The Anal Sex - Finally Did It Yes, I’ve mostly been opposed to anal sex. I’ve always felt there’s a reason why women have a hole designed specifically to please guys – and that it’s stupid to go for “second best.” But I’m a hunter. I prefer to know, rather than think and believe. So instead of arguing with people who like anal sex, I’ve kept a relatively low profile. I hate it when people have opinions about movies and books they haven’t read, in the same way I can’t make any statements about anal sex until I’ve tried it. And now I have. And it wasn’t with Elaine, even though we still live together. Not with Brook either. I went to a southern town last weekend, together with three buddies. I'm not going to tell you which city we were in, but everyone had a drawl and called us "honey" a lot. We drank fairly heavily. I haven’t tried home brew since I was seventeen, but Mike brought something close to 96%. That burned! We kept the bar busy, ordering strawberry mojitos (didn’t even know they existed) and rocked the dance floor. I went over to the bar again, and while I stood there waiting for the hot, red-haired bartender lady to mix our drinks, two girls came up to me. One, very up front – almost cheeky, with deep cleavage (I’d guess a good C-cup) and slim hips. The other, modest, with a top that went almost up to her neck. But it didn’t manage to hide some huge advantages. We’re talking size (silicone of course – I got to touch them one hour later – in a corner of the dance floor – she was so proud of them). The girls were sisters, but since the one with the huge jugs had just given birth and planned to get married in the summer, I quickly turned my focus on her little sister. Have to admit that to me girls with southern accents sound a bit retarded. Possibly she was, too. Kidding! Good mood on the dance floor, mild making out and lovely sexy dancing. «Do you want to come up to my hotel room afterwards,» I asked. «Yes, that would be nice,» she immediately replied. Sixteen minutes later her big sister was safely out of the way with the rest of my guys, and I and her twenty-three-year-old sister were on our way up to room 512. Once inside we started making out right away, and I touched her boobs. Real stuff. Tight and good. Nice! «You…» she says. Fuck, I think. If she's having her period or some crap now – then I’ll lose it. «Yes?» I say and smile. «Do you have a condom?» Of course I don’t have a condom. Condoms suck. Even though they’re smart. «No», I honestly reply. «That might be a problem?» «Yes. We can’t do anything without a condom.» She seems adamant. Shit, I think. Now the night is ruined. Out with the right hand and let it do the job. Alone in the shower. Fuck. But then the babe quickly says, «But I can run out to get some!» Wow, that's a new one on me. Here I thought the evening was dead, but she’s keen to go out in the middle of the night to get condoms for me. Haha. What joy. In my confusion I give her my card and the pin code. She leaves and seems to be gone a long time. A loooong time. I’m pretty drunk, on the verge of getting sick, and think paranoid thoughts: “Uh… did she run off with my card and the pin code?” Suddenly all the stories of female con artists run though my mind, and I don’t even have her phone number. Before I’m totally grabbed by panic and start calling the police or worse, there’s a knock on the door. She’s back. And still horny. Nice. I rip off her clothes and throw her on the bed. Beautiful boobs, tiny nipples. Dark hair, quite long, with short fringe. I pull off her panties. Yes! Small, nice pussy with a minimum of hair. Only a treasure map that shows the way to the cave of pleasure. I lick her, she moans. She’s fucking wet. I kiss her all over her body before I stick my cock straight in her mouth. She sucks me hard. I can feel I’m drunk, because the feeling on the top of my dick is reduced. Actually it’s only okay, because tonight I just want to fuck hard – and long. And that's difficult with an overly sensitive cock that just wants to spurt the woman full. I pull out of her mouth, and suck hard on her clitoris. She moans and shouts “take me” so loudly that I fear people will complain to the hotel about the noise. On with condom number one. She spits on her fingers and rubs the gob on her pussy. A bit arousing, but if I had been sober I might have reacted to it. No, I don’t give a shit anyway. I place the condom wrapped cock at the