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So I am officially getting old. I am turning 50 this year. That also means that many of my childhood and college friends are, too.
I have never been one to make a big deal about birthdays, and most of my friends haven't made big deals about their birthdays, at least since 21. Fifty seems to be one that is different. Some of us plan to do nothing, and others want to pull out all of the stops. One invited a bunch of us to join a safari and Kilimanjaro climb. Sadly, didn't work with my schedule. Others are throwing bashes that resemble a large wedding reception. Some want to go to Vegas or Cabo for a weekend.
My college best friend/ roommate planned a trip to Thailand. Surprisingly, 17 of his friends and about 10 of his family members made the trip. It is not easy or cheap to get to Thailand, and this was early December, right in the middle of the holidays. So I didn't expect that many to attend.
Mark and I lived in different parts of the country. I live in California and he stayed in the Midwest where we went to school and near where he grew up. We hadn't seen much of each other in recent years. Usually once or twice a year.
He is very financially successful. My wife and I are reasonably so. But the way he and his wife spend when we get together is out of the norm for us. When we got together, he also partied like we were still in college. His wife says he barely drinks most of the time, but every couple of months when he sees old friends he goes all out.
The party was three nights in Koh Samui, but my wife and I decided to make it a 14-day trip with a couple of nights in Bangkok, a trip to Siem Reap, and a couple of nights in Chang Mai. We had never left the kids for that long, but figured it was a rare opportunity to go on a trip with just us.
My wife, Kim, is beautiful. Blonde, 45, thin, 5'6" with great b-cups, even if she thinks she needs augmentation. I love them. The shape, the way they hang, the size of her areolas, her long nipples that get hard so easily (which makes her very self conscious but turns me on so much when they poke through).
I am Ben. Almost 50. Average height, a little above average weight, average looking. I always think I have a big, warm personality because I need to compensate for all of the average. But it seems to work for me. I usually make easy acquaintances in new groups and I chose a career field where likeability is a plus.
Our sex life has been lacking for years. Sex is really good when we have it, but it is too infrequent. Kids, work, stress, health, lots of things seem to get in the way. I was hoping this trip would be a chance to reconnect sexually.
Well it didn't start that way. Bangkok was a whirlwind. She was too tired when we got there. Then we got fitted for new suits (Narry Tailor is fantastic), saw the sights, etc. It was only two nights and the time change robbed us of some time.
So then I thought the island would be our chance to have fun. We got there in the early afternoon and hit the beach. Mark had a dinner planned for 8 p. m. so beach, sex, and nap was my goal.
The hotel sat on a bay. The water was warm and not deep. Maybe 3-4 feet for hundreds of yards out, with a couple of spots deeper and shallower.
My wife was looking so sexy in a two-piece with her nipples poking out how I like them. Of course she almost didn't wear it out of the room because she was concerned about her nipples. I told her the bulk of the group wasn't expected to the hotel until 5 so we wouldn't see anyone we know.
We swam and flirted. Kissed a bit. It was finally going to plan for me. We stopped at the resort's beachside restaurant bar for a snack to tide us over until dinner and then planned on a nap (sex? I hoped).
As we sat there a woman walked by wearing a tiny bikini with a perfect ass. We both noticed. My wife always notices pretty women and points them out to me. She even gets small girl crushes, but never has shown any inclination to act on it. The best part is she never gets jealous when I see a pretty woman.
I couldn't see the woman's face as she was facing away. She had a firm ass with just the right curve to it. It wasn't a thong bottom, but very small. I couldn't tell if she was 25 or 45. Her ass was amazing for any age.
Our food came and as we were eating we hear, "Benna! Benna!" in a loud excited voice. We look up and the woman with the amazing ass is running toward me and kind of jumps in my lap to give me a huge hug.
My usually understanding wife does not look pleased. I am confused. How does she know my name? And only friends from college call me Benna. Everyone else, even my wife, calls me Ben or Benny. Benna started with Mark our freshman year in the dorms (Benna as in been a long time) and it stuck throughout college. We were stoned one night and he thought it sounded funny. I never minded, just never adopted it for personal use.
