Cottage Weekend

On the weekend of my 18th birthday I was invited to visit the cottage of my 18 year old girl friend for a few days. Of course when I arrived her very conservative parents as well as her 22 year old sister Sue and her husband Bill were there. I had heard stories about sister Sue who had the reputation of saving herself for her wedding night. Four bedrooms. Me alone in one, my girlfriend on the other side of the cottage, and her sister and brother-in-law and parents in between.

We had a most pleasant weekend, but little personal contact between Debby and I. On the other hand, it was hot and sunny so four of us spent a lot of time on the beach. Both my girl friend and her sister had great bodies, but unfortunately wore pretty conservative one piece bathing suits. Oh what a waste.

While sitting at the beach on Sunday Bill asked Sue why she wasn’t wearing her new bathing suit to get a better tan and she said to him “You know I can’t wear it here when my parents are around. They would be shocked.” 

To that Debby said, “I know. I have a new suit too, but I’m afraid to put it on here”

Sue turned to Debby and said, “ Don’t worry, mom and dad are leaving for the city this afternoon, and then we can wear out new suits.”

After lunch Debby’s parents packed up, and were getting ready to leave. Her mother called Sue over and chatted for a few minutes. It was clearly a serious conversation. They then wished us all a great few days, saying they would be back on Wednesday.

After they left, Debby asked what Sue and her Mom had been talking about. Sue replied that her Mom had asked that she take her role of chaperone very seriously, and make sure that Debby and I behave responsibly. 

Oh, how dull it was going to be.

After finishing the dishes we all agreed that it was time for some more sun and swimming, and we all headed t our respective rooms to change. I was dressed first and headed to the beach. 

When Sue and Bill arrived Sue was in an incredible bikini. I said “that is a change!”

Sue said “I found this when we went to the Caribbean earlier this year. Great isn’t it”

I agreed.

Just then Debby arrived in her one piece. She look at her sister, almost shocked by the bathing suit she had on. 

Sue said, “I thought you had a new bathing suit to show off?”

I do, said Debby, but I’m a little shy about it. 

Oh go put it on sis. Mom and Dad aren’t here.

So off she went and was back in 3 minutes. Her bathing suit was easily an equal to her sister’s. Both were small bikinis with spaghetti straps. The only difference was Debby’s had more to it on the bottom. Sues had spaghetti straps everywhere.

Bill arrived a minute later and looked at both of them and said, “Boy that sure is an improvement to the natural environment.”

The rest of the afternoon was spent sunning and swimming. Bill and Sue both had a beer, but were weren’t invited to. Sue asked Bill for a little help with sun screen, which he put on with great obvious pleasure. 

When Debby asked for help with her sunscreen, Sue offered to help her before I could say anything. 

Oh this was turning out to be even less fun than I thought it would be, and I didn’t have big hopes.

A little before dinner Bill and Sue excused themselves, heading up to start dinner preparations. Finally we had a few minutes together, so we put our towels together, and held hands for the first time that weekend. I rolled over towards Debby and gave her a quick kiss. She kissed me back, and said I hope we can get a little private time, but Sue and Bill don’t look like they are going to allow it.

A few minutes later we headed up to the cottage. As we entered we could see that Sue and Bill were not in the kitchen. We could hear them in their room, because we could hear their bed moving. One of the marvels of an old cottage. Debby smiled at me and put her finger to her lips. “Sshh”

We stood there and listened for about 5 minutes as the noise from the bedroom became more and more intense. Then we heard Sue let out a very load moan, followed by some vigorous banging of the bed. 

Debby and I then quietly moved towards our own respective bedrooms, but not before Debby looked down and saw the tent in my bathing suit which I quickly covered with a towel.

We both got dressed and met in the kitchen a few minutes later. Sue and Bill arrived in the kitchen a couple minutes later, both with big smiles on their faces. When they saw us Bill said “Oh, we thought you guys were still at the beach.” Debby said, “no, we came up a couple minutes ago. You guys must have been resting. We’re glad we didn’t disturb you.”

The four of us then prepared dinner together. At dinner Bill offered wine to everyone. I was happy that things were lightening up a bit. 

After a short evening they excused themselves to bed.

Debby and I took the opportunity at that minute to head to her bedroom for a little time on our own. As we shut the door we heard Sue say “okay you guys – separate beds tonight” Bill then mumbled something that we couldn’t quiet hear.

