Not long after our experience with Jason’s visit, Alan and I found ourselves about to have the first of two sons. There was a lot of hormonal upheaval going on in my body at that time. I experienced horrible morning sickness and all the things you hear about, but I also experienced an incredible increase in my sex drive. I consider myself extremely fortunate that Alan was young and virile. We talked about sharing me as a way to deal with my appetite, but we both were afraid of including anyone else for fear of STDs and emotional entanglements. What we did get out of that experience, other than our first son, was a lot of ideas about where our comfort limits were with regard to our sexuality.
We had shared me once in that incredible threesome with Jason and the fantasy of doing it again became fixed in both of our minds. After the baby came, we had a respectable sex life, but anything more than monogamous sex was on the back burner. We were doing rather well financially so I was able to stop teaching and become a stay-at-home mom, which I loved. Also, my metabolism was such that I dropped the mom bod pretty quickly. I did do the whole breasts feeding thing and lost a bit of pertness and firmness in that department. The pic on my profile is not very old, so I came out OK there!
Alan’s father effectively retired shortly after our son was born and he and Alan’s mom moved a few miles from us. I know that would be a disaster for most, but in our case, it was a blessing. By the time our son was four years old, he was a grandpa’s boy. Alan’s dad was, and is, an outdoorsman and our son loved it. He was happy to get to spend a couple of nights with the Grands, which gave us a welcome break from time to time.
At first, we just enjoyed the time alone. You forget how nice it is to wake up on Saturday morning with a naked man beside you that already has a hard-on!
Those weekends without a child to take care of gave us some time to re-enter our fantasy life and to get away a bit, mostly to the beach. As I said in my profile, Alan loves to surf and we both love the beach.
Our favorite beach is in southeastern NC, near the small city of Wilmington, NC. We discovered a hotel on the waterfront of Wilmington that was reasonably priced and had a really nice private bar for hotel guests. We started going there and having what we called “flirt” dates.
At first, we would check in to the hotel around 6:00 pm. We would go to the bar and just see who was there. We both enjoyed the looks I got, and if Alan left me to get us a drink, guys would hit on me, a real ego booster for me. Eventually, we got a bit braver and I would go to the bar a few minutes before Alan and sit alone at the bar. At Alan’s suggestion, I had stopped wearing a bra when we did that and while I do not have any piercings, I often wear rings on my nipples that don’t require piercing, but clearly show that I am wearing something.
On this particular weekend, we were planning to go down Friday afternoon and stay until Sunday afternoon, which would give us two nights at the bar and a full day at the beach. We were both excited by our prospects since we had really not had any time alone for more than a quiet quickie after our son went to sleep. We got there a bit late but were both looking forward to our flirt date in the bar. We quickly got undressed to change into our “social” clothes. I was actually already wet by the time I got my travel clothes off, and it was clear that Alan was hard. We had already perfected the no foreplay fuck and this was a good time for it. I got on the bed on all fours and Alan came in behind me and had no trouble slipping inside me. He gave me about ten minutes of totally abandoned pounding from the rear until my legs gave way and I ended up flat on my belly it only took a couple more minutes and he unleashed a wonderful load of cum into me. My gosh, it felt good to just fuck. It was at that point that I realized we were going to have to wait a while for me to drain before going to the bar.
Alan came up with the great idea that I just use a tampon and then added to the idea that we could try something we had talked about before, but not had the nerve to try. We put two ben-wa balls in me and then the tampon. Oh my gosh, I was going into a public bar with my vagina slick with cum and two rather large, heavy stainless balls inside!!
Alan gave my nipples a few nice sucks and placed the nipple rings around them. A pair of sensible panties, a mid-thigh skirt, and a tank top finished me off.
On the way down in the elevator, Alan stood behind me and gave my breasts a little squeeze. I could feel his already coming alive again cock against me. When we got to the floor for the bar, I got off and Alan continued down to our car to get the last of our bags and to give me some time to establish myself at the bar.
I was really surprised by how much I could feel the sensation of the balls moving in me when I moved at all. When I had worn them before without the tampon to hold them in, I always had to concentrate on just keeping them in. Now, secure in the knowledge that they would not fall out I could enjoy the sensations inside me. I don’t quite know how to express it, but it was almost like I was having sex in public, only no one else knew!
We had discovered that on weekends most of the guests at the hotel, and therefore, the bar were couples. There were usually a few single guys with business in town over the weekend. This was no different. After a few minutes, the couple that was occupying the stools next to me finished their drinks and left. The empty stool next to me was soon occupied by a young man that looked no more than twenty years old if even that. He ordered a drink and the barman had the same impression of his age that I did. His driver's license established that he was newly turned twenty-one and it gave me a chance to congratulate him on the milestone and open a conversation.
He was actually quite shy. He attempted to keep eye contact with me, but his eyes first drifted down to my nipples, then to my wedding rings. He asked if I was there with my husband and I confirmed it. I told him that Alan was held up in the room by a business call, but would be joining me later.
