Thanks all for following along with my May 2021 adventure in Cabo. After arriving on Friday the 14th, I hooked up with Aimee, a married mom of 1 that night (story to come shortly), met McKenna the recent college graduate on Saturday the 15th (stories on her [here](https://www.reddit.com/r/gonewildstories/comments/qy6ksf/a_beach_bar_hookup_with_a_just_graduated_college/) and [here](https://www.reddit.com/r/gonewildstories/comments/rwvxuo/a_continuation_of_my_beach_bar_hookup_in_cabo_fm/), and met Robin, the married Asian on vacation with her husband on Monday the 17th (stories on her [here](https://www.reddit.com/r/gonewildstories/comments/w2tra9/making_connections_poolside_in_cabo_fm/) and [here](https://www.reddit.com/r/gonewildstories/comments/w2ts73/shooting_my_shot_poolside_in_cabo_mf/)). Which brings us to this story, taking place on Wednesday the 19th.
I woke again early and went down to yoga again. Like the day before, the class was outside and was a good mix of about a dozen, mostly women. One of those in attendance was Rachel, who had attended the day before and then went to gym as well right after. She looked fantastic again, wearing what might have been the same tiny sports bra, this time without a shirt to cover up, and a pair of yoga shorts instead of the yoga pants. It found it hard to focus on the yoga with her in front and slightly to the right of me, and the class went quick.
Afterwards, she went again to the gym, but alas, several of us from the group I was traveling with had a morning tee-time nearby, so I had to head up to my room to get ready for that. She gave me a smile as we parted, and I was on my way.
The golf was good overall, money changed hands, and myriad beverages were consumed. I hate playing with loaner clubs but hadn’t really thought we would play so didn’t bring my own. With eight of us playing, and lots of banter and drinking along the way, the round wasn’t nearly as efficient as I hoped, so we got back to our resort around 3pm.
On the drive back, both SUVs were discussing getting something to eat and continue our drinking, and Glenn, one of the older guys in my SUV, said we *had* to go to The Office, as it was the best bar on the beach, and he always goes on every trip. Glenn had been picking up quite a few tabs on this trip, so no one had any objections and we made a plan.
When we got to the hotel, six of the guys headed straight for the office, while I and John, the other guy staying in another bedroom of the suite I was in, both headed up to freshen up, etc. After a shower and a change of clothes, I was ready to go, but could hear John on the phone in his room, so I hung out in the main room of the suite for a few so we could walk over together. That few minutes extended as John’s call seemed to get a little heated in the other room. It was nearly 4pm when he finally emerged, fuming a bit. ‘What’s up?’ I asked him.
‘Man, this woman I’ve been seeing off and on for a while, I don’t even know why I keep going back. We’ve been off for two months and she texted me while we were golfing, so I called her just now. As you probably heard, that didn’t go well.’
‘So why *are* you with her?’
‘Honestly, don’t know. Convenience? She lives near me, so when things are good, it’s like a couple minutes away. But even then, the sex isn’t actually all that good. She’s attractive, but kind of a bitch, to be honest.’
‘You should find someone new.’
‘Says the guy who’s found someone new three times on this trip by my count. It ain’t that easy for the rest of us Jack.’
I laughed. ‘Just gotta get out there.’
‘When you work 60 hours a week, not a lot of opportunities, and can’t go dipping the pen in company ink, right?’
Our chat got interrupted with a text message from the group that had gone down to the restaurant.
<You guys coming? You are missing out!>
Accompanying the text was a slightly blurry image of a blonde girl in a small black bikini flashing her boobs at what appeared to be the table next to our group.
We curtailed our conversation, but I said to John, ‘You just have to take some chances. Try it tonight, see what happens.’ And with that, we started the walk down to the bar.
When we arrived, we found the restaurant/bar packed. I suppose given it is primarily an outdoor restaurant helped, being right on the beach and with most of the tables in the sand. We found our group and we received some lighthearted ribbing for taking our sweet ass time getting down there.
‘Speaking of sweet asses, you guys really missed a show from that one’, Glenn said, gesturing at the next table over, where the blonde from the blurry photo texted was sitting, with her back to us. Her black bikini bottoms appeared to be even smaller than what McKenna had worn a couple days before, the telltale “X” of Boutine LA.
