Colleen discovers her hunky neighbor shares her passion for strap-on loving.
The buns of my dreams were leaving the building for good, and I was despondent. I felt like I was on the verge of losing out on some super-hot sex because I hadn’t worked up the nerve to make a play.
Tom, my sexy upstairs neighbor, was moving out and taking with him my opportunities to see him on sizzling summer days wearing nearly indecent running shorts as he fiddled with his truck engine and I fantasized about fiddling with his fanny. Tom was taking his beautiful bottom, as well as the rest of his rock-hard bod, someplace else.
I know some of the other women in the building cherished the moments when he’d strip off his T-shirt to wipe his brow, but I was fixated on the other end of him. Sure, his body was muscular and handsome — built without being absurd — but it was his ass that thoroughly captured my attention.
I found out he was leaving when he slid an invitation to his farewell party underneath my door. Oh, how I wanted to slide something into him! I shook my head. I had to say good-bye to more than Tom. I had to let my wicked wishes fade away.
I put on a black minidress and dragged my sad self to his “moving on” party. He’d already packed up and moved most of his stuff. He’d basically invited everyone over to say cheers, while the neighbors helped him empty his liquor bottles so he wouldn’t have to cart those away, too. There was lots of happy chatter as people sipped scotch and wine, before moving on to bizarre cocktails and cordials.
I smiled and socialized as best I could. But all I wanted was to literally kiss Tom’s ass good-bye. I nursed my drink and gazed forlornly at my favorite ass as Tom mingled with the rest of the guests, being the consummate host.
For four years, I had ogled his hind end whenever I could. I’d tried not to drool over his pert posterior whenever he wore his tight bike pants — and often failed.
He didn’t have those shorts on that evening, but he was wearing a tight pair of jeans. Whenever I thought he wouldn’t catch me, I stared at his denim-covered butt and mentally kicked my own for not having made a play earlier. My mind spun as I tried to figure out how to tell him what I most desired: to use my strap-on to take him for a down-and-dirty ride.
As the booze disappeared entirely and the party began winding down, Tom sidled up next to me and said, “There’s something I wanted to ask you.” And then in a rush, as if he’d worked all evening to get up his nerve and didn’t want to chicken out, he blurted: “What did you do to your boyfriend to make him moan like that?”
“My boyfriend?” I stammered in surprise. Had my ex been that vocal? I hadn’t really noticed. I’d been too focused, quite honestly, on Bobby’s butt to pay much attention to his mouth.
“He was always so loud. I could hear him in my apartment,” Tom explained.
I hesitated before speaking, but realized I had nothing to lose.
“Do you really want to know?” I asked, leaning closer to him.
He nodded his head eagerly, with a yearning expression on his face.
“I used to peg him,” I confessed in a breathy whisper, laying out all of my cards.
“Meaning?”
“I used a strap-on to fuck his ass,” I replied bluntly.
Pegging men turns me on more than any other sexual act. The trick is finding men who want to experience the erotic act, which isn’t easy. Many a man would enjoy having his woman strap on a big dick and thrust it up his ass — if he had the nerve to try it. Many don’t, and you really do need to be on the same page with something like this. Both players truly need to feel safe and secure in their desires for the outcome to be positive. Usually, I keep my sexual proclivities to myself. What goes on between me, my lovers, and my strap-on isn’t anyone else’s business. But I was still hoping Tom might become one of those lovers.
His deep blue eyes were staring at me intensely, as if he was trying to picture how I’d look sporting a harness with a great big dick.
The last of the guests stumbled out minutes later, and Tom and I nodded good-bye as they departed.
We were standing in a quiet, nearly empty apartment, staring at each other. If sexual desire had a color, the room would have been lit in red and gold.
“We were properly matched, his rod fitting fantastically inside my juicy snatch.”
My handsome neighbor brushed his hair out of his eyes. I briefly glanced at his crotch. His dick was hard from simply knowing I had one of my own at my place. I could tell.
He licked his bottom lip, and I stood up straighter. We were going to fuck, and it was going to be awesome. That’s what the crackling energy zipping between us told me. But one of us had to make the next move.
I decided it would be me.
“You don’t have much furniture left. Let’s go to my place. Besides, that’s where I keep my dick and the lube.”
He smiled, appearing to like the idea, so we headed down the stairs together. We’d crossed paths before in this building, countless times. But never with an agenda like this, with a “fuck him up the ass” plan in place.
Our excitement actually got in the way of the main event. First, we were petting on the stairs, Tom slipping his hand up my dress and into my panties to finger my clit. I held on to his shoulders and threw my head back, sighing.
I’d wanted to be with him for so long. I was so excited it was finally going to happen. When he stroked my clit just right, I came. Right there in the hallway. That had never happened to me before. Tom had my pussy juices all over his fingers, and he licked the tips clean while I stared at him. The connection between us was powerful. I could almost have come a second time from watching him savor my sweetness.
He pulled my purple panties all the way off and held them in his hand. I could see the look in his eyes — could read the hidden promise there. Or not so hidden. He wanted to fuck me right on the landing. I shook my head. Maybe he was going to move out the next day, but I still had to live there. I didn’t want one of our other neighbors to walk out and catch us doing it doggy-style against the wrought-iron railing. That’s how a girl gets a reputation.
