Becca Bellamy
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The Cuckold Diary of a Dallas Hotwife - Part 24
🕑 Added 2022-05-06 06:24:36 +0000 UTCClick here to read the previous parts of the story.
I could write endlessly about the various pleasures of being a hotwife, but all good things must come to an end, so I figured I’d end this little diary where it started: On vacation.
If you’ll recall, the very first time I cuckolded Andrew was years ago while we were on vacation. He’d expressed his desire to be cuckolded numerous times and I finally gave him what he craved while we were ensconced in a beautiful resort. It didn’t work out so well, though, as Andrew came too quickly and then turned into a selfish, insecure man that insisted I stop fucking the man that was inside me.
Years went by before I cuckolded him again. I made him prove that he could be a good cuckold before I actually fucked someone else, and Andrew was willing to do everything I desired. Time, a deepening of his desire, my determination to ensure he’d be a good cuckold, and a chance meeting with a neighbor (the lovely Savannah) all ensured that Andrew’s cuckolding was much more successful the second time.
If you’ve been reading along as I post, you know that I’ve had a spectacularly good time cuckolding my husband. I’ve explored my sexuality in ways I never thought I would – including girl on girl encounters with Savannah and anal sex with Aaron – and it’s all been truly amazing.
Believe it or not, I didn’t plan on cuckolding Andrew on our vacation. I was open to it, of course, but I’ve built quite the stable of lovers in Dallas and I didn’t necessarily feel the need to add another on our vacation. I suspect you already know that I did end up cuckolding my loving husband on our vacation, though. I suppose I couldn’t help myself.
We splurged for the vacation and booked a week at Jade Mountain Resort in St. Lucia. It’s truly spectacular. The best feature is that each room – as far as I know – features an infinity pool that looks out the Caribbean Sea and the Pitons, which are these two volcanic mountains that stand as St. Lucia’s most incredible natural feature. The idea of being able to slip into a pool and stare out at that view whenever we wanted was truly irresistible, which is how we ended up at Jade Mountain.
I was out of my clothes and in the pool the moment the bellman left the room. Andrew hadn’t even turned from the door before I was in the water. He joined me as quickly as possible and swam up behind me as I rested my arms on the edge of the pool and stared out at the most incredible view I’d ever seen. He kissed my neck and I looked back at him. Our lips met and we shared a remarkably beautiful kiss that lured me into a state of desire.
Andrew followed me there. I felt his cock press against my ass and I spun around, wrapped my legs around him, and reached down to stroke him under the water.
“Do you want me?” I asked.
“More than anything,” he answered.
I love cuckolding my husband and I truly love fucking other men – getting to experience a buffet of sexual pleasures is the best thing about being a hotwife – but I do like having sex with my husband from time to time, and there’s no better time than while at the most romantic place I’ve ever been in my life.
I took Andrew inside me in the pool. I’m sure every couple that stays at Jade Mountain fucks in the pool. How could they not? He fucked me slowly as we kissed. We connected in the beautiful way that a married couple does when they’re making love on vacation.
After a few minutes in the pool I led Andrew out of the water, tossed a towel on the bed, and crawled in and spread my legs. He crawled on top of me, slipped into my pussy once more, and made love to me.
It was exquisite and I figured Andrew would enjoy the purity of it being just the two of us, of making love to his wife. It seemed that he couldn’t quite help himself, though.
“Did you see how that bellman was looking at you?” he asked after a few minutes of beautiful sex. “The one that was helping the couple checking in next to us?”
I had noticed – the bellman seemed to enjoy the fact that I’d gone with a pair of tight shorts and a mostly sheer blouse over a bikini top for my travel wear – but I wasn’t going to say anything. Like I said, I wasn’t planning on cuckolding Andrew on our vacation, but it seemed that he couldn’t help but notice, and it seemed that he’d become such a cuckold that he couldn’t help but think about it as he was fucking me.
“I did notice,” I said with a smile. It’s not like I was disappointed that Andrew was turned on at the idea of a good-looking young man staring at his wife. Quite the opposite, really. I thoroughly enjoyed his arousal and I was more than happy to encourage it. “Did you like that he was staring at me, Andrew? Did you like that that young man was openly ogling your wife?”
Andrew fucked me a little faster and nodded. I could see the cuckold-fueled lust in his eyes and I loved it.
“Do you wish he’d been the one to help us, Andrew? Do you wish that gorgeous young man had brought our bags to the room, that he’d stared at my ass the entire way, that he’d lusted after your wife right up until you slipped the key in the door and stepped into this wondrous room?” I asked.
“Yes,” Andrew answered.