To set the scene a little more though, this girl was probably 5’1”, and I would guess 145 or 150 pounds. I couldn’t see the front, but as for the back, this girl was **thicc**. The little bit of fabric she had on was doing its best but didn’t really stand a chance on that ass.
The entire table was a dozen or so college aged girls, maybe a couple a little older, all of whom were in black bikinis of various coverage, save one, who was in a white bikini. There were some drinks and food around their table, and a lot of noisy laughter and chatter.
The blonde was trying to get the waiter’s attention, and as he walked by, I got my first glimpse at her front, or rather, her side. Just the slightest bit chubby, but a rather impressive rack, which I would guess was around a 34D or DD. The bikini top was suffering from the same challenges as the bottoms, although it appeared she liked it that way, with the black top (that looked like [this](https://cdn.shopify.com/s/files/1/0219/2666/products/Facetune_06-05-2022-18-10-53.jpg?v=1651951705) arranged in a way that provided for minimal coverage. There was considerable side boob and underboob showing, in addition to the cleavage generally.
‘Mas tequila por favor!’ she shouted out as he passed, in a slightly southern or Texan accent that came out more like “Moss tequila pour fahv oar!”. I saw a couple girls at her table laugh when she shouted it, but more than a few heads shaking or scowling among her group.
On the waiter’s part, he was actually doing his job and serving tables, so went right on by. Which is when Glenn stepped in from our table. ‘Hey honey, did you need more tequila?’ She looked over at our table, first with a look of surprise, and then a smile, when she saw Glenn holding up a bottle, shaking it from side to side. She bounded over, boobs bouncing, holding three shot glasses.
‘Kelsey! Kelsey!’ she shouted to the table, getting the attention of a brunette at the table, ‘bring over some shot glasses!’ The brunette grabbed a few glasses and sauntered over as well.
Some better descriptions of these two may be warranted now. The blonde, Peyton, we learned, was as I said, about 5’1”, slightly chubby in a youthful way, with D to DD boobs, wearing a very minimal coverage black Boutine LA bikini, and sandals with a couple inch wedge heel. She had an all over tan, which did have the appearance of a spray tan base. Nose ring, and long, black fake eyelashes, but overall, just an incredibly beautiful face with pouty lips and brown eyes. Kelsey, the brunette, was taller, probably 5’8”, and fairly slim/athletic. She too was in a black bikini, but the bottoms had much more coverage, with three or four straps around the sides showing some skin on the hips. Her top had more coverage than Peyton’s, and she was a full B or small C cup. Hair up in a high ponytail, with a red, white, and blue bandana tied in a knot on the top of her head. We couldn’t see her eyes, due to a mirrored pair of aviator sunglasses.
‘So you’re gonna share with us?’ Peyton asked?
Glenn again took the initiative, ‘Sure, will you share with us too?’
‘What do you mean?’
‘When we got here, looked like you were flashing for drinks. A couple of my guys here took their time coming down and missed everything.’ Glenn said.
Peyton giggled, ‘So six shots for a flash?’
Glenn replied, ‘Sure thing!’
Peyton set the three shot glasses down, and pulled the top of her bikini down. Small pink areolae on her large, surprisingly perky boobs, with tiny pink nipples, both of which were pierced with barbells. Our table let out a cheer and she bounced up and down a couple times, shaking them. Glenn went to pour the shots out, before upping the ante, ‘I’ll buy you a bottle if you’ll do body shots with us. These two haven’t had a drink yet, I’m sure they could use one,’ gesturing at John and me.
Peyton paused for a minute before whispering in Kelsey’s ear. Kelsey shook her head “no”, and Peyton looked over at the table and shrugged, ‘I mean, okay, I’ve never done it before, but sure.’
Glenn started clearing off our table, quickly assisted by John, who seemed eager to do a body shot off Peyton. Once there was room, they got her up onto the table, and grabbed some cut limes. Turning to Kelsey, he said, ‘Can you help us out here?’ Kelsey looked like she had no idea what he was asking, so he clarified, ‘Put one lime between her teeth, one a little under each cup of her bikini top and one a little under the bottoms.’
