The Cuckold Diary of a Dallas Hotwife - Part 25

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“Is this place incredible, or what?” Those were the first words that Izzy – a rather statuesque blonde with an exceedingly firm body – said when she sidled up next to me at the bar and introduced herself.

“It is,” I replied as the bartender placed a slushy tropical drink in front of me.

“Have you had sex in the pool in your room yet?” she asked.

That garnered an eyebrow raise from the bartender, but he quickly turned away as I smiled at Izzy and tried my best to judge her intentions. She offered a flirty smile in return and I said, “I was naked and in the pool before the door even shut. My husband was inside me not long after.”

Izzy laughed in delight, leaned closer, and said, “Me too. Alex – that’s my husband – has already had me three times in the pool. He can’t get enough of it, and I can’t either. There’s just something so irresistible about looking out at that beautiful view while he takes me from behind.”

Andrew hadn’t taken me from behind in the in room pool, but someone else had while my husband watched. I wasn’t going to mention that, though.

“There is something so nice about admiring that view while someone is inside me,” I said, as I’d had that experience the day before as the young bellman took me from behind in the pool while Andrew watched from the bed and stroked his cock.

“Do you and your husband play?” Izzy asked. “Oh, and I’m Izzy, by the way.”

I was almost certain I knew what she meant, but I wanted to know for sure before I answered. “I’m Lily,” I replied. “And, why do you ask if my husband and I play?”

Izzy smiled and sipped the drink the bartender had just placed in front of her. “Because I’ve seen you and a certain young bellman sneaking off together a few times,” she said. “I find it hard to believe you’re openly cheating on your husband on vacation, so I figured you must have a marriage that allows for playing in that kind of way.”

I was a little embarrassed that I clearly hadn’t been as secretive as I thought, but that feeling passed quickly. “I play,” I said. “He watches.”

“Is he a cuckold?” Izzy asked.

I nodded as I felt a little bit of excitement. It was similar to my experience with Savannah. There’s just something wonderful about meeting a woman who understands – and offers no judgment towards – the lifestyle Andrew and I now lead.

“How wonderful,” Izzy said. “So you’re free to enjoy anyone you want and your husband accepts that?”

“I am, and he does,” I replied.

Izzy leaned a little closer, smiled, and asked, “Do you ever play with women?”

“I’ve indulged in that sort of pleasure with a friend of mine,” I answered.

Izzy reached up and gently ran her fingers down my arm before pressing her lips against my shoulder and offering a soft, surprisingly seductive kiss. “How would you feel about helping me make my husband happy?” she asked.

Her touch was far more pleasurable than I expected. It sent a rather wondrous rush of pleasure between my legs and my pussy felt like it came alive in an instant. “What did you have in mind?”

“Alex likes to watch me play with other women as a form of foreplay. He likes to be in charge, though. He likes to tell me what to do with that other woman. He likes to direct our passion for each other. He gets off on my willingness to surrender control to him, and of course he gets off on the woman I’m playing with surrendering the control, too,” Izzy explained.

Her fingers jumped from my arm to my leg and the electric pleasure of her touch deepened as she caressed my thigh under the bar. She kissed my shoulder again and this time she let her tongue do a little dance over my skin.

“He likes to do more than watch and direct, though,” Izzy continued. “Eventually, after we’ve gotten each other all hot and bothered, Alex will join us. He’ll have us pleasure him together. He’ll have us offer ourselves to him. He’ll take what he wants from us and he’ll give us what we need, I promise.”

Her fingers were exceptionally close to my crotch at that point. Too close for a public setting, though I wasn’t thinking about that in the moment, as Izzy had skillfully seduced me into desperately wanting to join her and Alex for an erotic interlude.

“Your husband can watch it all,” Izzy said. “In fact, I think Alex would really enjoy cuckolding a man while he watches. What do you say, Lily? Would you like to join me and Alex for an afternoon of pleasure?”

“Yes, I would,” I answered.

Izzy smiled and then kissed me. Her fingers moved all the way between my legs and pressed against my pussy through the thin material of my bikini bottoms. Her tongue slipped into my mouth as she massaged my clit. I wanted to moan – it felt so good – but I resisted for fear of drawing too much attention.

“Where’s your husband?” she asked.

“He’s at the pool,” I said. “He’s probably watching us, in fact.”

