But she was also going out with my best friend Nick, and so she was off limits—not that I would have had much of a chance with her anyway. This is the story of how Nick trusted me, Anna trusted me, my parents trusted me, and I sort of even trusted myself. But I ended up letting everyone down. Or did I? You decide.
This was more than a dozen years ago, and Anna and Nick were a year ahead of me in high college, and getting very serious. In part because I was Nick’s best friend, Anna always trusted me, and even flirted with me in an innocent way. I think also she really wasn’t aware of how attractive she was to me. In fact, I wasn’t sure she really knew in general just how beautiful she was, or of the destabilizing effect she had on most men—and I bet on some women too.
Anyway, back to the story, because there’s a bit of explaining to do…
I was mostly happy for Nick and Anna as they got hot and heavy their senior year. But, I admit, I was also sometimes jealous because Anna had mostly taken away my best friend. And I was a bit jealous too of how Nick was fucking, as he told me in some detail, this flame-haired goddess almost all of the time.
I should admit that at this point I was a shy virgin who had never gotten beyond kissing, and hadn’t even done much of that.
Then, shortly after they graduated from our high college, Anna got pregnant. It was an accident and a shock, but they decided to keep the baby and get married. But for some people they didn’t do it quickly enough, because by the time of the wedding Anna was showing a medium amount. It was a little bit of a scandal in our upper-middle class enclave, and I heard some of my Mom’s friends, and even my Mom, talking about it.
Nick then joined the National Guard to help support his new family, and to pay for his tuition at the local community college. Nick was pretty smart, but only a B/B+ student, and the same was true of Anna, and so neither of them had even bothered to apply to the good state colleges.
As all this was happening, suddenly both of them became literally closer to me, because they moved into my parents’ carriage house in the back of our big house behind the pool. Our yard was pretty big, and in the back was a small gardner’s or caretaker’s house. It had just one floor with two bedrooms, a small kitchen, one bathroom, and a small living room-dining room. The whole thing was about 900 square feet, and so about the smallest regular house you could imagine. My parents sometimes rented it out, and sometimes just had it for guests, and it happened to be available after Nick’s slightly scandalous marriage to the obviously pregnant Anna. Since Anna’s Mom and my Mom were friends, it was worked out for them to live there, although they were still charged rent, even if it was a couple of hundred dollars a month less than market.
Soon Anna and Nick’s baby, little Ben, was born, and they were seemingly a happy if exhausted couple in the back of our house. Nick was going to college full-time, and Anna taking time off for several months as the baby grew. Once baby Ben was a few months old, reddish-blond and cute as could be, with smiles for almost everyone, I began to get trained to do some babysitting for them, including learning to change little Ben’s diaper.
And, when I was over there, I really saw Anna breastfeeding for the first time. She was as beautiful as ever, maybe even more so since the birth, but the exhaustion of motherhood had given her dark circles under her beautiful green eyes. And her breasts, always shapely and good sized, and I’m afraid the focus of my attention for the last couple of years of high college, were now even bigger. And Anna now wore loose blouses and, of course, nursing bras.
One day when I was over there visiting with Nick and Anna in their living room, we were talking about where I was going to go to college when I graduated from HS in a few months (full scholarship at the state’s flagship U), and we were also giving advice to Nick on what classes he might take during the summer, and discussing whether Anna should resume her job at the public library, where I also worked. Then baby Ben woke up from his nap in the back room and started crying.
Nick and Anna both smiled. Nick went back to get the baby while Anna kept talking to me, while simultaneously unbuttoning her blouse. She had a bra on underneath, but I could see quite a bit of cleavage, and I knew what was about to happen. Nick came back in with the crying baby, and I started to get up to go, but Nick and Anna said at the same time that I should stay, that it was beautiful watching a baby get precious nourishment, and that I needed to learn what to do. They’d gone to some La Leche classes together, and were big supporters of breastfeeding, including in public.
They’d already told me about this, and I had agreed, but I was still shy and uncertain. Anyway, I sat down. In the past, when we’d been in a park, or at my parents’ house, and the baby had needed to eat, Anna had somewhat awkwardly draped a cloth over her chest and the baby, but apparently since it was just me, one of her best friends and her husband’s best friend, as well as their new main babysitter, she didn’t bother. And so to my wonder, before I could look away, as Nick handed her the baby, Anna unhooked her bra over her left breast, and it opened up and revealed most of her engorged and freckled breast with its large areola and medium-sized pink nipple. The crying baby, also seeing this, quickly stopped crying. With her right hand under her breast and nipple, she gently angled her nipple toward the baby, who latched on and started suckling down the milk.
It really was a beautiful sight, and I was happy for the baby, but I’m afraid I was also thinking: wow, I just saw Anna’s breast. This was something I didn’t think I’d see in my whole life. I’m ashamed to say that my dick twitched in my jeans. Anna and Nick kept chattering on, as if it were the most natural thing in the world, which I suppose it was, and then the baby needed to be burped and to change sides. They wanted me to learn how to do this, and so as the baby de-latched, Anna had one breast visible again, but now there was a little drop of milk on her nipple. As I glanced at this, Nick first gave me a cloth for my shoulder, while Anna hooked her bra back up. And then they taught me how to gently pat the baby while he was draped over me. Baby Ben did indeed burp, which, if you know babies, was more like a little vomit, but when this happened successfully it made Anna and Nick very happy. Clearly I had to been able to pass yet another test on my way to being able to babysit their little treasure.
Nick said, “Since you’ve got him, would you give Ben to Anna so he can nurse the other side.”
“Yes,” I said, hoping they wouldn’t notice that I was blushing.
As I brought Ben slowly over to her on the couch, gently supporting his head and neck as they’d taught me, Anna unfastened the other side, revealing her equally beautiful and engorged right breast, which I couldn’t help looking at quite closely as I brought little Ben in for the touchdown. Using her left hand this time, she angled her nipple for him. Anna smiled a beautiful smile at me as the baby latched, and I saw Ben sucking away at the nipple of her other tit. Again, I’m ashamed, but I was somewhat turned on.
And I continued to be as I saw Anna’s breasts almost daily from this point on. Each night, alone in my bedroom, I would put lotion on my hard and straining cock, and as I thought about Anna’s luscious breasts literally dripping with milk, and then of what was between her legs, after just a few minutes of stroking my sperm would come squirting out into the waiting tissues.
I don’t think they knew how it was affecting me. Thank goodness. Probably they thought: perhaps this is a little turn on for him, but boy do we need a cheap, reliable, available babysitter, and no one is more trustworthy than David.
And then, suddenly, Nick’s National Guard unit was called into active duty and shipped over to Afghanistan, leaving Anna alone with the baby. Of course, she had a support network, which when it came down to it consisted mainly of her Mom, me, my Mom, plus one of her girlfriends.