Kelsey hesitated for a moment, and Peyton just started laughing, saying ‘Can’t believe I’m doing this. Kel, grab my phone after you do this, I want to snap this. Yolo!’ That was apparently the permission she needed, and she quickly moved to Peyton, following Glenn’s instructions. Both girls laughing hysterically, Peyton especially, as Kelsey slipped limes into Peyton’s bikini top, the motion showing off the pierced nipples that Peyton herself had just shown off. She then slipped one between Peyton’s teeth, momentarily quieting the blonde, before bringing one down to the very low cut thong. As she lifted it slightly it removed all doubt regarding the hairlessness of Peyton’s bikini area and momentarily revealed what looked like a small tattoo down there as well, although the glimpse was too quick to tell anything.
With the limes now appropriately positioned, Glenn poured a little tequila in her belly button, and then a little more at the base of her neck, before placing a shot glass full of it between Peyton’s legs, right against the black thong.
With Kelsey now recording, John took direction from Glenn, first sucking the tequila from Peyton’s neck before grabbing the lime between her teeth with his lips. As he did, Peyton kissed him briefly before laughing again. John made his way down her body to her navel, again sucking the tequila out, then coming back up her torso to the lime wedges tucked just under the bikini top.
As he worked to get the limes with his tongue and lips, Peyton’s giggling caused her breasts to jiggle, as she exclaimed ‘Oh my god he just flicked my nipple Syd!’ It was clearly not exclaimed in disgust, as she laughed again after. I looked over at the table of her friends, noting the girls were watching the scene (along with many other tables), most of their faces showing disapproval.
John made his way to the final tequila, the actual shot glass full, placed between Peyton’s legs, firmly against the tiny black thong covering her pussy. He brought his mouth down, lips against the shot glass, but also on the thong, before rising up to take the shot without hands. He then moved back down to get the lime out of the thong, again with his mouth. His first attempt moved the lime further down below the fabric. He tried again with his tongue, to no avail as the lime had now moved another half inch or so, Peyton giggling the entire time. John used his hands to pull the front of the thong down a little, although with only a couple inches of fabric to begin with, a little is a lot for what he was working with. The lime now in sight (along with substantially all of her mons), he brought his mouth down to grab the lime to a cheer from our table, and shaking heads from Peyton and Kelsey’s table.
Glenn grabbed another few limes and said, ‘Jack, you want to go next?’ as he handed them to Kelsey. She had stopped recording, and began putting limes back in position. Glenn also poured a shot directly into Peyton’s mouth while they were setting up.
‘I’m good’ I replied. Making a public scene like this wasn’t really my forte.
‘Do you want to take a body shot off your friend?’ Glenn asked Kelsey.
‘Uhh, no, I’m good too.’ said Kelsey, looking at me now.
‘Well then don’t mind if I do.’ Glenn said. The scene then repeated, although Glenn was able to take the three shots and get the limes with considerably less effort than it took John. When he finished, he said to Peyton, ‘Well here you go!’ handing her a brand-new bottle of Casamigos.
She held the bottle up like a championship trophy, before bounding over to her group, boobs and ass bouncing as she did. ‘Hey girls, look what we have! Anybody want a shot?’ There were few takers, and the annoyance factor seemed even higher.
‘Your friends don’t seem to be into this as much as Peyton.’ I said quietly to Kelsey.
‘Peyton’s the life of the party, which is great, but well, sometimes smaller doses is better for a lot of them. And a few just met her this week and they seem to need even a smaller dose. Not that anyone complains when she’s picking up the checks.’
‘Oh, how do you mean?’ I asked.
‘Coming down here for our friend’s bachelorette party was totally her idea. Originally, we were going to Cancun, but Peyton convinced everyone that Cabo would be more fun, and that she had all these hookups for us, place to stay, all that. Which, like, she did. I mean, we flew down here on her dad’s plane.’
‘Wow, nice to have friends like that. I mean, look around, so do I.’
‘Yeah, I mean, my family is well off, my dad is a partner at a big accounting firm, but even he was a little in awe of what Peyton’s family is worth. Like, not billionaire status, but pretty close I guess.’