About then a couple left one of the booths and I suggested that we move our conversation and continue chatting in the booth. He readily agreed. When I slid off the barstool and stood up to move I was shocked by the sensation of the ben-wa balls shifting in me. I felt them clink together and thought I heard them. Surely not!!!
We sat opposite each other in the booth and over the next thirty minutes I learned that my new friend's name was Ashton. He had had the same girlfriend through high school and the first year of college. Since they broke up he had dated some, but nothing steady and at the moment, he was totally unattached. He was a rising senior in college with a summer job as an intern for a law firm and was in Wilmington over the weekend for work.
He learned that I was indeed married and had one small child who was in the charge of my in-laws for the weekend while my husband and I took a short mini-vacation.
He was forward enough to comment that it was just his luck that he had met a beautiful woman and she was married and with her husband. At that point, he had no idea what kind of luck he had had and I wasn’t sure either. The idea of a threesome had been a very popular topic for Alan and me since my postpartum sex drive slump had ended. We just had not found the right situation and guy, until now, perhaps.
When Alan came in, I immediately signaled him to join us. I was actually getting a bit uncomfortable that things might go too far if I didn’t get some help. Alan came over and sat beside me and I introduced the guys. When I told Alan that Ashton was interning with a law firm it turned out that Alan knew the partners quite well and they chatted about that for a while and then Alan suggested that he get himself a drink and another for Ashton and myself. Ashton quickly stood up and insisted that he buy the drinks. That gave Alan and me time for a quick conversation. Alan knew what was going on in my mind. We decided that we needed a bit of time to talk about if we really wanted to move forward or keep another threesome a fantasy. Alan suggested that we invite Ashton to go to the beach with us the next day. We both agreed that it would be best if we did anything with him, it should be on our last night in town.
After we had our baby, we decided that we wanted at least three years and perhaps a bit longer before getting pregnant again, so I got both an IUD and had an implant put in, so we were pretty much assured I would not get pregnant. Using a condom to protect from STDs is another question. We needed more time with Ashton to help inform that decision.
When Ashton returned with our drinks Alan turned the discussion to hobbies and asked Ashton if he was a surfer. He was not, but said he had always wanted to try it. Perfect. Alan said that we were headed to the beach the next morning and he would be happy to give Ashton a shot at surfing. He normally takes both a longboard and a shortboard when he goes and chooses which he will ride depending on the surf. So if Ashton got the hang of surfing he could use Alan’s longboard and both could spend some time in the surf together. Apparently, guys talk a lot between waves. We agreed to meet in the parking lot at 10:00 the next morning and said our goodbyes. When we exited the booth I gave Ashton a brief, mostly chest, hug, and peck on the cheek.
On the way back to our room in the elevator Alan grabbed me, gave me a very tight hug, and pressed his cock against me. He was hard.
Back in our room our new friend and the opportunity he presented was the subject of conversation and we had a great threesome with me, Alan, and our dildo renamed Ashton. We left it before going to sleep that we would simply see how things went the next day. We could get a better read of Ashton if he and Alan spent some time in the water. We were also hoping that perhaps Ashton would spend some time with me on the beach without Alan. We wanted to know if he really was the nice polite guy that, so far, he appeared to be. That would be key in our decision to offer to include him in a threesome and whether it be offered bareback.
We both woke up horny the next morning. But we wanted to savor the anticipation until we got back from the beach and had decided on what we wanted from Ashton.
I was pretty proud of my MILF body after having a child. I wore a very simple and modest bathing suit that was a two-piece with boy shorts on the bottom and a simple bikini-type top. The material was not see-through but was thin enough that my camel toe and nipples were very evident especially when it was wet. Over that, I wore an empire waist sundress.
Alan was in his surfing togs which consist of a long sleeve rash guard and board shorts. Ashton wore a conventional bathing suit and a t-shirt.
In the parking lot, we loaded on the two surfboards, a cooler with a six-pack of Coors Lite and a few bottles of water, towels, sunscreen, an umbrella, and a low beach chair. Off we went. Alan drove and Ashton road shotgun. I was in the back.
The subject that was on everyone’s mind was what would happen after the beach, but the conversation was on the fine points of learning to surf.
We were lucky and got a parking place pretty quickly. With three of us to carry it, getting our kit to a good spot on the beach was pretty easy as well. Ashton and I put up the umbrella and Alan started scanning the surf. He becomes quite distracted when he is on the shoreline and the waves call him. He had taken his shortboard.
Ashton took off his shirt and started to follow with the longboard. No one had on sunscreen. I took the tube to Alan and he quickly applied it to his exposed parts and handed it back.
I asked Ashton if he wanted me to put it on his back and he looked very embarrassed but nodded yes. And a very nice back it was. I carefully applied the lotion to that part and then moved around to his sides and around to face him and covered his front. I gave particular attention to his lower belly. Right there on the beach, I could see his cock starting to tent.