“Come on,” I said, teasing. “It’s not far.”
“It’s, like, miles,” he said, joking about the four remaining steps we had until we reached my place.
We hurried inside, and I was glad I had cleaned my apartment the night before. But it didn’t really matter. Tom didn’t seem to care about my skills as a homemaker. He wasn’t interested in anything other than getting to the bedroom and having us both strip. He took off his clothes while I peeled down my dress and tossed it aside. Then we stared at each other for a few moments, absorbing the strangeness of the situation. This was Tom, the upstairs man, who apparently had it in his head that he wanted to be my backdoor boyfriend. At least for that one night.
I was good with that. But I didn’t want to rush through the motions. We connected in a series of desperate embraces, kissing and stroking one another with urgency. Our individual yearnings could not be denied. I thought of him fantasizing about me with my ex-boyfriend, his mind racing as he tried to picture what we had been doing in bed. It gave me a thrill to know I had been fueling Tom’s lust from afar.
We both knew the evening would end with me in his end. Yet we both managed to take our time. There was something erotic about the knowing and the waiting. Plus, I’d already gotten off once. So it was easy for me to be patient.
In the bedroom, we climbed up on the mattress, and at my direction, he started fucking me. I was thrilled by the way he felt inside me. We were definitely properly matched, his rod fitting fantastically inside my juicy snatch. He pumped me, and I sighed. He swivelled his hips, and I licked the side of his neck. He got his thick dick nice and wet in my slippery hole before I urged him backward. His slickened cock bobbed expectantly, and I took it in hand, jacking him until he was groaning and pumping his hips, begging for release. But I didn’t want to release him. I wanted to make him stay right there, teetering on the edge until I was ready to let him come. He seemed to understand. He sat back and let me slowly jerk him as he closed his eyes and sighed.
“I heard the two of you one night,” Tom said. “I was parking my truck, and your window was open. You were with your boyfriend…”
“Ex-boyfriend. Bobby was his name.”
“Yeah, the macho guy with the motorcycle.”
“Only macho for the rest of the world,” I said. “When he was in the bed with me, I was the macho one.”
But then I paused, not wanting to interrupt his story.
“Nevermind,” I shook my head. “You do the talking. I’ll do the licking.”
He seemed paralyzed for a moment, unsure. It was clear he wanted to hear me talk about ass-fucking my ex — but he also wasn’t going to turn down a blowjob!
I licked the tip of his pole, and he murmured my name in a hoarse voice and wound his fingers through my curls.
“I stopped outside your window when I heard him talking to you. He was asking you to fuck him. There was this need in his voice. It made my cock hard. I couldn’t believe how much it turned me on.”
He arched his body, thrusting his cock toward me, wanting my mouth enveloping his shaft. Everything about him was making me increasingly excited. His dick was so stiff, and his tightened balls felt good in my hand. I tugged his sac lightly, then played tricks with my mouth on the head of his cock, sucking only the tip before doing my best to deep-throat the whole enormous thing.
“You told him you would give him what he wanted if he held his cheeks apart and showed his asshole to you.”
That’s right. I had done that, although it sounded even dirtier when Tom described it to me. I’d made Bobby lube up his own hole and then part his ass cheeks and bend over for me. He had done exactly as I’d instructed, so desperate to feel my pole pummeling his backdoor. Making him submit in that way was a huge turn-on.
“He sat back and let me slowly jerk him as he closed his eyes and sighed.”
“I tried to picture what you two were doing, but I didn’t know exactly what was happening…I stood outside and listened. I was kind of ashamed at being a peeping Tom, but I also almost came in my pants.”
That cracked me up. He was a peeping Tom! Peeping — and his name was Tom! He laughed, too, but then he said, “I’ve been thinking about that night for months, and I didn’t know how to talk to you about it. It was too personal. Too strange to say to a neighbor. I didn’t want to freak you out. Like I was a stalker or something. But I’d always thought you were hot before that night, and after that, I couldn’t get you out of my head.”
I licked his balls, then tried to cram both in my mouth at once. Then I sucked on my finger and reached between his cheeks to stroke his asshole. He grew totally still as I touched him gently at first, and then with a more aggressive manner. When I looked up, I saw his dick was leaking pre-come. He was wound up and ready. There was no point waiting any longer.
I moved off the bed and got out my harness and strap-on. He watched me hungrily, as if he could almost not believe his luck — that this was actually happening. But it wasn’t. Not quite. Not yet.
“Open your mouth, Tom. Open wide for me.”
I felt so elated. My hunky neighbor was going to blow me. And then I was going to fuck him with my cock after he’d gotten it dripping wet with his own spit.
I could tell from his body language that Tom was as heart-poundingly worked up as I was.
He drew his bottom lip into his mouth nervously before opening wide and devouring my dick. His moves were clumsy, but he had an earnestness that was equal parts adorable and arousing as he slobbered over my cock.