‘So where is the place you guys are staying?’
‘Well what’s funny is that their house down here is like a 20 minute drive away, but that was too far from bars, so Peyton got us a bunch of rooms right there.’ she said, pointing at the same hotel McKenna was staying at. ‘Like I said, these girls all love Peyton, until she’s too much.’
That statement perfectly timed as Peyton came bouncing back over with her tequila, ‘Anyone want a shot?’ A couple of our table took her up on it, and she poured directly into their mouths from the bottle before joining Kelsey, John, Glenn and I at the end of the table. ‘Our group is so lame, they don’t want to do *anything* fun.’
‘Well, we are leaving for the boat soon.’ Kelsey replied.
John chimed in, ‘Boat?’
‘Sunset booze cruise!’ Peyton shouted.
‘We have to be down there in like 45 minutes, and it’s like a half hour walk or a 10 minute cab.’
Between our own bar and Mango Deck next door, it was getting harder to carry on conversations across the table, so I ended up chatting more directly with Kelsey while John did the same with Peyton. I learned more about the group, mostly college students from a big Texas school, although some high school friends and relatives of the bride to be in the group as well. Kelsey was studying marketing and hoped to get into PR or advertising, while Peyton was a communications major. They’d been in town for a couple days and had mostly been poolside. Today started much the same, with them starting early by the pool before leaving hotel grounds for the first time. I noticed Peyton and John getting closer on their side of the table, animatedly talking to one another. Clearly he had taken some of my suggestions to heart.
As the sun moved behind a tree, Kelsey took her sunglasses off for the first time while sitting with us, and I got my first look at her eyes. Stunningly bright blue eyes, which paired with her darker hair really popped. Think Alexis Bledel or Alexandra Daddario, but more the former than the latter as they were larger than usual as well. ‘Peyton we need to leave soon, we should go to the bathroom before we leave though.’
The girls got up and went to the bathroom. As they walked away, the three of us (and several others at our table, and the restaurant, I’m sure), watched them (especially Peyton’s ass in that thong). John turned to me, ‘I see what you mean about putting yourself out there. I just wish I had known Kelsey had blue eyes. My god blue eyed brunettes are like my number one weakness.’
‘They were pretty spectacular, I agree.’
When the girls came back a couple minutes later, Peyton said, ‘Do you think I can just walk around with this bottle?’ holding up the Casamigos, that was still 3/4s full.
‘No idea, but not sure I’d risk it.’ Glenn replied
‘Damn! I earned it, I want it.’
‘Come back after the cruise, we’ll take good care of it.’ John said.
‘I think we’re going out to clubs after, boo. One more shot I guess!’ and with that, Peyton took another shot. ‘Nice meeting you guys, thank you for the tequila!’
‘Thank you girls!’ Glenn said.
Peyton and Kelsey returned to their group, settled up the tab and headed out. About 20 minutes later, half our group headed back to the hotel to meet up with their significant others, while a few of us stayed back and ordered food and people watched. As the evening wore on, I started to get a little anxious about continuing my streak, and figured I needed to start making progress.
And so it was with fortuitous timing that a group of six women walked down the steps of the Office and sat at the table that had previously been occupied by Peyton and Kelsey’s bachelorette party. These six were all absolutely gorgeous, although the group effect may have been in play. Most importantly, though, I recognized one of them, Megan. We had matched on Seeking a month or so earlier. We had a good introductory date, but when I found out what she was looking for in terms of sugar, it was well beyond what I had wanted to invest. Still, gorgeous face, amazing body, and a good personality. We texted a couple times after, but that was the extent of our interactions.
I called our waiter over and handed him two $100 bills. ‘I’d like to buy that table a round of whatever they’d like.’ I told him. He went over to them, and took an order, the girls looked over at us, and Megan appeared to recognize me as well. She got up and came over to my table.
‘Jack, right?’ she said.
‘Good to see you! Enjoying Cabo?’
‘Graduation celebration with my girls.’ Coincidentally, she attended the same university as McKenna from a couple days earlier.
‘Good for you, congratulations’
‘Thank you, and thank you for the drinks.’
