I clawed at the sheets as Bobby ate me. He’d gotten so good at this, running his tongue between my folds, licking around and across my clit, not too fast or slow, just the right pressure. “Ugh, god,” I grunted as he stuck a finger in me, then another, then one more. My toes curled and dug into the mattress as my orgasm neared. My back arched high off the bed as I came, but he kept his lips over my sex, the flat of his tongue licking me hard through my orgasm.
I panted as my orgasm subsided. Bobby waited until I reached for him, and then he moved on top of me. I spread my legs wider, inviting him in, and he only paused a moment to put on a condom and then he entered me. I’d fucked him dozens of times by now, but still I grimaced at being penetrated by something so big. I was thankful that after all the begging and pleading the first time, he’d stopped trying to convince me to fuck him bareback. I still smile at the primal flattery and instinct to mate and make me his when he’d presented his case for unprotected (and likely impregnating) sex:
“But Dolly, you’re so sexy, you’re the alpha female, imagine if I did breed you and you had our child, how amazing that would be, two athletes like us, and you now modeling and I don’t want to sound cocky but I’ve got my family’s good looks… and it would feel sooooo good to be in you, just skin…..”
I couldn’t deny any of that, and yes, my body had creamed even more that time, that first time when I’d decided to just go for it and fuck Bobby. “Bobby”. There he was, now over forty years old, twice divorced with nothing but family money, family good looks, time enough to work out and train and be a damned hunk of sexy manhood, and I still called him “Bobby” because I’d known him since grade school.
And of late, I’d been fucking his father, “Big Bob”, a local power broker when it came to development and big deals, and that led to running into Bobby, and …. now I was alternating between father and son.
And son didn’t know I’d had previous times in my life when I’d been Big Bob’s dirty little secret. He claimed it wasn’t until my parents hosted a particular Christmas party one year around the time that I started high school that he even remembered me (and yet, by my junior year when my Big Bob gave a bunch of us a ride home, Bobby included, from the football practice (Bobby and another friend) and cheerleading practice (me–don’t laugh, I had fun being a cheerleader and tennis was a spring sport and by fun, sure, sex, but being the center of attention and all, well, you might have noticed I adore the attention of men….*Wink!), well, Bobby wanted to see a Thursday night game so his dad dropped him off first, then the other friend, and then when it was just me, I invited myself to sit up front so it didn’t look like Big Bob was my chauffer, and I caught him looking and so I said to that handsome man who now that I think about it, was about the age then that Bobby is now, “You don’t have to just peek, I’m not a virgin and you’re the football dad more cheerleaders want to have sex with more than any of the other dads.”
And that was my first time fucking a married man in a high rise luxury hotel. After he stopped and bought me a cute warm up pants and zip up jacket outfit so that he didn’t have to walk in with a seventeen year old in a cheerleader outfit like a total lecher. But boy he was fun and I learned a lot from him!
So I think there might once have been a five year stretch where Big Bob and I never fucked, but it’s just an on and off thing, and as he’s matured and his hair went silver and he’s still amazing and a generous lover.
And then Bobby dropped by his father’s house unannounced not long ago and unbeknownst to me and Big Bob, heard his father fucking me with a bunch of fun, familiar, dirty kinky talk and my cries of pleasure….
So then Bobby called me out of the blue and suggested lunch and that he had a business idea he wanted to run by me because I had a good head for business. I didn’t suspect until Bobby told me that the business idea could be summed up as “Dolly, in return for keeping your secret, and from what I heard, this has been going on a long long time, why don’t you and I finally do what I should have found a way to do twenty something years ago and get you in bed and treat you right”
But back to me getting a fantastic fucking from Bobby.
The momentary discomfort from Bobby’s big one (that runs in the family, too!) quickly turned to pleasure. It felt good to be so thoroughly filled. I’d just cum, but Bobby had learned quickly how to arouse me again, with long slow strokes, using the magic of his curved shaft to stimulate my g-spot, using his thickness to rub against my clit. He’d really gotten to know my body and he used his lips and hands to excite me more, kissing my neck, rubbing my nipples, caressing my ass. I felt another orgasm build inside me. He sensed it too, and he put my legs over his shoulders, pressing my legs against my tits, going deeper inside me, fucking me faster and harder, and then I was cumming again, and I felt his cock grow even bigger inside me and then he was cumming too, and I imagined those powerful jets of his sperm shoot out and hit my walls instead of being safely contained in a Magnum.