Tom worshiped my dick as if it were a living part of my body, as if I could truly feel his mouth on me. He worked me in almost slow motion before ramping himself up and really getting into slathering my dick. Every sexy second brought us closer to the moment when I’d be ass-fucking him. Every motion was just a place holder for where we were going to go next. I was nearly delirious with excitement, feeling my pulse pounding throughout my entire body.
I let Tom find his own rhythm, at first, until he seemed truly comfortable. But once he had relaxed somewhat, I thrust forward. He took me to the hilt without balking, deep-throating the toy like a cock-sucking pro. I felt a dirty thrill as I began to fuck his face. I wanted him to take it all, then I wanted to flip him over and pummel his back hole. And I knew in no time, those filthy fantasies would be entirely fulfilled.
Only when he had me nearly ready to explode from watching him blow me did I tell him to get on his hands and knees. He moved whippet fast, getting into position, with his head resting on his forearms and his beautiful ass thrust back at me.
After all, this was what we’d both been craving. I got my lube and poured out a generous supply. Then I took my time. I rubbed the lube into his snug little hole. I let him feel my greasy fingers dipping into his opening. He was babbling under his breath, telling me how long he’d waited for a woman who’d be willing to do that to him. How many nights he’d fantasized about finding her — and wondering if she was me.
“This isn’t a fantasy. It’s very real,” I said as I gently pressed my cockhead against his asshole. “Really real,” I added, leaning in a little so his pucker widened to take in my toy. Yes, his opening was spread nice and wide, ready for me to take the plunge. I held myself still. I could feel the subtle tremor wracking his body.
“Now,” he whimpered. “Please. Don’t make me wait any longer.”
Upon hearing his plea, I went in. Just an inch. I knew he was feeling the stretch as his tight ring of muscle struggled to accept my mammoth cock. He was feeling the slight twinge of pain, the delicious burn, even as he craved more. I would give it to him, in time.
I gripped his hair, and I turned him so he could watch the two of us in the mirror over my dresser.
“See that?” I asked. “That’s you with my dick in your ass.”
Your beautiful ass, I thought. The ass of my dreams.
“What do you think, Tom?” I swivelled my hips a little, pushing in and then pulling out. I wanted him to be out of his head with lust. I wanted him to fuck himself, to push back and impale his ass on my tool like the little butt slut he was.
“I’m ready,” he said. “I’m so ready. Fuck me, Colleen. Fuck me!”
One hard thrust. That’s what I gave him, filling his entire back channel with my synthetic cock. He fisted the sheets. I pulled out and added more lube, drizzled the glistening liquid all down his crack and over my toy. Then I held his waist and took him for a ride. I pulled him back onto me, and then I jammed into his hole again and again.
As he fell under my spell, he began rocking his body backward to meet my thrusts, fucking himself on my staff. Just like I’d dreamed. What a good boy.
He murmured, “Yes, oh, yes,” over and over, his words a musical melody that made my own pleasure soar.
I reached between his legs, stroking his cock in time with my thrusts. He let me know that everything I did took him to the next level. He said my name, begged me to fuck him harder and faster. I increased the speed, slamming into his hole so quickly my body must’ve been a blur. I could feel my heart pounding as fast as my cock was rocketing in and out of his ass.
This is what ass-fucking is all about for me — the moment when two people are joined so closely it’s difficult to tell where one starts and the other ends. I was giddy with pleasure from what we were doing, and I could guess that Tom was, too. We were both covered in a shiny sheen of sweat, and I knew it wouldn’t be much longer before one of us went off. It was only a question of who would lose it first.
“I was going to fuck him with my cock after he’d gotten it dripping wet.”
It would be Tom. He told me in no uncertain terms he was going to come: “If you keep fucking me like that, Colleen,” he said, panting in between words. “If you keep that up, I am going to shoot all over your mattress.”
I was approaching my own orgasm as well. Every time I pounded him deep, the base of the cock nudged my clit. Each thrust pushed me relentlessly toward another erotic explosion. Pegging him had exceeded my most outrageous expectations.
Though I was teetering on the edge myself, I made sure to let him come first. I used my fingers to milk his dick as my own pistoned in and out of his anus. He shivered all over and then went off, shooting all over my sheets. I slowed my motions, but I didn’t stop entirely. The dildo was pressing just right against my clit, so I kept pounding him until my climax had overtaken me. I collapsed against him as the power of my orgasm thoroughly wrecked me, the waves of bliss nearly drowning me.
When I finally pulled out of his ass, my chest was hitching with the effort to catch my breath. Tom, at my side, looked mussed and slightly delirious. His eyes were glazed as he kissed me.
As the buzz of my pleasure faded and reality crept back into my consciousness, I said, “You’re moving out. I’m going to miss you.” And your ass, I added in my mind.
“You won’t have to miss me if you don’t want to,” he said.
I didn’t understand. He took me with him to the window, and he pointed. “Do you see that building?” I followed his finger, then nodded. “That’s where I’m moving. My apartment there is a little bigger, which is what I wanted. I needed space for a home office.”
He was moving — but he wasn’t moving far! The notion made my heart leap — and my pussy tingle.
My strap-on and I would definitely be willing to take a short stroll to take him on a wild ride — any time he wanted.