‘Of course. You guys staying around here?’
‘Well, if you consider *that* around here.’ she said, laughing and pointing at a yacht anchored a ways off shore. A beautiful ship, it was probably 120 to 150 feet.
‘Wow, yeah, that’s amazing. Whose boat?’
‘Umm, a guy I’m seeing.’
‘Lucky guy. Beautiful boat, beautiful girl.’
‘Aww, thank you. And thanks for the drinks.’ Megan said before walking back to her table.
So that didn’t go as I had hoped. Megan was a 10 by anyone’s standards. Like I said though, the sugar she was looking for was well beyond my means, and the boat off shore demonstrated that.
Our group continued to dwindle and we sipped beers, talked, and people watched. Megan and her group left after that round, and it was now a little after 9pm, and our own table was down to just John and me. We were about to call it at the Office and see what other trouble we could get into when who should walk down the steps, but Kelsey and Peyton. Peyton shrieked when she saw us before running over, ‘You’re still here! And so is my bottle! Wooo!!’
She gave John and then me hugs, and Kelsey did the same before the two of them sat down at the table with us. We got a recap on their evening, the cruise, the attempt at getting into a club before being denied, and then the rest of their group calling it a night to go back to the hotel to play party games. ‘So boring, no one wants to party!’ Peyton said with a frown. We were sitting around a smaller table now, with John and I sitting opposite one another and the two girls sitting opposite as well. Peyton had been directing her conversations towards John again, with Kelsey pairing off to me. Given John’s comment earlier, I decided to mix things up a bit for him.
‘Kelsey, John’s actually in the marketing field, you should pick his brain on how to get into it.’ Which was true. Seven years in advertising before going in house where he was now VP of Marketing for a fairly well-known restaurant concept. She took that and ran, and I turned my own conversation to Peyton. The conversation flowed naturally, and after a bit, our waiter came by to tell us it was last call as they were closing for the night.
‘Boo, I don’t want to go home’ Peyton said.
‘We’ve got a big patio at our place a couple minutes away, we can hang out there.’
‘Kel, you up for that?’ Peyton asked.
‘Sure!’ she replied, as she and John seemed to be clicking as they discussed the advertising field.
I settled up the bill and we grabbed Peyton’s bottle of tequila and headed back to our place and went out on the patio by the pool. The two “couples” if you will, assumed slightly separated seating arrangements and our separate discussions got a little more personal.
Peyton and I were talking about school when she said, ‘I’m thirty, do you have any drinks here?’
Thinking back to how much I had personally seen her drink, not to mention laying by the pool since the morning before we saw her around 4 and the couple hour booze cruise, I suggested we go get waters from the kitchen. She reluctantly accepted, and we made our way in, grabbing two Topo Chicos from the fridge and continuing our conversation.
‘So how old *are* you Jack?’ Peyton asked me. I replied I was 37, and she squealed, ‘Oh, you’re like almost my mama’s age!’
‘Does that bother you?’
‘No, not at all. She met my daddy when she was 21.’
‘How old is he?’
She thought for a moment, ‘I think he’s 66 now. Yeah, or 67. I don’t know,’
We sat down on the couch in the living room, drinking the waters, Peyton kept moving closer to me, looking up at me through her fake eyelashes. I was about to make a move when she brought a hand up to my chest and then kissed me. Her lips were moist and full, and while it was a short kiss, it was still hot, as her tongue slightly slid between my lips. I could still taste tequila on her breath as she pulled away. I couldn’t help but notice her nipples were now rock hard, poking through the bikini top. She saw me glance at them and giggled.
‘Let’s go back outside, it’s cold in here!’ Peyton said. The AC in that room had been turned all the way down, and it was a little chilly.
When we got back to the patio, we saw that John and Kelsey had similarly progressed, as she was now straddling him on a chaise lounge while they made out.
‘Wooo, get a room you guys!’ Peyton shouted in her drawling accent. Kelsey broke the kiss briefly and looked up.
They resumed their kissing, and Peyton and I gave them some space, sitting in the covered area by the house and talked. It was only a few minutes later, though, when Becky and Dave, the couple that were sharing the suite with us walked out with three other couples. ‘Oh, hi Jack, we were going to listen to music and have some drinks out here by the pool. Is that okay?’
