More Escapades Featuring Glen, Episode 3
WARNING: This story is a work of fiction. As the writer, I don't support any actions or activities presented in it. All the characters in this story are over 18 years old. If you find any similarities to real people or locations, they are entirely coincidental. Please don't reproduce this story in whole or in part, as it's an original creation by me.
Summary: A 22-year-old married man reconnects with Glen after a period of self-discovery and tries to rekindle their intimate relationship.
Note: The events, items, and emotions are real, but the names and specific locations are not. This story follows on from the "Budding Sexuality with Glen" series, where Glen and I became a 'couple' without explicitly stating it.
Apologies if the previous narrative didn't meet your expectations. I wasn't aware there was so much to discuss regarding my special tools until I started writing about them. And this story is about the next phase in our relationship following my 'solo play' journey. If you're curious about how I reached this point, please read the "Budding Sexuality with Glen" series, as well as the earlier parts of this "Continuing..." series.
On with the story:
How my enema adventures assisted me in using my toys without feeling 'unclean'
Despite the excitement of using a turkey baster enema, it came with its challenges. Aside from the cleaning process required to hide my activities from my wife, the hard surface of the baster scratched my anus, causing discomfort during playtime. Not wanting to put up with such hassles or roughness, I sought out other options.
Unearthing the kitchen sink hand-sprayer, I discovered that it could quickly fill my colon with water and make it swell. To be extra safe, I decided to release the water into the toilet. However, I soon realized that too much water could have adverse effects on my colon, and I considered that a good enough reason to stop doing this.
Weeks passed, and my routine became mundane. For three months or so, my solo anal activities kept me satisfied, but I yearned for a deeper connection with Glen. Our flirty banter and casual teasing at work increased with every weekend we worked together. I knew he desired me, although he wasn't forthright about it.
During one particular Friday, after a long break since our last encounter, I dreamt about renewing our intimacy. Inspired by my solo play sessions, I decided to bring some toys to work that night, hoping Glen would join in on the fun. I couldn't gauge his level of interest but was confident he couldn't say no to me.
Throughout the evening, I teased him more than usual. During our break in the mop room, I whispered in his ear, "I have a surprise for us tonight. And it's been awhile, so you might not like it." When I flicked his ear with my tongue, he groaned and squeezed my groin as I left the room, which made me think I'd piqued his curiosity.
The night dragged on, and the bar slowly emptied. We closed the bar at 2:15 a.m., and both of us had reasons to skip the after-bar party. While we tidied up the bar, we engaged in all kinds of playful touching and edging.
"You're driving me insane!" exclaimed Glen, exasperated by my teasing. "What do you want from me?" Then, with a smirk, I left for the sake of attracting more attention to my erection, causing all the bar staff to notice.
As the night wore on, our play grew bolder, but we eventually had to finish closing the bar, though it took a while due to all the teasing, caresses, and 'foreplay' we indulged in during the process.
We gathered at Glen's previous abode before his official move, as it would be a 15-minute drive closer to me. We had discussed coming over for some quality time at his new home but also generated some fascinating anecdotes while we were there.
Upon arriving, I saw that Glen hadn't moved anything yet. It was still the same cozy space we were accustomed to. We entered, grabbed a couple of beers, and played darts while engaging in light discussions.
I ventured, "So are you ever going to spill the beans about the secret?"
I fumbled slightly before continuing, "Uh, it's not so much something to mention as it is something to exhibit." I stepped out to the car, grabbed a brown bag, and returned.
Glen's intrigue grew, "What's in that?"
With a fruity voice, I hinted, "I'm going to put it in the bedroom if that's okay?"
As Glen remained in the living room, he cracked open some more suds while we shifted our attention from darts to fondling one another's junk. The air became heavily charged with sensual energy as we returned to darts, engaging in playful foreplay while the other attempted to toss darts. For added excitement, we decided that sipping peppermint schnapps would be necessary for every wooden hit on the dartboard. We ended up imbibing three shots each.
I then recognized that it was time to contact my wife and advise her of the situation. I requested that Glen turn up the music to sound like there was a lively after-hours event happening in a different room. I made a quick call and was now able to remain with Glen for the rest of the evening.
The music lowered, and Glen asked, "So, now what?"
"I'm not sure exactly. Why not?" I countered.
I went into the bedroom and brought out the brown bag. Glen was inquisitive, "What have you got there?"
I smirked, "Something to share later. I'm going to put it there if that's O.K.?" I spoke seductively, causing Glen to question my intentions.
