Archive for the 'blow jobs' Category

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Am I a Cougar in Training?

I met someone new on Friday. We enjoyed lunch and then went back to my place. He’s someone who doesn’t have time for a relationship, but of course would like some sex and companionship now and then. This is ideal for me as I’m not looking for another serious relationship. Lunch with him was pleasant, and we know a few people in common. He gave me a ride on his scooter back to my place, and it was the first time I ever rode a scooter (haven’t been on a motorcycle yet). In my usual ladylike manner (har) I threw my leg over the back of the scooter despite wearing a dress. Thankfully I had worn a stretchy casual dress.

I clenched my thighs around his hips as we got started. He took things slow since it was my first time. It was fun and yes, I did wear a helmet. At the stop light, he reached down to caress my bare leg. Rowr. Some small part of me was still thinking, “Am I going to fuck him today or just make out or something?” But my subconscious knew I’d go all the way.

This guy is 10 years younger than me, and I’ve been questioning if this makes me a cougar. I think not since he wrote to me and I’m not exactly out trying to find younger men. He seemed to know what he was doing sexually, unlike too many men in their 20s. We got to my apartment, kissed and he suggested we get more comfortable. When I caught a glimpse of him in just his boxers, with a hard-on raging, I was delighted to see it was a substantial size. I don’t consider myself a size queen, but a little larger than average is always a bonus.

Since I didn’t think to put the air conditioning on until part-way through, it was hot, sweaty sex. I usually hate sweating for any reason, but it was sexy how our bodies slipped easily against each other. He had difficulty in that he’s similarly endowed as MasterDoc, and I mainly had the NYC condoms on hand – they run a bit small. (What’s up with that, NYC??) He didn’t try to get out of wearing them, he just pointed out that coming was going to be difficult with the condom so tight. I said that I’m sure we could figure out a way to make him come. I sucked his cock deep which he loved but it didn’t lead to orgasm.

While fucking younger men makes me worry they’ll be clueless sexually, this guy paired youthful energy with some expertise. As he pounded me into the bed he made me come over and over. I had to speak up a few times as my cervix can get cranky being pummeled like that. He could flip me over without ever taking his cock out. I ended up on top where I could control the depth more. I squirted a bit and he loved to hear that I did. It turns him on a great deal. That early on, however, it was difficult to tell the little bit of girl come from the copious amounts of sweat.

We went on playing without much of a break for much longer than most sexual encounters I have. (He accosted me in the kitchen as I tried to get a drink of water. Ha ha.) Again, I said a silent word of thanks to the weight loss and exercise. In the past I would have had to cry uncle. He asked if I like anal, and I said yes. I lubed my ass up and yet again this slut had anal on a first date.

Yeah well, you know my philosophy – if it feels good and I want to do it, why should I not? This is an area in which being an atheist is so liberating. I don’t have some fictional god telling me sex is wrong, or clergymen claiming to know how we should all live our lives. If it’s consensual and both parties want it? I can’t see why not to do it. The fucking went on a long time and I came countless times. I was glad that he knew he could go pussy to ass with the same condom, but needed a new condom to go back to the pussy. Sexual knowledge is sexy.

After much rolling around and rubbing body parts against each other (including more girl come as lubricant), I mentioned that I know how to do prostate massage. He was up for it and I lubed up his ass and slowly worked a finger in. Eventually, I took the time to work a second finger in. He writhed around and said it was too intense at times. He said it was the best prostate massage he’s ever had – the others didn’t know what they were doing. (I told him to thank MasterDoc.)

While the massage felt good, the intensity made him need a break, and he ended up jerking off while hovering over and intently examining my pussy. He complimented me on it, and while the skeptic in me thinks, “He must say that to all the girls!” it was still nice to hear. I didn’t hesitate to compliment his cock that day too. He came on my tummy and I felt glad that both of us had come. We each showered off the sweat and come we were pretty much covered in. He took his time getting dressed and soon after we said goodbye. I then proceeded to work on packing up my apartment for my upcoming move.

I was exhausted that night. I had worked out hard in the morning, and then there was that pleasurable second workout in the afternoon. I tried to cuddle with MasterDoc a bit, as I wanted to reconnect with him after having had recreational sex with someone else. On Saturday night, I hoped that he and I would get it on (we haven’t since Tuesday) but he was feeling like having time alone. I felt emotionally needy and luckily managed to strike a balance between asking for and getting attention, and giving him space to be by himself. We cuddled, and MasterDoc picked up on the fact that a beating would do me good. He whacked away at my ass with various implements. Sometimes I think there’s no way I can handle the pain, but then as soon as the beating stops the pain lowers to a manageable level. He made me come with the Hitachi magic wand and after I felt so much better. I had really needed the beating for the endorphin release, and the orgasm to round out the relaxation. I was able to go amuse myself after that and give MasterDoc more time alone. (My current addiction is figuring out how Sims Medieval is played.)

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Untitled Night Out

Friday night was a particularly fun night out at the swing club. When we arrived and saw our friend who is always there on single guy nights (Veronica) she was flirty with me and MasterDoc asked, “I thought you weren’t into girls.” She said, “I’m not but I’m trying.” while looking at me. Rawr. I’d do her. Definitely. She loved my new hair cut.

A little later, MasterDoc and I were giving a show in the large room. MasterDoc really got into the powerful Dom & a submissive piece of meat mode. It was hot, but somehow lately I feel embarrassment about being slutty. It’s totally weird. Ultimately, I don’t have a problem with being made to come in front of a bunch of strangers, but I feel kinda embarrassed lately. It’s a little in a hot, humiliation-play type way, and a little in a “Oh my god I have to close my eyes and tune the audience out” way.

MasterDoc made me come. He gave a flashlight to one of the guys and so my pussy was on full display in the spotlight. I’d shut my eyes and let myself feel his hands on me, and THAT feels amazing so I just go with it. Soon, I’m coming and for me the only people there are me and him. As the orgasm subsides I crack open my eyes now and then, usually to shut them quickly.

MasterDoc made me give show with my vibe. Despite a little embarrassment I just went at it and made myself come – again with my eyes closed. I usually get myself off with some sort of clitoral vibe. I guess having my eyes closed it isn’t THAT weird for me. I usually close my eyes when we’ve a big audience.