‘No problem, we’ll get out of your way.’
Peyton and I walked over to John and Kelsey and interrupted their make out session, telling them the plan. Thinking the interruption could put a damper on the night, I said, ‘Peyton and I are just going to hang in my room and continue our conversation’ I suggested. John took my lead, turning to Kelsey, ‘Do you want to hang out for a while more?’ She nodded, and the four of us went back to our side of the suite, the two couples separating as we went to our respective rooms.
When we got inside, Peyton looked at me and said, ‘You got me in your room, now what are you going to do?’ I moved towards her and this time took the initiative to kiss her. This kiss was more sustained, and we quickly got into a rhythm as we figured out what each other’s technique was like. Hands were starting to move as well, and as I brought my hand up to her bikini top, Peyton’s own were moving down to my shorts.
Her full breasts were comparatively perky for their size, and I tweaked her nipple and the ring through it as we made out. Peyton was stroking me through the shorts, as my cock rapidly hardened. Peyton broke the kiss and said to me, ‘Just so you know, you brough the wrong girl here. I’m not gonna do what you want me to do.’
‘What do you mean the wrong girl?’ I said smiling.
‘I don’t sleep with guys I just met. Shoulda stayed with Kelsey if that’s what you wanted.’
‘No worries, no pressure here.’ I said, although internally I was recalculating what my game plan was.
‘But I’m happy to do something for you. I need two things from you though.’
‘What’s that?’ I asked.
‘Can you turn up the temperature? It’s seriously freezing. Also, I’m gonna give you my phone and I want you to record me.’ As I mentioned in a story a couple ago, I am loathe to film, I just don’t want that. But this seemed like a deal breaker to her.
I got up and changed the AC for my room as Peyton grabbed her phone. She handed it to me before kneeling in front of me. ‘Start recording, I love seeing a cock for the first time.’
*I felt like I had whiplash, from her “I’m not that kind of girl” statement to “I want you to film me revealing your cock before I suck it.” Quite the turn of events*
I started the camera, as Peyton grabbed my shorts and pulled them down. Since I was already mostly hard, as she pulled them down, my cock sprung upwards at her, and I saw her lick her lips before she said, ‘Ooh, you have a fat one!’ as she pulled the shorts the rest of the way down. The tip was glistening with a couple drops of precum, and Peyton wasted no time in grabbing my cock with both hands, bringing her mouth to the head and enveloping it with her lips.
Peyton quickly got aggressive with her mouth and her hands. She brought my cock as far into her mouth as she could, which, truthfully wasn’t *that* far, gagging herself and making it wet, and then spitting on it three or four times. That was just the lubrication needed for her to start a twisting motion with her hands. The combined effect was fantastic.
She knew what she was doing and didn’t seek any input. It was sloppy, but in the best way. After a few minutes of that it was like she could tell I was getting close pulling her mouth off and letting go with her hands. She reached back to untie the bikini top, letting it fall to the ground while her mouth moved down to my balls. My cock was soaking wet, and slapping against her face as she tongue and sucked on my balls. She was so aggressive at it that as my spit covered cock rubbed across her face, it knocked one of her eyelashes off, plastering it against her cheek. Undeterred, she returned back up to my cock for a minute and resumed sucking on the head.
‘It’s so heavy, it felt like you were slapping me’ she said. ‘Can you lay down on the bed, I want to use a different angle.’
I pulled off my own shirt and laid down. The now topless Peyton followed me onto the bed, still wearing the tiny thong. I was still recording, and she approached me from the side, flipping her hair to the other side to avoid blocking the camera. At this angle, her breasts were hanging down, nipples brushing the bed. Peyton again spit several times on my cock before sucking the head while doing alternating twists with her hands. The suction on my cock was intense and the friction on the shaft, even with the copious saliva was quickly getting me there.
I reached up to feel between her legs. The fabric covering her ass and pussy was tiny, and it didn’t take much maneuvering to get my finger under the fabric to feel her soaking wet pussy. Peyton only paused for a moment before resuming the intense suction and twisting. I could feel my orgasm pending. ‘I’m gonna cum’ I said to her as a warning.