I looked over my shoulder to see that Andrew was, in fact, watching. He had his sunglasses on so it wasn’t obvious that he was staring at us, but his head was turned in our direction and I knew he wasn’t napping.

“Alex is in our room,” Izzy said. “I was confident enough I could convince you to play with us that I told him to wait while I found you.”

I smiled. “I guess your confidence was well-placed, wasn’t it?”

She pressed her fingers against my clit once more and I bit my lip to prevent a moan from escaping. “I guess it was,” she replied. “Now let’s go collect your cuckold husband so we can get started with the fun.”

I grabbed my drink and took a big sip as Izzy and I walked towards Andrew. “Andrew, I’d like you to meet Izzy,” I said as we approached.

Andrew waved and replied, “It’s nice to meet you, Izzy.”

“Andrew, are you feeling a bit excited?” Izzy asked as she gestured towards the towel that rested over Andrew’s crotch.

He looked at me and then back at her and nodded, though he seemed just a touch embarrassed.

“Would it excite you to know that I’m going to take your wife to my room and that she and I are going to fool around while my husband directs the action?” Izzy asked. “And that my husband is almost certainly going to fuck both of us afterwards?”

The mixture of surprise and excitement on Andrew’s face was genuinely delightful. He looked at me, and then at Izzy, and then at me again and I couldn’t help but chuckle. “She’s right,” I said. “And she’s invited you to come and watch like a good cuckold. Would you enjoy that, Andrew?”

“Yes, very much so,” he answered as he reached down to adjust the towel covering his crotch, likely because he’d just gotten a little bit harder.

Izzy took my hand and said, “Follow us, Andrew.”

She led me away and Andrew hopped to his feet and followed while doing his best to cover his crotch with the towel without making it obvious he was hiding an erection. Not long after we stood at the door to Izzy and Alex’s room and she smiled before taking a long sip of her drink – she’d brought hers just like I had – and knocking in the door.

A few moments later a tall, muscular, gorgeous man in a swimsuit answered. He flashed a bright smile and I let my eyes wander over his body and felt a genuine hunger for him, due in no small part to the considerable levels of arousal surging through my body. Alex was far hotter than the young bellman and the idea of sharing him with Izzy was surprisingly sexy.

“Alex, I’d like you to meet Lily and Andrew,” Izzy said as we all stepped into their room. “Lily is eager to play, just as I said she would be, and Andrew is a cuckold so he’s eager to watch the three of us have the kind of fun that people should have when they’re on vacation in the most beautiful place in the world.”

“It’s nice to meet you both,” Alex said.

“Andrew, why don’t you have a seat right there,” I instructed as I pointed to a chair resting against the wall. Andrew rushed over and sat like a good cuckold should.

“How obedient,” Izzy noted as she turned towards me and ran her fingers up my arm. I thought she might kiss me, but instead she turned to her husband and asked, “We’re yours to command, my love.”

“Is she right, Lily?” Alex asked. “Are you eager to do as I desire?”

“I am,” I replied. It was just two words, and yet it felt quite erotic and freeing to utter them.

“Very good,” Alex said. “Then why don’t you kiss my wife.”

I turned to Izzy, smiled, and leaned in to kiss her. Her lips were soft and warm and when they parted I offered my tongue. Izzy took it enthusiastically and offered her own in return. Soon we were locked in a deep, rather passionate kiss that included our hands roaming over each other’s bodies and touching all the spots that felt so good.

“Izzy, will you remove my bathing suit?” Alex asked.

The kiss lingered a little longer before Izzy stepped away, turned to her husband, and slowly loosened the knot of his drawstrings. She freed him from the swimsuit in an achingly slow manner, revealing an impressively long and thick cock that hadn’t yet reached its fully erect state.

“It’s beautiful, isn’t it?” Izzy asked as she looked back at me.

“It is,” I replied before looking over my shoulder and seeing that Andrew was also staring at Alex’s cock. “He puts my husband to shame.”

“Do you like the idea of this big, beautiful cock being inside your wife, Andrew?” Izzy asked.

“I do,” Andrew answered.

“What do you think, darling? Will you fuck Lily in front of her husband?” Izzy asked.

