My first time, part two

My first big cock: The average erect penis is from 4.7 to 6.3 inches and that's been my experience. It all matters in how you use it, guys. A man with a big cock can be fabulous if he is a skilled lover. On the other hand, I've had some average men who were among my best because of the same abilities.

My first experience with size was mixed at best. A fraternity brother had led me to the basement during a party and we fucked. I was still lying, miniskirt hiked up, there trying to catch my breath when another shape appeared, unzipped his pants and displayed the biggest cock I'd yet seen.

He climbed on and pushed in. Between pussy juice and the cum in me I was thankfully well lubed. It still hurt for several minutes, then felt better, then really good. After he was done, I saw a line of guys waiting their turn, grabbed my clothes and ran out.

My first anal sex: I know you guys have been waiting for this. Lots of men had wanted to take me in the ass but I held off until I was married. I didn't have many "firsts" I could offer my husband, but this was a big one.

"I want you to fuck me in the ass," I said during a lovemaking session. He got out KY and put me on my knees.

First he entered by pussy and fucked me slow and sweet. I felt his finger slide into my anus, syncopating with his cock moving in and out of my pussy. Then two fingers. Finally, he pulled out and rested the head of his penis against my perineum, then slowly entered me. "Am I hurting you?" he asked. "No," I said, although it was uncomfortable as he fucked me.

I didn't come from this but it was still thrilling, especially thinking of what my uptight family would think of their little cheerleader honor student getting it up the ass. "You're a very naughty girl, Linda," my husband panted, instinctively understanding. He had a violent orgasm and I felt him shooting in me. He stayed there until he went flaccid and we showered together.

My first public sex: This is a tough one. The summer I lost my virginity, I cheated on my sweet boyfriend with a bad boy from high school on whom I'd had a crush. One night we drove into the country and he fucked me on the hood of his muscle car.

It was wildly erotic to be outside, the breeze running across my legs, my moans and screams out there wafting into the woods. But nobody was there. He said he would never get the dents removed from his hood.

The first "official" time was when I was having an affair with one of my professors — common then, but a fireable offense in our neo-Puritan age.

Believe me, I was not being taken advantage of. Anyway, it was winter and the sun had set early. I went down on him and sucked his cock a long time. Then I sat on his desk and he fucked me. After, I saw that a crowd had gathered at a window of a nearby building and had seen the whole thing. They applauded. I smiled and curtsied. My lover was mortified and always closed the blinds after that.

Losing my other cherry

I didn't have many "firsts" that I could give my ex-husband, but I did save my anal cherry for him.

It wasn't a conscious thing -- I had been horny and open to most anything since college, and seemed to have an amazing ability to get myself in sexual trouble ("sexual sin," my evangelical sister, Amber, would put it). Early on, men loved fucking me from behind -- my ass was a magnet for guys, and they would tell me how sexy it looked to fuck me from behind, seeing my long back spread into my hips, and back then I also had longer red hair flopping around. I let a few men finger me in the ass and it felt good, especially the friction along the sensitive skin of my perineum. But I was a little tight girl, and I was afraid to let them fuck me there. If they tried, I would pull forward and change the position. A couple begged, but I was afraid of the pain.

My first husband was if nothing else a gentleman and a gentle, caring lover. He also had a nice, average cock -- nothing monstrous or scary. That definitely helped his cause here. For whatever reason, after I turned 30, I began to think more and more about anal sex. One long Sunday afternoon was spent in bed, fucking, sucking and him giving me exquisite cunnilingus. After a brief nap, we were at it again. Did I tell you I was wearing a white garter belt and sheer white stockings? He was fucking me missionary style and I looked up at him.

"I want you to fuck me in the ass," I said.

His face was like that of a man who had just won the lottery, but I could see he was trying to be cool about it. He got the KY out of the bedside table drawer and I got on my hands and knees. I felt his cock push back in my pussy, and my mini-orgasm contractions began almost immediately. He fucked me awhile this way, gently, rhythmically, then breaking into a hard, fast fucking ("Don't come yet," I gasped) before slowing down again.

I heard the plastic pop on the KY and felt the cool gel around the sensitive edge of my ass. He fucked me slowly and slipped a finger inside my anus. It felt good, as usual. I was very aroused, but also apprehensive. The next feeling was fuller: he has put two fingers inside and was finger-fucking my virgin ass. It felt very odd and arousing to process the sensation of his cock in my pussy and this thickness in my anus. My pussy flooded with new lubrication, mixing with the sperm I already had inside me. He pushed my shoulders down and I put my head on the sheets, my hands in front of me to steady myself.

