Where it happened: Hay loft
Langauge: English
Sex: Male
Rating: 8
Category: Straight
The summer it was my turn to spend 3 weeks with my cousins, who lived on a farm in the next state over. Chad and Dick were older than I, May was my age, and Linda was 18 months younger than her sister May.
Soon after I got there, the two girls got to squabbling with each other, and May attacked Linda by accusing her of have a crush on me. Linda, while vehemently denying it, got super embarrassed so I suspected it might be true.
Chad and Dick confirmed this, and when I ask about May, they said she considered me “immature”. So, I turned my attentions to Linda.
The next afternoon, Chad and Dick were off working for a neighbor and I was reading in the big bedroom all the boys shared. Linda slipped inside (totally against ALL the rules!) and sat down beside me on the bed. She told me to lay back, put my hands behind my head, close my eyes, and not to move until she was done with me. I went along, forcing myself to hold still when she unzipped my jeans.
My cock was rapidly expanding as she pulled down my tightie-whiteies with one hand. It seemed to leap into her other hand even before she got her fingers on it. Linda played with it, feeling its hardness and moving the skin up and down. It felt very good, but she didn’t get going fast enough or squeeze hard enough to get me off.
Then she moved to the other side of me, kneeling so that she could put the head of my dick into her mouth, and start bobbing up and down. With her tongue on the sweet spot and my thrusting my hips to get her hand speed up, I blew into her mouth in under two minutes.
Next she moved her face up to mine and told me I could look (though I’d been cheating) but to keep still. There was cum on her lips, cheek, and chin, some of which she transferred to my face with a very sloppy kiss.
Finally, (and this was the nicest thing of all!) she told me to stay put, went to the bathroom for a hot washcloth, and cleaned me up. I told her I loved her, and ask what I could do for her in return.
Now I didn’t know much at that age about getting females off — I don’t think I knew they had a clit, and I assumed that straight fucking was how they climaxed. I was kind of hoping that she’s let me do her in return.
Instead of pulling her pants down and spreading, she told me to meet her in the upper barn loft in half an hour. I was both disappointed and anxiously hopeful while I watched the clock passing time before I could make off to the rendezvous.
When I climbed up into the loft, Linda was laying on a blanket wearing a two piece swim suit. Each boob was about a handful in size, and she had a definite waist and hips. Not near the buxom broad she was to grow into, but unquestionably “husband high” and worthy of any boy’s attention.
The first thing she said was that I wasn’t going to be allowed to fuck her, ever, but we could still share a lot and give each other climaxes. Then she asked me if I knew what to do with a girl when I couldn’t put my dick in her pussy. After a moment of panic, I decided to be honest and told her no, and that I wanted her to teach me.
She started with her tits, pulling her top up, lying back, and inviting me to fondle her breasts. It felt wonderful to knead her mounds and finger her nipples. She had me lightly brushing them, and in response, they seemed to get even larger and harder. When she started me sucking on them I was in heaven.
As I suckled, her breathing speeded up and her chest got flushed. She slipped a hand inside her bottoms and soon started grimacing and then panting. Her hips bucked up and down a couple of times and she groaned like she was in pain.
This made me worried, so I stopped sucking and ask if she was OK. Oh yes, she was OK, she told me. Didn’t I recognize an orgasm when I saw one? With that clue, things kind of clicked. I ask what she had been doing with her hand in her bottoms, and she told me it was high time I learned.
I took off her swim suit bottom, then her top so she was totally naked. But when I started to drop my pants, she told me that only one of us could be undressed at a time, and I was going to have to wait for my turn.
Then she lay back, spread her legs, and gave me the 50 cent tour. Of course she pointed out her clit, and how her inner and outer lips had opened up (because she was so aroused) so I could see the opening to her vagina. I can’t recall how much, if any, of a hymen she had. In retrospect, I suspect she broke it herself possibly playing with some makeshift dildo like a hairbrush. My only disappointment was that I couldn’t locate her pee hole, but that really didn’t matter.
