Back in the misty, bygone days of the Sixties, when our horny ancestors got busy in the wide back seats of all-American gas guzzlers to the strains of AM radio, one simultaneously syrupy-but-sophisticated song to be screwed by was Sinatra’s “The Second Time Around.” You still might catch that tune now and then as you scan the AM dial for sports scores or the latest report on how hard the NASDAQ is taking it in the nuts. Wafting in from one of those old-fart stations that runs ads for out-patient hernia surgery will be the original Chairman of the Board, crooning that “love is lovelier, the second time around.” It sure as hell is, Frankie baby. And in more ways than one.
HE GETS THE REBOUND, HE SHOOTS, HE SCORES!
Spencer, a college junior, had a second-time-around experience last month after breaking up with a girlfriend.
“It seems kind of pussy to admit something like this, but it turned out that I was taking our relationship more seriously than she was,” he confesses. “Everything started out fine on our last night together. I called Tina and told her my roommate would be out for a few hours. That got her horny little ass over to my place in a hurry.
“She started undressing as soon as she was through the door. ‘I really need to get laid tonight,’ she said, tossing her shirt away and unsnapping her bra. Her nipples were already hard. ‘If you hadn’t called, I’d probably be shaking my ass at strangers in Cassidy’s right now!’
“Cassidy’s was our favorite bar. I thought Tina was only making a joke. Considering what came later, I’m not so sure about that anymore.
“While I stripped, she stepped out of her skirt. She wasn’t wearing panties. And something else was missing, too. She had shaved her crotch completely bare. And I mean totally.
‘How do you like it?’ she asked. Then she jumped on my bed and pulled up her knees. ‘Come on and eat my smooth little pussy,’ she said. ‘Get me all ready for your big, fat dick.’
“I put my face between her legs and started licking. She tasted hot and sweet and ripe for a good fucking. After I’d been lapping her for less than a minute, she said, ‘Put that hard dick of yours in me now. I can’t wait.’
“She moaned when I pushed the knob of my cockhead inside her slot. I went in to the balls, then started sliding in and out. Her pussy felt so good that I put my mouth close to her ear and whispered, ‘I . . . I love you, Tina. God, I absolutely love you.’
“She shocked me by getting mad and saying, ‘Shut up! Just shut the hell up and fuck me!’ She actually seemed to resent me for telling her how I felt. I kept on screwing her, but suddenly she wasn’t into what we were doing. The damage had been done.
“She pushed me off before I even came. ‘Forget it. Everything’s ruined now,’ she said, getting dressed. ‘You and your big fucking mouth. See ya!’ She slammed the door on her way out.
“I felt shitty knowing she only thought of me as a ‘fuck-buddy.’ I didn’t have anything around to drink, so I headed to Cassidy’s to drown my sorrows.
“That was when I learned how easy it is to attract girls when you aren’t looking for them. I had just sat down at the bar when a big-eyed brunette eased up beside me. ‘You look like the only guy here who isn’t a jerk,’ she said.
“I tried not to be obvious about checking her out. She was wearing a clingy, scoop-neck top that showed off her high-riding tits and a pair of really tight black satin pants that did the same for her ass. ‘Thanks, I guess,’ I said.
“‘My name’s Jill,’ she said, extending her hand. ‘Do you want to buy me a drink or would you rather just take me back to your place?’
“I knew this was too good to be true. Maybe one of my friends was setting me up as a joke and this girl would bail on me as soon as I dropped my pants. Or maybe she was a hooker and would ask for money. I didn’t care. Within the past hour, I’d been ditched by a girl I thought I loved, and before I even had a chance to come. I was willing to gamble that this stranger might be a for-real slut who really wanted nothing more than a quick, no-frills fuck.
“And take my word for it, she was for real all right. She sucked my dick, let me eat her out, bucked under me like a wildcat when I screwed her and even asked me to do her doggie-style. When I was holding her firm little buttcheeks apart and watching my cock slide in and out of her juicy, pink cunt, Tina was the farthest thing from my mind.
“Then Jill said something that made everything perfect. While I was thrusting in and out of her pussy from behind, she said, ‘I haven’t been honest with you. My boyfriend broke up with me at that bar tonight. I picked you up to make him jealous. But you’re really good. God, you’re so much better than he was. Keep fucking me.’
“I couldn’t hold out any longer. All of my backed-up spunk from earlier that night was ready to fly. I sunk my cock as deep as I could in Jill’s fuckhole and let her have it. She moaned, ‘I can feel it, I can feel it filling me up. Jesus!’ Then she was moaning with her own orgasm.
