All wedding anniversaries are special moments, and each deserves some degree of celebration. But some are milestone moments that should stand out as unique occasions. As Lillian and I neared our twentieth anniversary, we reflected on the adventure of our years together and the more recent episodes that had given our lives an extra dose of seasoning. It was decided we would book a nice room at a local casino resort, reserve a table at a suitable restaurant, and put an extra bit of effort into making the night memorable.
That Friday, we gathered our things and set out to our destination with excitement in the promise of a new adventure. It was a quick trip, and we soon found ourselves checked into a lovely, spacious room with an inviting king bed. Before heading out to dinner we stood together at the window and embraced, enjoying the view from our lofty vantage in the high-rise hotel. We embraced, enjoying the feel of one another and the freedom of a night solely dedicated to pleasure.
Dinner was fabulous, and we took our time savoring each course with wine and cocktails as we reminisced on our time together. As the evening progressed, we turned to the subject of our sexual exploits involving others, and how those experiences had brought an exciting new perspective to our lives. In recent months, we had begun opening ourselves up to our friends James and Celia and wading into some daring situations. This culminated in a fantasy-come-true night in which James showed up at our house and joined me in pleasuring Lillian in just about every conceivable way. No opportunity to repeat the experience or create a new one including Celia had presented itself, but we were both open and ready.
Lillian and I leaned in across the dinner table and quietly shared our thoughts about these experiences, and as we did so she asked if I had initiated any more contact with a man named Glen. He and I worked out at the same gym, and, on a chance meeting out of town on an overnight business trip, engaged in my first sexual encounter of any kind with a man. Drinks in my hotel room combined with sharing erotic stories resulted in the shedding of clothes and Glen’s impressive cock finding itself first in my hand and then my mouth.
Since then, we hadn’t seen much of each other, and our occasional meetings at the gym were always hesitant and shy. I had kept Lillian informed that night of our time together, even sending her some surreptitious pictures, and her curiosity remained strong. I told her I supposed that chapter to be over, to which she replied that it was a shame. Not only had she been wonderfully supportive of my exploration of this newfound attraction, but I believe she also had high hopes of an encounter with him herself.
Once dinner was finished, we explored the casino a bit. Not being gamblers, we were looking for another entertainment opportunity or at least an out of the way bar to continue our conversation. This proved difficult, and eventually, we landed at a place with tables off the gaming floor but not insulated from the noise around us. It suited our needs for a while, and the drinks eventually loosened our worry about the volume around us. The evening wore on and we decided to mix up the scenery. A table opened up at a nicer location, and we sat down with a fresh round and smiles on our faces. So far, the celebration was a success. I was just leaning in to offer this comment when Lillian’s expression suddenly changed to one of concentration. She lifted her finger toward the bar and asked if she was seeing what she thought she was.
I followed her gaze, squinting through the dim atmosphere until I realized she was pointing to a man at the bar. I had to admit her powers of observation were astonishing under the influence of several strong drinks, but I immediately confirmed her suspicions were correct. Standing there, with his profile clearly visible to us in the midst of what was clearly a crowd of friends, was the subject of our earlier conversation. Glen was there, dressed in well-cut slacks and a dark sweater, the sleeves rolled up to the elbow. His sandy hair had grown long enough to be pulled back, and his beard was neatly trimmed. He looked casual and relaxed, and the memories of our evening together washed over me in a moment of perfect recall.
Had I been completely sober, I would likely have frozen, but I was experiencing chemical confidence and simply told Lillian that was exactly who she thought it was. She commented on his attractiveness and nudged me in the side, teasing me about picking up the best-looking people. She then asked if I was going to say hello. I had been considering the question myself. Glen appeared to be enjoying himself, and I could think of no subtle way of interrupting his conversation. Fortunately, I was spared the decision. He glanced around and quickly spotted us in our side booth. I smiled and nodded a hello, and he returned the gesture. Glen said something to his companions, picked up his drink, and headed our way.