Soon she had me sticking a finger inside her. Each time I went in she squeezed it, flexing her hips, and sometimes giving a little shudder. I ask if she was climaxing (dummy me, these were nothing compared to her earlier one) and she said no, but keep doing it right and she might.
Linda got further along, but not really close. So after a few minutes, she had me start stroking her clit with my other hand while I finger fucked her. A minute later she was telling me not to stop as she bucked up and down, moaning and pinching her tits, and saying that she was cumming and cumming.
Then suddenly she made me stop touching her, and I was afraid again that I’d done something really wrong. She assured me that she was just too sensitive and needed to cool down.
She put her suit back on, added cutoffs and a tee shirt from under a corner of the blanket and announced that it was my turn again. Soon I sat naked as she knelt between my legs and blew me again.
We had an encounter almost every day for the next two weeks, different times and places all chosen by her. The third time we were together, she set me to eating her out. I loved it when she squeezed my head between her thighs and used my hair as a handle to keep my face in her pussy while she bounced though her orgasm.
Things were never the same as the previous. She kept adding to the performance, having me finger fuck while eating her, playing with her ass, and finger fucking her ass while sucking her clit, all sorts of combinations. One time we both stayed (mostly) dressed, making out super heavy and putting our hands in each other’s pants to get the other off. She declined my idea of 69 only because we’d both have to be undressed do to it right.
The last week I was there, I thought the shit finally had hit the fan. May and Linda had been arguing again, and May said she knew all about Linda and I sneaking off to have sex. Linda said we never had sex and May should get her own boyfriend. Chad finally broke them up, and later made me confess what Linda and I had been doing. We boys all agreed to keep it secret, and Chad said he’d talk to May about not telling, not if she didn’t want to face dire consequences.
The good news was, first no one ever seemed to find out beyond our circle. But second, and even better, I lost my virginity to May!
I was down in the basement taking a shower when May walked in on me (breaking another MAJOR rule) and confronted me. Had I fucked Linda? (No.) What exactly had Linda and I done (Everything but 69 and penetration.) Did I want to go all the way? (Yes!) Finally, May said that Linda and her mother were going into town the next morning, and that May intended to fuck my brains out (her words) if I was brave enough to show up in the girl’s bedroom after my aunt and Linda left.
Before the car left the driveway, I was sitting on May’s bed waiting. It didn’t take her long to appear, and we started making out and undressing each other. It took us a while to get into a 69 but when we got there, I made her cum pretty quick. I almost got my dick bitten off when she lost control of herself, but no real damage was done!
May gave me a great hand job, and I ate her out. She could have multiple orgasms; I stopped after her first one and she gave me hell until I started up again. After three good ones, she went for my cock and licked and sucked my second orgasm out of me. As I lay resting, she explained that I was going to last longer when we fucked because I’d cum a couple of times already, and because I was going to wear a condom.
Some more petting and tit sucking (this time she did my nipples) and I was stiff enough for her to roll on the rubber. Then she was on her back, legs spread, and after having me lick her kitty a bit, she guided me between her lips to her entrance. There was a nice firm resistance as I easily sank all the way inside her.
She held me tight and told me not to move for a bit. Then I felt her rhythmically squeezing my cock and bragging about how tight she could make herself. When she started me pumping it was pure bliss. I speeded up at her urging and banged hard against her clit. She was cuming, letting me know just how good I was doing, and I wasn’t close to my own climax.
Then she shifted us to doggy style and had me finger her clit. After 3 more orgasms, she collapsed forward to lie still on the bed while I kept going. I experimented by varying my angle of attack, and found that when I was almost straight down from directly over her tail, it hit a great spot for her. She started to moan again, leading to another couple climax for her.
That position was also rubbing my sweet spot against the inside of her pubic bone. I felt myself growing even larger and harder and finally reached that point where I knew that I was going to cum, come hell or high water. I grunted out how close I was. May tightened her legs and started rocking her hips and calling for me to dump my load.