I wrapped my legs around him and felt the pleasure of his pelvis pounding my clit over and over, luring me ever closer to an orgasm. “And do you wish I’d invited him to help me out of my clothes, Andrew? Do you wish I’d asked that young bellman to strip me naked so I could slip into the infinity pool while he watched?”
“Oh, fuck, Lily,” Andrew said.
“Do you wish I’d invited him in with me, Andrew?” I asked as I got increasingly worked up while playing out the little fantasy in my head. “Do you wish I’d stripped him naked, grabbed him by the cock, and pulled him into the pool with me?”
Andrew was getting close. I could see the pleasure on his face. I was getting close, too. It was really quite delightful, in fact.
“Do you wish I’d had him sit on the edge of the pool so I could suck his big cock, Andrew?” I asked as he pounded me. “Do you wish I’d blown that young man while you watched and stroked yourself?”
“Yes,” Andrew answered.
“Do you wish it was him fucking me in this bed, Andrew?” I asked. “Do you wish it was his big young cock pounding your wife’s pussy instead of yours? Do you wish it was him about to cum inside me? Do you wish you were about to be invited to clean a stranger’s cum from my tight, married cunt?”
That put him over the top. It put us both over the top, in fact. Andrew buried his cock inside me and I came right alongside him. He collapsed on top of me and I wrapped my arms around him and held him close as the pleasures of an orgasm reverberated wonderfully through my body.
“That was lovely,” I said.
“It was,” he replied with a soft chuckle. “It really was.”
“Should I cuckold you on our vacation, Andrew?” I asked. “Would that make you happy?”
He lifted his head and looked into my eyes, presumably to try and see if he could discern if I was actually interested in cuckolding him. “I’d like that very much, yes,” he said.
“Would you prefer being cuckolded over being allowed to make love to me again?” I asked.
“Do I have to choose one or the other?” he replied
There was no reason he had to choose, of course. But I wanted to know what his answer would be, so I said, “Yes.”
His answer didn’t come right away. Perhaps the fact that he was still inside me gave him pause, for he would be giving up the pleasure of my pussy in favor of the pleasure of being cuckolded. A handful of seconds passed before he said, “I’d prefer to be cuckolded.”
That, I think, was the moment I decided I would, in fact, cuckold him on our vacation. How could I not? To Andrew, the pleasure of it exceeded the pleasure of having sex, and the truth was, I’d almost certainly enjoy having sex with someone else more than I’d enjoy having sex with my husband, so it was a win for both of us.
As it turned out, it didn’t take me long to cuckold Andrew on our vacation. I had the green light, so to speak, and when an opportunity came I jumped at it.
It happened the next morning. I got up early – I slept well and I woke up to the sight of the most beautiful view I’d ever seen, so I just couldn’t stomach going back to sleep – but Andrew was still in dreamland so I got up, put on a bikini and a sheer cover up, and headed out in search of a cup of coffee.
I didn’t find the coffee, at least not at first. Instead, I found the young bellman from the day before. He smiled at me and I saw his eyes wander over my body so I went for it. I introduced myself. I told him I’d noticed him staring the day before. I asked him if he found me attractive. He smiled confidently and told me I was irresistible. I told him that my husband liked the idea of me fucking other men and that he could have me if he wanted.
It won’t surprise you to know that he wanted me. He was quite enterprising, too. He snuck me into a room that a pair of guests had vacated early that morning – they had a very early flight – and he fucked me vigorously, all while my husband slumbered without any knowledge that he was being cuckolded. It was exceptionally good sex, too. He was fairly well endowed, but much like with Ethan, it was his youthful vigor that I found so enthralling. I came twice as he fucked me in a trio of positions and he had what seemed to be an exceptional orgasm, at least if the look on his face was to be believed.
He was a little confused when I took the used condom off his cock, tied it off, and tucked it into my bikini bottoms after getting dressed, but I told him that my husband was a bit of a kinky freak. That put a smile on his face and the fact that he’d just had great sex with someone else’s wife was probably enough to smooth over any weirdness about me keeping the condom. We said our goodbyes – the cleaning staff would be in the room soon – and I found those coffees I’d been in search of and brought them back to the room.
Andrew stirred when I walked into the room and I smiled. “Good morning, my love,” I said as the door shut gently behind me. I set the coffees on the nightstand next to the bed, took my cover up off, and yanked the sheets back to expose Andrew’s body. I straddled him and any bit of sleepiness that still possessed him washed away.
“Good morning,” he said with a smile as I moved my hips over his crotch, bringing his cock to life. “To what do I owe this pleasure?”
“I just cuckolded you,” I replied.
His eyes went wide. “Really?”