“That night love definitely was lovelier the second time around. And I made damned sure I didn’t mention the word ‘love’ again!”
SECOND-BASEMAN HITS ONE OUT OF THE PARK
Freddie, who works for a shipping firm, plays second base for the company softball team. “Our shortstop Rico asked four of us over to his house one night,” he says. “Guys only. No wives or girlfriends, strictly a boy’s-night-out.
“Rico works in the mailroom, so he didn’t have much of a place. It was a little two-bedroom crackerbox in an iffy neighborhood. I couldn’t complain about his hospitality though. That’s because it turned out that he wanted to share more than just a case of brew. He wanted all of us to take turns fucking his wife.
“Her name was Josie. She was one of those trashy-looking bottle-blondes who wears way too much makeup, the kind who hangs around bars where the cops show up at least twice a week. Her jeans rode so low on her hips that everybody could see the blue sunburst tattoo at the top of her ass crack. Her plump nipples stuck out against the stretchy material of her tube top, asking for attention and getting plenty.
“Basically, she looked like the kind of cheap slut who’s unbelievably sleazy but incredibly hot at the same time. Rico’s offer was starting to sound good, but it was still pretty damned unexpected though.
“‘Josie here is quite a gal,’ Rico said, putting an arm around one of her bare shoulders. ‘What really gets her off is pulling a train. Guess she’s just too much woman to be satisfied by one man, right baby?’ He cupped one of her big breasts in his hand and gave it a squeeze. Then he pulled down her tube top to show us her tits.
“You could have heard a goddamned pin drop in that room. All four of us were staring hard at Josie’s swollen tits and her bumpy pink nipples. Nobody knew what the fuck to say. I wiped my mouth with the back of my hand.
“Ernie, our first baseman, was the one who broke the silence. ‘Are you serious, man?’
“‘Show ‘em how serious I am, baby,’ Rico told Josie. She gave a slutty smile, stood up and undid the front of her tight jeans. She pushed them and her cotton panties down her narrow hips. Her bush had been shaved into a narrow line above her slit. Her cunt lips bulged out like a split pouch.
“My mouth started watering. I saw Sonny, the centerfielder, adjust the front of his pants. Josie was making every one of us hard.
“She just stood there at first, with her tits hanging out over her tube top and no pants on. Then she said, ‘So who wants to fuck me first?’
“‘I’ve . . . uh . . . I’ve got to head on home,’ said Reed, our catcher. ‘I think you better come too, Sonny.’ Reed and Sonny both were married, with wives who hung out together a lot.
“‘Hey, come on! Don’t take off now,’ Rico said. ‘Nobody will ever find out. I promise. Stick around and give Josie a good time. She loves it, I’m telling you. Come on!’
“Sonny looked like he wanted to stay real bad, but he probably was worried that Reed would rat him out to his old lady. ‘Thanks anyway,’ he told Rico.
“Josie looked petulant, sticking out her puffy bottom lip. She gave a little shrug. Reed and Sonny headed out the door. We heard them start their cars and take off.
“‘Guess that just leaves you two,’ Rico said, looking at me and Ernie.
“Ernie stood up. ‘You’re goddamned right it does, bud,’ he said, unhitching his belt and dropping his pants. ‘Let’s go, Josie.’ He took her by the hand and started walking her down the hall toward the bedroom.
“‘No, dude,’ Rico said. ‘Do her right here on the floor. She doesn’t get off unless she has an audience.’
“Ernie looked like he was going to say something. Josie shut him up by putting a finger against his lips. Then she went to her knees and pulled down his boxers. She firmly gripped his stiff dick and started sucking it. Ernie forgot about me and Rico real fast.
“Seeing her lick and suck Ernie’s cock made me even hornier. I wished I had been quicker about calling ‘first dibs’ on screwing Josie. She was bobbing up and down on his dick like a porn star. When she stretched out on the carpet and Ernie started fucking her, I was worried that I might come just from watching the two of them.
“Josie wrapped her legs around Ernie’s back and ground her pussy against him. Her crotch was tilted up. She was so wet that her juices were running from her cunt around to her little brown asshole.
“‘Come inside her pussy,’ Rico said from the couch. He had taken out his prick and was jerking it.
“Ernie groaned and started pumping faster and faster. He shouted out, ‘Shit, I’m coming! I’m coming!’ He grimaced as he shot his load deep inside Rico’s trampy wife.