It was arranged before Nick left that I would babysit five days a week for four hours a day, allowing Anna to get out of the house, run a few errands, and resume working several hours a week at the public library, where I also worked. I was supposed to get $6 an hour, which if you know how much work it is to really look after, care for, feed, clean, and entertain a baby, is really not much money. It was more of a favor and obligation to them, my best friends. But I have to admit it was fun. Baby Ben really started bonding with me, and life was really enriched by the little guy’s smiles and noises and everything else, even though there were lots of poppy diapers and lots of burps to clean up. I would feed Ben with breast milk from a bottle that Anna had expressed with an electric pump from her milk-filled breasts.
It was heartbreaking when Nick had to say goodbye. When he and I were alone the day before he left, drinking beer together, he told me to take care of Anna and the baby for him as best as I could. And I promised I would. And then he told me to watch out for any of her former boyfriends, or any guys that might try to get to her while he was gone. He told me something that I agreed with, that Anna was not quite aware of how beautiful she was or her effect on men. This was especially true after the pregnancy, he told me, because she’d gained twenty pounds, and there had been other changes to her body. As he said this, a look of almost disgust crossed his face for a second. She felt, he told me, like she was ugly compared to what she had used to be. Anyway, would I watch out for her, care for her and for baby Ben, keep her company, and keep her from getting lonely? That was a lot to ask. But my friend was facing possible death, and so I promised I would do my best.
The first days after Nick left were difficult. Anna cried a lot, and I hung out with her and Ben many hours beyond the four hours of babysitting that I did. It was summer, and my schedule was pretty free. And with my best friend gone, and no girlfriend for me in sight, I was free to be with Anna and help with the baby.
And Anna, even in her exhausted and somewhat depressed state, still wove her magic. You know when a woman is so pretty, and yet also nice, and she actually likes you and is being genuinely friendly to you, and even trying to charm you sometimes, how it feels like you’re in a magic spell of beauty and laughter? That’s how I felt around Anna most of the time. You may have figured it out by now that I wasn’t just really attracted to Anna, but I realized began to admit to myself that I loved her too.
But I could tell she was having a tough time keeping it together, and she was crying a fair amount. For obvious reasons, she was depressed sometimes, and I knew I needed to get her out of the house and try to help her feel better about herself.
“Hey Alice,” I said one day, when Nick had been gone for about three weeks, “Why don’t we go to the public pool!”
“Why?” She answered in a rather flat way. “We can just go swimming in your pool.”
“Well, we might meet some people we know. And, in any case, we can show off this handsome guy,” and as I said this I grinned at baby Ben, who was in my arms, and he grinned a gummy smile back at me as if he knew what I was talking about.
“I’m not sure I can,” Anna said, with a pained look on her face.
“What do you mean? Why?”
“Well, my Mom got me a new bikini to fit my ‘new shape,'” She said this ironically, clearly quoting her mother, “but I just…I’m not sure I feel comfortable being in public looking the way I do, down there,” she said, and looked down at her belly.
“Nonsense!” I said, “It’ll be fine!”
“You say that now, but you haven’t yet seen what I look like,” she said, still seeming dejected.
It was true that I’d seen the tips of her breasts a lot for the last several weeks, but I hadn’t seen much more of her than that. And I remembered, before her pregnancy, of how much of a stunner she was in her bikini.
“Well,” I said smiling, “get into your swimsuit, and I’ll tell you what I think.”
“Really?” Alice said, “you promise to tell me what you really think?”
“OK!” She said, suddenly seeming excited, and she left me and Ben to go into the bedroom to change.
A few minutes later she came strolling out in her new bikini, and said, “Well?”
Her breasts were magnificent in her new pink bikini top. She had told me that she had been a C cup before, and since Ben was born was now a D cup, and I saw what she meant. Her breasts had gone from medium to larger, and her bikini top showed an impressive amount of cleavage. As much as I’d seen the tips of her breasts in the nursing bra, seeing them this way was different. I couldn’t help but look at her with an almost awe-struck and typical teenage male expression that often happens when you see a woman like that. I composed myself quickly, but one word was all I could manage:
Anna smiled a smile like a perfect spring day, and then she laughed. The sound of her laughter was like joyful music. She looked really happy as she said, “I can tell you’re not lying—about these,” she said gently touching the tops of her boobs, “but what I’m more worried about is down here,” and she moved her hands down and directed my eyes to her belly, and added, “See?”
It’s true that her stomach wasn’t like it was before. Where before it had been perfectly flat, now it swelled out some, and there were several white stretch marks on her skin. But it wasn’t a big deal to me. And as I looked slightly down at her pink bikini bottom, I wondered, as some men do, what her pussy looked like underneath. And then I continued looking down to her still muscular and slender legs, down to her pretty feet with their painted-pink toenails.
Having made that trek, I looked back up at her beautiful green eyes in her lovely face, and said something I’d wanted to say for years:
“Anna. You’re beautiful,” I said, simply and honestly. “In fact, you’re still the most beautiful woman in our whole high college.”
She couldn’t doubt my sincerity, and smiled and looked happy. But as soon as it came out I realized I’d said too much.
“Thanks, David,” she said quietly, looking pleased.
But then a little look of worry crossed her face. Seemingly she was beginning to figure out for the first time how I really felt about her.
“But,” she added, “there’s no way I was ever the prettiest girl in the whole college, unless you especially like redheads. What about Lisa Gardner?”
Lisa was a gorgeous blond goddess.
“Lisa,” I admitted, “is *very* pretty. But almost too pretty and ‘perfect.’ And she seems kind of bratty.”
“Yeah, that’s Lisa. Little Miss Perfect. And she is kind of a bitch!” Anna laughed. “David, I didn’t know you were so perceptive!”
“But what about Moira?” Anna then said, referring to a stunning brunette in our college.
“Oh, you’re right,” I said,” “Moira is very beautiful, and she’s actually fairly nice too. I would worship the ground she walks on—if she’d let me. She’s actually kind of a friend. And she’s smart too. Maybe I’ll even try to ask her out someday, just for coffee, since we’re going to be going to the same University.”
I felt I had defused the tension of saying Anna was the most beautiful in our college, but then I couldn’t help myself, and added:
“Anna, to me you’re still the most beautiful. And the nicest. Nick is the luckiest man in the world.”
“Oh, David,” Anna said, looking both complimented and a little more worried. She paused, then added, with an attempt at a defusing laugh, “How long have you felt this way?”
“Oh for years,” I laughed, blushing and trying again to defuse the situation, “Like about two hundred other boys in our high college.”
Anna laughed again, seemingly acknowledging her popularity with the boys at our old high college. Since she’d graduated more than a year ago, however, that must have begun to seem like the distant past to her.
“But if you felt that way, why didn’t you ever ask me out? Some of those other guys did.” She seemed genuinely puzzled and curious.