Next he fucked me, but we knew we only had a few minutes left because the owner needed the room for something. Again, I was screaming in orgasm. This deep grunt comes out from my lower throat when I’m really in the throes. MasterDoc told me to come, but I had already started. I asked him later if he realized that, and he hadn’t. I thought the sounds I made were very different than when I’m just really turned on and wanting to come. I couldn’t hold back. Orgasm control has become a bit less important in our relationship lately. (He’s told me that if I get to the point where I just  can’t help coming that it’s hot and acceptable.) I think it’s because my pussy doesn’t push his cock out like it used to. It does sometimes, but not nearly as often. (Score!)

We went to cuddle in another room. I mentioned a guy who had plopped himself down near us being cute – we had met him before and both times MD was like, “Him?” He looked a bit scruffy, but it seemed to me it’s in that “I’m a sensitive artist type guy” sort of way. Don’t know if he actually is, but that’s the look. he massaged my feet. MasterDoc leaned in and told me to play with the guy’s cock with my foot. So I started doing it through his pants. Soon, MasterDoc had granted the guy permission to rub his bare cock on my feet. I did my best to stroke his cock with both feet hanging over the edge of the bed. I’m kinda squicked by feet so it’s not hot for me, but then it wasn’t a problem for me either.

When MasterDoc went to bathroom the guy kept hitting on me, coming over and licking my toes even. When MasterDoc came back he let the guy go down on me. This guy was pretty lousy at it! I got MasterDoc to rescue me. I think perhaps that happened last time we met him there too. I hope if I see him again I remember he’s terrible at licking pussy!

MasterDoc and I cuddled for a while. I was definitely experiencing a cuddle deficiency. He was away the night before (the slut!) and we didn’t cuddle much the night before that because we had been doing a lot of cuddling and fucking over the past week. I was feeling pretty sated. (He rubbed one out not once but twice that night. As I like to tease him sometimes, “That’s pretty impressive Old Man.” The old man bit is just teasing. While he’s considerably older than me, he’s not a senior citizen (except at IHOP). But I must admit I wouldn’t expect a guy in his 50s to fuck like he does. I’m a very, very lucky woman.

We were hanging out a bit later and I heard some guy make a comment about, “She’s just some whore who hangs around here.” Hearing the “whore” comment, I figured it was about Veronica. This pissed me off. I thought, “She’s my friend, asshole. And quite frankly I don’t care if she’s earning money here. (I’ve never confirmed this, but yeah, I guess I’d be naive if I didn’t realize it.)” Anyway, she’s a sex worker, not inhuman. She’s my friend – we don’t hang out otherwise as of yet, but we’ve known her a while now from the club. So the tone of that guy’s voice irked me to no end. I’m sure he’d be all to glad to have that “whore” touch him.

Since I was happyily post-orgasmic, I sent MasterDoc off to chase women. I was content to relax and watch porn in the lounge area. I realized why women might seem like ice queen bitches at a swing club – you’re petrified to show even a polite interest because with many guys they’ll take it as actual interest. I have no trouble telling a guy, “No you can’t touch me.” but still it can be annoying. So I do my best to watch the porn and act like the single guys aren’t there.

MasterDoc was busy adding another notch in his belt of porn actresses fucked. (Alas she was a lousy lay!) Meanwhile I got hit on by cute couple. I was surprised in a way, always devaluing myself as usual. She has her hair really short like I do, and it looks great on her too. Her guy was cute and flirty but not in an oppressive way at all. Apparently they’re poly too. :-) And she’s certainly bi. She went to use bathroom and he asked if he could make out with me. Actually, he ‘asked’ her if she’d mind if he made out with me while she was gone. She seemed a little perplexed and he clarified, “I wasn’t actually asking you I was just trying to hit on her.” (me) Rawr. We made out while she was in the restroom. She came back and sat behind him because she was feeling weirded out by the tons of single guys hovering. I don’t blame her for feeling that way. It was packed – mostly guys. We exchanged numbers and they’re certainly interested in seeing me again (and I them! Well, he wants to see me again at least.) I told them this blog address so I could even be found here.

MasterDoc came back after a long time. The couple had apparently met him once before. I’m not sure if the, “Oh you didn’t tell us your boyfriend is Doc!’ was just a surprised reaction or they were not as interested in him as me. This is a problem I’ve noticed since being in an age differential relationship. MasterDoc is an awesome guy and and awesome fuck but he is in his 50s and most of his attractiveness comes from his confidence, warm personality, and large cock. :-) And his intelligence and his sense of humor and, well, his large cock that fucks me so well. A foursome with us and that couple would be so hot. I don’t get the sense it will happen, but a girl can fantasize.

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Happy Sub

So I must take a moment here to say that the rest of the weekend was better than the night of my last post. On Saturday, MasterDoc and I went on an outing to Rye Playland (an amusement park in existence since 1927) hosted by another kinkster. It was fun but I have too many back issues to make riding most rides fun or smart. I rode a few. Mostly I used it as an excuse to eat junk food. I hadn’t had cotton candy in ages, and I split a cup of Carvel ice cream with MasterDoc. (We split a wrap for lunch too.) While, granted, I indulged in not one but TWO junk foods, I was pleasantly surprised when I worked out the calorie content of the day.

I had to nap when we got home since we had been out late the previous night (when I had my meltdown). When I got up, I asked MasterDoc if we were going to the party we were invited to for that night. He decided that we would skip the party. I’m sure he didn’t want to risk a repeat of the night before, however this other party usually has guests older than I am so I don’t have young, hot things to feel intimidated by. I’m feeling better about my body, but the day after I was still fragile.

I was perfectly happy to spend the night in with MasterDoc, however. We ran into an issue that sometimes comes up – we plan to have sex but get distracted. And I have some weird issue (I’ve lost count which one this is. If I could get paid by the neurosis, I’d be set for life.) about not initiating because I don’t want to “bother” him. He’s already told me that it’s silly and he would always welcome a cuddle, at minimum. Even if I don’t get sex, I love cuddles with him and it would be worth it to speak up. I need a minimum of cuddles. While I hate going for a long time without sex with him, I’d have a much harder time without cuddles.

Kinky freaks need cuddles too!

After sorting out my issue, he bathed and I set up the bedroom. In the time I had alone I suddenly realized that if he’s my Dom, then his opinion (about my body/looks) is the only one that should matter. He was thrilled to hear me say it.