opening of her cooch and push myself in. One fuck, and I’m in. She arches her back in pure pleasure. She’s not that narrow. A bit strange, since the pussy looks so small from the outside. But still waters run deep, isn’t that what they say? Anyway, I take her from all angles, from the front, from the back, on the bedside, on the floor, her on top (fucking good at riding) and the boobs are cool shit. I change condoms twice, to prevent her getting sore (even though she’s so drunk she probably won’t notice). After a while I get physically tired (it’s been a long day, you know), and we take a break. Out of nowhere I ask her: «Have you had anal sex?» «Yes,» she replies. «How do you feel about it?» «It’s a bit teasing. Have you?» «No,» I honestly reply and continue, «I don’t know if I actually want to either, because I think it’s a bit dirty.» She surprises me with her answer, «Sex is supposed to be dirty. Do you want to try it now?» «I have no idea about how we do it, but don’t you need plenty of gel for it to be okay?» She's far more experienced than I am about it. «We have spit. Nature’s own gel is good enough!» Right. Spit lady. And that’s the start of something I in hindsight have some trouble swallowing. She starts sucking and smacking like no one I’ve ever seen, gathering enough spit to prepare hole number two for use. Since we’ve already been doing it for a while and are tired, there’s little spit in her mouth. Dry as sandpaper. «I’m out of spit,» she says. «Okay?» I'm not all that disappointed. «You have spit too, you know.» I spit in my hand several times and rub the gob outside the new condom. You’d think I had sneezed all over it. After five minutes of spitting and coughing the southern belle is ready too, and she lies down on her side. «Lay down behind me,» she orders me. «Okay,» I say and reach around and hold her tight. She tells me to remain still, she’ll do it all. Then she grabs my cock and steers it towards her anus. In the next thirty seconds she calmly and gently pushes herself on me, and breathes aroused. I don’t do anything but just lay there with my cock at the right angle. «Now you’re in, you can do me a bit. But don’t go too far out and in, and do it slowly,» the woman whispers to me. As I already said the condom and the booze made my penis head numb, but I can clearly feel the difference between this place and the wet cooch I had visited earlier. It’s tight, quite cool. I swing my hips back and forth. She moans. Is it really happening now? I almost have to pinch my arm. Finally I’m trying anal sex, I think to myself while my cock is working deep inside her. To make certain she isn't faking it, I stick a couple of fingers in her cooch. Very weird to finger a woman at the same time I’m actually fucking her! Cool. I get aroused and suddenly I fuck a bit harder. The belle screams. «Sorry!» I say and pull out slowly. «No, don’t apologize, it’s fine – it was nice. Did you like it?» «I thought it was kinky,» I answer and pull off the condom that has been deep inside her anus before I get a chance to look at it. Don’t think there was any muck on it, but better to be safe than sorry. After this I’m mentally exhausted, and she’s tired. She came twice, so she was happy. Worse for me, though. I still have a boner in need of satisfaction. But without a condom it’s no good. So I say. «Hey, I have no diseases. It would be incredibly nice to do you without a condom. Okay?» «Sorry mac, we don’t know each other well enough. Condom today, next time we might try without.» At the time I have to admit I was a bit disappointed by that, but the next day I congratulated myself, happy I hadn’t expose myself to chlamydia or worse. She calmly went to sleep, and I laid next to her and fell asleep too. Two hours later I woke up. Not because I was sick from the booze as you might think, but because my cock is so fucking hard. I still haven’t come, and I need to ejaculate. She's sound asleep, so no help there. I take matters into my own hands, one hand on her boob, and the other on the shaft and pull off. Thirty seconds later my belly is full of sperm. Of course I regret not keeping her awake after the anal sex to jerk her in the face or something, but you can’t have it all. But cooch and anal is a good replacement. The next morning we part. I get her number, but I don’t give her mine. I say I’ll send a message next time I’m in town, and she’s ready for another round. Nice!