“You are *way* out of my league!” I said and laughed again, because it was true. I was handsome enough, but not in her league at all, and also very shy. “And, anyway, you know I couldn’t be happier for you and Nick. And I’m a very loyal friend.”
Anna smiled, looking relieved, and said, “Yes, you are a loyal friend. Thank you so much for all you’ve been doing for Nick, for me, and especially for little Ben. You’re right, we should get out of this damn house. Let’s just go right now. We can put on sunblock there. Would you get a bottle of milk for the baby?”
I said yes, and we gathered up our towels, sunblock, and everything else we needed, and headed out for the pool, which was only a short drive away. Baby Ben was locked into his car seat and mostly quiet as I drove their old car that my parents had given me, a ten-year old Accord.
Anna suddenly said, “You know, I would have said yes if you’d asked me out.”
“Really?” I said, laughing and rather doubting it..
“Yeah, really. I always liked you.”
“Just another example of how you’re the nicest of the gorgeous girls in our high college: you would even go out on a ‘pity date’!”
“Really, David, you should have more confidence!” She seemed to be almost lecturing me now, as she added, “Anyway, what girls did did you ask out?”
“None of them.”
“I’m just too shy, I guess. It was easier just hanging out with Nick.”
“And then I came along and took him away from you.”
“I don’t blame him at all. That was an easy choice! And I gained you as a friend,” I said, as I turned into the parking lot of the pool.
The pool was medium crowded, but we found a place to put our towels, and I put baby Ben in his removable car seat with its sun shade gently down on the concrete. And then we started sunblocking ourselves. Anna had already attracted some rather bold stares from a few men of various ages. She acted like she didn’t notice, but I have a feeling she did.
She seemed happy, in any case, as she lay on her stomach on a towel and asked me, after I’d done myself and the baby, to do her back.
“Sure,” I said, acting casual and like this was normal.
As I warmed up the lotion by rubbing it in my hands, I was able to study the skin of her back for the first time. Like many redheads, she was quite fair, and had a generous sprinkling of freckles across her body. I gently but firmly rubbed in the lotion.
Anna said, “That feels good, David!”
It was a little tricky to do it around where the back straps of her top were, but I managed to lift it up with one hand, and rub underneath with the other. It was a little exciting rubbing next to the swell of her butt, but I kept thinking of ice cubes, and managed to stay soft. I was efficient and fast, and when I was done she returned the favor in a similar way.
“Hey, do you mind if I leave you two here,” she said, glancing at Ben, “while I go for a swim?”
“Sure, go ahead, have fun. If we need you we’ll come and find you.”
Anna walked over to the pool stairs at the shallow end, and then started very slowly walking down the steps and into the water, pausing a few seconds at each step as she got used to the water. Her voluptuous form was again drawing stares from quite a number of people. Except for the fact that she had a bikini on, had red hair, and wasn’t standing on a floating shell, I would say she looked almost exactly like Sandro Botticelli’s famous painting “The Birth of Venus.”
She got a secret smile that seemed to indicate that she was enjoying the stares. And she was apparently ignoring the looks of annoyance on the faces of some of the women whose men couldn’t help but gawk.
Once she finally got all the way in, she started swimming breast strokes across the pool, doing laps. She kept this up for quite a while.
In the meantime, I put Ben in a swim diaper, and went with him to play in the kiddie pool, which he thought was very fun. And, as I expected, the cute little grinner got a few admiring comments himself from the other Moms who were with their babies. In fact, they seemed to be extra nice to me, and seemed to be commenting on what a good father I was, but also seemed to stare at my left hand and notice I didn’t have a ring. I had to explain that I wasn’t the father, just a babysitter, a friend, and some of the rest of it. They nodded sympathetically while Ben happily splashed. And so we were both busy and distracted for 20 minutes or so.
When I finally looked around up and found Anna again, I saw her talking in the shallow end of the big pool with a handsome, tan, and very muscular man with a hairy chest of about 30, who was clearly quite interested in her. And, I realized with a shock, she was flirting with him. She was laughing a bit, playing with her hair, and just in general being sexy, which seemingly came naturally to her.
Yikes. Nick wouldn’t like that much. And I had to admit I didn’t either, as I felt a pang of jealously as green as Anna’s beautiful eyes wash over me. I watched for another few minutes, and then, by luck, Ben splashed himself even though I was holding him and got some water in his eyes, and then started crying.
I picked Ben up out of the water, tried to comfort him, but to no avail. Then I went and got the bottle of breast milk and tried to feed him, but he must have had chlorine in his eyes, and he just wasn’t interested in the bottle. And so I started walking over to Anna, holding crying Ben gently on my hip.
She saw me approaching, heard Ben crying, and reached out her arms to take him.
She looked kind of embarrassed as the handsome muscle man realized that this was her baby. You might have thought he would have noticed her wedding ring, but in fact she’d taken it off before Ben was born because her hands and fingers, like the rest of her, had gotten a little larger with the pregnancy.
“Is this your husband?” the man said with shock, looking surprised and annoyed.
“Oh no,” Anna said laughing, as she held Ben, who was still crying, “This is just a friend. My husband is in Afghanistan.”
I could see the man suddenly getting a calculating look on his face that alarmed me.
“Anna,” I said, “I think we need to go.”
“Go?” Anna said, “We’ve only been here a little while.”
“Yes, but, uh…” and then I tried to indicate with my stares and slight nod at her breasts what I meant and wanted her to look at without saying it. Because Ben was crying, her milk had let down, and was leaking into her pink bikini top, making two wet spots appear on her now mostly dry top right where her nipples were.
As Anna looked down and saw this, she somehow seemed to blush and turn pale at the same time.
“Yeah, you’re right, David, we’ve gotta go. Nice to meet you Randy! Come on Ben, we need to go home now.”
We quickly gathered up the stuff and left the pool.
We got into the car and got the squirming Ben buckled up. He was still crying loudly in back as Anna I got in front an buckled.
Anna, to my surprise, suddenly said, “Ouch! Ouch!”
“What is it?” I asked, alarmed, thinking she’d pinched herself in her seatbelt or something.
“My breasts are hurting!” She said, squinting her eyes a bit. “They’re too full of milk. I really need Ben to nurse them. Start driving. Let’s just get home!”
We got home and Anna collapsed on the couch with the still crying Ben. She reached back and untied her top, which dropped off, freeing both of her magnificent breasts, and as I watched little drips of milk started slowly gathering on each nipple. I stared at them in awe, and so did Ben as he quickly started suckling her right one.
Anna glanced up and caught me staring, but she didn’t seem upset. Instead she seemed just glad she was getting relief, at least on one side.
“Sorry!” she said, smiling, “although it’s not like you haven’t seen most of this before.”
She half-heartedly covered the breast that Ben wasn’t nursing with her hand, and said, “Ouch, this one is really full. Could you get me the breast pump?”