A few minutes later, after coming down off our orgasms, I glanced at the clock. “Shit, your dad’s going to be home soon! Bobby, get dressed and check on the smoker. That was the excuse for what you were doing here–practicing using the Big Green Egg before putting the money into one of your own. Then your dad called me and he invited me over to pick up the prospectus to show my dad on the new waterfront project. He mentioned you’d be around like it would be a reunion since he doesn’t know you’re doing me regularly! I’ll be out once I fix the bed and take a shower!” I quickly put on new sheets and then jumped into the shower. I had close to an hour before Big Bob got home, but I didn’t want to take any chances.
Big Bob hadn’t gotten home when I joined Bobby in the kitchen. “What’s wrong with you?” I asked seeing his sullen face. He didn’t respond at first, then finally said, “You got all dressed up for him, didn’t you?”
I took a step back, more than a little shocked. Yes, I’d gotten dressed up for Big Bob, Bobby hadn’t seen that when he came over because I’d shown up first, using the key Big Bob gave me some years ago after his divorce from Bobby’s mom and buying his new place. I was certainly no stranger, and I’d shown up first and stripped to surprise Bobby by greeting him at the door in nothing but one of his father’s dress shirts from his laundry bag (I’d been the one to put the Sauvignon Blanc spill on the shirt when that was all I wore after the last time I’d made love with Big Bob. Yes, I said made love. C’mon, more than twenty years of sex, sometimes it’s really not athletic, it’s just sensual and romantic and we both fantasize that we run away and elope and create a scandal. And then we laugh and realize it’ll never happen because Big Bob knows we’re good together in small doses but not committed. And neither of us would be faithful to the other, which he’d said would be a problem if he was married but he had no issues with us sharing what we shared and having others as well. And he’d told me about some of the other ladies lucky enough to enjoy the pleasure of Big Bob. Anyway, yes, I was otherwise dressed up for Big Bob. Tight sexy sleeveless dress and thigh highs and paid a little more attention to my hair and makeup, but like I said, I’d been pleasured in the man’s bed since high school and now I had a high schooler of my own, and an ex-spouse (or two…or maybe three….) of my own goodness sake.
It hadn’t been an hour since Bobby’s cock was inside me, and we’d spent the past two hours fucking almost non-stop and so many more times in the past few weeks since Bobby had walked in and listened to the porn quality sex his father and I share when we do decide to fuck rather than make love. But I now realized what Bobby was upset about. How long he had the biggest crush on me, and I’d given him so much attention the last couple weeks, and now he felt hurt and jealous with Big Bob, his own father, coming home and me excited to see ol’ Daddy.
I tried to explain, and Bobby was smiling, but I thought he might need a little bit more, so I whispered to him, “Anyway, you’ve fucked me so hard the past two hours and I’m so sore, the best your daddy’s getting tonight is a hand job.”
A roll of the eyes and a smirk let me know I hadn’t fooled Bobby. Yep. He knew I was going to suck his dad to completion. He’d heard me tell Big Bob, “God, I love when I make you cum in my mouth and you hold my head, I’m totally in your power, I love it.” Truth be told, Bobby is the physical specimen, but Big Bob had style and finesse big time. Wonder if I could ever do a DP with the both of them? Hmmmm.
Later that night, after Bobby had gone back to his place (Oh, did I mention, Bobby’s married too, but it’s something of an open secret that they both fuck around, and Mrs. Bobby didn’t want Bobby to know that one of the men she fucks around with was Big Bob himself, which is the most awesome dirty little secret Big Bob ever shared with me while he was inside me….) , Big Bob rolled over in bed and kissed me, fondling my breasts. He’d been in a good mood all night, and noticeably less stressed over work than I’d seen him in a long time, probably because he’d closed some deals lately, and was about to close another one, hence the prospectus for my father. I realized as soon as Bobby left that I’d lied to him. If Big Bob wanted sex on a night when I dressed up for him and planned to spend the night, I wasn’t going to deny him. As always, Big Bob spent a lot of time caressing and kissing my legs. He always said I had the best legs, all the way back to when he took me to that hotel when I was in high school.