Instead of a warning, she seemed to take it as a challenge and redoubled her efforts. It pushed me over the edge and when I let loose, it was a huge cumshot. I could both see and hear her swallowing, although even with all of that effort, some was dribbling out and running down the shaft over her fists. It was one of the fastest oral orgasms I had had this year, her technique was incredible. When she pulled off, she looked at me to make sure I was still recording before using her tongue to clean the remaining cum off her hands, my cock, and my balls.
‘You cum a lot’ she said, very matter of factly, in her drawl that was part-accent/part-tequila, as she laid down next to me. ‘I didn’t think old guys came like that.’
*Okay, that stung a little*
‘Can I see my phone?’ I handed her the phone and she went to her camera roll, pulling up the video we just recorded and pressing play. It was surreal watching the events that just unfolded immediately after. As she watched herself pull my shorts down, my cock bounce out at her face and her reaction she said, ‘I wasn’t expecting it to be that fat.’ and then when she started to give me head she commented, ‘see? I can’t really get it in my mouth. Usually I can go pretty deep.’
Peyton continued critiquing her performance, almost like an athlete watching game day tape. It was apparent she didn’t realize one of her eyelashes had come off until she saw its removal in the video, then reaching up to her cheek to remove it. ‘Uhh, fuck, I wanted these to last the rest of the party.’
As we continued to watch, Peyton’s hand drifted down to the bikini bottom, stroking herself over the fabric. I moved my hand to her inner thigh, right by her own, to gauge her reaction for a moment before moving my hand adjacent to her own. As she felt my hand start to move against her pussy, she moved her own up to her left breast, tweaking her nipple and piercing as we continued watching the video.
I slipped my hand below her bottoms, sliding past the shaved pubic area and across her clit between her lips. Her clit was engorged and the lips of her pussy were wet and parted, indicating how turned on she was between the blowjob and the video of. Once my finger was wet I slid it up and down between her labia to her clit, as Peyton’s breathing got a little more rapid and she let out little moans.
For my part, the post-orgasm refraction had reached its nadir, and I found the video and stroking her to be a turn on, as my cock twitched a little in its smaller state. The motion must have caught Peyton’s eye, as she moved her hand from her breast, grabbed the camera from her left hand and moved that hand down to my cock, squeezing it and starting to stroke. ‘Even soft your dick is fat.’ The way she said it made it seem like a bad thing.
‘Fat sounds bad, don’t you think?’
‘Noooo’ she said, hinting a little at just how much she had had to drink, ‘ss not bad. It’s like, big, but not like big everywhere. Ssss good.’
We were getting to the end of the video, and on the phone’s screen, I was cumming in her mouth. She turned to me, ‘You cum ssoo mush.’
She was squeezing and stroking me as she said it, while I continued rubbing her clit, I turned to her to kiss her. She stopped me, saying, ‘I need to rinse my mouth, I still taste you.’ I ignore her warning, and kissed her deeply, tasting mostly the sweetness of the tequila, but salty traces of my cock and orgasm as well. When we broke the kiss she said, ‘That was hot, a guy’s never done that with me before.’
‘So you record all your blowjobs?’ I asked her.
She laughed a little, ‘No, not all. I juss like to. I like to watch myself.’
‘What’s your favorite one to watch?’ I inquired, thinking this could be a fun way to prolong the evening a little.
She took her hand off my cock and went into an album. There were dozens of, maybe a hundred or more, videos in the album. She pulled one up, and we started watching. It opened, much like the one *we* had just filmed, with Peyton on her knees, although this looked to be a college apartment bathroom. She unzipped the guy, pulling out what I would consider to be a slightly below average sized cock. He was, to his credit, nicely shaped and rock hard though, and Peyton quickly got to work. Emphasis on quickly, as it was less than a minute into the video when the unseen guy moaned and you could see Peyton swallowing as she looked into the camera. ‘Who was the guy?’ I asked her.
‘I don’t know, juss a guy I met at a party. I made him cum fasht, that’s why I like that one.’