“Yeah, sure,” I said, and must have still had a look of wonder and admiration on my face, because Anna suddenly got an ironic smile as if she was both enjoying my attention, and trying not to laugh at the look of longing I was giving to her tits. I felt my cock twitch in my bathing suit and start to thicken.
I quickly pulled myself out of the moment and went to get the breast pump, and then heard from behind me Anna saying, “And while you’re at it, get me a beer!” Pause “And I’m really hungry. Could you bring me some chocolate?” Pause. “And then make me a turkey sandwich!”
“Sure,” I said, laughing, having already learned the meaning of “eating for two,” and relieved that Anna wasn’t offended or kicking me out for staring at her luscious, milky breasts.
I brought her an opened beer bottle and the pump at the same time. I saw she had already let her hand down off of her left breast, which again had a little drip of milk on her pink nipple.
She raised her eyebrows at me as I couldn’t stop myself from looking, then took a several big gulps from her beer, and then let out a large belch without covering her mouth.
“Sorry,” she said, “Hand me the pump.”
The pump was a little battery powered plastic device which had at the top a cone-like top, looking a little like a funnel, but clear. She’d taught me about it, but this was the first time I’d seen her use it. Anyway, she put that part on her breast and turned it on, and it started making its loud electric noise as it sucked her nipple and the top of her breast back and forth into the cone, making it looking like her nipple was almost humping the cone. Milk dripped into the waiting bottle below.
“David?” Anna smiled humorously at me as she saw me starring, “I really need that chocolate and turkey sandwich.”
“Oh yeah. Sorry!” I went out and got her a couple of mini Hershey bars, which I unwrapped put right in her mouth, since both of hands were busy, one holding Ben and the other holding the pump.
“Fank you!” She said her with mouth full, chewing, as the noisy pump kept pumping and humping her breast. The bottle beneath the pump was already about 1/5th full.
I went back and made the turkey sandwich with mayo, mustard, white cheddar cheese, a little sliced onion, a little avocado, and a little pre-washed lettuce.
When I got back, Anna said, “He’s ready for burping,”
And so I quickly grabbed a cloth from the table, draped it across my shoulder, and then reached over to gently take Ben from her. As I did, I accidentally brushed the back of my hand against the warm and slightly wet nipple of her breast. My cock twitched again.
“Sorry,” I said, as I gently draped Ben over my shoulder and he let out an almost immediate burp-vomit.
“That’s OK!” She said gobbling down the turkey sandwich in big bites, in-between guzzles of beer and series of burps.
“Sorry again!” She said, between burps, “I must be really grossing you out!”
“Not at all!” I laughed.
She looked relieved as she turned off the breast pump, and then took it off of her boob. And then both of her beautiful breasts were free again, with their large pink areolas and their pink nipples. They were slightly pointed and seemed to defy gravity to some degree, although they were clearly heavy enough that they were resting against her chest.
She suddenly blushed at my stare, which I quickly averted, and then she put both of her hands over her tits and said, “I’ll go get dressed.” She then added while she was walking to the bedroom: “Would you please change his diaper? And then try to put him down for his nap!”
“Sure, I said, as I laid the now sleepy Ben down on his changing pad.
I started expertly changing his diaper, then got him dressed in a clean cotton onesie, and then took him over to his bedroom and put him in his crib. He seemed to be asleep as soon as I put him down.
When I got back in the living room, Anna was dressed in baggy sweats, and so there was no more boobage on display.
“Oh my gosh, thank you so much, David, for everything. Really!”
“That’s fine,” I said, “It was a pleasure.”
At that, Anna got again her secret smile, as she seemed to be remembering back to my look of awe and longing at her breasts. She thought, as she was right, that I’d accidentally thanked her for the pleasure of seeing her breasts totally free and in action.
I could see her trying to decide whether to say something, and then deciding not to.
“What should I do with this,” I said, picking up the breast pump, with the bottle of milk underneath it almost half full.
“Well, as you’ve seen,” Anna said with a sigh and a smile, “there’s not really room for any more of my milk in the fridge. I’m making too much. Ben can’t drink it all.”
She paused for a few seconds, clearly thinking and trying to find a way to say something. Then she added, as if casually: “You can drink it,” and she shrugged her shoulders, “for all I care.”
And then she looked carefully at me, trying to gage my reaction. Clearly she did care.
I had heated many bottles of breast milk for Ben, always testing the temperature by squirting some on my wrist, to make sure it wasn’t too hot, as I was taught. But for some reason so far I’d never licked it off, even when I was alone.
“What does it taste like?” I said, uncertain but curious.
“I think it’s really good,” Anna said, suddenly looking shy, but smiling and blushing again, “but I don’t know what others think.”
“Hasn’t Nick tasted it?”
“No, he thinks it’s gross,” she answered, looking a little sad.
“Well, he didn’t say that exactly, but he’s just never tasted it, and wouldn’t even the couple of times I offered it to him. And he looked grossed out.”
“That’s weird,” I said.
“Is it?” She said, and then she added, almost seriously, “Would you try it?”
“Sure,” I said, “Why not.”
Anna smiled, and said, “I’ll be right back.”
She took the pump with its still attached bottle into the kitchen, and then I could hear her taking the bottle off of the pump and putting a rubber nipple with ring onto it.
She walked back and handed it to me, and said, “There. I dare you!”
I felt a little uncertain, and it seemed a bit strange, but there didn’t seem to be any turning back now. The bottle was warm in my hands.
I was holding Anna’s warm breast milk, and she wanted me to drink it.
I smiled, put the nipple of the bottle to my lips, and tilted it up and gently sucked just to get a little bit.
It was sweet and thin, but also creamy and delicious.
“Mmmm,” I said in genuine surprise, as I took the nipple out of my mouth, “That’s really good! No wonder Ben’s so crazy about it.”
“Yeah,” Anna said, smiling, “that’s what I told Nick, but he still wouldn’t try it.”
She saw me hesitating while I looked at the bottle.
“Well, drink the rest of it!” She said laughing, but it seemed almost like an order. “It took me a lot of work to make that stuff!”
I still felt a little uncertain.
“Go ahead,” she added, in almost a sexy voice, “I’ll burp you if you need it.”
I laughed a little, and then tipped the bottle up and started sucking harder, feeling gulps of the sweet essence of Anna pouring down my throat.
She looked not just happy, but sort of turned on that I was drinking her juice. I was a bit turned on too as she watched me, and starting to get a hard-on as I kept sucking down her sweet milk.
“Good boy!” She said, as I finished it up.
I did burp just a little, and then smacked my lips.
I smiled at her, and she smiled at me, and our eyes met with a certain intensity they hadn’t had before.
I could feel a special moment crossing between us. We had already slowly but surely been crossing some lines, and we both knew it, even while we both tried to pretend it wasn’t happening.