Although I could have been completely sated from all the screwing Bobby and I’d done, as Big Bob kissed my ankles and ran his hands along my calves and thighs, I thought of how Bobby liked to do the same thing. Leg men, must be genetic, passed from Father to Son. Then I thought of how, with Big Bob, back when he was married, I always wore stockings and high heels in bed with him when we’d meet for clandestine hotel and business meeting in other cities sexcapades. In fact, just 2 days ago, for old times’ sake, I’d worn them while Big Bob fucked me non-stop and I love when my lovers are constantly aroused from thinking about my legs wrapped around them, though only for Big Bob do I typically wear stockings.
As Big Bob put on his own Magnum and entered me, I pressed my bare feet against the back of his legs, I thought of how I’d done the same thing earlier with Bobby, but was clinging on to the son more tightly to avoid being slammed off the bed from the vicious fucking he was delivering. Lucky, aren’t I? *Blissful sigh.. As Big Bob French kissed me, I thought of how earlier his son’s cock had been inside my mouth. And after we found that the “position of the night” as we joked was doggie style and I went over the edge and orgasmed, Big Bob came soon after. “That was great!” he gushed. “I could tell you liked it too,” he added looking pleased with himself.
“Yeah, I did,” I said still panting and feeling amazed. Yes, I’d cum and it was a really good orgasm, and I was relieved because I didn’t think I had another one in me after Bobby, and I blushed about how these thoughts comparing father and son had turned me on so much.
The next morning, I was awake first, and horny, and Big Bob was going to have to rise to the occasion. “We have to hurry,” I said “Come on!” I urged, pulling on his cock with my fingers, then my mouth, his first thing in the morning crotch smelling musky and still full of last night’s sex. My scent all over him. Big Bob’s eyes grew wide, but I didn’t have time for him to enjoy the view. “Come on!” I said again, impatiently this time. That was all the encouragement he needed, pushing my shoulders away so that his cock left my mouth feeling empty, and putting on a condom, oh I was so proud to have helped him get so hard so early, and next thing I knew he was ramming into me. “That’s it, fuck me hard!” I hissed into his ear, then I pulled his face to me and plunged my tongue down his throat. I remember the first time he’d gone to kiss me before brushing his teeth, I was in college, and he was on business in the town where my university was located, and I slept over. He told me after where our mouths had been, and after three years of sex, we could sometimes do without the Pepsodent. He fucked me so hard he lifted me off the mattress, jarring my feet against the foot board. I wrapped my leg around his thigh, and my arms around his neck, holding on for dear life. God it felt so good, I loved being fucked so hard, being penetrated so deeply and skillfully, even if there wasn’t the pure animal power of his son! In no time I was cumming. I pressed my face against Big Bob’s chest to stifle my screams. Then I felt his cock get even bigger, his entire body tensing, and suddenly he violently lunged into me, over and over again, each time shooting his thick seed into the condom, he never pulled out to cum on my tits. I’d asked him about that once, and he said, “I like to imagine I’m cumming into your womb. But we need to be safe.” I love men who tell ME that!
We lay there clinging to each other, panting into each other’s face. Big Bob’s cock was still fully inside me. He had softened a little, but he was so big I still felt completely full. I knew from experience he no longer recovered as fast as his son could.
God, Bobby could fuck me through an orgasm and keep going and never soften. Maybe the second or third time Bobby and I had sex, he surprised me when he started getting hard again right after I’d cleaned him, which is often the last lick of the night with some guys. And that had been my expectation, and I really was ready to go. “I have to get back, my kids are expecting me, but I know what you’ll like,” I said getting on my knees. His cock was covered with his jism from inside the condom and I reached down and smeared my juices on his cock as well and I took him into my mouth. He moaned and put his hands at the back of my head, lacing his fingers through my hair. With one hand I stroked his rod as I sucked and licked him. With my other hand I caressed his balls, lightly running my finger other the sensitive area between his balls and puckered anus. Big Bob loved when I did that, and I’d learned that Bobby loved it too (probably all guys love it). I’m not sure if it was because I was good at giving head, or because my stud muffin was just like that, but after a few moments Bobby was close to cumming again. I always had to prepare myself, because he always came so much. I’d also learned to hold him at the base of his cock, as otherwise his spasms would gag me. His body tensed and he pulled harder at my hair, and then his cock jumped in my mouth and shot globs of spunk down my throat.
You know, all this talk of Big Bob and Bobby, it makes me horny. There’s so much more I could tell you, and maybe I will, but right now I’m going to flip a coin. Heads I screw daddy, tails I get sonny boy to drill me like few men can. And ah, to dream of perchance someday to have them both pleasure me in a father and son DP.
THE END
Purely fictional fantasy for your reading pleasure!