looking for younger hot, fit, sexy guy to have some play and fun!! Me: 5'7", 195 lbs., lightly hairy body, healthy, d/d free, negative (UB2), 6.5" cut, thick, large head, nice balls and nipples, super clean...safe, sane, and strong sex drive...YOU: fit/average/muscular body, super clean, like long sessions with cuddling/kissing/lots of oral...more with the right guy...TONIGHT if possible! Please send pic with your response and I will return the same...My place--safe, discreet, comfortable...let's play, have fun, and enjoy being two men together for total pleasure...ongoing would be great!!...
I thought to myself, "bingo," but the chances of hooking up for real are slim in this nutty Craigslist world. My past experiences dictated that most guys are flakes who don't follow through. Nonetheless I replied with a face pic and a brief description of myself:
Hi, I am 39, bi, married, closeted, sincere, passionate and very friendly. I am 6', 210, extremely discrete, safe, hiv neg, clean and careful. I have been bi about 5 years and only play on occasion with safe sane people. I have enjoyed one or two connections I've made in the past with genuine, nice older men. I'd be interested in possibly connecting with you after we have had a chance to exchange some info with each other.
I look forward to hearing back from you, but if you are already connected with another, please play safely.
Regards...Terry
My work day passed uneventfully and I commuted home as usual. The next morning I received a reply and photo from "Jim." He was good looking with a dignified face and shocking white hair -- a strong fatherly type. His reply read as follows:
Hi- Thanks for the response. I like the "sound" of your email and your underlying enthusiasm. Tonight may work. Will you have a cell phone with you? Thnx, Jim
His reply was notably vague but at the same time sincere, but I wrote back. I'll spare the details but he invited me over that night. I gave my wife the line that I was going to a rehearsal. (In my spare time I am a working musician) and nothing more was said. I hopped in the car around 7 and calmly drove south from the city with my heart pounding in my chest and my cock dripping in anticipation.
When I got to his freeway exit I dialed him on my cell phone: "Hi, Jim. It's me, Terry."
"Hey buddy, it's good to hear your voice," he said. I thought to myself, He sounds so nice and real, I think we're going to have a great connection. "So I'm nearby Jim. Is it ok to come right up to your front door?" Jim replied with, "I live alone Terry. Feel free to knock."
Moment's later I was at his door, trying to keep my cool, but jittery with anxiety. I nervously knocked. He opened and invited me in. He was dressed in slacks, a white cotton button down dress shirt and loafers. His white hair combed back neatly complimented his tanned skin. He smelled of soap and looked delicious to me. His place was clean and well appointed with modern furniture and had the aura of a man's home. I sensed the vague aroma of single malt scotch co-mingled with deodorant as we sat side by side on his plush leather sofa.
"Thanks so much for having me over Jim." "No worries Terry. I'm so glad you could make it... So you are married Terry?" "Yes," I said in reply. "My wife is a great gal, but we just don't have much sex as of late and my mind has been turning towards thoughts of men." "I know how that can be Terry. My wife died two years ago but the latter part of our long connection was sexually inactive. I started connecting with men about 10 years ago, and now, I am fully comfortable with my gayness. It certainly has been more erotic." As he said this, he reached out and stroked my leg.and my cock twitched with arousal.
"So have you had any long-term relationships with younger guys Terry?" He replied, "Well, I just got passed a recent connection with a young fellow who wound up moving back east with his family. We had a nice thing going but I guess you could say I am on the rebound now." "Understood," I said with a wink. "I must say, you are a very handsome guy Jim. You kind of match all the expectations I have had about connecting with a warm, friendly and sincere older man." "Well I can honestly say the same about you Terry. You have a great smile and a hot body."
By this time, we were intently touching each other, rubbing and caressing. In fact, he was rubbing my erection through my slacks as I caressed his torso. Then he leaned over gently and pressed his lips against mine, his warm tongue found its way to mine, and we kissed deeply. It felt incredible to be with him, on his sofa, in the safety and comfort of his home. Not much more was said as we French kissed and cuddled there in the dim twilight of an early spring evening. After a few moments he stood, holding my right hand in his. He pulled me up, and romantically undressed me. I reciprocated, taking time to kiss and squeeze his nipples as I unbuttoned his shirt and unzipped his slacks.
