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Babysitting for a Nudist Family

by Spank4Fun

Copyright on this story text belongs at all times to the original author only, whether stated explicitly in the text or not. The original date of posting to the MMSA was: 07 Feb 2018

Babysitting for a Nudist Family


I was home from college for the summer looking for work. The previous summer, after my freshman year, had been filled just about perfectly with a combination of some lifeguard hours and, surprising to many of my friends, babysitting. It happened somewhat serendipitously when I was 15. My dad had been approached by one of his colleagues at work asking if I’d be interested in babysitting his young sons. I pulled some regular spots on a couple of weeknights and weekends taking care of his two boys. Apparently, I did a good job taking care of them. Dad’s colleague praised my work and when he got transferred about a year later, actually gave me a $200 gift card as an extra thank you.

Last summer was even better because I was 18 and had three years of babysitting experience. I even had business cards and postings on a couple of babysitting service websites. I got a couple of longer gigs, one which included accompanying a family on a weeklong trip to a beautiful resort. The parents wanted the freedom of outdoor recreation plus evenings with friends. I was well paid and got to swim and waterski with the kids.

I started posting my availability and contacting former clients a couple months before the semester ended. I was surprised when my dad texted me and told me he’d been contacted about a special babysitting position – and suggested I keep the first three weeks of June open – at least until he could tell me about the gig.

I was anxious to find out what this was all about, so I asked dad about it within a few minutes of arriving home. We grabbed a couple drinks and sat down to chat. Dad told me that he’d been contacted by someone that knew I babysat and wanted to know if I’d consider a three-week job, living at their house and babysitting his three boys, ages 15, 12, and 10. I told my dad, Sure, but why did they contact you instead of contacting me directly? Well, that’s the interesting thing, Jeff, and why we’re talking about this directly. Mike and his boys live a nudist lifestyle at home. Dad paused at that point and let me just sit back in shock. My mind wondered what it might be like to babysit three boys who were naked all the time. After a couple minutes, all I could say was WHAT?

Yes, said dad, they’re nudists. The house is big, and it’s located on a very private piece of land. There’s a lot of outdoor wooded space. There is a pool and a gym. Wait a minute, I interrupted, OK it’s a nice place, and they’re nudists. So, I’d be spending three weeks taking care of three naked boys, a 15-year-old, a 12-year-old who’s probably started or is starting puberty, a 10-year-old, and...? And you’d have to agree to be naked too! said my dad. What the fuck?

Just a few years ago, I’d be getting smacked a couple times on my bare butt for saying that but once I started college dad accepted cursing and cursed more himself in front of me. Dad was pretty sure that nudity itself probably didn’t bother me much, but a nude lifestyle was different. Dad has seen my younger brother and me naked around the house regularly. We’d seen each other naked at the swim club and at the gym. We’d always been naked when we got spanked which didn’t happen that often – particularly now that we were older. There was also a pretty open attitude about masturbation in our house. Dad talked to us about it even before puberty hit. He’d seen both my brother and me jerking off several times, and we both knew he jerked off.

Anyway, I was still in a little bit of a WTF mode and was just a little frozen sitting there looking at dad. He broke the silence a couple minutes later, saying: Look, Jeff, the decision is up to you, but I think you should at least consider it – plus you should know that the money will be pretty good. You’ll have no expenses for three weeks with all your meals, etc. included. Plus, he’s offering you $5000 for the three weeks. I wanted to utter another WTF? but I stopped and just said What? Look, son, it’s up to you and whether you’d be comfortable with it. Think about it. I say you should at least check it out. Mike wants you to come by for a visit, an interview I guess, meet the boys at lunch tomorrow. I told him I’d call him first thing in the morning if you were interested in checking it out.

I went out with some friends that night and didn’t say a word about the rather unexpected job offer. I told my friends I’d likely be spending the summer lifeguarding and doing some babysitting gigs. I was unsure when I went to bed. When I woke up in the morning, I had a couple of new things to think about but told dad that I’d be willing to check it out.

I was 95% sure that the boys and their father would be dressed when I arrived for lunch. Nudity wouldn’t start until I accepted the position. So, the first shock was Mike, opening the door when I rang the doorbell, naked. Mike was maybe 40, but he looked 30. He stood a couple inches over my six feet, weighed noticeably less than 200 pounds, and was in excellent shape – clearly a guy that worked out. It was impossible not to notice his large, soft cock with neatly shaved pubes. He knew who I was, so he immediately greeted me with a Hi Jeff, thanks for coming by. I could only stutter a thank you for considering me for the position. He invited me into a beautifully furnished den, telling me that the boys were in their rooms and would join us for lunch in a few minutes. Jeff sat down in one of two nice leather chairs in front of a large desk and gestured for me to take the other. I’ll admit I was struck by how obviously comfortable he was nude.