Single Mother up for It After a long period of SMS's back and forth, it was finally time for our first real meeting at her place with the prospect of fucking – or «making out» as she kept writing. Her daughter was with her father, and everything was all set. When I arrived, the first thing I noticed was that she was super stressed. She barely even gave me a hug and began talking nonstop, like some women do when they're nervous, you know? It’s just sound coming out, little content. I sat down calmly on a kitchen chair and watched her cook. Since she’s so damn stressed out, I feel extra calm. I keep watching her. «She’s horny,» I think. The food tastes good, some pasta with a salad and avocado – I love avocado. I get a beer. It's not great, but I drink it down. It's important that she doesn't feel awkward because I'm not drinking and she is. We go into the living room, and there's only hardcore talking. Nice enough, but that’s not what I came for. It’s close to midnight and I have to get up early tomorrow morning, so I need to get some sleep. «Uuuuyaaah,» I yawn. «Are you bored?» she asks. «No, but I’m starting to get tired,» I answer truthfully. She looks at me a bit uncertain, bites her lower lip and lights another cigarette. I hate cigarettes. But fuck, a guy'll put up with even that to have sex? I’ve never fucked a single mother, and by God, this is going to happen. «Do you want to sleep over, or go home to your own place?» she says quietly while looking away. «No, it’s so late that it would be nice if I could sleep over here,» I say calmly. No horny mood in the air. Shit. She goes into her bedroom, messes around a bit. I wonder if she's planning on making up a spare bed, or what? Fortunately, ten seconds later she comes out again, wearing the same beautiful white nightgown I saw her in last time I visited. But that time I couldn’t do anything, because her daughter was sleeping in the next room. I went into the bathroom to brush my teeth, then into the bedroom. She was laying on the outmost part of her fullsize Ikea bed forcing me to crawl over and lay on the inside. Okay. We laid next to each other. Neither of us said anything. Embarrassed, I broke the ice and say in the half-lit room, «Can I kiss you?» «Yes, that sounds nice,» she replies. Before I start kissing her I wonder how such a smart woman can become so quiet. Well yeah! I bend over her and kiss her lips. She immediately starts breathing heavily and shoots her boobs up towards my chest and pulls me closer. This is so good. I put my right hand over her left boob. It’s so great. She’s thirty-four, has a daughter, and has great boobs. Cool. I stroke her over the belly, while I continue kissing her. Her breathing becomes even heavier. My God, she’s so horny. I wonder how long it’s been since she's had sex? I tear off her nightgown. Hmmm... The belly shows no sign of pregnancy. Great. But then comes the shock. She has a giant tuff of hair! I have to admit I’ve never seen a girl with that much hair in all my #life, so it’s a new experience on my behalf. It's nicely trimmed, though. Around the genetal lips it’s smooth. But on ”pussy mountain” there’s a damn big collection of hair. Probably three-fourths of an inch long. At least it seems like it. Okay, I think, licking is out of the question. Right at that moment, she moves down towards my cock. She wants to give me a blowjob. And the rule is: if she sucks it, you should lick her. And hell no, that won’t happen. So, even though it’s fucking tempting to let her blow my horn, I lift her head back. «You don’t want this then?» she whispers to me. «Next time,» I reply. After a record amount of making out, dry fucking and cuddling, I penetrate her. Smack, straight in. Wet as a waterfall. But tight and nice, too. Cool. I fuck back and forth, horny like a stallion. She’s no better, the way she’s twisting beneath me. «Damn you’re the best one I’ve ever had sex with,» she says in my ear. I don’t care. Probably just something she’s saying. I don’t give a shit, and just want to spurt her full of lovely sperm. At this point she surprises me, «I’m actually not on any birth control.» What? I’m have sex with her without a condom, so when she didn’t ask me to put one on I took it for granted she was on the pill. My God, no birth control? I can’t be bothered with kids? Not now any way! «But you can jump off at the right time, right?» she continues. Jump off at the right time. That’s fucking looser style. It sucks. But, of course, I don’t dare do anything else. So, after turning her in all the positions I know, including her riding me like hell (damn fast rhythm – my God she knew how to do that!), I pull out and spurt the entire bed so full of sperm that it sucks to lay down afterwards. All in all I’d give the experience an 8 out of 10. Maybe closer to 7 because of the birth control trouble. But it made me last longer. So it's positive in that way. She's has promised to get an IUD, so that will make it better if I go back. And I will. Because I’m invited to dinner.