Anna was the first to break the spell, as she told me she really needed to take a nap, although as she said this I realized she actually looked fully awake and kind of horny, and the thought crossed my mind she mind that she might be planning to touch herself.
She gave me a hug, pressing her breasts under her sweats against me, and thanked me again. I thanked her for the delicious milk, and she looked touched, but also horny again.
And then, I finally left for the day.
Nothing much beyond the normal happened for the next week or so. It was just the constant work of caring for the baby, trying to cheer Anna up, making food, doing dishes, shopping, and so on. I was fulfilling my promise to Nick, who was already having a tough time in country.
One morning I knocked quietly at Anna’s house, and then let myself in since the door was ajar. Avoiding waking up Ben when he was napping was always a goal. I thought I saw Anna from the back, with her long red hair, in the kitchen.
“Hi Anna!” I said, perhaps a little too happily—but instead of Anna, Anna’s mother Helen turned around, looking at me quizzically. She’d been helping out a fair amount too, although not nearly as much as I had, and anyway we took different “shifts,” and so far hadn’t overlapped.
Helen was a striking woman in her mid 40s, and a thought suddenly struck me that I blurted out:
“Wow! You look like Anna’s big sister!”
Helen suddenly smiled a radiant smile, practically glowing, and then said, “David, you’ve just made my day! How are you, you handsome man?”
And then she laughed in a way that sounded something like Anna’s, but with quite a bit more of the devil in it. I suddenly remembered that she’d flirted with me in a weird way in the past at my parents’ parties.
I blushed, laughed a little uncomfortably, and mumbled that I was OK.
Helen was dressed in a white blouse that was cut low to show off her lovely freckled cleavage, of which she had plenty, as well as green capri pants.
“Is Ben still asleep?” I asked.
“Yes,” she answered, “but I heard him cry a little just a minute ago, and so I think he’s about to wake up.”
As if on cue, Ben started a wailing cry.
“I’ll get him,” I said, and walked back to Ben’s bedroom and scooped him up. I could tell right away he had a poopy diaper, and so I laid him down on his pad and started expertly changing him, all the while smiling at him and talking with him. This didn’t always work, but this time it did, and he stopped crying and started smiling, and then even laughing a little at me as I made silly faces at him and wiped him up.
“Wow,” I heard Helen saying right behind me, “you really know what you’re doing.”
“Thanks,” I said. I saw no reason for false modesty. I did know what I was doing. And I was really good with Ben.
“Would you heat up a bottle?” I added, as I stated dressing Ben in some fresh clothes.
“Sure!” Helen said, and she went back to the kitchen and I could hear the microwave going, I hoped for the 22 seconds that we’d found out worked.
She handed me the bottle, and I shook it up a few times, and then squirted a little on my wrist. It was fine, temperature-wise, and I licked it off the milk. Then I handed the bottle to Ben, whose little arms and hands were reaching out to get it. He grabbed it and started nursing on it and grinning at me at the same time, which caused some milk to spill out of the sides of his mouth.
When I looked over, Helen was staring at me in some wonder.
And then she said, “Ben and Anna are *very* lucky to have you!”
“Thanks,” I said, and smiled. She smiled back, and I could see that her green eyes were almost as beautiful as her daughter’s. She really did look like Anna’s much older sister.
“Where’s Anna?” I asked as I thought of her.
“Oh, I gave her a break. She’s out visiting one of her girlfriends,” Helen said, and then added, “She’ll probably be back soon.”
“Well, if you want to take off, that’s fine. I’m on duty.”
“Actually, I’d like to stay with you for a while. If I may?” And she smiled a warm smile, that again looked a lot like Anna’s, but somehow with a devilish undertone.
“Sure,” I said, a little uncertain.
“What do you hear from Nick?” she said, suddenly shifting topics.
“Well. It’s pretty tough over there. Tougher than he ever could have imagined, he says. One of his friends died just the other day. Blown to bits by an i.e.d.”
She nodded, studying me.
“When I’m taking care of Ben,” I said, beginning to feel for Nick, and for this whole family now that I was so involved, “I sometimes realize that he might never see his father again, because…Nick…” Suddenly, and without warning, I was choking up, imagining my friend blow away by bullets, or by an improvised explosive device. I felt tears welling in my eyes, and realized I was about to cry for the first time in years.
“Oh, David,” Helen said with compassion, “Come here and give me a big hug.”
I got up and did as she said, and she hugged me against her with surprising force, gently but firmly pressing my face down with her hands against her cleavage. I was suddenly touching her soft boobs with my right cheek and staring at them from inches away. She was almost my height of 5’11”, and after a second or two she started slowly pressing her crotch rhythmically back and forth against my crotch, first lightly, and then more firmly. I was just wearing shorts, and, being a horny teenager, my cock started to rise almost instantly. She continued to press more firmly, and went a little faster, and I realized with shock that she was dry humping me while we were hugging. She kept me tight in her grip, and I felt I couldn’t move away. I was paralyzed by the situation, for I knew her pussy was beneath her capri pants, pressing back and forth against my dick, which was now rising up rapidly, and somehow I thought if that if I stayed still it might stop.
I was almost in shock, never having been flirted with in this way in my life. She slowed her movements and then stopped, now just pressing herself against my fully erect six-inch cock, which I knew she was feeling.
And then she whispered in my ear: “Sometimes it’s hard, isn’t it?”
I wanted to laugh, because the situation was so ridiculous and over-the-top, but I was still frozen, and uncertain of what to do.
“Yes,” I said, a little breathlessly.
I knew what she was really talking about though, and so I slowly but firmly separated myself from her, looking down so I didn’t have to make eye contact to acknowledge that she’d just given me a throbbing hard-on.
Suddenly Anna opened the door and walked in. She paused at the doorway, looking back and forth between the two of us, getting a weird expression on her face that I’d never seen before, and couldn’t quite interpret.
“Hey you two,” she said, quietly, and then seemed to again study my no-doubt also strange expression.
“What’s going on?” Anna finally added, sounding a little suspicious.
“Nothing dear,” Helen said with a smile. “I was just hearing from David about how worried he is about Nick.”
“Oh,” Anna said, suddenly looking sad, but also seemingly not entirely convinced.
She saw baby Ben now seeing her and reaching out for her from the floor, but since we were there she just went to the couch and started unbuttoning her blouse, waiting for one of us to bring him to her.
Since I still seemed paralyzed, Helen reached down to get him, and also picked up a cloth to drape over her Anna’s breast so it wouldn’t be visible. I realized that’s what she thought we always did, and that she probably wasn’t aware that I was seeing her daughter’s breasts on a daily basis. For some reason I looked away this time, even though there was nothing to see today.
“David?” Anna said gently.
“Yes?” I answered, looking up at her.
“Would you get me a glass of milk, and then make me one of those great turkey sandwiches with avocado like you did the other day?”