The sex from that night is a blur – hot, orgasmic, intimate. He made me come until I was exhausted. The man just keeps getting better and better.

The following night, we dressed up to the nines for a 60′s themed party. We got to the club, rang the buzzer and right then MasterDoc realized the party is next week. *facepalm* He was disappointed, but I just looked at it as an opportunity for more sex at home – which again, was hot. I’ve been getting so much sex with DeeDee away. I miss her but I’m enjoying all the MasterDoc attention while it lasts.

When I headed home from work on Tuesday, I got hopeful for even more sex. When I told MasterDoc this, he casually mentioned that he had treated himself to a little playtime with someone earlier that day – but he had planned on giving me the long overdue beating I needed. It’s cute how he never named who came over, and since he’s the Dom he can do as he chooses. I trust that he always uses condoms. My brain is curious, but I’ve let him have his little secret without trying to pry it out of him. (I don’t know that prying would be successful with him anyway.)

He had me suck his cock while he planned out the scene. I love getting his cock hard. It starts out all flaccid but before long it’s perfectly rigid. I love playing with different licks, sucks and movements to see when I can get an involuntary twitch of pleasure out of him.

Using a cane, paint stirrer and riding crop, he beat my ass something fierce. I think his technique is getting even better – this time he seemed to do a lot of lighter tapping followed by the hard strikes. He said my ass was a lovely shade of red by the end. Too bad I don’t seem to have marks for reminders the next day though. He followed up the beating with fucking me while I was still on hands and knees. (I love my Liberator Axis. I don’t know what I’d do without that to rest on so comfortably. Way better than a pillow because it’s firm.) He made me come until my brain was on another planet. I lay in place over the axis for a moment after he finished, unable to move. I eventually managed to push it to the side and collapse on the bed.

Post-coital cuddles were lovely. I positively glowed with how happy I was. Since I can be so negative when I get depressed, I’m on a mission lately to voice when I’m overjoyed with him. I think MasterDoc is awesome. Around this time four years ago we met and I’m so happy I gave this older guy a chance. He’s been the best lover I’ve ever had, an intelligent mentor I can always ask for advice, and a loving but firm Dom.

Not to mention we can be silly together and laugh so much.

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Hogtied

Since medical play turned out to not be my thing at all, Blondie and MasterDoc planned a different role-play scene when the three of us got together last Tuesday night.

A kidnap scene was planned. Although when I say planned, I’m not sure there was a solid plan. Blondie had planned to overpower me as soon as she got to MasterDoc’s, but the surprise was a bit ruined by my coming to the door to greet her. She did cuff me immediately with actual handcuffs (I only have play ones that have a safety latch). The role play didn’t have the feeling of menace that I would hope for a kidnap scene to have. It’s a shame because one of my earliest kinky fantasies involved getting kidnapped and tied up. But I think the dynamic so far with the three of us is more lighthearted than serious.

I suggested going into the bedroom since the bed was set up, but Blondie insisted on doing a hogtie on the living room floor. She started with a chest harness type thing in rope with my hands behind my back, followed by my laying on my tummy for the rest of the hogtie. As she worked the rope, MasterDoc did things like grab me by the hair and put his foot on my head as I lay helpless on the floor. The story Blondie had worked out was that I was kidnapped to be a sex slave. I was told if I didn’t cooperate I’d be sold to a yakuza.

MasterDoc prodded my exposed pussy with his toe. Unfortunately I’m still a little too inflexible in my quads to remain in the position for too long, also the pain of my stretched muscles was too much to allow me to get aroused properly. I knew that I risked discomfort with trying rope bondage, and I ultimately knew that a hogtie would be a very difficult position for me to remain in, but I figured it was worth a try. I rode it out for a little bit but when I couldn’t ignore the pain I had to ask to be untied.

We moved to the bedroom, my arms still tied behind back. Blondie kept going with the storyline and I can’t recall why, but she had MasterDoc get a banana. I think it was because I had to be trained to take it in my mouth. As Blondie held the banana to my mouth, I licked and sucked it, and that was pretty hot. After a few moments of this, she straddled me, using the banana as a cock and I sucked her “cock.” That was pretty damn hot as well. My hands got re-secured in front, as I had a hard time laying on my arms. (I make for such a fussy kidnap-ee.)

Blondie took to my pussy. She seemed to go for as much depth as possible right away. I kept telling her it hurt, but I don’t think she knows my reactions enough to realize that I really needed some sort of warming up – such as an orgasm before she went for stretching my vaginal muscles out to ultimately fit her hand in. MasterDoc thought to add the magic wand to my clit and that was helpful while it lasted. I needed warm up desperately. I just couldn’t get there.

Eventually, with the help of the magic wand, Blondie worked four fingers into my cunt up to the base knuckle. She was going for a fisting, something which I had never experienced. The discomfort from the stretching was enough with the four fingers and we didn’t get to her whole hand. But I came from the combination of vibe on the clit and her hand probing my insides. (And coming helped relax the muscles and she could get fingers in deeper with little to no pain.)

I came like crazy and and squirted like crazy. The whole room smelled of my musky squirt afterwards, and the throe was soaked. After Blondie fucked me with her fingers, MasterDoc fucked me with his cock, and again I came.

Next, it was Blondie’s turn. (We abandoned the role play by then.) She hadn’t had a sybian ride in a while and MasterDoc had gotten a new, even larger attachment. She was totally game for it. I started warming her up, first with touching and making out, then playing with her pussy. MasterDoc joined in and she was soon ready.

She eased herself onto the large dildo attachment and MasterDoc sat in front of her to run the controls. I spanked her ass lightly, and just generally groped and touched her. At some point he and I traded places, but he kept running the controls of the machine. I let her lean on me and I kept trying to keep my ear away from her mouth as she gets incredibly loud when aroused! When she seemed close to orgasm, I lifted the front part of the silicone attachment and pressed it to her clit so the vibrations might be more intense. This seemed to work well.

It was getting late, and Blondie packed up her rope to head home. I said, “Thanks for coming, I had a great time.”

She said, “Oh don’t be so formal! For goodness sake we just fucked!” At this, I hugged and kissed her goodbye.