He took the tube and ask if I needed help. Of course, I did. I took off my sundress and he saw me for the first time in my bathing suit. He did my back and then stood and watched as I did my front, careful to get around my bikini top and my belly and thighs. It was actually pretty funny. He was so awkward trying to be polite and not look, but he could not pull himself away.
Alan had actually not been so distracted by the surf that he didn’t notice what was happening. He had waited for Ashton in knee-deep water. He actually came back and left his shortboard with me and helped Ashton through the shore break into the next surfable section.
While the guys were busy in the surf, I was left on the beach to get myself situated for a favorite pastime which was, and is, to indulge my exhibitionist tendency while seeming totally innocent. My chair is quite low which allows me to sit with my legs exposed in front of me. I was situated far enough from the surf that walkers would pass between me and the ocean. I walked out into the surf far enough to get wet all over and then back to the comfort of my beach chair.
I sat down and spread my legs in front of me just outside of the umbrella shade. The rays did feel good. I was spread enough for my camel toe to be clear and sitting up enough that my breasts and nipples showed nicely.
Alan had chosen a good spot and there were several surfers right in front of me and it didn’t take long for them to notice the view. I had on a floppy sun hat and dark sunglasses. I love knowing the guys enjoy the view I was presenting, and my mind easily drifted to what might follow when we got back to the hotel.
It took several attempts, but with Alan’s attention, Ashton was up and made an uncertain and wobbly first ride.
I have tried to surf several times and even though Alan is passionate about it and both of our sons seem to have really enjoyed it from an early age, it is just not my thing.
I did learn that it is very physically demanding. It requires constant paddling to hold your place in the current and to catch a wave. With Alan’s skillful instruction, Ashton was up within thirty minutes. After a couple of rides in the shore break, Alan came back for his shortboard and they headed out to the real break about 100 yards off the beach. I think that did Ashton in. He caught a good wave and managed to stay up for a bit. After that he allowed another wave to just push him to shallow water. He was exhausted when he got to the beach. He and Alan had been out for maybe an hour and I knew Alan wanted him to talk to me a bit before we left for the hotel. This was working out so far.
It was clear as Ashton was walking up directly in front of me that he noticed the view I was affording anyone who looked. I feigned being asleep to give him a good look before he got to me. His swim trunks were lined so I didn’t get as much of a look at him as I have of most of the surfers that wear unlined board shorts. Still, there was a bit of a bulge by the time he got to me and I took off my glasses. While he was drying off, I got him a beer and offered the cooler for him to sit on. I positioned it so he was sitting just a bit behind me and to my right. I replaced my glasses and enjoyed watching him trying not to look, but trying to see as much as possible!
We chatted about his surfing experience so far and about his life as a student and what it was like to try to find love in the modern world. I was pretty much satisfied that he was a good guy and very good-looking by the time Alan decided that he would rather be on the beach than catch that elusive “one more wave.”
Alan had assured me that he was fully supportive if I was OK with sharing me with Ashton. We felt like there would be an opportunity when we got back to the hotel to invite Ashton to our room for a drink if I wanted to proceed.
If Alan discovered something that would be a problem while he was talking to Ashton in the ocean, he would say that we should stop by the hotel bar and have a drink while we were en route to the hotel.
Easy enough plan.
As he dried off, it was clear to me, if not anyone else, where Alan’s mind was. He quickly wrapped his towel around himself as we started to get our things together to head in.
We loaded up the trusty Highlander and headed back to the hotel, me driving and Alan in shotgun this time. He had had a beer as we packed up and he does not drive with even that.
The guys talked about surfing on the short trip back to the hotel. I kept waiting for Alan to suggest that we go to the hotel bar. As we pulled into the parking lot, I was actually nervous. The next move appeared to be mine. I guess in our somewhat arrogant attitude, Alan and I assumed that Ashton would join us if we suggested it!
Anyway, as we were unloading the car, I went for it. I ask Ashton if he would like to join us for a yellow bird in our room. He didn’t know what a yellow bird was so I explained that it was a drink that I was fond of that is of a Caribbean nature and not well known in North Carolina and not available at the local bars.
I had not thought of this before, he could have said, no. My respect for him might have gone up actually, but I don’t know what it would have done to my ego. I hope nothing. I also thought I have not actually directly asked Alan if he wanted to do this or was he doing it because he thought I wanted it.
Fortunately, Ashton said, “That sounds great. Let me run by my room and get cleaned up. I am not used to having saltwater dry on me.” I thought, great, that will give Alan and me a few minutes to make sure we want this, and Ashton a chance to gracefully ease out of the situation if it was too much for him.
By the time we got to our room, my nerves were at frazzles. I had had sex with the guy in high school which did not bring up happy memories and we, Alan and I, had had sex with Jason, an old and trusted friend. This was totally different and could lead in many directions, not all good.
I didn’t speak in the elevator up to the room. Alan was loaded down with two surfboards which we had to keep in our room.