Mike quickly told me that he really didn’t have many questions for me. He’d talked to my dad and checked with several of my references. He knew I was very professional, highly recommended, and great with young guys. He didn’t pursue it in any detail, but he did say that he assumed I was at least considering the idea of nudity. I told him, Yes sir, I’m comfortable right now considering it. I guess I’m interested in knowing more about your expectations. We’re not nudists at home, but my dad, my brother, and I are open and see each other naked regularly. It’s an all guy house and dad has said for years that none of us have anything we don’t know about. I know nudity all the time would be different but...

With that, Mike changed the subject and laid out some clear expectations. He told me he was fairly strict with the boys and while summer was a time for lots of fun, it also included expectations for reading and limitations on computer games, television, etc. He actually handed me a page of rules that the boys would be expected to be followed. I read it quickly and saw that they were expected to treat the babysitter with respect, obey the rules, etc. Then he asked me if I’d be comfortable disciplining the boys. After all, he said, They’re great kids but two are teens, and the youngest is a bit of a wise ass at times. They can be pretty rambunctious at times. So, are you willing to spank them when it’s needed?

I was a little shocked by that spank them question. I thought that the nudist lifestyle might be matched with a more new age we never spank attitude. But I stated that yes, I would. I told him that several of the babysitting assignments I had over the last few years involved parental orders to spank the children as needed. I told him that for my very first year of babysitting at 15, there was a boy whom I ended up spanking almost every time I babysat. I did ask: Sir, how would you want them to be spanked? Mike smiled a bit: Obviously they don’t have to take their pants down when they already naked. If they earn a spanking while dressed for some reason, every so often they’ll have friends over, and the guys are dressed, then you need to make them bare their bottoms. For most of the spankings, you can take them over your lap or, with Kevin, the 15-year-old, I’ve started making him bend over on a chair or grab his knees. I’d want you to spank them by hand until it stings and burns a little. I don’t want them beaten. They know that spankings are more intended as minor punishment and reminders, rarely anything more. Kevin has gotten a couple sharp swats from a belt. Tim, the 12-year-old, has been threatened with it a couple times. I’ll trust you to make that call if what they do goes beyond what you think merits just a bare bottom spanking.

I told Mike, Sir, I think I understand that perfectly. That’s pretty much how I got spanked except I had the added embarrassment of having to take down my pants. I’ve also gotten a couple licks from my dad’s belt, but it seems like you and my dad are a lot alike on what a spanking should be.

Great, said Mike. It sounds like you’re still interested enough, at least interested enough that you would like to meet the boys. It’s OK if you’re not comfortable yet, but I do have to ask if you’d be OK being naked with us for lunch. I wasn’t sure how I felt about that, and Mike sensed by hesitation. If you not comfortable, don’t worry, it won’t change my mind. I’ve already decided you’ve got the job if the boys are OK with it and you want it. Then in a casual voice that provided another surprise, he said: By the way, Jeff, don’t worry if you think you’ll get aroused. Two of these boys are running around the house with hardons half the time and even Josh, the 10-year-old, is starting to have pretty regular erections. They see me hard at some point almost every day. I breathed a little sigh of relief, saying Thanks for telling me that. My dad, my brother, and I are used to seeing each other aroused, particularly with morning wood, so... With that, I removed my clothes and Mike had to notice my semi. He didn’t say anything except: let’s go get the boys.

We headed toward a beautiful, large kitchen and as we passed the stairway to the upstairs bedrooms, Mike hollered for the boys to come down for lunch – plus he added: your babysitter for the next three weeks is here too! In just a manner of minutes, three naked boys came bounding down the stairs. The boys were bouncing with energy and their cocks were bouncing too. I immediately knew what Mike was telling me about Tim, the 12-year-old. He was clearly starting to show some significant pubic hair, and he was aroused, probably for no other reason that boys at that age are often hard. Every one of them was thin, Kevin was developing some very nice muscles – he wasn’t aroused but had good size soft cut cock for a 15-year-old and a full bush. I could see his cock start to grow a little, probably just because I was standing there exposed. They all had great tans, obviously all over from being able to spend time outside naked. I was embarrassed knowing my ass was so white compared to the light tan I just started for the summer.

Mike told the boys to get the food out of the refrigerator, grab the plates, etc. Let’s grill the burgers and hot dogs on the grill outside. With that Mike directed me outside. As the boys came outside with trays of food, drinks, and utensils, Mike fired up the grill, and I realized how great I felt being naked outside. There was an immediate level of comfort, even more than a locker room, just five guys standing around. I took the time while Mike cooked to introduce myself to each of the guys, asking them about their favorite sports, video games, and what book they were reading right now. In just a few minutes, we were sitting around a picnic table eating lunch. I wasn’t keeping constant watch, but as the guys moved around getting second helpings, etc., erections subsided and the fact that we were all naked meant nothing – for the moment.