I wanted it. I actually wanted it right then and there. I wanted to crawl into their bed, spread my legs, and practically beg him to fuck me. I didn’t, of course. I wanted to play the game they got off on, but I certainly felt an intense kind of desire to have that big, beautiful cock inside me while Andrew watched, which wasn’t a pleasure he got to enjoy all that often.

“That depends,” Alex answered. “Do you think Lily is willing to be a good girl for me?”

“I am,” I replied. That was the game. Alex liked being in control. He got off on it, and Izzy clearly enjoyed playing that particular game with her husband. I was genuinely thrilled to participate in their naughty game.

“Take her swimsuit off,” Alex said to his wife.

Izzy turned to me, stepped closer, and leaned in to kiss my neck. I closed my eyes and let out a soft moan as she slowly reached up to untie my bikini top and remove it, exposing my breasts. I felt her hands on my soft, perky flesh and she worked it skillfully, sending beautiful waves of arousal down my body before her fingers traveled south and freed me of my bikini bottoms, leaving me naked in their room.

“Now undress my wife,” Alex instructed.

I did as he ordered, putting on a little bit of a show just as Izzy had. It felt spectacularly erotic and sexy and I was soaked by the time we were both naked.

“Now get in the pool,” Alex said.

I glanced between his legs and noted that he was almost fully erect by that point and that his cock looked truly glorious. It was long and thick with a plump head and I felt a fairly intense desire to have it inside me. That desire left me determined to be the good girl he said I’d need to be, and there was something so delightfully naughty about trying to be good for another man.

Izzy took my hand and led me into the pool that was very much like the one in our room. The water was warm and I felt an instant sense of relaxation as it enveloped my body.

“Kiss her,” Alex instructed as he moved to the bed.

Izzy pulled me close and our breasts pressed together a moment before our lips met. Her hands moved under the water and she grabbed my ass while our tongues danced. I let my hands wander over her body, too, and I relished the feel of her soft, warm flesh in my fingers and delighted in the way she moaned when I made her feel particularly good.

“Step behind her,” Alex said. “Play with her tits.”

Izzy moved behind me and kissed my neck as she took my breasts in her hands. She played with them as I looked up at Alex and saw the lust in his eyes while he slowly stroked his beautiful cock.

“Finger her,” Alex instructed.

One of Izzy’s hands moved under the water and between my legs. She slipped a finger inside me and I moaned as she sucked on my neck and got just a little bit rough with my breast, which felt better than expected. She slipped a second finger inside me and worked my clit with a third, leading to a rather intense kind of pleasure that left my legs trembling.

“Izzy, sit on the edge of the pool,” Alex instructed.

Izzy released me from her grasp, moved back, and sat on the edge of the infinity pool with her legs spread. I stared at Alex and waited for his next instruction. It seemed to please him as his eyes roamed over my naked body while he masturbated.

“Eat my wife’s pussy,” he said as our eyes met.

I turned and sank into the water between Izzy’s legs. I reached up and ran my fingers over her thighs as I looked up at her to see a delighted smile on her face. I kissed the smooth, damp skin of her inner thigh and then did as her husband instructed and ate her pussy. I put my tongue inside her. I licked up her sweet juices. I licked and sucked on her clit. I made her feel good enough that she put a hand on the back of my head and closed her eyes while moaning. I did it with two men watching, which I found quite pleasurable.

“Is she making you feel good, Izzy?” Alex asked.

“She is,” his wife answered. “She’s got a very talented tongue.”

“Should I let her use that tongue to make my cock feel good?” Alex asked.

I looked up to see Izzy smiling. “I think you should,” she said. “I think you should let both of us make your cock feel good. I think you should let us both get on your knees in front of you. I think you should let us both be good little cocksuckers and worship you together.”

Izzy gripped my hair tightly as she said it, making it seem as though she found the idea thoroughly arousing.

“Lily, sit next to Izzy on the edge of the pool,” Alex instructed.

I moved from between her legs and sat next to her with my legs spread in the same manner as Izzy’s.

“Now be good girls and play with each other’s cunts while you kiss,” Alex said.

I turned to Izzy, smiled, and reached between her legs as we each leaned closer. My fingers found her clit and hers quickly found mine. Our lips met and we shared the kind of naughty tongue kiss that’s at least partially a show meant for the pleasure of those watching. It felt good, though, and when I moaned it was genuine, both because Izzy’s fingers were doing wonders for my pussy and because it felt good to kiss her.