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July 4th Weekend

Yup, I’m the lame-ass sex blogger who keeps finding it hard to sit down and write.  I’ve had adventures this past weekend and only now I’m sitting down to record it. The details are probably fuzzy, but I hope I’ll still manage to convey the fireworks I enjoyed – all of them indoors.

Sunday night I enjoyed a purely sexual, purely casual encounter. The wrestler came over for our first encounter without MasterDoc. MasterDoc was supposed to go out with DeeDee for the evening but they both stayed home after all so they were off in the living room while I was getting it on. I reveled in having a guy come over for hot fucking but without any other sort of relationship attached. (Don’t get me wrong, relationship sex is awesome too. This is just enjoyable for its own sake.) He’s still damn hot. I mentioned our sex toys as we went into the bedroom, he said, “I don’t need sex toys. I use my body, my hands, those are my sex toys.” Rawr.

We got naked and he quickly had me pinned to the bed. This simple act is enough to get me hot. I let him know that MasterDoc decided he didn’t want the wrestler spitting on me (something he did last time without negotiating, I enjoyed it but certainly MasterDoc’s directions on this will be followed). He grumbled a little, but he heeded the request.

He does a phenomenal job just taking me – the kind of sex I so often fantasize about. He straddled my chest and I flicked my tongue over his balls when they got near. I love playing with someone who likes that I’m a dirty slut. I lapped at his balls and cock. He uses his body to keep me still (not that I’m trying to get away, mind you) while doing nasty things to me. He wrapped his legs around one of mine and fingered me to orgasm over and over again. If I believed in god I’d thank it for such an awesome ability to orgasm.

He fucked me from behind and pretty much climbed on top of me. He pushes his cock in as far as it will go, and as he’s lean that’s pretty much to the base. I joked afterward that I didn’t know why I was so tired, all I did was lie there and orgasm. ;-) He fucked me from on top, pinning my arms down with his and my legs with his. It is quite an experience.

We took a break since it was hot and, well, he had certainly been exerting himself. We chatted a bit, kinda awkward with someone you don’t really know and don’t intend to have a relationship with. But sex often requires a bit of a rest break. (The kind I have does anyway.) During the break he thanked me for the “very flattering” post on him last time.

Then he said, “Ok, enough of this, why don’t you come over here and suck my cock.” Oh yeah.

There was lots of gagging, lots of rough stuff. At one point, I could feel the bile rise from my stomach as he kept his cock thrust down my throat and I gagged. I felt all subby. It’s nice to experience such physical, rough sex since not everyone is in shape for it. (Heh, I told the wrestler that it’s good I didn’t meet him 60 lbs ago – I don’t think I would have been able to handle the pounding.) He fucked me up the ass, plowing into me like no one has before. Jesus. It felt great but I kept worrying that I’d end up with a perforated bowel. (Ok, not really but the thought entered my mind.) I was body sore the next day like I often am from exercising. I know it’s from such physical sex Sunday night. My back was a bit sore, and for next time I need to tell him to be careful with my wrist since it’s been finicky since I sprained it a while back.

But it was fun. And I came so hard and for so long that I couldn’t help but shake the depression that had been hounding me all weekend.

The night before that, Saturday, I went out to the swing club with MasterDoc for the first time in a while. I had mixed feelings about going out. I had only just complained to him that it had been a while since we went out, (we stayed in the night before) but then I was struggling with a depression that made me a bit antisocial. Also, Saturday nights at the club are couples only (and single women, there actually was one there!) so I was concerned that I’d just feel like the lure to get MasterDoc pussy. (And he’d say, “What’s wrong with that?” He thinks it’s my duty as his sub to get him pussy. I am just not good at that sort of thing. Any other subs reading this responsible for helping get pussy (or cock) for your Dom?)

Despite my earlier mood, I managed to be fairly social. (Alcohol helped.) We chatted with a cute, young Australian couple, and then a sexy Colombian woman we had met at a private party a few years back. (I didn’t recognize her at first, but she remembered MasterDoc having the sybian!) Everyone was nice and friendly, but but no one seemed particularly interested in us. I was chatty and complimented MasterDoc often, but it didn’t help ultimately. Elusive Pussy 1, Nadia 0.

I convinced MasterDoc to go make our own fun. I was so horny by this point. Dancing and moving my body to salsa plus the alcohol in my bloodstream led me to rub my ass up against MasterDoc’s crotch.  He took me into the room with the large bed and fucked me hard after I lavished oral love on his cock. A new couple came in and fucked nearby, enjoying themselves but mostly the guy was enjoying watching me. I came screaming and squirted all over the bed. After, MasterDoc went to bathroom telling me, “Don’t get into trouble while I’m gone young lady.” The couple moved over to the bed and I apologized for the wet spot. The woman said, “Oh it’s okay it just means you were enjoying yourself!” as they found a dry spot. I was still naked and I figured playing with myself wasn’t getting into trouble. The guy of the couple was digging it. When MasterDoc returned he made me squirt again via his tongue and fingers since the guy was eager to see it. Alas, the couple left because they were getting pelted with my squirt as I came and MasterDoc slapped my pussy. They didn’t seem offended by it, they just understandably didn’t want to get sprayed with a stranger’s bodily fluids.

Having had just a little too much to drink, I rested on a sofa while MasterDoc went off “perving.” (Seeing what else was going on in the club.) That couple from the bedroom showed up again. She was an enthusiastically sexual Latina and he was a very fit black guy. Dude was eager to see my pussy again, and he gently spread my legs while MasterDoc was there. Rowr. He played with my pussy for a bit while his girl sucked him off. Since it was getting late, I had to excuse myself and go use the bathroom before we headed out. But when I came back MasterDoc was fingering the Latina while she went down on her boyfriend. I made my pussy available again to try to “be a good submissive” and help prolong MasterDoc’s play. He decided to stop after a few moments since it was so late.

We got home 4 am and I crashed hard. But I had enjoyed myself thoroughly.

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Vignette with MasterDoc

Tuesday night.

I played with his cock with my hands. He loves my touch. I sucked his cock and loved it.

He graced me with a spanking. It was the first one in a long time. He used just his bare hands and I had to breathe through the pain, but mostly I enjoyed it. It still surprises me how a good spanking (this time with just his bare hand) can leave me feeling so calmed. My ass must have been so red afterward. He’d pause and I think he stroked his cock in between showers of spanks. It was delicious.