I stood as he arrived at our table and touched his arm as I said how good it was to run into him. I introduced Lillian who smiled brilliantly and said how glad she was to meet him. Glen explained that he was out with friends celebrating a birthday, and we said we didn’t want to keep him from the party. Glen told us the group was heading out soon as it was nearing closing time for the bar, but that he was either staying to sober up or catching a ride. I noticed he was slightly unsteady and invited him to sit down. I shared that we had a room and planned to keep the tab going as long as we were allowed. He happily agreed, and I went to the bar to get another round for all of us.
On my way back to the table, I saw Lillian leaning in close for what might have been a casual conversation apart from her “accidental” and lingering touches. She was clearly attracted to Glen, and his receptive smiles said he shared the feeling. I sat on Lillian’s other side and we peppered Glen with questions about himself. The “getting to know you” chitchat would probably have felt awkward under other circumstances, but the evening was late and we were all well past self-conscious reservations.
It was Lillian who soon decided a bold advance was in order. During a break in the conversation in which we all sipped our drinks, she turned to Glen and stated that she was fully aware of the evening he and I shared, and that she was quite happy I was able to meet someone who gave me such a rewarding opportunity. Unfazed by her directness, Glen replied that he really enjoyed it and had thought about the experience a great deal. He confessed to having harbored attractions to men and women for a long time. He had come close on a number of occasions to exploring his fantasies with men, but the right moment hadn’t presented itself until our chance meeting. Lillian finished her drink, set it down, and announced that Glen and I should stop ignoring one another. We both laughed and said she was right. I’m not sure what Glen had in mind, but I wasn’t about to let the opportunity pass and I suggested he join us in our room so that we all might receive a little attention. This was a plan everyone seemed to like, and soon the three of us were headed for the elevators.
Fortunately, the elevator lobby was empty at that hour, and we soon had a ride to ourselves. Of course, we were all aware of the presence of cameras, so the ride to our floor was spent in conversation punctuated by shifting nudges and touches. As Lillian laughed at one of Glen’s comments, she casually placed a hand on his arm in a friendly gesture. One might easily have missed her subtle graze on his hip as she removed it. As the elevator doors opened on our floor, Lillian stepped out closely followed by Glen and myself. He and I glanced at one another, our eyes dipping down to each other’s bodies and then back up to share a hungry look. We caught up to Lillian and each threaded an arm through hers as we finished the journey down the hall to our room.
Once the door was shut behind us and any prying eyes were out of view, the casual pretense was dropped. Lillian deposited her bag on a chair and turned to Glen, announcing it was time for a proper introduction. She moved in and placed her mouth on his, to which he immediately responded with a deep, hungry kiss. As they leaned into one another I walked up behind Lillian and began kissing the back of her neck as I pressed my body to her back. I reached down and pulled her sweater up over her head, causing her to momentarily break her ongoing kiss with Glen. Once her top was tossed into a corner, I unhooked her bra and released her gorgeous, full tits into Glen’s waiting hands.
He lowered his face to them and began kissing their outer edges while lightly stroking her nipples with his fingertips. Lillian leaned her head back in ecstasy and turned her mouth to me. When I placed my lips on hers, I immediately tasted the echo of Glen’s drink. This hint of him in my mouth sent me into a state of hardness that reawakened my memories of our night together and the fantasies that occupied my mind after. That combined with watching and listening to my wife’s pleasure had me eagerly ready for anything.
Lillian broke our kiss and began undoing the front of Glen’s pants, telling him she was interested to see what I got to experience and she only heard about. Glen got the hint and started removing his clothes piece by piece. Lillian and I followed suit, and before long the three of us were standing close, completely naked, admiring one another. Glen and I were both fully hard, and Lillian casually brushed the tips of our cocks with her hands as we took turns kissing her mouth and rubbing our hands along her body. Suddenly she broke off and stood back a step, and, with a grin on her face, said she wasn’t going any further without seeing a little action.