“Come to me,” Alex said.

He was standing in the middle of the room. His cock was fully erect and it looked glorious. Izzy took my hand and we waded across the pool, got out, and dropped to our knees in front of Alex. Our wet bodies were pressed together as we looked up at him.

“Kiss my cock,” he instructed.

Izzy and I happily showered his stiff, beautiful cock in kisses. We started at the head, worked our way down the shaft, and the moved all the way back up.

“Lily, suck on my balls,” Alex said.

There was something about being commanded that I found surprisingly sexy. It felt like my body was buzzing with a different, more potent-feeling kind of arousal, perhaps because I was doing something that felt new and unfamiliar in a way that I really liked. Of course, none of that really matters. What matters is that I had a thoroughly good time doing as Alex desired. I sucked his balls happily and when he moaned it felt fucking fantastic.

“Suck my cock,” Alex said to his wife.

Izzy took him in her mouth and sucked. I worked his balls. We pleasured him together. It would be fair to say we worshiped him, just like Izzy had suggested we be allowed to do. It all felt spectacularly hot, too.

“Switch,” Alex instructed.

I took his cock in my mouth and Izzy worked his balls. I looked up at him as I sucked on the plump, perfect head and he smiled as he held my gaze. It really did feel like he was in total control, in a way that I found more thrilling than expected. I’m not a submissive person, but I did enjoy surrendering in that moment.

“You’re very talented,” Alex said. “Can you take me deeper?”

He put a hand on the back of my head and applied gentle pressure. His cock slipped into my throat and I took him deeper, just as he desired. I felt the head pop into my throat and I gagged, but I managed to control it. My eyes watered a bit and Alex’s face came alive as if he found a surplus of pleasure in watching me swallow his cock.

When he released his hold on my head I pulled off his cock and gasped for air for a few moments before he said, “Kiss my wife.”

Izzy’s lips found their way to mine and I held her head in my hands while sharing the taste of her husband’s cock and the excess of saliva that had come up while I deepthroated him. It was a spectacular mess, and yet there was something so sexy about it.

“Izzy, on your back in the bed,” Alex instructed. “Lily, sit on her face.”

Izzy hopped to her feet and crawled into the bed before rolling onto her back. I followed and sat on her face as Alex had instructed. She ate my pussy with vigor and skill and I looked over my shoulder to see Alex get in the bed, move between her legs, and slip his cock into her pussy.

Izzy moaned into my cunt as Alex fucked her with long, slow strokes while leaning back, offering himself a view of his wife’s pussy opening up for him, a view that must have been deeply pleasing to admire.

“Play with her clit,” Alex instructed.

I leaned back, reached between Izzy’s legs, and rubbed her clit while Alex’s thickness slid inside her. She moaned louder, though she didn’t stop eating my pussy. She kept it up while in the middle of a threesome and she had my legs trembling before long.

“Can I cum?” I asked.

“No,” Alex said. “You’ll cum with my cock inside you or you won’t cum at all.”

I pushed my pussy forward so Izzy wasn’t licking my clit – I wouldn’t have been able to refrain from cumming otherwise – and her tongue dove deep inside me and soaked up my juices as Alex and I double teamed her cunt while she barreled towards an orgasm.

Izzy’s climax was of the screaming and writhing variety. I lifted my pussy from her face as she let out a series of wild, intense, wondrous screams and moans while her body trembled from the pleasure. When her eyes finally opened they were filled with delight, indicating that her orgasm had been even more pleasurable than it looked.

“Face down, ass up,” Alex said to me.

I climbed off of Izzy, got on my hands and knees in the bed next to her, and dropped my head down. She moved to her knees and ran her fingers over my ass and lower back.

“I can put a condom on his cock, but he gets tested regularly and he won’t cum inside you,” she said.

“He doesn’t have to use a condom,” I replied. Andrew moaned at that, which I loved.

“Come closer, cuckold,” Alex said. “Watch me fuck your wife.”

Andrew rushed to the edge of the bed and I looked over to see a bulge in his swimsuit. “You can masturbate, Andrew, but you can’t cum,” I said.

He yanked his swimsuit down and wrapped his fingers around his cock as Alex rubbed the plump head of his erection over my pussy lips. I moaned and pushed my hips back, taking him inside me.

“You want it, don’t you?” he asked.

“I need it,” I answered.