I don't recognize her. And she can tell when I don't reciprocate her excitement. She sits in my lap and says, "You don't remember me?" Not in an insulted tone, just a curious one. "I'm Alex. Mark's cousin."
Holy shit. Mark's cousin Alex had come to stay with us a few times during our senior year. She was a junior in high school and was looking at our college and others in the area. But Alex was rail thin and cute. This person in my lap had an amazing ass, c cups pushing to get out and hard nipples, like my wife's.
She then gets up and says, "If Benna is going to be rude and not introduce us, I'll do it myself." She gives my wife a huge hug and introduces herself.
Now that it is all clicking with me I stand up and give her a big hug and apologize for not recognizing her. As my head was spinning from all of this unexpected excitement, I didn't realize I was half erect and it clearly showed through my swimsuit. Which my wife noticed, not sure Alex did though who am I kidding, she probably felt it when she was on my lap or when I got up to hug her.
Alex is now 44, not 17. She has filled out incredibly. She has a Midwestern-looking face. That description makes sense to me, not sure how else to describe it. She is cute and pretty. She has a flat stomach, nice legs, large breasts for her frame, and the aforementioned perfect ass.
She sat down with us and we caught up a bit. Though my wife was caught off guard by the unorthodox introduction, she clearly liked Alex, too. Alex was smart, funny, and personable.
She divorced about a year ago and had two kids about the same ages as ours. She lived in the same medium-sized Midwestern city where she grew up. She did end up going to the same college as Mark and I did.
When she came to visit during college, she was so young. There was no sexual chemistry. She seemed like a kid. A fun kid. We took her out to parties. Let her drink. I remember her hinting about a wild side, but we brushed it off as a kid trying to seem older.
I really liked her back then. She was a lot of fun. One of those relationships you build with someone in a short period of time but where there is a strong connection and 28 years later it seemed like yesterday.
I hadn't seen her since then. She said she was doing a semester abroad when Mark got married and couldn't make it back.
We sat there talking all afternoon. Other guests we knew, or family Alex knew, walked by and joined in and left throughout the afternoon and early evening. Eventually we realized we had just 30 minutes before dinner. We'd sat there talking with Alex, and others, but Alex the whole time, for hours. Kim and I excused ourselves to go to the room to rest, clean up and change for dinner.
Back in the room I started playfully touching Kim to see if I could instigate some sexual activity. Maybe a quickie. Kim made a comment about she'd never seen me get hard for someone else. I was breathless. Couldn't speak. Didn't know what to make of it. Her tone was neutral.
I tried to play dumb. She knows I am not dumb and that play never works for me.
I kissed her neck from behind and she reached behind to feel me, now semi-erect again.
"Alex is hot. I can see why her sitting on your lap made you hard. But is this one for me or her?" Kim asked as she grabbed my dick.
I wisely didn't answer. And she pulled away. "Not now, we are going to be late."
Kim tried on a great sun dress. But then said it didn't work with her bra and was going to try something else. I convinced her to wear the dress braless. And then, just as we were outside the door in the hallway before the door had shut, I told her to stop. "Something is still not right with this outfit. Ah, I know." I knelt down in front of her and pulled her panties down and threw them back in the room before shutting the door and grabbing her hand to pull her down the hallway.
There was about 25 people at the dinner. A restaurant with a view of the bay and a courtyard separating it from a bar where there was somewhat loud music.
We sat with some of my college friends and some of Mark's friends from later in life who we had met throughout the years. Alex sat with some family members. Mark's parents, including step parents, his grandmother, an aunt and uncle (not Alex's parents) and some other cousins I didn't know were in that group. A couple of his high school friends and their spouses were in that mix also.
We ate and had a great meal. Some toasts and jokes were made. People bounced between the tables talking. I frequently rubbed Kim's inner leg to remind her she wasn't wearing panties.
Mark said he reserved some couches in the courtyard off the bar for 10 p. m. "until the sun rises." Alex said hi to us during dinner but we didn't spend much time with her. She looked incredible, and chose attire very similar to Kim's. A sundress with no bra, as her pokie nipples indicated. Not sure about the panties.