I started to ask what she meant, but Glen was a little faster and said he didn’t mind a little show. Had I been given a moment to think about it, I would have opted to sink to my knees and begin with a repeat of our first night. But Glen took the initiative and lowered himself to the floor, placing himself at eye level with my stomach. He lifted his left hand and stroked my cock from head to base a couple of times, then leaned in and slowly took it into his mouth. I’m not particularly long, but I have a healthy girth and I could feel Glen’s mouth opening to move over as much of the length of my cock as possible. Of course, I’d imagined this scenario, but the experience was something entirely new. His mouth was gentle, but as he continued his sucking became more insistent. I gazed down at him to watch his mouth move back and forth along my length while his other hand gripped and lightly stroked his own cock.
At this point, Lillian stepped forward and said it was time to switch up the show a little. She and I each took one of Glen’s hands and helped him back to his feet, then she guided him to the edge of the bed where he sat facing me. I took the hint and quickly sank to my own knees, placing my hand on him and feeling the warm hardness of his long, thick cock. My first instinct was to simply keep stroking it until he let go of my hand, but I reminded myself of the pleasure of feeling him in my mouth and slowed the action a bit. I leaned forward and placed the tip of him on my tongue, slowly wrapping my lips around him and opening my mouth wider to take in as much of his length as possible.
As I slowly worked his penis into my mouth, I felt the bed shift and glanced up to see Lillian sitting next to Glen and leaning into him as they passionately kissed. With his cock in my mouth and his lips on Lillian’s he reached over and rubbed her breasts together and against his body. His hand then descended between her legs and began exploring her pussy by rubbing his fingers up and down along her lips, gently massaging her clit. I gave his cock a long, thorough suck, and then sat back on my heels to watch their increasing passion while I slowly jerked Glen off with my hand. As their kissing and exploration continued, Lillian opened one eye to look down at me there on my knees, Glen’s beautiful penis in my hand. I smiled up at her and announced it was her turn to experience what he had to offer.
Lillian needed no further encouragement. She pushed Glen back onto the bed and threw one leg over him, lowering herself onto his hard and throbbing cock. She reached down and gripped him in her hand, rubbing herself against the length of his shaft, and then slid him into her waiting pussy. They both moaned as he fully penetrated her. Glen arched his back and pushed himself as far in as possible. Lillian, having had James’ length in her recently, wasn’t quite prepared for the combination of length and thickness presented by Glen’s cock. She took a moment to adjust herself and get used to the feel of him inside her, then leaned forward and began riding him.
I stood behind her watching his cock bury itself in my wife’s pussy over and over again as their speed increased. With Lillian leaning over his body, I could only hear their cries and the sounds of their kisses, along with what I assumed to be the sounds of Glen sucking on her breasts. Lillian’s cries suddenly became more urgent and she pushed her hips forward, riding his cock and grinding her clit against his body. Glen started bucking faster, and as they both reached their tipping points and began to come, I reached my hand beneath Lillian’s ass and fondled Glen’s balls and the base of his cock. He pushed himself forward at my touch, and I felt his cock twitching and throbbing as he emptied himself inside Lillian. She pressed her hands down on his chest and pushed back against him, gasping and emitting a high cry as her pussy tightened around him in a breathtaking orgasm.
Once the wave of Lillian’s orgasm receded, she slowly eased herself up and crashed down next to Glen on the bed. Standing where I was at the foot of the bed, I was presented with the sight of his cock before me, still partially hard and shining with their combined come. I placed my hands down on either side of his thighs and leaned in to give it a quick sock on the tip. I tasted both of them briefly, and came up hard and ready to have a turn. Lillian sat up and kissed me, taking that taste of their fucking from my mouth into her own. She then hopped up and silently made her way to the bathroom to tend to herself.