When I did, it felt spectacular, perhaps the biggest of the day! I squirted 5 times and then slowly pumped away, trying to keep my hardness. I finally lost the battle and rolled off of her. She laid her head on my shoulder and put an arm and leg around me.
Of course I had to tell May that she was fantastic, better than her little sister. It wasn’t too much of a lie because they were so different, or at least a lot of the things each did with me were different. In my way, I loved both of them. Linda was sweeter, but May put out more. I didn’t want to have to choose. I wanted them both!
Then May put it to me. If I didn’t mess with Linda any more, May would fuck me again, and we wouldn’t use a condom when I came inside her. Being forced into that decision was a real pisser. I agreed with May, figuring I only had 3 days before my folks came back to pick me up, and maybe I could do a really good “good-bye” with Linda after May delivered on her promise.
Well Linda was really upset when I told her I couldn’t make the next rendezvous. I think she instantly figured out what May had done, and she totally cut me off in spite. Linda wouldn’t have anything to do with me for the rest of my visit.
May actually made good. I’d expected that when she saw Linda drop me, she would declare victory and drop me too. But she sneaked one over on everybody by announcing that she was driving me (she had just gotten her license but technically couldn’t have underage passengers without an adult) over to a friend of hers whose brother wanted to meet me. It worked. We ended up at her friend’s house, and her friend and brother gave us privacy in the basement playroom. I wondered what May traded to get this setup.
Anyway, we started making out, the clothes came off, we 69ed, traded oral orgasms (3 to 1 again) and I started playfully wrestling with May trying to get my dick between her legs. She stopped me, got a condom and tube of lotion from her purse, and told me to get on my back. I argued that she’d promised no condom, and when she threatened to stop, agreed to trust her.
Gloved up, she climbed on and rode me cowboy for at least 5 orgasms. I came once, but she kept me inside her and got me hard again. She seemed pretty tired when she climbed off me and I was afraid she was going to quit. Instead, she announced it was time for my final treat, and found the tube of lotion.
I was and wasn’t surprised when she used it to lube up her ass hole, it dawning on my just how May was willing to let me cum inside her without a rubber. She peeled me off, lotioned up my cock, and got on knees and elbows. Holding her butt cheeks apart, she presented her ass to me and told me to go very slowly as I stuck it in.
Now it took a bit of force to get open her rosebud with the head of my cock, so I overshot a bit, ending up with a bit more than just the head inside. I stopped as quick as I could after breaking through and wait a minute before she started pressing back on me. We slowly worked it all the way home.
God was she tight. I savored each stroke, going slow and long, appreciating the gift of her ass and the ultimate thrill of forcing myself into her most intimate place. When it became comfortable for her, I noticed her body starting to respond, and so I started to speed up. One of her hands was between her legs, furiously working her clit. The other arm cradled the top of her head against a pillow that muffled some of the noise she was making.
I went faster and harder. She got louder and louder, calling for my to fuck her ass and moaning about how good it felt. Finally she grabbed the pillow with both arms and started screaming into it as a massive climax hit her. Her sphincter loosened, her body shook, and she called out my name several times, saying how good I was.
That was enough to set me off. I felt myself start to swell. She got tight again which helped me along. I called out that I was fucking the best ass there was and I was going to fill it with spunk, and she called back begging me to do just that. My first release set her off again as her bowels got all slippery inside. I pumped and shot gobs and gobs of cum before finally popping out.
May and I cuddled up beside each other, and I looked across the room to the stairs. Her friend and her friend’s brother sat on the steps watching us, jeans loosened. They have gotten themselves off watching us and I could tell there was a bit of a mess between them where his cum had sprayed the both of them. May nudged me and whispered that it was OK, and that was part of the deal to use their playroom. They went back up stairs, and left May and I to clean up with towels from the laundry room.
So that was my first time. I’d like to tell you that we had fun on other visits, but May and I never got enough time and privacy to really do it again. Linda was nothing more than a prick tease always reminding of how I wronged her. But damn, they gave me a great education, and I’ll still love both those girls forever.
Thank you, Linda and May!
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