I nodded. “With the young bellman from yesterday. He was exceptionally good. Much better than you were yesterday. I came twice.”
Andrew was hard as a rock. I suspect the comment about the young man being better thrilled him. “Did you really fuck him?”
I smiled and reached into my bikini bottoms to pull out the condom. I held it above Andrew’s head and he stared at the thick fluid resting in the spent latex. “Another couple left this morning for an early flight. He took me to their room and he fucked me in their bed. He fucked me on my back. He fucked me doggystyle. And I got on top and I rode him with my tight, wet, married pussy until he had an orgasm that made his eyes roll back in his head. I made him feel so good, Andrew. I gave him my pussy and he gave me two beautiful orgasms.”
“Did you cum…did you cum harder than yesterday?” Andrew asked.
I smiled and leaned forward. My lips hovered above Andrew’s but instead of kissing him I leaned right, gently nibbled his earlobe for a few moments, and then whispered, “He made me cum so much harder than you did, baby. He fucked me better than you did. He reminded me why you’re a cuckold, why I prefer to fuck other men.”
Andrew grabbed my ass and thrust his hips upwards. He was massively aroused, which is exactly where I wanted him to be. He deserved to feel that arousal, for he’d set me free to fuck other men on our vacation with his overwhelming desire to be cuckolded.
I sat up and dangled the condom over his mouth. “Open up,” I said.
Andrew parted his lips without hesitation. He tends to be extra eager to do as I desire when he’s turned on. I lowered the filled end of the condom into his mouth and he closed his lips around it.
“Can you taste my pussy, Andrew?” I asked softly. “Can you feel the warmth of his cum? Can you feel how big his load is?”
Andrew nodded to each of my questions as I reached back with my other hand and grasped his cock through his underwear. He was exceptionally hard and I could feel a little bit of precum leaking through the thin fabric of his boxers. It was utterly delightful.
I know I’d asked Andrew to choose between fucking me or being cuckolded, but it was vacation and I was feeling generous, so I pulled my bikini bottoms aside, freed his cock, and took him inside me. He moaned around the condom filling his mouth and closed his eyes as I slowly rode him.
“Does it feel good to be inside your wife’s freshly-fucked pussy?” I asked.
Andrew nodded vigorously.
“I’ll bet you’d enjoy it more if I was brimming with his cum, wouldn’t you?” I asked.
He nodded again. Of course he did.
I pulled the condom from his mouth and untied it. He watched my fingers work the latex to loosen it and prepare the condom for the next step. “Are you hungry, cuckold?” I asked.
He moaned and nodded. He likes it when I call him ‘cuckold.’
“Do you want me to feed you his cum?” I said. “Do you want me to feed you that young man’s load while I ride your inadequate cock?”
He moaned again. I’m pretty sure he was really close to cumming and I have to admit I really liked the idea of feeding him the bellman’s load right as he came inside me.
“Think about me riding his cock,” I said. “Think about me riding that young man’s beautiful cock. Think about deep inside me. Think about him deep inside your wife’s pussy. Think about me telling him how good his cock feels, how much better it feels than yours.”
“Lily…fuck,” Andrew said.
I placed the open end of the condom in his mouth and lifted the base. The thick, warm white liquid moved towards Andrew’s mouth and I rode him faster. It was thrilling to think of him drinking the bellman’s cum while unloading inside me. The joy on his face was really something, too. He was completely caught up in the kink of the situation and he wanted that cum in his mouth.
“Take his load, cuckold,” I said as I moved my pussy back and forth over his cock with incredible speed. “Drink the load of the man that fucked your wife this morning.”
The cum hit his mouth and Andrew moaned. I saw him slip his tongue into the condom to try and lick up as much of the bellman’s seed as he could. My pussy was truly alive with pleasure, too. I was going to cum, which was totally unexpected. I figured I’d get Andrew off as a little vacation gift, but it was all so fucking hot that I got there too.
He groaned and arched his back as his eyes closed. He came inside me right as I crested over that place of pleasure and climaxed for the third time that morning. It felt better than I expected to cum together and I couldn’t help but smile at the sheer pleasure of it.
“Swallow his cum,” I said softly as I pulled the condom away and tossed it on the floor. “Swallow the load of the man that fucked your wife just a few minutes ago.”
Andrew swallowed and I leaned down and kissed him. I even got a little taste of the bellman’s cum, which was sweeter than I expected.
“What a way to wake up,” Andrew said.
I laughed. “I think we might have an excellent vacation, Andrew.”
I’ll give you more details in the next part, including about the lovely and adventurous couple I met and had fun with while Andrew watched.