Glen stood up, and as he did so our cocks brushed against one another. I could feel him twitch and start to come alive again. He reached down and took them both in his hand, and we both instinctively moved back and forth, sliding alongside one another. By the time Lillian returned to the bed, he was fully erect again. I told Lillian that it was my turn and guided her onto her back in the middle of the bed. I eased myself down between her legs and placed my cock against her pussy. She would inevitably be sore in the morning, but right now she was eager and I slid into her easily, filling up the space that had so recently been occupied by Glen’s impressive cock. She smiled and stretched back as I began to glide in and out, savoring the feeling of my wife’s warmth wrapped around me. I opened my mouth to suggest that Glen move up closer to us and take advantage of her waiting mouth, but just then it became apparent he had other ideas.
I felt the bed shift behind me and suddenly Glen’s hands were on my shoulders. I felt his hot breath on my neck and back and then felt the long, warm, hard length of his penis draw itself down my back toward my ass. I had never really considered this rather big move as a possibility for me, and I momentarily froze in anticipation and indecision. Lillian caught on quickly, and she reached up, placed her hand on my chest, and asked if I were ready to take advantage of another opportunity. I let thinking and logic and fear roll out of my mind and simply nodded.
Glen was still slick from being inside my wife, and as he moved back and placed the head of his cock at my hole, the tip found its way inside me surprisingly quickly. I leaned into Lillian further, eliciting a deep moan from her, then relaxed as much as possible. Glen eased forward, and with a deep breath, he was suddenly halfway inside. It was unlike anything I’d imagined. There was a brief pain, but another deep breath relaxed me further and I resumed a slow pace of rocking back and forth inside Lillian. This created an easy motion for Glen’s cock, and soon all three of us were lost in the ecstasy of fucking that can only happen through letting go of everything but the sensation of desire.
I felt Glen’s penis pushing inside me, and soon he touched a spot that sparked a new sensation. My hunger quickened, and so did my pace. I began fucking Lillian in earnest, and I could hear Glen’s breath speed up as my pace increased the intensity of our fucking. With a quick push, he once again found that pleasure spot, and the sensation was suddenly too much for me. I buried myself in Lillian and came with possibly the highest intensity I’d ever felt. My orgasm became an overwhelming wave in which all thought left me except for the feeling of the massive flood coming from me into my wife.
Glen was courteous enough to slow down while I rode this wave. Once it ebbed and my senses returned to me, he resumed his stroke, this time with evident urgency. He said he was ready again, and Lillian spoke up to say this time she wanted to see his orgasm. He gently eased out of me and made his way up the bed next to us. His cock, still as inviting as before, was now held in his hand and pointed between us. I sat up and took it in my hand, stroking it with the need to finish him myself. Just as I sensed he was ready to come again, I steered him in the right direction and pointed him toward Lillian’s tits. I stroked him faster, and quickly he sighed as the semen erupted from the tip. The first bit spilled down my hand before a large shot landed on Lillian’s breast, neck, and chin.
I kept stroking until he had been fully emptied and he collapsed on the bed next to Lillian. The sight of her body draped with his come was enough to spur me past hesitation, and I leaned down to kiss her breast, neck, and chin, and then cover her mouth with my own. The salty, musky aroma of Glen’s come passed between us, and as I broke the kiss she immediately leaned to the side and devoured his mouth to have more of his taste.
To say we were all spent was an understatement. We took a long moment on the bed next to one another, rubbing our hands along one another’s bodies, sharing kisses and caresses. It was nearly dawn by this point, and Glen laughingly pointed out he was definitely sober enough to drive. We invited him to stay for breakfast, but he said it was time to take his leave and let us enjoy the last bit of our time away. He dressed and said it had been an amazing experience for him. We promised not to be shy about living in the same community, and soon Glen was gone. Lillian and I spent a long time in bed holding one another. Just before drifting off for a brief sleep, she asked me what I thought the next twenty years held for us. I said things only seemed to be getting better, but that whatever happened, we’d be enjoying it together.