‘Are these all guys you just met?’ I asked.
‘Uhhh, no, some are guys I dated.’ She then pulled up a video, saying, ‘this is my ex-boyfriend.’ and pressing play. Guy on his back on the bed, Peyton leaning over it, breasts hanging down and swaying. This cock was probably my length, but much slimmer (again I would say below average). Also, notably I thought, it appeared entirely ungroomed which I found surprising, given Peyton’s own aesthetic and just modern standards. We watched her perform, making him cum in a few minutes. Once he did, the camera kept rolling, and he recorded her walking in a thong to the bathroom, brushing her teeth, and then walking back before getting into bed and the lights going out when the clip ended.
‘Why an ex?’
‘Selifish asshole.’
‘Cuz he didn’t reciprocate?’ I asked?
She looked at me like I had a 3rd eyeball. ‘What?’
‘He didn’t make you cum after you blew him.’
‘Ohhh, no, I mean, it would have taken him time to get hard again, you know.’
Dumbfounded. ‘He could go down on you.’
‘No, no no. He tried that once, and said it tastes funny. Sss what one a my high school boyfriends said when he tried it too.’
‘You’re saying you only ever blew him or had sex?’
‘Yeah, but his dick was ssssoooo good. Isss the best of the four guys I have ssslept with. Biggessst. And he lasssted long.’
My own eyes told me a different story, but who was I to argue.
‘So why’d you break up.’
‘Cheated on me.’
I dropped it. We flipped through a few more videos, as she commented on each. I also noticed that John and Kelsey next door has seemed to take things to another level, hearing some sounds of sex through the wall. Hearing them made my dick twitch a little again. ‘What’s the biggest you’ve sucked.’ I asked her.
She thought for a moment, and then scrolled to one. ‘Don’t freak out, k?’ She started the video, with her, like many of the ones we had just scrolled through, on her knees in what looked like an apartment bathroom, this time wearing a skirt and tank with the colors of her university, and a temporary tattoo of their logo on her cheek, her hair in pig tails.
Peyton pulled down the guy’s pants and briefs and his cock sprung out. I am assuming her “don’t freak out, k?” was because the guy was black, but potentially because the cock was much bigger than the others she had shown me on the clips. Peyton got right to work, grabbing it with two hands, licking up from his balls to the top before swirling her tongue around the tip and licking the pre-cum off before taking the head in her mouth. She momentarily pulled off to spit on the shaft, then using that to stroke him with both hands, rotating in a very similar manner to what she did with me.
He was slightly less girthy than me, and Peyton was able to get about half the shaft in her mouth as she stroke. Again, it didn’t take long for her to get him to cum, and when he did, she had her mouth open and tongue out, stroking him in what ended up as half-facial and half-cumshot coating her tongue before she showed the camera her cum coated tongue, swallowed, and then stuck her tongue out again.
‘That was pretty hot’, I said to her. ‘So did you fuck that one?’
‘No!’ she replied, almost in shock that I asked. ‘He was like a rebound. My boyfriend had cheated on me that week. So I did that, and then showed him as a fuck you to him. I told you, I don’t jusss like, fuck boys. Jussss the two in high school, my ex that cheated, and then like a guy I went on a few dates with before Chrizmas break.’
‘So no sex for like 5 or 6 months?’ I asked.
‘Nope, jussss blowies’, she slurred. Peyton had been stroking me the whole time, and I was almost back to full mast. She took notice, and moved her way down the bed, kneeling between my legs and taking my back into her mouth. I moaned as she wrapped her lips around the head of my cock. ‘You like when I suck your dick?’ she asked me, looking up at me.
‘God you’re good’ I said as licked up the shaft.
‘I love sucking dicks.’ She replied, although given the library of video we just scrolled through, that didn’t need to be said. She resumed her work, alternating between teasing licks and sucking the head, all while stroking the shaft with her hand.
**********
Hate to break this up, but I got a little over eager on this one again. [Part two continued here](https://www.reddit.com/r/gonewildstories/comments/xzoyn4/different_cabo_beach_bar_different_college/).
Source: reddit.com/r/gonewildstories/comments/xzov55/different_cabo_beach_bar_different_college
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