“Sure,” I said with a smile, glad to have something to do.
“Well, this is interesting,” Helen said, and now she was looking back and forth between the two of us, as I walked past her into the kitchen.
“I knew David was babysitting for you, but I didn’t know he was also cooking for you.”
“Oh Mother,” Anna said, with some annoyance.
“Do you do dishes too?” Helen asked sweetly.
“Yeah, I do,” I said, laughing nervously as I got stuff out of the fridge for Anna’s sandwich.
“And how much do you get paid for all of these services?” Helen asked, again sweetly.
“Six dollars an hour,” I said, although I think Helen knew this.
“Really?” Helen said, yet again sweetly: “And has she actually paid you yet?”
“Not yet,” I said, remembering, not for the first time, that Anna and Nick had said I’d be paid weekly, but that it had been a whole month and I still hadn’t been paid.
“Oh, well,” Helen said, now dropping the sweet tone, “Anna always was good at getting boys to do things for her!”
“Mother,” Anna said, with a warning tone in her voice.
I laughed nervously again as I made the sandwich. But then I did begin to wonder when I might be paid. Because really I was working closer to six or eight hours a day for Anna, usually seven days a week. Two to four of those hours a day were “free,” that I was just volunteering, but that meant my real rate of pay was maybe only a couple of bucks an hour. And, that was if I was actually being paid at all…But, there was a lot of free boobage, I thought, spreading mayo on the rye bread.
“Helen” I said suddenly, to get myself out of this thought, “Would you like a turkey sandwich too?”
“Oh, David,” Helen answered, somewhat theatrically, “I wouldn’t want to put you to that trouble.”
“It’s no trouble,” I said, seeming carefree, “I’d be happy to do it.”
“Well then, thank you. I accept!” Helen said, smiling, and then added, “But I’ll just have a half sandwich, since I’m not eating for two.”
“Watch out, David!” Anna said from the couch, “You’ll get a ‘free critique’ of your sandwich from the president of Helen’s Catering!”
Helen, who as you probably already guessed, was divorced from Anna’s father. She ran a successful catering business from her home. It was actually great for Anna, because Helen came by almost every day to stock Anna’s fridge with gourmet leftovers. I’d already eaten several meals of these leftovers, and they were always delicious.
“I’m glad to at least make her a sandwich after enjoying quite a lot of Helen’s amazing food while babysitting,” I said.
“Well,” Helen said, beaming as I glanced over at her, “I am so glad you’ve been enjoying my food David!”
Helen seemed quite pleased and happy, and added, “I’ll have to ask you later about what are your favorites—about what, of mine, you most like to…eat.”
Somehow the way she said it seemed to give it a double meaning, but I wasn’t sure.
But I happened to look over at Anna at that moment, because the kitchen, really more like a kitchenette, had a direct line of sight to the couch. Anna’s mouth opened slightly, seemingly in a combination of annoyance and amazement at what her mother said, and the way she said it, and I realized that I almost certainly did just get another intended flirt from Helen.
But I pretended to be oblivious, and finished up the sandwiches, and then put them on plates with a few potato chips and a few baby carrots on the sides.
Bringing the plates out with paper napkins, I could see Helen still smiling warmly at my compliment of her food, while Anna was still looking annoyed.
“Thank you so much, David,” Helen said, “That is a very nice presentation of a simple lunch.”
“Yeah. Thanks, David,” said Anna, more simply, and almost listlessly.
“Aren’t you going to have one?” Helen asked.
“No, I’m not hungry right now. I’ll just play with Ben.”
By this time Ben had de-latched, and Anna was in a discreet way fastening up her bra underneath the cloth, in-between taking bites of her sandwich.
I burped Ben, and then carried him on my hip as I went back to the kitchen to get the glasses of milk that I’d poured earlier for Helen and Anna.
“Thank you, David,” Helen said, continuing her now embarrassing compliments to me, “You are a man who really knows how to multi-task. It’s rare that a man can really do two things at once. And I like this sandwich very much. The avocado, thinly sliced onion, white cheddar cheese, mayo, and mustard are nicely balanced. And yet you can tell that a man made this sandwich.”
“Oh really?” Anna said, “And how can you tell that, Mother?”
“Because it has extra meat in it, of course,” and with that Helen took a large and meaty bite of her sandwich, clearly enjoying it.
“Mom,” Anna said, raising her eyebrows and now looking really annoyed, “Don’t you have some place that you have to go to?” Anna’s patience was clearly running out.
“What? Oh. Yes, I suppose so. Well, David, thanks again,” Helen said, cleaning up her plate by licking her index finger, and then swirling it around to catch some potato chip and bread crumbs, and then sticking her finger most of the way into her mouth and licking it.
“That was really good,” Helen added, smiling, “I hope I can taste more of what you make—someday.”
And then she said, changing tone slightly from sexy to more matter-of-fact: “David, if you ever need more real work, of the kind where you actually get paid, I start at $12 an hour at Helen’s Catering. And I also have some odd jobs around the house for which I’d pay the same amount.”
“Mom! Don’t steal my help!” Anna cried out, with a slightly desperate tone of voice.
That was a weird. I was the “help”?
But I stayed calm, and said, “Thanks, Helen, that’s really nice of you. But I think I have all the work I can handle, what with my library job, and especially with Ben and Anna.” I couldn’t stop myself from looking over at Anna and smiling, and I’m afraid my feelings for her were showing. Anna smiled back, clearly relieved.
Helen stood up, and then looked back and forth between the two of us, a little like Anna had looked back and forth when she first came in.
“Yes, I can see that,” Helen said, almost wistfully, and then out of nowhere she added, in a seemingly innocent voice, “Has Anna ever shown you that she’s a natural redhead?”
“Mother!” Anna hissed, and it was clear she was truly mad this time. She paused, clearly trying to calm down.
“I think it’s time for you to go,” Anna finally added, coldly.
“Yes,” Helen said, sweetly, agreeing, and said to me, “David: You can just come over and visit my place *any* time you want, just for fun. It doesn’t have to be anything about work.” She raised her eyebrows slightly and suggestively, and added:
“Good bye, David, good bye, Ben.”
She then quickly gave me a peck on the cheek, and then leaned down to kiss baby Ben on the cheek.
Helen then added, in maybe her first really sincere voice: “And you know, no matter what are differences, Anna, that I really love you.” As she headed out the door, she shouted behind her as she walked down the drive: “I’ll be back tomorrow with more food!”
I slowly closed the door behind her.
Anna raised her hands straight up above her head and made a noise that was more of less: “Uhhgh!!”
“Frustrated?” I said, smiling.
“To say the least,” Anna said, clearly trying to let it go, but not succeeding.
“You two can really get on each other’s nerves. I don’t think I’ve ever seen anything like that before.”
“Yeah,” Anna said, grimacing, and then added, “Would you get me a beer?”