As he fucked me from behind, he called me his piece of meat, which I totally got off on. He made me come over and over. (Sound familiar?) He shoved his cock back in to my convulsing cunt when it slipped out. My body was sore all over by the time we were done: hips from bearing the pounding, shoulders from leaning forward onto my arms.

(I promise a more thorough blog entry will come.)

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Chemistry

I had a very busy week, and some nights I was too busy doing non-kinky things to write about the hot nights I had with MasterDoc. I’ve found that my infrequent writing here is not only down to feeling burnt out, but also due to such limited time. Finding time to be alone and work on a post has been getting hard to do. And besides, if I didn’t go live life this wouldn’t be a very good blog, now would it?

Because I didn’t at least take time to make notes, I find I can’t remember details of the sex I had days ago with MasterDoc. This sucks. Not only because I like to chronicle my time with him here, but also he tends to feel a bit hurt if I manage to write about someone else but not my sex with him. After nearly four years together, however, even the most exciting kinky sex life can get a little routine. Even though routine for us is still way better sex than most people have. He turns me on immensely and I have mind-blowing orgasms as he wrings them out of me for as long as he can possibly make me come – but writing about it, finding the words to describe it, has become a bit routine. The sex is still exciting.

But, gentle reader (that’s oh so Miss Manners of me), I’m sure that while you still want the pervy details of my sex life with MasterDoc (and I will continue to write about it) it can also be exciting to hear I’ve had an excellent time naked with someone new.

I had an excellent time naked with someone new.

The back story: this guy wrote to me on the usual dating site and we got into talking about music we like in common. I liked that he was interesting and not trying to just plan having sex with me. We had a date a week ago – a normal date. We met at a bar, had a few drinks and talked for a few hours. Then we made out in the corner of the bar for a bit. I knew then that I wanted to fuck him.

I like him – not just sexually but also we have a lot in common and he’s smart and interesting to talk to, laugh with, etc. He’s a journalist, out of work like so many people are nowadays. I remember when the idea of dating a guy without a job would give me pause, now at least two out of the three guys I had dates with over the past couple of months have been unemployed. With such rampant unemployment, not having a job is no longer necessarily an indicator that someone is a slacker.

So we exchanged emails during the week and I found myself getting really horny thinking about having sex with him. I think waiting until the second date actually made things better. No, really. He and I happen to have great sexual chemistry and the anticipation drove me wild.

MasterDoc and DeeDee were away for the weekend, and as usual I tried to keep myself busy as too much time alone tends to make me depressed. I invited this guy over (I need a pseudonym for him. Maybe he’ll give me one.), told him he was welcome to crash since we’re at nearly opposite ends of New York City. Now from this it should be clear that I had every intention of fucking him. But the night moved slowly and I’m not used to that. I kept thinking that I just wanted him to FUCK ME. I enjoyed hanging out, talking, watching some stuff on netflix, and making out off and on. It was lots of fun. But waiting just made me feel more desperate to get laid. This is interesting. I don’t get that way with everyone.

Eventually we ended up in the bedroom, clothes were taken off and strewn upon the floor. We made out, rubbed up against each other and groped heavily. I was so horny and so turned on that my first orgasm with this guy was from him grabbing me me roughly. I’m sure that MasterDoc’s training me to be super sensitive sexually helped that happen, but I was surprised that it even could happen with a guy other than MasterDoc.

I wanted his cock inside me so badly. The slowness of the date drove me crazy. I eventually broke down and told him straight up that I wanted to fuck. He’s not kinky, he’s not a Dom, but he does like his sex rough. And rough sex is just awesome. It’s a very different dynamic than the one I have with MasterDoc. (It felt strange to be called beautiful rather than a piece of fuckmeat. lol) But we did have unusually good sexual chemistry. And despite not being particularly kinky, he reached one hand around me and spanked me a bit (pretty mildly at first but he kept going) and I came from the spanking.

He went down on me – and I always take it to be a good sign when a guy goes down on me first – those guys are pretty much always good lovers. When I blow a guy first then it’s hit or miss if he’s any good. I’m not sure how many times I came before he fucked me. When he finally fucked me (I had been waiting for it all night!) he made me come hard. I wanted it to go on a while but unlike MasterDoc it’s not extremely difficult to get this man to come. (Oh he wasn’t a minuteman certainly. But this guy can come while fucking with a condom on. MasterDoc generally can’t.) This is awesome in its own way, but different from what I’ve gotten used to. I kept making sure that the throe was under me so I wouldn’t potentially soak the bed. We cuddled a bit, thankfully he’s a cuddler too. We soon ended up grabbing at each other, I sucked his cock and demonstrated my fantastic sexual skills (partly due to talent, partly due to a terrific Dom who trained me well). I asked him to fuck me; he told me to beg. Oh hell yes I begged. Again, a wonderful fuck. He has a nice cock.

We took a break and watched more netflix in the living room. He’s about 4 years older than me so we’re of the same generation – we have a lot of the same pop culture references. We sounded like old people when we talked about how back in the day we grew up without internet.

He asked if I wanted to put something else on tv. I suggested we could just go back to bed. It did not take any arm twisting to get him there. Fooling around with him was intense. I wanted to fuck again, but having come twice in one night it’s not surprising that his cock wouldn’t totally cooperate. (It got hard, it just didn’t stay hard when we went to fuck.) I’m not one to have a thing about this, after all my body doesn’t always cooperate sexually either. We got each other off in other ways and were quite tired by the end.

He slept next to me, and it felt comfortable. I had a hard time getting back to sleep completely when in the early hours of the morning he got more cuddly. I love cuddles when I’m awake, but I generally prefer to sleep in my own space. His hands felt nice so I didn’t say anything. A few hours later we got up for good.

I started the coffee and we fooled around more while it brewed. We hung out and I started mapping out my plans to meet up with Blondie that afternoon. After talking and him showing me stuff on youtube that is amazingly bad, he asked if we could go play around again. He didn’t have to twist my arm. We both managed to come again by the end.

Since I was headed closer to his neighborhood on my way to meet Blondie, he rode with me in the car and I dropped him at a subway station. Once I figure out my schedule for this week it’s time to plan another rendezvous with him. I hope we can keep up having a great time hanging out, followed by fucking. I’m a simple girl, those are the things I want to do most.

Edited to add: I’ve decided to dub this guy “the writer.”