A Male in Lesbian County «Okay», you say. And you might wonder how my lesbian visit turned out last night? Read on, my friend. I picked her up at the station and we went to my place. I told her that all the women’s stuff in my house is from a tenant I have, but she’s away at a seminar for a couple of days, and that her room is where I used to have my office. This was just crap of course, my office is still there, but I locked the door to make it seem like someone really was living there. I'd already put any pictures of my girlfriend Elaine and me in a drawer, and once Rebecca left I quickly put them out again. Rebecca bought my explanation about my tenant away at a seminar, and in her eyes I was as single as ever. The mood between us was good, just regular chat and laughter. I cooked, and she set the table. We ate and drank tea, since she had to avoid alcohol because of a match the following day. As planned, I pulled out the English edition of FHM magazine. It had pictures of one-hundred scantily clad girls. We looked through the issue and found our favorites. She liked many of the girls, and I got the impression she even got a bit turned on. But she didn’t say anything. I turned on the TV and kept glancing at it as we looked through FHM. This wasn’t exactly what I had planned. So I went for it. «Wouldn’t it be cool with a bath now?» I mumbled. There was no answer. Didn’t she hear me? We kept on talking about this and that. I turned down the sound on the TV, put on some music and sang along with some tunes. «God, let’s go crazy and have a bath?» I say out loud. She looks at me, studying me with her eyes. Finally she says, «You’re not very shy.» «Oh, no?» I ask and continue, «An innocent bath isn’t much to be shy about, is it?» «No... But you know I have a girlfriend, so nothing will happen,» says the cute lesbian. I answer not believing anything I'm saying, «Yes, of course. I just think it’s so fucking nice to take a bath at the end of the week. You know, relax a bit.» She grins and says okay. We go up to the bathroom, pour water in the tub. I turn off the lights and light 4-5 candles. It's quite dark, but still there's enough light so I can still see her. I turn on the radio so there's soft music playing in the background. She takes off her clothes and slips into the water. I follow with half a boner. I don’t even try to hide it. We each sit at our end of the tub, so that our legs are side by side. If I stretch my hand a bit, I can reach her cooch. I lean back and relax in the warm water. Its incredibly nice. I see thatshe’s also relaxed. I stroke her thigh and glance at her to see if she’s reacting. She pretends that she feels nothing. She shows no reaction. Hmmm... I continue stroking her thigh and talking about different things. Sick situation. I ask her questions, but I don’t really pay attention to the answers. I'm focused on my left hand which is heading for her pussy. She chats on, and pretends she doesn’t know what’s going on under the foam. There I touch her clitoris with my left thumb. Still no reaction. I massage a bit back and forth, and move my fingers further down her pussy. Even in the warm water I can feel that she’s wet – and not from the soapy water. I push my middle finger barely inside her pussy. She moans softly and says, «We’re only pretending to take a bath now, aren’t we?» «Hehe,» I say a bit embarrassed. «Uh, well, you are incredibly sexy...» «Yeah, relax, no stress,» she says, and stretches her left hand towards my dick. It’s so fucking hard that it’s screaming for attention. She grabs it gently and jerks me in the water, while I play with her pussy. My God, how lovely. We go on like this for about five minutes, I guess, before we both sit up in the tub and make out. Her cooch is small and nice, but still juicy. It sort of has some meat, not just skin and bone. The same goes for her lips, firm and slim, but still powerful when she kisses. Some fumbling, but mostly making out. After a few minutes we pull apart and lay back against our ends of the tub. We are both knocked out by the heat of the water. Our hearts are racing, and we're both breathing heavily. Then she suddenly says, «Shit. I want you, but I’m dating Cecilie. And now I have a really bad feeling.» «But I’m a guy, she’s a girl. Then it doesn’t count, right?» I hope this logic will work for her. «Yes, it’s almost worse for a lesbian to cheat with a guy than a girl. If I go any further now, I sort of cheat on the entire lesbian population.» Hmmm... She’s about to back away, and I don't want the distance. I reassure her, «Okay, no stress for me, I say. Let’s cool down in the shower, and then go downstairs and listen to music again.» I smile and let out all the water. «Sure you’re not disappointed?» she asks. I lie, «Yeah, no problem.» We take a fast shower. We don’t say much. Walk around each other a