Just a moment later, Glen was in the living room, hands full with fresh beer bottles, inquiring, "All right, what's next?"
I said, "How about this?" I sank to my knees, unzipped Glen's trousers, and slid his underwear down to just below his testicles to reveal his semi-erect, circumcised appendage.
Glen reacted a bit, gasping, "This is quite a surprise!" He gasped twice more as my mouth enveloped his phallus. I was completely naive in the art of fellatio. My lack of expertise in fellation was evident when it became clear that I had difficulty taking him in deeply. Glen grasped that I had given him an ample erection and was pleased with my achievement.
In an effort to reciprocate, I suggested that we relocate to the bedroom.
In anticipation of the ensuing events, we disrobed down to our shirts and socks, taking up a side-by-side 69 stance. My inexperience with providing oral favors was evident as my teeth frequently brushed him, resulting in a few grunts from Glen. I opted for stroking him instead.
We didn't last much longer, with my excitement weakening my resolve to withhold release. I told Glen to retreat, and I stood, eager for the main event. I bounced on his face vigorously before getting up, and we took a breather. Glen headed to the bathroom to clean himself up.
Before he resumed his spot on the sofa, I swiped the blanket aside, stowing the lube and sex toys underneath the disheveled covering. Stripping out of my shirt, I prepared myself.
When Glen sat down, I helped him remove his shirt. "Now, shall we play?"
"Sure, but have you been with anyone since the last time we hooked up?" I inquired.
"Absolutely not! I've been waiting for you!" I knew Glen to be a truthful man, but his response was not enough for me. I launched more queries.
"Are you positive? You might have hooked up with someone else?" I was playing along.
"I'm positive! I underwent testing just a few weeks ago. Allow me to show you the receipt that proves my cleanliness. What about you?" Glen was starting to grow agitated due to my teasing.
"Well, just Susie. I can't even think about another man when I have you. That's why I was waiting for you." With that, I turned him around to lie back with his head resting against the headboard. I leaned down, kissing his chest and stomach, and began to worship his erect penis with my mouth.
I never thought I'd do this - among many things in the past few months - but my hands found their way under his buttocks, pushing his groin towards my face. I desired this man in all possible ways and couldn't get enough. Just a minute later, I sat up and reached for the lubricant.
I squirted some onto my fingers and then onto Glen's fingers, instructing him to lube up. "We're going to have some fun now," I whispered to Glen as his fingers squished the lubricant into his anus. "This is a surprise for us."
"Oh really!" Glen chuckled as he felt his fingers slide in and out of his anus. His laughter turned to labored breaths and occasionally, small whimpers. Seeing him finger himself excited me greatly even though we hadn't discussed his previously anale experiences.
I tossed aside my standard 7" cock with dripping balls dildo, looking for something more challenging. I grabbed the long double-sided dildo I had bought a few weeks back. I absolutely adored this toy, especially considering I had been experimenting with enemas.
When I pulled the 16" clear purple double dildo from beneath the covers, I declared, "Here's the surprise. Are you ready?"
"Oh, you're naughty," Glen joked as he grew more serious in tone and interest.
I lubed up the end that would enter his anus before slowly inserting it. "Are you ready?" I inquired as I held the pressure on the dildo.
Glen grunted with approval, and I noticed his buttocks pull in closer to the dildo. "You okay?" I inquired while maintaining the pressure on the dildo.
"Mm, hmm," Glen moaned as he closed his eyes. This was my cue to bring my ass close to the other side of the dildo so I could take the end. I scissored my right leg over Glen's leg while my left leg was already beneath his.
I lubed up the end that would enter my anus and aimed it for my penetration point. I took a couple deep breaths to calm myself and scooted my butt towards Glen's anus. The dildo slipped inside me like a natural fit, resulting in a joyful moan. Glen kept a death grip on his side.
Glen asked, "Is it in?" I moaned in response. I desired to fuck Glen with it while also being fucked, so I grabbed the middle of the dildo and began moving it slowly in and out.
I watched as Glen focused solely on the sensations, a trait I'd never seen before as I had never fucked him. His attention drew me towards the double dildo, how we were literally connected by the rubber erection. This was a dream; I'd seen this scenario in my wildest fantasies and had longed to bring it to life with Glen. I reveled in the emotional connection we'd created, feeling the desire to appeal to his pleasure and satisfy both our needs. I paused to fully appreciate the emotional bond and the literal connection between us.