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Guest Post: Dinner and a Show

I asked my friend DivaSub to please write up the scene she watched last Friday at Chez MasterDoc. It’s not entirely laziness on my part – I worked all weekend and had little time to relax let alone blog. But I think you’ll find her descriptions delightful. DivaSub is a good friend of mine, a kinkster, but in a monogamous relationship. Surely if her relationship was open we’d have asked her to join us.

I joined MasterDoc, Nadia and DeeDee for a lovely dinner at MasterDoc’s Home for Wayward Women on Friday night. DeeDee is the epitome of a gracious hostess, and is forever cooking delicious, healthy meals. I wish I could have her come cook for me like that at my house! (She says she will if I pay her, hmmm….) When I arrived, DeeDee was (as per usual) cooking while wearing skimpy lingerie. MasterDoc and Nadia were only semi-nude, and as we sat down to dinner, I felt like I should get into the spirit by doffing my top (also, it was blazingly hot in there!). Dinner conversation with these folks is always a delightful combination of “normal” topics – current events, the weather, our jobs, etc. – and kinky topics. I was recalling this one time when my friends tied me to their closet door and made me watch them fucking. DeeDee remarked sarcastically that that must’ve been just terrible for me. I ironically confessed that it was simply dreadful, not fun or arousing in the slightest. Naturally MasterDoc suggested that I might enjoy watching them some time, to which I readily agreed.

At some point during dinner, MasterDoc ran off to get a lubed-up butt plug, brought it back to the table, and stuffed it up Nadia’s ass. Nadia, red-faced but clearly enjoying herself, remarked that this was just like Kink.com‘s The Upper Floor – a civilized dinner party at which no one bats an eye when some sub girl bends over to take a butt plug up her ass. Truly, I expect no less at MasterDoc’s Home for Wayward Women. Nadia sat back down, and MasterDoc instructed her to wiggle about, to make sure she was getting the full effect of that butt plug. She obeyed, in obvious embarrassment, which I found adorable. I pointed out to her that her ears were turning red, and she wailed, “You saying that makes it worse!” Mwahahahahahaha! I’m a bad friend. ;)

Dinner concluded, MasterDoc and DeeDee went off to the playroom, and I helped Nadia with the dishes. (In point of fact, I stood there with my shirt off, fanning myself and making conversation, while Nadia did all the work. Like I said, I’m a bad friend.) Eventually MasterDoc came into the kitchen, naked. Not an unfamiliar sight to me, at this point. We all went into the playroom, after DeeDee (who wasn’t feeling well) excused herself to go lay down. I must remark, by the way, that the playroom is so elegantly appointed, now that DeeDee has worked her decorator’s magic on it. Its truly a very pleasant room to be in, even apart from the debauched activities that usually take place in there. I took my seat next to the air conditioner, from which vantage point I was able to comfortably observe the action. Nadia strapped on a pair of knee pads and stripped off her clothes. She was wearing some charming lingerie, a gift from DeeDee. MasterDoc proposed that the blog entry about this should be called “Butt Plugs and Knee Pads”. Throughout the remainder of the evening, we’d all occasionally come up with cute ideas for what the blog post should be called, but…I can only remember that one. Should’ve been taking notes, darn it!

MasterDoc sat on the edge of the bed and instructed Nadia to come suck his cock. He described to me, as she knelt between his legs and did so, the specific technique with which he has trained her – emphasis on hard sucking, rather than deep sucking – to maximize his pleasure. Frankly, I’m impressed that he was able to talk at all while this was going on, because Nadia has clearly mastered the technique. After a period of cock sucking, he had her get up on to the bed with him, and she took off her lingerie and knee pads. I hoped she’d just leave the knee pads on – I like that “sexy roller derby girl” look – but off they came, and she lay back on the bed with her knees spread. MasterDoc took some time to admire her cunt, as he manipulated it and toyed with the butt plug (oh yeah, did I mention that she was still wearing that butt plug?). I believe he made her come around this point. Nadia will surely concur with me that it is difficult to keep track of the orgasms at MasterDoc’s Home for Wayward Women.

They had some brief discussion about the best position for them to fuck, for their pleasure and for my voyeuristic enjoyment. Eventually they settled upon having Nadia on all fours with MasterDoc behind her, both facing me. MasterDoc commented that they usually face the other way while in that position, but that since they had a guest there, it would be rude to face away. Such a thoughtful host! He pushed Nadia’s head down towards the bed – a position which I thought made her arms and back looked particularly fit and muscular (yet, another benefit of weight loss and getting in better shape: you look sexier when you’re fucking for an audience!) – and described to me in extreme detail how he was giving her just the tip of his cock, and then a little more, and then a little more, and then finally sliding the whole thing home. Whatever might be lost in visual detail, with the business end of the fuck facing away from the observer, MasterDoc more than makes up for in narrative detail. They commenced to fucking, and I wish now that I’d had the presence of mind to bring a stopwatch, because it seemed to go on for VERY LONG TIME. I’m truly impressed with MasterDoc’s athletic stamina. And Nadia’s too! I know perfectly well how much muscle and staying power it takes to get fucked like that. When he gave her permission, Nadia began to come (would this be the second time? or the third?), and MasterDoc said, “What a wild ride she is!”. I can believe it.

After a protracted period of fucking, they took a break. MasterDoc cordially invited me to feel free to pleasure myself while I watched, if it was my desire. I politely declined – me, I’m more comfortable letting the scene arouse me, and then jerking off later at home to the memory. (You can be certain that I did so later that night.) Nadia remarked that, when they do sex shows, they find that its fairly rare for the observers to actually whip their dicks out and take care of business. MasterDoc said, if he were an audience member, he’d definitely want to take advantage of the permission for instant gratification. I figure that some people get off on that sort of thing, and others want to save it up to enjoy privately later. Fortunately, there’s room for everyone in the world of kink.