“I’d never done a ‘sloppy seconds’ screw before, but I was so hot and hard that I didn’t even consider turning this one down. As soon as Ernie pulled out of Josie’s snatch, I got between her legs on the floor. She held her pussy open with her fingertips. I slipped my cock inside that creamy slit. I sucked one of her oversized tits while I pumped in and out of her box. She was slick and soft and warm inside, from her own juices and Ernie’s come. That probably should have put me off, but it was an unexpected turn-on.
“‘Stick your finger up my asshole,’ Josie said. ‘Finger my hot ass while you fuck me. I like that.’
“I reached around and pushed my middle finger deep inside her asshole. This was too much. She was so goddamned nasty, writhing and moaning under me, right in front of Ernie and her husband. I actually was glad that I had gone second. This way, she was already primed and sweaty and totally fucking into it. The two guys who had left early didn’t know what they were missing.
“Josie started whimpering through a climax, almost crying, her whole body trembling. That did it for me. I let loose and gave her pussy a big second helping of come.
“There’s an old saying that ‘second place is the first loser,’ but I definitely felt like a winner that night!”
EX HITS THE SPOT FOR DIVORCED PLAYER
“Sure, I know that song ‘The Second Time Around,’” says Steve, a divorced bond trader. “I heard it at a shopping mall the day after the first time that I fucked my ex-wife, so it kind of stuck in my head.
“We had split on pretty harsh terms. Missy found out I was cheating with one of her friends, and she went ballistic. I don’t mean she discovered a scribbled phone number in my pants pocket, either. Missy came home early from work one day and caught me butt-fucking her best friend, right in our bed.
“We weren’t being quiet about it, either. Missy’s dirty-mouthed friend was on all fours and groaning, ‘Fuck my ass! Shove it deep! Stick it in as deep as you can!’ I was pumping her so hard the headboard was slamming against the wall and the bedsprings were ready to pop. Missy’s friend was squeezing my balls. I was squeezing one of her big tits. It was heaven.
“Then I saw Missy standing in the bedroom doorway. She was so furious she couldn’t speak, but the look on her face said it all. I quickly pulled out of her friend’s ass so I could try defending myself, as if any explanation was possible. Slipping my cock out of her asshole wound up being my undoing, actually. Missy’s friend’s butthole was so tight that by the time I finally pulled myself out I couldn’t stop myself from coming. I spurted my load all over. What didn’t land on her ass wound up staining the expensive sheets that Missy’s mother had given us for our anniversary. So much for that marriage!
“Missy wouldn’t have anything to do with me for the next six months. Then a funny thing happened after our divorce was final. She showed up unannounced at my apartment on a Friday night. She was in a tight, short dress and looked fucking fantastic.
“I didn’t know if she had joined a spa or had a makeover or both. Standing there in the hall, she hiked up the hem of her dress to show me her crotch. Her pubic hair was trimmed just the way I remembered. She wasn’t wearing a wedding ring anymore, but I saw she had gotten a different kind of ring. A bright gold band dangled from one of the pink inner lips of her pussy. It was quite erotic.
“She said, ‘Do you still want some of this, or should I find somebody else to fuck me tonight?’
“I swear, we never had better sex than what we had that night. I knew that part of the reason Missy had dropped by probably was to make me feel like a fucking idiot for screwing up our marriage. She made an extra effort to do everything better than before just to drive the point home.
“She had learned how to deep throat my cock instead of just bobbing on its head. When she had my whole dick down her throat, she kept sucking like she wanted more. The things she did with her tongue made me wonder if she had taken private lessons from a high-dollar hooker.
“When I fucked Missy, she used the muscles of her pussy to clamp down hard on my cock. The way she clenched and released made it feel like her cunt was massaging the length of my meat.
“When she knew I was ready to explode, Missy said, ‘Pull your dick out and come on my tits. I want you to shoot your come all over my tits and my face.’ That was definitely a new thing. Before and during our marriage, she always got kind of disgusted if I did something like pull out and come on her stomach. She couldn’t wipe the stuff off fast enough back then.
“That’s why I wasn’t about to pass up her generous offer. I slid my hard-on out of her snapping cunt and straddled her body. She grabbed my stiff dick and jerked me off. My come shot onto her tits, her stiff nipples and her perfectly made-up face. She rubbed the stuff into her skin like it was lotion. Then she licked her palms clean.
“If her plan had been to make me feel stupid for cheating on her, she sure as hell succeeded. I was crazy about her all over again.
“Was I crazy enough to marry her a second time? Fuck, no! I’ve got too many other old girlfriends I want to give a second chance. Who knows? Maybe a few of them have learned some new tricks, too!”
Contact the scribe of St. James Place at stjamesdawson.com