When we were both naked we pressed our chests together in a warm embrace, kissing deeply once again. His cock was a stiff 6.5 inches, lined with turgid blue veins and a smooth bulbous head. Mine was similar and standing stiffly upright with arousal. He took my hand and led me up the stairs to his bedroom.
He had a large king-size bed with a cherry frame that was elegantly made up with tan sheets that matched the hue of the bedroom walls. He pulled back the covers and we lay down together side by side and continued our intimate snuggling. By this time I was in a state of blissful escape from my workaday world there in Jim's bed. I was his lover, his young devotee, catering to his sexual needs; filling the void in his world, the receptacle of his loving attention. He laid me out on my back, wrapped his strong arms around my torso and pressed his chest against mine. Then he jammed his tongue deep in the back of my throat telling me through his body language that he would be assuming a dominant sexual roll in our connection. Then he relaxed and held onto the headboard, raising his thick, stiff cock to my lips. I complied and his shaft eased gently through my lips and deep into the back of my throat. I hungrily accepted his advances, sucking and slurping his smooth cock with gleeful abandon and loving the sensation of him inside my mouth. At the same time Jim reached back behind himself and stroked me to full erection. I was losing control but striving to keep my cool in this incredibly arousing situation. I was overwhelmed with lust for this older man as his cock slammed my velvety throat and his hand stroked me to the point of leaking. Then, just as he was reaching his own state of climax, I shot a huge load upon his back and all over and the bed sheets. At the same time his cum slammed the back of my throat and with an insecure sense of trust; I devoured every drop, savoring the warm, salty essence of his cum. He whispered, "Terry, have no worries. I am safe and negative." Through my cum guzzling state I replied... "Good Jim, I need to know that."
The next ten minutes we lay in a pile of man sweat and cum, cuddling and caressing; speaking gently of our experiences and fantasies. Moments passed and soon we were aroused again, stroking each other's stiff arousal and moving towards something deeper.
After a few more moments Jim said, "Terry, I want you. I want to have you. Is this something you want to?" I smiled and nodded, knowing what he had in mind. I rolled up on the bed with my head resting on soft pillows and placed my legs upon his shoulders. He reached over to the night table, opened a drawer, removed a tube of lubricant and some condoms and set to work easing well-greased fingers into my love hole. My back arched with his touch and as he stuffed three lubed fingers deep within me and began to nudge my prostate gland, driving me wild with desire for his cock. "Oh, Jim... please, please fuck me now," I said. He replied, "Only too happy to oblige, son," With the operative word, "Son," I knew our connection was meant to be.
Without indulging in any bizarre role-play, we were, for all intents and purposes making real my personally held fantasy to engage in a father-son sexual connection and his way with me was extremely effective. A moment or two later he was nudging the thick bulbous head of his condom covered cock into and past my tight rosebud. The friction in my rear and the pressure upon my prostate was incredible and I squeezed and milked his cock with my ass muscles, reciprocating with my own body language letting him know without words, how much pleasure he was bringing me.
He began to pump and buck and ride my ass, plowing me with long powerful strokes of his cock; my rear receiving his turgid thickness and widening to adapt to the depth of his pumping motions. After 10 minutes of this, our bodies glistened with a thin film of sweat which served to lubricate our motions and caused me to revel in the intensity of our lust for each other. Finally, with the last of his hugely powerful lunges he leaned over, gazed deeply into my eyes and pressed his tongue deeply in my mouth, swirling it around in my cum-glazed orifice. He hugged me tightly and as his back arched he exploded in my rear. At the same time I shot wads of spunk all over his chest as he stroked and milked my cock to finality.
The intensity of our connection was beyond words; two lustful men experiencing the height of erotic man to man sexual arousal. His dignified essence showed me the way; my bi-sexual naivety was taken to a higher place by this experienced and loving mature father-like figure of a man.
We spent the balance of the night in his bed, like spoons in a drawer. I was his lover and the future was ours to experience...