Having caught their breath, it was time for more fucking. MasterDoc first wanted Nadia to climb on top for a ride, but then decided that he’d climb on her instead. She lay sideways on the bed, with a pillow blocking my view of her body. I imperiously demanded that she move it because, come on, let’s not pretend I’m not here for the full monty. ;) MasterDoc grabbed her hair and began to fuck her, telling her what a wild ride she was, what a slutty pussy. It was a beautiful angle for both of them – truly, if I’m going to get a live porno show, it may as well be with sexy porn stars, and these two definitely fit the bill. He fucked her long and hard and over and over and eventually gave her permission to come (for the fourth time? fifth? HOW MANY TIMES DID YOU COME, NADIA??). When they finished, I was both aroused and, vicariously, exhausted. MasterDoc began to discuss having Nadia lick his ass, but as it was getting to be time for me to go home, they decided to wait and see me to the door. They’re excellent hosts. As we said goodbye, I told them “I love coming over here. Its always dinner and a show!”.

I hope you enjoyed this guest post. The day after this scene I told MasterDoc that it had had a “metric fuckton of humiliation.” I’m not sure why, knowing DivaSub like I do and that she’s a complete pervert too, but it was somehow more humiliating for a friend to watch than some random guy I don’t know. I did have a fantastic time though.

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In the Meantime…

Yes my friends, I have been “the blogger who slacks off” for the past 10 days or so. I’ve written about having a bit of burnout after years of blogging, but I never seem to get to the point where I want to stop.

So what have you all missed in my sexual adventures? Well of course I’ve had the pleasure of sex with MasterDoc several times. Last Thursday evening, we were hanging out with DeeDee, her other boyfriend, MasterDoc’s (and my) friend Liz, who was visiting from across the country, and my friend DivaSub, when MasterDoc escaped into the bedroom for a while. The rest of us were still having fun socializing and DivaSub was about to tell a story about the horrific hoarder apartment she had been to recently, (She’s an opera singer, she’s quite theatrical in her storytelling.) when my phone rang. It was MasterDoc calling from the next room.

He wanted to know if I’d come into the bedroom and suck his cock. I found it simultaneously amusing and arousing to know he was beckoning his submissive into the bedroom to take care of his sexual desires. I wanted to hear DivaSub’s tale though, so I asked to do that, and he let me. Next thing I know he’s serving us all sorbet – probably to get dessert out of the way and bring the social evening to a close.

Sorbet finished, DivaSub’s story finished, and MasterDoc reminds me he wants me in the bedroom. I said goodnight to everyone and slipped off to him.

The main thing I remember, now that it’s days later, is that he fucked me silly even though I was pretty tired by that time. When doesn’t he fuck me silly? It’s a regular occurrence now for him to fuck me to the point where I very nearly ask him to stop. He takes me to the point where I don’t think I can come anymore and then he makes me do it again. When he’s finished with me I collapse onto the bed, exhausted.

I knew that since he had a full house this weekend, I’d end up spending time at my place for the first extended period of time in weeks. (I had to go grocery shopping Friday night after work since I had fuckall at my place.) His girlfriend J. was visiting, as was his friend Liz, and of course there was DeeDee and MasterDoc at home. I had a chance to see MasterDoc on Saturday when J and Liz went out for the afternoon.

I asked him to come to my place, and somehow even though the whole maneuver wasn’t a secret, it felt illicit. It was strange but I enjoyed it too. I think knowing we had just a little time together made it all the more exciting. I was very horny and started off without him – reading male Dom/fem sub erotica. (Edited by the lovely Rachel Kramer Bussel who I’ve been fortunate to meet. I make no money off that link, I’m just sharing the book title.) I got out my Gigi vibe, lay on my purple Liberator fascinator throe (I got one for my place too) and made myself come. I think part of me worried that MasterDoc wouldn’t be able to make it, and I figured I should just go ahead and get off while thinking about him.

He came over a little later and I was so happy to see him you’d think I hadn’t seen him in weeks. He needed time to settle in but I tried to move things towards the bed as soon as possible. (Hey, when you live in a studio, you don’t need to change rooms.)

He asked about what toys I had in my place and he was interested to check out the Wahl massager. I keep a wedge-shaped attachment on it and he used that to place the vibe up against his perineum (or “taint” for those less technically inclined) while I sucked his cock. Ooh he loved that. I lavished affection on his cock and made him rock hard in no time. I took him deep into my throat – I wondered what it felt like on his cock head while my throat muscles convulsed a little from nearly gagging.

He used the Wahl on me next, and made me come so hard, so fast. This was not without a bit of teasing, but if you recall I had warmed myself up earlier. He had me kneel with my ass in the air. “I love seeing your pussy on display like that.” Even without contact my cunt felt like it had been caressed.

He fucked me. Again, until I was feeling exhausted. He teased me and then made me come when it sounded like I couldn’t take it anymore. I thought about how much I love being the hole he fucks until he’s satisfied. That bit of objectification made me hot.

I found myself thinking a little, but then the internal monologue would shut up entirely as I became the orgasm. Over and over again, I’d be lost in the high of coming. Thought became unnecessary.

It wasn’t until the second round that I told him about my love of being his hole. Since I was exhausted he got on top. Apparently I wasn’t too exhausted to come a whole bunch again.

He wears me out. He’s in his mid-50s and he wears me, a woman in her late 30s who has recently lost a lot of weight and has been exercising, out. If I were at all religious I’d be saying, “Praise Jesus!” right now. But I know that it’s not Jesus I have to thank for that cock.

Our time together was relatively brief but so very fulfilling I happily went about my day being a homebody after he left.

Besides my still being crazy for MasterDoc and the wonderful sex he provides, I had a date a week ago with a nice guy. We met up for drinks, then had dinner, and by the end were flirting shamelessly and he was trying to persuade me to head to New Jersey with him to his place, and he’d drive me home in the morning. After some thought, and some comments on how I’d rather save penetration for another time, he convinced me, and my drunken self got on a bus to New Jersey with him.

We had a damn good time rolling around, having oral sex and him rubbing his cock on me and between my ass cheeks. He made me come a whole bunch of times. I was quite happy to have gone home with him. I asked to sleep in the guest room since I was in a new place (I almost inevitably don’t sleep well in a new place) and I didn’t have earplugs on me since I hadn’t expected to go home with him. (I sleep every night, since college, with earplugs. I’m such a light sleeper.)

The next morning, we fooled around some more, and then got bagels on the way to dropping me off at MasterDoc’s. I really like the guy. I hope he comes back for more.

The one drawback? MasterDoc had been plotting with Blondie for her to come over and both of them to top me again. Doh. But I got home too late and was simply exhausted from not sleeping well. It will have to wait for another time.