Well we spent about half an hour kissing and hugging. I put my hand up her T-shirt and began rubbing her breasts. For the first time in our time together, Debby actually pulled the T-shirt over her head and took off her bra. I continued to rub her breasts and then gave them a quick kiss. I thought I might have gone too far, but she pulled my head to her breast and whispered to me to suck them.

It didn’t take any convincing.

Not long after that Debby said it was time for me to go back to my room. Which I did, but not before one last kiss, and telling her I really enjoyed our evening.

The next morning Sue made some comment about hoping that we had been good, but before either of us could say a word, Bill said, Sue, “who do you think you are? Goody –two shoes?” Well that was exactly what Debby and I thought she was, but seemed like Bill was calling that into question.

We spent most of that day at the beach again, but this time I didn’t let Sue help Debby with her sunscreen. I offered before the request was made, and got a little pleasure out of this. Bill did Sue’s sunscreen for her, and was a little more obvious about feeling her up as he did. 

In the mid afternoon Bill and I took off for a while to cut up a tree that had fallen a couple hundred yards from the cottage. We had been asked to cut and stack it for the winter supply. We worked hard for about an hour, and then went back to the cottage for a drink of water. As we approached Bill whispered to me to walk quietly, and we walked part-way down the path to the beach. As we approached we saw the girls lying on their backs, topless, getting a great, allover tan. We stood there for a moment admiring, and then headed back to the cottage for the water.

After another hour we had finished the wood chopping. As we walked back to the cottage again, Bill said, “I don’t know why Sue gives the impression of being so conservative, because she really isn’t.” 

We both got into our swim suits and walked down to the beach for a cool-off swim and to saw off the sawdust. As we arrived we saw both girls turn over quickly and do up their tops.

To that Bill said, “ Oh don’t bother. We had the pleasure of seeing you both an hour ago. You look great getting your tans.” Debby looked embarrassed, as did Sue for a second, but then she just smiled. 

That night we had lots of wine with dinner and Sue and Bill headed off to bed early again. This time we could hear them pretty clearly. Sue was moaning and groaning like crazy and there was a fair bit of bed noise. 

Debby and I headed to her room and resumed where we left off the night before. We chatted for a while and both agreed that what had transpired that day had made us both pretty horny. Having sister and brother-in-law making love next door had an effect.

Well that night we went further than ever before. Lots of nipple sucking and rubbing. Debby’s top was off pretty quickly. It wasn’t long before I had my hand down the back of her pants rubbing her butt. I tried to move my hand around to the front, but Debby stopped me. She sat up in bed and I thought maybe I had gone to far. But to my surprize, she pulled her shorts off, leaving herself just in her skimpy underwear. As she lay down, she said “ they were too tight to get your hand around to the front”

We got back to sucking and kissing, and rubbing all over. It wasn’t long before my hand was rubbing her mound. Her underwear seemed pretty wet. 

After rubbing the outside of her underwear for a while, and tracing the outline , I slipped my fingers under the material and began to rub the mound, unimpeded. And I mean unimpeded. Debby was kissing me and biting my neck, with no interest in stopping. She was as wet as could be. As I was rubbing I could feel her opening her legs quite far. 

As I hadn’t done this before I really didn’t know what I was doing. I had heard about the pleasures of fingering so I figured I would experiment. Well Debby was sure wet enough. It didn’t take long before I found both her vagina and her clitoris. I put my finger a little way into her vagina and rubbed her clit at the same time. She stopped kissing me and lay there on the bed,. I thought for a moment that I had gone too far, but she quickly said “Don’t stop”

I got up, pulled her panties off and knelt between her legs. I started to rub her clit again and put my finger in her. My finger started pumping in and out, and with my other hand I rubbed her clit. I did this for about 5 minutes before she grabbed a pillow and pulled it to her face to cover up the noise of her first orgasm. 

Well, as you can imagine, I had a raging hard-on at this stage, that had gotten no attention. But she made no move in that direction, and I didn’t really know what to encourage – or how to encourage it. So after a few more minutes of kissing I headed back to my room.

After breakfast Bill and I headed off to do a little more work that needed to be done. While doing it I mentioned to him that I thought I might have strained myself the day before – It felt like I had been kicked in tne balls. He said to take it easy then, because he would want me to hurt myself. 

A few minutes later he apologized for going to bed so early the night before. He said he heard us go to bed a fair bit later, and asked what we had been up doing. I smiled and said that we had been talking – and a little kissing - in Debby’s room. 