bit. I’m 100% fucking horny after the jerking, and could probably have had sex with anyone. Having a naked, hot lesbian in the bathroom doesn’t help. I put on my clothes and go downstairs to the living room again. There we chat for a while about what just happened and the importance of talking, rather than keeping silent. «I don’t think it will be weird tomorrow,»she says. «No, why would it be?» I reply. I ask if we can share a bed tonight, and she thinks that’s a good idea. «That’s innocent enough.» «Yeah.» I yawn, and ask if she’s ready to go to bed, and we go to the bathroom again – this time to brush our teeth. Five minutes later we are in bed, and the lights are out. «Do you usually fall asleep fast?» she asks. «Well, it depends. Right now I’m about to burst, so that makes it a bit difficult to do anything actually.» I honestly reply. «Poor you,» she kisses my cheek. She rolls on her back to go to sleep. Fuck, what do I do now? Will I end up jerking myself in the middle of the night? No, holy shit, that’s just too sad. I take a risk and stroke her boob. She shows no reaction, and breathes evenly. The nipple tightens. I keep on stroking, on the belly, on the neck, and then... I let my fingers slide towards the edge of her panties. I stroke her lightly on the inside of her thighs before I gently let my fingers slide over her mouse. She breathes heavily, but says nothing. I feel that she’s wet through the panties. Then she whispers. «Shit, now you've made me horny again.» I apologize, without meaning it, but continue to touch her. «Do you have a condom?» she suddenly asks. «Uh... no...,» I reply. Of course I don’t have a condom. I offer to run out and get some, but then I’ll be gone for ten minutes – at least. She’ll have time to think and tell me to drop it. But she doesn’t want to have sex without a condom, either, because lesbians don’t go on the pill, and she isn’t interested in kids. I offer to have sex «just a bit» but she doesn’t fall for it. At the same time the grinding guilt she feels towards her girlfriend is quite strong. But what do you do when you’re horny? She removes my hand and turns her back to me. She’s probably trying to shake it all off, her mind doesn’t want to hurt her girlfriend, but her mouse is screaming to be touched. I give up, lay on my back thinking it was an okay night anyway. My God, the sequence in the bathtub was just great! My dick is still pounding hard, but I’m actually quite satisfied. I say «good night» and wait to fall asleep and dream. Thirty seconds later I suddenly feel her right hand around my dick. Shit. Totally unexpected – she jerks me, even and nice. I don’t hesitate, and my left hand slide under the edge of her panties, she’s soaking wet. I massage her clitoris in the same rhythm as her jerking. «A bit further up,» she whispers. I move my hand, «There?» «Yes, and a bit faster,» she says half-choked while she breathers more heavily. We make out, while we jerk each other. It's incredibly exciting. I feel a strong orgasm starting to build up. «I want you to come, too,» I whisper in her ear, and then I squirt all over the bed. «I’m coming soon,» she says, «just go on...» I massage her like crazy, and the feeling that’s she’s about to come is almost as cool as having an orgasm myself. She tightens her back and I feel her whole pelvis region shiver. Afterwards we both laugh. «Yeah, that was fairly innocent,» she says. «Yes, nothing to feel guilty about,» I smile back. We sleep the rest of the night. Although I snore so hard that she doesn’t sleep much. But that’s another story. I just drove her to the airport, and the mood is still fine. But I noticed my attraction to her disappeared as soon as the sperm was out of my body, and that’s quite okay. Even though she’s hot, the case was mostly about sleeping with a lesbian. Been there, done that sort of. Nice anyway. So even though I didn’t get to drive my dick into her, I’m reasonably satisfied. If I’d been experienced and had a condom, she would have let me fuck her. But it’s no fun with a condom. Just to finger a lesbian woman to orgasm is a victory in itself. The fact that she jerked so well, is a sign that girls are designed to satisfy guys. A win all around. And the fact that she got so freaking hot for me, and on several occasions thought I had an incredibly nice body, leads me to the following conclusion: the woman has either become (or is) bisexual, even though she thinks she’s a lesbian. I don’t know if she gets it herself, but I’d go so far as saying I have given her an opportunity to leave lesbian country safely and with self- confidence. A light at the end of the tunnel! Tonight I’m going out to dinner with a buddy, then a trip to town. I don’t think I’m up for sex though. Sometimes you need some peace and quiet. And Elaine is coming back soon; I need to have some sperm to offer her, too...