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DP

I’m a naughty girl and terribly behind in my blogging again. I took notes for two of the three encounters I’ve enjoyed since midweek, but fleshing them out has taken a backseat.

Last Wednesday I had a night alone with MasterDoc and he put the easier nipple clamps on (i.e., not clover clamps). I got into the pain. It wasn’t as unbearable as the clover clamps. He pinched and twisted them, too and placed the clamps’ chain between my teeth. The problem with that was I had to hold my head up off the pillow to reach the chain and a sore neck was not the intention.

I should mention that MasterDoc is a considerate Dom. If I speak up about something I’d like more of than we’ve been doing, he will take my wishes under consideration – and often the item at hand will come up in our sex soon after. The nipple play was a recent request – I’m not sure why that became something he didn’t really do for a while. Such things happen. I’ve also mentioned that I love his talking dirty to me. He did that on Wednesday and said he liked having my body to play with. I just swooned into his arms. He very nearly could have made me come there.

My neck was bothering me, and my body sore and tired from exercise and a long day, so we shifted to me using the Siri vibe on myself since needed to lay flat for a while. MasterDoc touched me to add that fabulous element to my masturbation, but in some respects he was too gentle. I missed the raw dirty talk he had been giving me just a short time before. That night, I had a hard time with getting and staying aroused. I blame the fatigue. I did come. Just not the way I usually do.

He fucked from on top with the blindfold on and while I suppose I often find that hot, I found that not being able to see him reduced my arousal. Phooey. As I’ve said, these things happen.

He fucked me doggy style next. Again I had problems getting and staying aroused. But he managed to push me to orgasm before we were through. Sometimes the push was verbal – yay more dirty talk! Finally, I helped him come via massaging his thighs and ass, then licked his asshole like he likes and finally finished things off with a prostate massage.

It’s kinda funny now to think that analingus was a hard limit when I filled in a bdsm checklist when I first met MasterDoc.

Saturday night we had fabulous sex that lifted me from the mild depression I was in. I didn’t take notes. My sieve-like brain can’t remember details. Yeah I suck. But the sex was awesome and you will just have to trust me. Unfortunately, when we went back to hanging out after the sex my mildly depressed and rather withdrawn mood returned. Ordinarily there would have been another round, but I felt so tired from the depression that I wasn’t up to it.

On Sunday, we had over another Dom who contacted MasterDoc on fetlife after reading my profile where I say that if a Dom wants to play with me, they should contact my Dom as it’s his decision. This was perfect timing since we’ve come to realize that I need someone to play with so I get enough sex – and that totally vanilla sex probably wouldn’t work for me for an ongoing fuck buddy situation. I have a high sex drive, and while MasterDoc certainly does too, he likes variety and dates or fucks various women so his high libido is shared with many.

Well this other Dom is a very attractive guy, in his 40s, and really into rough sex and being down and dirty.  I don’t usually go for athletic builds (it’s not on my list of must have criteria in a man, though it’s certainly not a deal breaker or anything) but I have to say I do appreciate the lean, muscled body this Dom has developed. He has experience wrestling and uses it to good effect in a bdsm setting. But perhaps I’m jumping ahead…..

MasterDoc had me sitting on floor at his feet when “another Dom” came in. (I need a pseudonym for him.) DeeDee answered the door in her sexy maid’s outfit – I find the maid outfit embarrassing on me, but DeeDee loves the theatricality of it.

We talked for a bit – mostly he and MasterDoc – and then MasterDoc indicated we should adjourn to the bedroom. I don’t get MFM threesomes often, and damn I enjoy them. MasterDoc had me start off by sucking his cock. During this he invited the guy over to grab my ass. (I was in a bra and sexy black slip.)  The other guy slapped my ass – hard! He seems to have a heavier hand than most. Not sure I can handle such hard hits, which I spoke up about of course, as did MasterDoc and the guy laid off the hard spanks.

This guy goes for the gusto when having sex and after just a brief bit of dirty talk in my ear, he went for my pussy and decided to see if I truly do squirt. His fingers made me come in no time. Of course I held off until MasterDoc told me to come. I squirted a whole lot. The throe was soaked.

Next I sucked the new guy’s cock. There was lots of gagging, with saliva flowing. He spit on my face – the first time I’d ever experienced it. I wasn’t sure if I’d like it but I did find it kinda hot. MasterDoc was uncomfortable that something as edgy as spitting would be brought in without negotiation (I concur). That got addressed a bit later.

MasterDoc fucked me while I sucked the guy’s cock. This was Hot! (With a capital “h”) Then they switched and the other guy fucked me while I sucked MasterDoc’s cock. (Again, hot with a capital “h.”) Next the guy fucked me up the ass (I seem to be making this “anal upon first meeting” thing a habit.) He made me come a whole lot while fucking my ass.

I can’t even begin to estimate how many times I came that evening.

We took a break, but as dinner had not yet arrived, after a conversation on limits we went back for more. MasterDoc suggested we try double penetration – I’ve never experienced it, just frustrating attempts. MasterDoc lay on the bed, I got on top of his cock, then the other guy went to work his cock into my ass. It was still hard to get proper angle – my butt’s a bit sore from where it was poked before he got it in. But the struggling was brief, and holy shit it worked! It felt… like I was being fucked in two holes at once. I know that sounds self-explanatory but it’s the only way I can think to describe it. While I felt quite filled it wasn’t uncomfortable like I had worried it would be. Both orifices expanded to make each penetration comfortable in and of itself. As they both fucked me I just kept on coming over and over. Good, primal, grunting and screaming orgasms.

After a break for dinner, the guy was up for one more fuck. We went into the bedroom and I sucked his cock, gagging on it. He had me lay on the bed and he fucked me from on top. He pinned me down – there’s that wrestler skill! – and fucked me like there’s no tomorrow. Dude is in shape. I couldn’t believe how long he fucked me at a hard, relentless pace. Most guys can’t do that. Of course, I loved it. He put his hand on face from time to time, holding my head to the side while he continued to fuck me. This was hot and would inevitably make me come harder. I began to wonder which of us would ask to stop first. He did, but I was pretty fucked-out by that time myself.

Since this went well, I’m free to schedule casual fucks with this guy when I have free time. Neither of us has a lot of free time, and who knows how often it will coincide, but it’s nice to think there’s another cock out there I can call on when I need something extra – a cock that comes with rough sex.

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