“In fact, would you get me a big glass of that white wine that’s in the fridge?”
It did seem a little unfair that I was doing all this, after having made them lunch, while holding little Ben at the same time.
Anna suddenly seemed to realize that, and said with a smile, “No, you sit down. I bet that was almost as stressful for you as it was for me. Let me take Ben and get some wine for both of us.”
And so, she did, and soon Anna was sitting with me and Ben on the couch, and I was sipping my almost full-to-the-brim glass of wine, while she was almost guzzling hers.
A few minutes later, when her wine was mostly gone, Anna turned to me, now looking more relaxed, but determined, and said, “Was my Mom flirting with you even before I came in?”
“Yeah. How did you know?”
“Just a wild guess,” Anna said, with some bitterness, and then looked at me and aded, “Was it working?”
“Well, yeah!” I said playfully, trying to turn it into a joke, and seemingly succeeding: “Your Mom is really hot!”
“Oh, you!” Anna said, laughing, and she picked up a round couch pillow and threw it with surprising force right at my face.
“Hey,” I said laughing, “Don’t let it get to you!”
“Did she just flirt completely out of the blue, or…?” Anna was struggling to find a way to complete the sentence.
“Well,” I admitted, “when I first came in I thought she was you. You two really do looking kind-of alike from the back.”
“And so you called her Anna? And then she turned around?”
“Yeah, and then I said she looked like your big sister.”
“Oh. My. God. You didn’t.”
“I did,” I admitted.
“I bet she just loved that. I know she did, because when it’s happened before she just laps it up.”
“She did seem to enjoy it,” I said.
“And so then she just hit on you?” Anna asked.
“Pretty much,” I said, smiling.
“You’re not going to go over there and see her, are you?” Anna asked.
“Well…maybe.” I said, laughing a little.
“You know there’s a really good chance she’ll take your virginity from you? She’d do it in a hot minute!”
I stopped laughing, and looked down and blushed.
“Sorry,” Anna said, clearly worrying that she’d gone to far, “I’m sorry I said that. I apologize. But it’s true.”
“Is it that obvious I’m a virgin?” I finally said, looking up into Anna’s beautiful green eyes.
“Yeah, David, it kind-of is. But anyway, Nick told me.”
“Great. Some friend he is,” I said, sighing and looking down again.
“It’s nothing to be ashamed of. Everyone’s a virgin for a while. And, well, it really makes you sweeter…”
“Thanks,” I said, and now it was my turn to be a bit annoyed and bitter.
At that moment, the phone rang.
“Would you get that?” Anna asked, since Ben was still playing on her lap.
I did, and was shocked to hear a strange man on the phone saying he was Randy, and that he wanted to talk to Anna.
I flat out lied and said she wasn’t there, even though Anna was looking right at me, and then he asked me to tell her he’d called.
“Randy?” I said, incredulous, “Randy from the pool?”
Anna looked a little ashamed, but nodded.
“You gave him your phone number?”
She nodded again.
“I’m sorry,” she said. “I didn’t think he would remember it.”
I still looked at her, and seemingly unable to hide the disappointment on my face as I collapsed next to her on the couch.
“I know,” she said, “But I’m lonely sometimes, especially when you’re not here. And, I admit, my Mom’s right: sometimes I’m a shameless flirt with boys. I wonder where I learned that!?” she said sarcastically.
“You can guess, I’m sure,” she added.
And I nodded.
That reminded me of something, and so I asked, “What did Helen mean by you showing me that you’re a natural redhead. I don’t get it. I know you are.”
“Oh that,” Anna said, blushing again even more deeply.
“Well,” Anna finally said, “You probably remember my boyfriend before Nick—Jeff?”
“Well, one time he came over to my house, my Mom’s house, early in the morning. I was at the top of the stairs in my bathrobe, and he was at the bottom, and, I was sitting down, and I spread my legs a little…” She trailed off, looking at my face seeing if I got the drift.
Being dense, I didn’t quite, and said, “And…?”
“Well, silly, I ‘accidentally on purpose’ showed him.”
“Showed him,” I said, as it dawned on me.
“Yeah,” she said, suddenly flirty, “I showed him my pussy,” and at this she reached up a big a big strand of her long hair, and playfully brushed it against my face, “and my hair down there is just this color.” Anna was now clearly a bit tipsy.
I was looking at Anna in awe as now she was flirting me, almost as much as her mother had. I was also suddenly feeling my dick twitch and stiffen again.
“I like your expression, David, you look so amazed that a woman could do that. We get horny too, you know.”
“I am, I guess. Um. How did your Mom know?”
“Well, it was right in the house, and she just walked by and saw.”
“What did she do?”
“She grounded me for a month.”
“That’s the least of it. Then she seduced Jeff when I wasn’t there, and was fucking him constantly behind my back.”
“Yep. Really. She said to me later she was protecting me from his lust. But I was already 18, and so my interpretation was more that she was a Cougar enjoying his lust. Well, enjoying their lust together.”
“Did you ever wonder,” Anna added, still absent-mindedly rubbing her hair against my cheek, “why Jeff and I broke up?”
“Not really,” I admitted, “You’re so pretty you could have almost any guy. And so I figured you were just playing the field.”
I finished the rest of my large glass of wine. Now I was, like Anna, a little tipsy.
“David!” Anna sounded a little bit shocked and offended, but not much.
“Well, that was sort of it, I guess, but it was more that I found out that Jeff had been fucking my Mom. Do you know what he said when I found out?”
“No,” I said, “what?”
“He said my Mom was better in bed than I was.”
“That’s twisted,” I said.
“Yeah,” she said, then looked down at Ben, who’d fallen asleep in her lap. She said, “Would you put him down.”
“Sure,” I said, and put the little treasure down.
When I came back I decided, even though it might break the mood, to ask Anna about my money.
“Oh, yeah,” she said, absently, “let me get my purse.” She rummaged in it, getting some money, and then said, “You know, I’ve had a lot of expenses getting new clothes, stuff for the baby, and all sorts of household stuff. Is it ok if I pay you for half a week now, and the rest later when Nick’s next check comes in?”
“Sure,” I said, but I was clearly disappointed by the measly crumpled $60 in my hand, after a month of almost backbreaking work.
I sighed and said, “Shit. I’m suddenly hungry and thirsty.”
Anna looked at me from behind her red hair, which was playing with, letting it fall over her eyes while trying to get me to smile at her.
Then she said, playfully, “Would you like some of my milk?”
“Um,” I said, not sure what to say.
“I have plenty. Really!”
“I guess I could get a bottle from the fridge,” I said, “and warm it up.”
“No. I meant fresh. Ben only nursed one side again. My right boob is hurting again it’s so full of milk. If you get me the pump, I can get you some of my fresh, sweet milk.”
“Um, ok,” I said, and my dick started twitching in my shorts, yet again.