My fingers, damp with lubricant, slipped into Glen's anus, permitting the dildo to slip in further. I commenced slowly moving the dildo in and out of us. As our breathing intensified and the motion increased, I felt my grasp on the dildo slipping. Despite this, the dildo held firm, spurring me on to scoot my butt all the way towards Glen's buttocks. I found myself fully enveloping the entire dildo. I grinned at our physical and emotional connection.
The cooling lube swiftly snapped me out of my trance as my fingertips touched Glen's anus. The lube allowed the dildo to slip further into Glen's anus. I began to move it in and out at a quicker pace, struggling to maintain my grasp. However, the dildo remained firmly lodged within us.
When I had moved towards Glen, he groaned audibly as the dildo went deeper within him. The sensation was unbelievable! Our bodies were straddling each other, and in our semi-reclined position, our dicks were touching. I had to let go of our cocks as I wanted Glen and I to penetrate each other with the dildo, so I held onto his upper thighs to keep him close. Our movements and my pulling on his thighs caused the dildo to jiggle in us both. Glen mimicked my actions with my thighs, and we developed a pattern of alternately fucking each other with the double penis. In and out, back and forth, and all the sloshing and groaning had unleashed our wild sides.
Glen was mostly silent, so his growls let me know he was loving it. I couldn't stay silent, "Oh Glen! Oh fuck, fuck, fuck. Oh god, yes. This is so hot. I love this so much. Aaaah, awwww, ohh fuck."
We increased our hip movements, which heightened my anal pleasure even more. I applied more lube to Glen's side, and could detect the dildo going further inside him as his grunts changed. I proceeded to grind in different directions as I felt a strange sensation arising in me. It wasn't just anal pleasure; it was something deeper, a tingling feeling in my gut I hadn't felt in a long time. Whatever this was, I was dying to find out what happened next. My cock was completely rigid and flailing around with Glen's as our humping intensified. Then, unexpectedly, Glen wrapped our dicks together with his hand.
I leaned back, dreaming of Glen fucking me with his real penis, "Oh my god, that's so good. Is that a surprise? Do you like fucking each other?" I was delving into emotions, wanting Glen to feel as good as he made me feel when he'd penetrate me.
"This is a big surprise. I like it." Glen doused our dicks with lube and asked, "Is this okay?" He pushed his buttocks towards me, causing the dildo to probe deeper within me.
"Oh fuck. Oh yeah. I'm gonna cum. Keep going, I'm gonna cum." Glen sped up his strokes and shoved the dildo more into me as I could only surrender to the mood. This was a dream come true and I was enthralled by it.
Glen raised his hips several times to continue penetrating my ass with the dildo, and started his familiar soft groaning. I knew he was on the verge of ejaculation. And so was I.
SPLASH! A new type of climax erupted from me - one from higher up in my stomach. My ejaculate shot out and Glen followed closely. My anus contracted around the dildo tightly as my cock forced out more sperm than I thought possible. Glen kept stroking my member as I made loud animal noises and hunkered down on his genitals. Our cum began mixed, soaking Glen's hand as he slowed his movement. His post-orgasm giggles made me laugh. As we regained composure, we watched as our semen dripped onto the remaining portion of the dildo still in our butts.
Glen let go of our cocks and exhaled, "Holy shit. What a disorganized mess. A messy mess. Why are you so wicked?"
"I can tell you loved it. That was unbelievable. But, you can't impregnate me with toys."
"Don't worry, food will come. This was definitely a groundbreaking experience." Glen removed the dildo from my butt with a small suction noise. "I'm going to freshen up. I'll be back in a moment." He tossed towels from the restroom to me for cleaning the bedspread.
As Glen showered, I relaxed and let the dildo seep out. I felt contented, like reaching this point was reassuring on some primal level. Yes, it was carnal, but authentically gratifying. Toys wouldn't play a major role in our future activities, but this was an important milestone.
I cleaned the bed covers and put fresh sheets down for us to rest on. When I got up, Glen was bare-chested in a T-shirt and pajamas. I tucked into bed with him from behind and spooned him, and soon both of us drifted back off to sleep.
I woke at about 5:30am and found Glen still asleep. I retrieved my toys, dressed, and exited the house. On the drive home, my sensitive and aroused anus made me wonder when I'd see Glen again. Next time, we'd fuck with his real penis.
Read also:
- Office Slipped Up Chapter 2
- An Indian mature woman experiences her wild first time.
- Sexy Vixen
- My Close Companion and I
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