Mike pretty quickly got serious. He said: Look, guys, I’ve talked to Jeff, and unless you guys aren’t comfortable for some reason, he’s hired. So, if you have any questions, now’s the time. I’ve gone over all the expectations and rules, so fire away.

Tim went first, perhaps because he was the most nervous with another nude person being added to the household, even for only three weeks. Jeff, you’re naked now, but are you going to be naked the whole time you’re staying here? I quickly responded: Yes, if I have this job I’ll be nude the entire time – I think it’s only fair. That seemed to be Tim’s only question as he gave his dad a thumb’s up!

Kevin hesitated a little bit but wanted to ask something. I said: Look, guys, I don’t live nude at home, but my dad, my little brother – he’s your age Kevin – are comfortable seeing each other naked all time. My dad talks about the naked truth. He says that when you’re naked, it’s actually easier to be open and honest with each other. There are mornings we all stand around the kitchen naked and talking about stuff, so we’re not nudists like you guys but maybe a little bit at times.

With that Kevin asked: I know dad told you about the rules. Are you going to spank us?

I’m going to follow your dad’s expectations and rules exactly as he’s asking – and paying – me to do. If that means you do something that your dad would spank you for, I’m going to spank you.

Kevin turned a little more serious, perhaps thinking I might not be comfortable with his dad’s orders for spankings. Have you ever been spanked? he asked. Yes, I responded, pretty much the same way you guys have been spanked – except I had the added embarrassment of having to take my pants off to bare my butt. And Kevin, I’ve gotten a few licks with my dad’s belt a couple of times I really fucked up. That generated a nervous laugh from Kevin, but he also shot his dad a thumb’s up.

Mike told the guys to clean up everything after lunch, then told them that he and I had a couple of things in terms of schedules, plans, and payments to discuss. But he told the guys that unless something didn’t work out, I’d be moving in just a few days later for my three-week stay.

When we got back to Mike’s study, he handed me a folder with schedules and other information. The boys would all have some things outside the house where they’d get dressed, and I’d be responsible most of the time for getting them there and picking them up. There were other times where someone else would be picking them up. He then gave me a debit card, showed me the pin number and told me to use that for expenses, food, etc. I was trying to think of questions, and one popped into my head: Do they ever have friends over? Yes, responded Mike, but most of the friends they have are aware of our lifestyle and will be naked while they’re here. The boys will let you know if there are any exceptions. You can probably expect a few guys are coming over to swim every couple days. Let’s face it; guys love skinning dipping so...

At the point, Mike’s expression clearly changed, and he said: One more very important thing, Jeff. I don’t tolerate swearing around the kids. If you and I are chatting, I don’t care how many f-words you use because I’ll do the same. I’ve gotten a little more understanding with Kevin if he says shit as long as Josh isn’t around. If he said: fucked up as you did, he’d be bending over and getting about ten on his bare bottom. Mike’s statement was very clear, but I didn’t sense anger. It seemed he just wanted to let me know or maybe I sensed a little disappointment.

I had a very strange reaction to Mike telling me that. My cock stirred a little bit. And I made an instant decision that shocked even me. Sir, I think we need to go back and talk to the boys. They need to know that I’m expected to follow your rules just like they are. But Jeff, you didn’t know I felt that way!

Doesn’t matter, I should have known better and been more careful, particularly knowing that Tim and Josh were sitting there. I think Kevin thought it was cool and he’s probably heard it and using it a lot with his friends, but....

The boys were still outside, having put everything away, sitting at the picnic table probably talking about whether or not they were happy with me staying with them for three weeks. I walked up to the guys and said: Look, guys, I said something during lunch that I shouldn’t have said. If any of you had used that kind of language, your dad would have spanked you. Your dad’s rules are your dad’s rule, and they apply to me. Without saying another word, I moved closer to Mike, spread my legs apart and bent over grabbing my knees. My naked butt was totally exposed. Mike spanked me fifteen times. The first was pretty sharp, but overall, I could tell it was the kind of spanking that was intended, as he’d told me earlier, to be a reminder, not a serious punishment. I stood up and said: thank you, sir, I’m sorry I swore in front of your boys. I think the boys were speechless, but I also suspected I’d earned their respect that might make a big difference in the next three weeks.

What did concern me a little bit, however, was that I had gotten a noticeable hardon from the spanking. I decided, time to go, guys, I’ll see you next week. I headed toward to den to get my clothes. Mike accompanied me, and as I dressed, he said: I’m really happy to have you take care of my boys. What you just did showed a lot of maturity. At that very moment