Early on in our relationship, Kim and I had a thing where we loved to have sex at weddings, parties, and other places we probably shouldn't. I gave her a look and suggested we go for a walk before the bar.
We walked around to the side of the building. We could still hear the group, and the music at the bar. But it seemed private. We started making out. I told her how fucking hot her tits look in that dress and how sexy it is to see her nipples. How turned on I have been the whole night knowing she wasn't wearing panties.
I pushed her against and lifted her legs up to my waist. She reached down and unbuttoned/unzipped my shorts and I fucked her against the wall. Harder than usual. Pulling her tits out of the dress. Sucking her nipples hard.
She kept looking back toward where we came from. She must've been nervous someone would catch us. But it didn't stop her from cumming quickly.
Then I let her down and she knelt before me and took me in her mouth. Usually blowjobs from her seem a bit perfunctory. Like something to be checked off after I go down on her and before we fuck. But this one was different.
She was slowly, sloppily licking up and down the shaft. Again, she kept looking back down the path. I usually prefer eye contact but I wasn't going to complain. Her blowjob felt great and was as enthusiastic as she has ever been. She took me in her mouth and finished me. She even swallowed, which is a rare treat.
She got up and straightened herself out and finally stopped looking back down the pathway.
Back at the party, Kim and Alex ended up sitting on a couch next to each other. Very close even though there was plenty of room. They were very touchy with each other, too. I decided this was all in my imagination. I should be happy they are getting along after the weird intro. Alex was really someone I instantly connected with years ago and again on this trip.
I was glad she and Kim were getting along and apparently Kim was not jealous. She had no reason to be. Yes, Alex was incredibly hot. But I am not a cheater and there was no reason to believe that Alex ever had an interest in me, and even less a reason to believe now that I am an old man with a few more pounds and the only hair on my head now being on my face.
We all danced. Kim and Alex danced together... a lot. Later in the evening after the band finished the bar played old 90s rap and R&B. Kim and Alex were bumping and grinding each other, uncles, other party guests, strangers, but mostly each other. It was hot. But it seemed like all good clean fun.
Most of the guests had just arrived in the country that day so they were tired. Kim, Alex, and I were the last ones, other than Frank. Yeah, Frank, not his real name. He got his nickname from Frank the Tank. Because years after college, he always ended up being the too drunk one who did stupid shit like throwing up or being the only one skinny dipping or the best one: asking the mother of the bride at another of our friend's wedding, "Is he fucking you right?" pointing at her husband sitting right there.
Frank is really a super nice, sweet guy. Always positive. He got divorced years ago from his high school sweetheart and talked about how it was an opportunity for both of them to grow after only being with each other. But Frank needed to quit drinking. Forever.
Frank was getting a little too handsy and flirty with Alex. Kim suggested we leave and escort Alex back to her room. Not that Frank would ever do anything out of line, but more to save him the embarrassment of being shot down and to save Alex from having to do it.
We laughed and giggled and made jokes walking back to the rooms. Then shockingly, Alex said, "Watching you two fuck earlier has had me turned on all night."
I stopped. I was stunned. Kim didn't seem surprised.
"Well watching you rub yourself under your dress made me cum so quickly," Kim replied. "I couldn't take my eyes off you. And you looked so sexy as you came while I was sucking Benny's dick."
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Chapter 2
After the revelation that Alex watched Kim and I fuck earlier, and that Kim watched Alex finger herself while Kim blew me, I didn't know how to respond.
While Kim and I used to have fun having sex at parties, it was always private. She didn't even like to fuck against the windows of a hotel on a high floor. She had never given any indication of an exhibitionist streak, unfortunately. So this was a lot to process.
We walked a few more steps in silence and then there was a loud crashing sound of glass breaking back from the bar we'd just left. And then, what was clearly Frank's voice, "I am so sorry. I got this. I'll clean it up. I am so so sorry."
I looked at Kim and Alex while rolling my eyes and said I should go lend him a hand.
I walked back to the bar and they continued toward the hotel rooms.
Frank was apparently dancing on the bar with a couple of women in their 20s who showed up just before we had left. He slipped and fell against a stack of glasses. He seemed okay. No blood, no foul.