After a swim before lunch and a nice lunch, Bill said he and Sue were going to take a walk around the island. They'’ be back in about an hour. Then he said, why didn’t I have a bit of a lie down, and see if I felt a little better. 

Debby said that she would happily give me a massage to relieve the sore muscle. I didn’t say a thing, realizing that it was my balls that were killing me, and that this was not the place to say it.

So as Bill and Sue left I headed to my room. Debby followed with some oil and told me to take off my shorts and shirt so she could give me a massage. After she closed the door I tried to explain to her that it was my balls, and that I didn’t think she would be able to help much. She said she thought she might be able to and told me to lie on my stomach.

She poured oil all over my back and gave me a great massage. As she was doing this she pulled my underwear lower and lower on my butt so she could massage my lower back. She also massaged my thighs, practically touching my balls. I felt like I was going to exploded. I has such a hard-one I couldn’t believe it. And the pain in my balls was not going away.

Then she told me to roll over. 

I said no – its ok, trying to keep my erection under cover. But she said that if I wanted help to get rid of the strain I needed to. So I rolled onto my back.

There was a bit of a surprize in her eyes when she saw the tent in my underwear, but she started to put oil on my chest and belly and began the massage again. She then moved to my legs, repeating the approach that she had taken on my back. Including lightly brushing my balls on occasion. I was in both ecstasy and agony. I had the biggest hardon of my life, and the sorest balls.

She moved back to my belly and started to slide her hands just under my underwear, pulling them down a bit.

Then she said, I think we should take these off so that I can complete the massage. OK with me I thought. 

So she pulled them off . She wiped her hands clean of the massage oil and slowly wrapped her hand around my very hard penis. She slowly started to rub back and forth and asked if that made it feel any better. I didn’t know what to say, because it wasn’t helping my sore balls, but I didn’t want her to stop. 

So I just said, “Don’t stop” 

She continued for a few minutes gently rubbing my penis, and then without a word, bent over and sucked it right into her mouth. She started pumping up and down quite fast, and then stopped. She licked the head and all the way up and down the shaft before asking again if it was helping. I said no, it made me feel like my balls were going to explode. To that she said that Sue had told her that was likely the problem, and that there was an easy way to fit it. 

And with that she took my penis back into her mouth and started pumping like crazy.

After about 2 more minutes I said to her that she better move back because I was about to explode, and she started pumping even harder.

Without any further warning I did. I came like never before (as it was my first time) and Debby sucked until it felt like my balls were empty.
I just lay there for a few minutes trying to recover from my first blowjob. My hardon was still there, but my balls didn’t hurt nearly as much.

Debby lay beside me and said thanks again for giving me my first organism last night. It was great. I just didn’t realize what it would do to you. 

I asked how she found out and she said “Bill told Sue about your strained muscle and joked to her that he figured your muscle strain was probably “Blue balls” from our petting the night before. Sue then asked me what we had been doing, and I told her that you had made me have an organism, but that we hadn’t had intercourse. I said you hadn’t even tried, even though I wouldn’t have stopped you at that point. I figured that she would be shocked, but she smiled and said that you must be a good guy if you hadn’t tried, but that I had better put you out of your misery. I asked what she meant and she told me that all that activity making me come had made you ready to come too and that if you didn’t you would be in pain for weeks. She then told me how to give you a great blowjob.”

I told Debby that although I had no experience, I thought she had done a great job. Certainly put me out of misery.

We slowly got out of bed and got dressed. When we walked out into the living room, Sue and Bill were sitting there smiling. Bill asked how I was feeling and I said that I felt great. The rest made me all better. 

And back to work we went.

Over dinner that night Sue told us the stories of how she got her reputation of being so conservative. It was all started by jerks who just wanted to fuck her. So she developed a strategy of getting them horny as hell, letting them go just so far, including having them achieve an orgasm herself. Then she would leave them with “blue balls” walking around in pain for weeks. 

It wasn’t until she met Bill that she found a guy who was thinking about her too. He was the first guy that she ever help relieve of his blue balls. Now they have a great sex life for both of them.

Debby and I allowed that we had heard that their sex life remained healthy – last night and the night before. Only the cottage is suffering from it we all laughed.

Sue took Debby aside a little later and told her that if she wanted to go the next step it was up to her. She had put a handful of condoms in her makeup bag earlier that evening. 

Debby didn’t tell me this for a few days. Instead, she had me help her have orgasms a couple times, and then she would again give me a great blowjob. She wanted to make sure I go into some really good habits so we didn’t get off on the wrong foot.