I got the pump, and by the time I got back, Anna had already unbuttoned her blouse and opened her bra, revealing the tip of her engorged right breast.
She smiled as me as she saw me looking at her with a look that must have been filled with both wonder and horniness.
She said, looking down at her boob, “See? There are some advantages to working here.”
“Yeah,” I had to admit, even though it was thin ice. I thought of Nick with a pang of guilt. But I’m ashamed to say, that didn’t make me leave.
Anna attached the pump to her boob and turned it on, and it started pumping, but itdidn’t sound right.
A tiny drop of milk fell into the bottle, but clearly there was something wrong with it. It moaned more slowly and just didn’t seem to have much power.
We both said at the same time: “The batteries.”
“Do you get any more?” I asked, hopefully, knowing there weren’t any more in this house or the big house as of yesterday, since that thing ate batteries like Anna ate chocolates.
“No,” Anna admitted, and then looked at me and saw my disappointment.
“You really want some of my milk, don’t you, David?”
“Yes,” I said, staring at the still exposed tip of her boob, with the nipple that still had some milk on it.
I added: “But there’s no way we’re going to drive out now for batteries. We’re both pretty tipsy.”
“There still might be a way,” Anna said in a whisper, “but I don’t want you to misinterpret this.”
At first I didn’t understand, but then it dawned on me, and I saw Anna smile one of her beautiful smiles as I caught on.
She kept whispering: “This would be for milk only. Nothing else. Do you understand?”
“And you must promise never to tell anyone.”
I nodded again.
“Ok,” she said, and stood up and took me by the hand, adding, “Let’s go to the bedroom and lock the door, just in case.”
I followed her like a dog, since in my tipsy and horny state I was seemingly like putty in her hands.
She led me into the bedroom, closed the door behind us and locked it. In the bedroom was a small loveseat, and Anna went to it, sat down, and then took off her blouse the rest of the way, casually dropping it on the floor. Then she reached behind her and unhooked her bra, and took it off, also throwing it on the floor.
Now her breasts were free, and I was looking right at those magnificent headlights.
“David, I’ve never told you, but I like how you look at me. I always feel beautiful around you. Even when I burp, or…I’d better shut up now. Come here, come closer.”
I moved a little closer, but not much.
She laughed, and said, “You can’t get any milk from back there.”
She separated her legs wide, and motioned me with her hands to come closer, which made her breasts jiggle a little.
“Get down on your knees,” She said with a smile, still whispering.
I did as she said, and was now on my knees about two feet from her breasts.
“You’ll need to get even closer than that,” she whispered and laughed again.
“This one,” she said, touching her right, slightly pointed breast, with its pink areola and nipple. It had a tiny drip of milk already visible on the nipple. And I could even see that it was fuller than her left breast.
“Come closer, like you’re going to kiss it, and then just,” she started more breathing heavily, as if anticipating, “just open your mouth and put me inside. And then…” She was now breathing more rapidly, and seemingly couldn’t quite finish.
I approached her breast, until I was a fraction of an inch away. My cock was rapidly rising.
“Go ahead,” she said, and then seemingly unable to wait anymore, she gently took my head with her left hand, and then held up her breast with her right hand and stuck her nipple in my open mouth.
And then she slowly squeezed her breast with her right hand, and a surprisingly strong stream of watery, and yet creamy and sweet, milk went into my mouth.
“Swallow it,” she said, seeming excited.
I gulped it down.
“How do I taste?” She asked.
“So good,” I said breathlessly, “So good.” My cock was now rock hard in my shorts.
“So good,” she echoed, seeming breathless and horny.
“You need to really nurse me to get it out. Suck on me.”
She angled her nipple up to me again and latched me on to her.
But I was too gentle, for the milk didn’t seem to be coming out.
“Harder,” she said, and I sucked harder and a tiny bit started coming out.
“Harder!” And now I was sucking a large amount of her tit into my mouth and really nursing on it, as I’d seen Ben do so many times, and I began to feel a stream of Anna’s lovely sweet milk in my mouth, which I slowly swallowed down.
“Yes…Yes…Yes!” She said, seeming to get more breathless, and excited.
And then she started almost moaning, as I harvested this sweet essence of Anna’s breast into my hungry and thirsty mouth.
“Oh! unng!” Now se seemed very excited, and I saw her left hand sneak down her belly toward her sweat pants, as if she wanted to reach down there to touch herself. She hesitated for just a few seconds. And then she did.
I was a little shocked, and I paused, but she said,
“Sorry!” She said, “But don’t stop, Harder! Harder! We won’t tell anyone. It’s a secret. It’s a secret.”
She said these things in a breathless chant, fingering her pussy steadily as I nursed her breast, getting more and more excited.
I kept nursing on her faster, drinking down more milk, as she kept fingering herself faster under her sweats, getting closer to what I could see and feel was about to happen.
In just a few minutes, her face was very flushed, and then suddenly a spasm shot threw her body—and an extra squirt of milk went into my mouth.
“Aaaaaaah!! Aaaah! Aaah!” she moaned. And then just breathed, panting, now hugging me and her breasts against my face, saying quietly, between breaths:
“Oh David…Oh David…I’m sorry…I’m sorry…Don’t tell anyone.” She breathed rapidly
“I won’t,” I said, and then I held her, and she trembled and cried a bit in my arms for a few minutes.
Finally, I said, “Anna, I need to go to the bathroom.”
“Of course,” she said, trying to gather herself together, “Thank you. I’ve been so lonely.”
“I understand,” I said, smiling, as I stood up.
As I got up, Anna seemingly accidentally brushed her hands lightly against my straining cock in my shorts.
“Oh David, I’m sorry. I didn’t mean for this to happen. Let me help you with that.”
She reached for the button of my shorts.
“No,” I said gently, putting my hand over hers, stopping her. “Thank you. But I just can’t. Because of Nick…But I really need to go to the bathroom now.”
“Yes,” she said, looking at the outline of my straining cock underneath my shorts a few inches from her face.
“I’m sorry,” she said again.
“Don’t be,” I said, “Thank you for the milk.”
“Yes,” she said, and suddenly laughed. “It was good, wasn’t it?”
“Amazing. You are delicious, Anna.”
I started walking out, unlocked the door, and walked immediately into the bathroom and locked myself in there. I turned on the water of the sink to try to hide the noise, and then lowered my shorts to reveal my twitching rock hard cock with its purplish head. Getting some lotion, I started rubbing, thinking of Anna’s eyes, Anna’s hair, Anna’s pussy, and Anna’s amazingly milky breast that I’d just been nursing. There was even a little drop of milk on my chin that I could see in the mirror.
I couldn’t stop myself, and started saying and moaning, “Anna. Anna. Anna! Annnaauuhhh! uhhh! uhhh! uhh!” as ropy streams of sperm shot across up to the mirror and several times across the bathroom sink…