But there was a mess. I know Frank has no money to pay for any damage, so the best way to get out of this for him is to be as nice as possible and help them clean up quickly. I handed the bartender a couple of $20s and asked for a broom.
Frank was pretty useless at this point. He laid his head on the bar and would occasionally lift it up to apologize or say something. It took me and the staff about 30 minutes to get everything cleaned up. The staff was great. They even started laughing at Frank's jokes, even though Frank's words were so slurred I couldn't even understand him half the time. The guy is so good-natured, he is hard to stay mad at, even for strangers who aren't native English speakers.
When we were done cleaning, Frank was pretty out of it. I couldn't understand where his room was, if he was even at this hotel or if he even had a room anywhere. He once showed up to a wedding in Santa Barbara without a room and said he planned to sleep on the beach. So it wouldn't shock me if he had no room here.
So I did my best to get him to my room. We had a great room. We were on the fourth floor, the top level with a view of the town and the ocean with an oversized balcony that had its own hot tub. They called it a suite, but it was all one big space. A large living room area with couches and a TV, and a half wall giving a bit of privacy to the bedroom. Someone sitting on the couch couldn't see the bed, but if they walked closer to the TV they could.
As we walked in, I saw Kim's panties were still on the floor where I had tossed them earlier. I assumed she was asleep by now. I plopped Frank on the couch and went to the bedroom. Kim was completely naked and the room smelled like sex. Well, like pussy, to be blunt. I didn't know if that was residual scent from our earlier exploits, or if she was so turned on by Alex watching us and their dancing together that she had masturbated before falling asleep.
Knowing that Kim and Alex were looking each other in the eyes the whole time Kim and i fucked and sucked earlier put a different spin on how innocent I had previously considered their dancing and cuddling. Could Kim and Alex have done something together while I was gone? Nah, No way. Maybe?
I had always told Kim that I know how she gets girl crushes and that I wouldn't ever mind if she hooked up with a woman, so long as she told me about it afterward. She never seemed to take the idea seriously. Could a few drinks and the earlier experience have opened her up to it?
I fell asleep with a full erection imagining the possibilities.
I woke up with Kim cuddling me and fondling me. I was excited about round two coming so quickly. As we were kissing and she was stroking me, Frank suddenly bellowed from the other room, "Guys, we need to get moving. The boat is leaving in 30 minutes and I don't want to miss breakfast."
I had forgotten Frank was there, and that Mark had chartered a boat to take us all snorkeling at a nearby island. Kim wasn't going to go. She gets extremely sea sick. So Frank and I went to breakfast while Kim stayed in the room. We saw most of the group at breakfast.
And then I saw Alex. She was wearing little shorts and a tank top with a bathing suit clearly underneath. Damn she grew up to be hot. She gave me a smile that looked mischievous, but I could have been reading into it, and then a big hug. She told me again how great it was to see me after all these years, etc. I wondered how flirtatious she'd (we'd) be with each other on the snorkeling trip.
As members of the group started getting up to head the boat, Alex waved goodbye. I stopped to ask her if she wasn't coming. She said Kim had told her about her seasickness, so they were going to go on a jeep safari-thing and swim in waterfalls instead. She said she didn't want Kim to spend the day alone.
Kim hadn't mentioned it to me. But there wasn't really much time to talk to her that morning. I had previously told her I would be happy to do another activity with her. She said she was looking forward to hanging out on the beach, reading, and doing nothing. I guess that was before she got a better offer.
They were just similar-aged women who got along well and wanted to hang out, right? I shouldn't read into this anymore than that. Part of me was turned on by the thought there was something more. Part of me was jealous I wasn't invited along. And most of me dismissed the possibility of anything not completely innocent happening.
The snorkeling trip was great. I had a lot of fun catching up with old friends and Mark's family. The snorkeling itself was cool. Even though I live at the beach, I had only done it once on a trip to Hawaii.
The trip was supposed to be about six hours and then there was a two-hour break scheduled before shuttles left for the big dinner celebration. Last night's dinner was just a welcoming dinner. This night was the big event. Tomorrow was an optional trip to Koh Phangan, a nearby island, for the famous full moon party.
We had some laggards in the group who didn't get back to the boat
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