“How do you like to be fucked?” Alex asked.

“Hard,” I replied.

Alex filled me slowly as Izzy continued to caress my body. She moved one hand to my breasts and played with my soft flesh and my erect nipples while her husband buried every inch of his stiffness in my pussy and held it there.

“Should I fuck her hard?” Alex asked.

“Yes,” Andrew answered. “Please, fuck my wife like she needs.”

Izzy spanked my ass and squeezed both cheeks aggressively. “Fuck her, Alex. Fuck her hard. Use her pussy for your pleasure. Use this beautiful slut for your pleasure. Fuck her hard and cum all over her perfect ass.”

Alex grabbed my hips, pulled out slowly, and then slammed his cock into me. He did it over and over. I cried out with every deep thrust, though it felt incredible to be stretched and filled so completely.

“Look at how much her cuckold enjoys this,” Izzy said.

I turned my head to see Andrew masturbating with a rapt look on his face, like he’d never seen anything so beautiful as a big cock moving in and out of his wife’s pussy.

“Rest your head on her ass,” Alex instructed.

A moment later I felt Andrew’s face against my ass. He’d done as Alex desired and he’d done so without hesitation. The pace of the sex increased. Alex’s big cock moved in and out of my wet, warm, needy pussy with speed and power. I don’t know why, but I loved the idea of Andrew watching from so close. I loved that he was being such a cuckold and doing exactly as the man fucking me desired. I loved that Izzy was watching, too.

“Does his cock feel good?” Izzy asked.

“Yes!” I replied.

A moment later I felt her finger on my clit. Pleasure exploded between my legs as she expertly massaged my throbbing sex organ.

“Fuck her while her husband watches,” Izzy said. “Show him what it’s like when a real man fucks his wife.”

Andrew moaned and I heard him masturbating with great fury. I was a little worried he might cum – he wasn’t usually offered this kind of closeness to his cuckolding – but I couldn’t really think about it. There was just too much going on and I was far too close to an orgasm of my own.

“Harder,” I said. “Please, Alex, fuck me harder.”

Alex fucked me harder as Izzy played with my clit. I grasped two handfuls of the bed sheets, gripped them tightly, and cried out as the pleasure of being fucked so thoroughly overwhelmed me.

“I’m cumming!” I cried out.

Alex pounded me right through my orgasm and then pulled out and said, “Lift your head, cuckold.”

Andrew lifted his head and a moment later I felt Alex’s hot cum splash on my ass. It was a surprisingly large load that seemed to spray continuously over my flesh. Some of it leaked down my crack and coated my asshole, which put a smile on my face.

“Clean his mess,” I said to Andrew. “Lick up all that cum while you jerk off and then you can fuck me.”

I was delighted when Andrew moved behind me and went to work immediately. He ran his tongue over my smooth ass and licked up everything he could find, swallowing greedily as I looked back and smiled at him.

“Damn,” Izzy said. “Look at him go.”

Andrew looked at me for a moment and then pressed his face between my ass cheeks to lick Alex’s cum off my asshole. It felt good – there’s something nice about a rimjob – and based on the way he moaned he really loved it.

“You can fuck me from behind,” I said. I can’t remember the last time I let him do that and for some reason I felt like he deserved a reward.

“Really?” he asked.

Izzy laughed and I said, “Yes, really.”

Andrew was inside me a moment later. He fucked me hard and fast – he couldn’t contain himself – and came in less than a minute. That was exactly what I expected, though. In truth, it strikes me as a good thing that he came so quickly. He’s a cuckold, after all. It’s better if he feels like he can’t come anywhere close to satisfying me like I deserve to be satisfied.

After he was finished Andrew pulled out and surprised me by cleaning himself out of my pussy. Izzy crawled in front of me and spread her legs and I happily ate her pussy until she came, offering up a beautiful orgasm in a manner that I found far more pleasurable than expected.

All told, it was an exceptionally pleasurable experience. We indulged in it a few more times before our vacation was over, ensuring it was among the most memorable trips of our marriage.

I could go on and on with stories of my growth as a hotwife, but like I said before beginning the story of our vacation, all good things must come to an end, so this is where my tale concludes.

I hope you’ve enjoyed what I’ve shared, though, and don’t hesitate to go back and read from the beginning if you’re looking to go on the journey with me.

The End.