"Does that hurt?" he asked.

"No."

His fingers went away and he pulled out. A few seconds later, the head of his cock was rubbing against my perineum. It felt great and he didn't give me time to change my mind. He pushed into my well-lubed anus. This was new. Different from the feeling of cock-in-pussy. It wasn't quite as intense physically, except for the feeling of being very filled up. Now he felt huge and even though he was fucking me slowly and the rubbing against my perineum was very, very nice...this sharp pain overtook me.

"Hurting," I managed as he pushed me forward and pulled me back with his strokes and his hands steady on my hips. But I knew he was a gentleman, so I added, "Don't stop." I had no pain when I lost my pussy cherry -- I was an athletic girl -- so this was new and I had nothing to compare it.

I tilted my pelvis and it hurt less. I thought about what a taboo I was breaking considering my repressed upbringing and almost came from the mental turn-on alone. Pain and pleasure. "Fuck me in the ass," I half groaned, half screamed. And he did, until he screamed and ejaculated inside me.

How long did he last? To me it was about twenty minutes -- he claimed it was about five. I hurt for days afterward. But we were back at it soon (pun intended), and I learned how to angle myself to handle it. He grew to love it, not only because he loved my ass, but because he got into the taboo turn-on thing, as well. And he was always good never to try to fuck my pussy after he had been inside my ass. Anal sex was never my favorite, but I do love it in its special way, especially when it brings out my inner submissive. I've had big guys try to fuck me in the ass, but they can rarely get far inside. My ex -- he could do deep and it got to where it felt great, and I loved feeling semen leak out of my ass. So forbidden. Linda Sue, you bad bad bad girl.

Complications

I wish I could give you boys (and curious girls) a porno style ending to the Wendy saga, but real life doesn't work out that way.

After I brought her off, we went in my bedroom and I held her. She really seemed to love that. It's something many men just can't bring themselves to do. At some point, I took her hand and placed it on my breast while I kissed her. Then I put her hand down between my legs. My pussy was sopping wet, and she started to gently finger me while we kissed. I was shaking with arousal, stroking her hair, trying to ease her head in the direction of my crotch.

Suddenly, she jumps up and runs to the bathroom, barely shutting the door. I hear her throwing up, then the flushing of the toilet. We'd each had about one bottle of red wine between us. When she came back out, she looked green around the gills and staggered out to the living room. By the time I got there, she was dressing.

"I just can't, Linda," she said. "It's just not me. We can't ever do this again."

"Okay." I felt pussy juice running down my thigh. In a few minutes, the door closed and Wendy was gone. Another lover who will deny something ever happened between us. Sigh...I loved bringing her off and giving her some sensual lovemaking. She seemed like she needed it. I went back to bed, used my imagination and got myself off. Definitely not as much fun when you're flying solo. But I had Wendy's wonderful scent still on my face.

The next morning my headache was added to by a call from my sister, Amber.

"Justin raped me last night," she said. I wanted to say, How long has it been since you've fucked your husband? But I didn't. I just responded sympathetically and waited.

"He made me do things," Amber said. "He sodomized me!"

My headache was going away in a hurry. There's always been a bit of the voyeur in me. Did he fuck her in the ass or just make her suck him off -- with Amber one wouldn't know. Until she said, "I can barely walk. I don't know if I should go to the doctor..."

I asked her if she was bleeding. She said no. Ah, that neighborhood of Sodom.

"I think you'll be fine," I said. "But you and Justin need to get counseling."

"I've asked him to talk to Pastor Bob."

Great. Pastor Bob sounds like the name of a pedophile hiding inside a judgmental little prick who would tell Justin sex is only justified for making babies, but I'm a cynic. I asked where she was, and she said at home. Where was Justin? In the next room.

"Maybe you need to take (I named my nephews) and go be with mom and dad until things call down."

"I don't want to do that," Amber said. "I just don't know why he's always after me for, you know... It makes me feel so dirty. I just don't want to...I just don't know why he can't keep his hands off me, act like an adult and not an animal?"

I think: Well, maybe because he's a normal horny guy and you're a beautiful young woman -- definitely prettier than me, and with big boobs. It's not that I'm totally unsympathetic -- Justin's dick would definitely hurt getting sis's anal cherry.

Then, "When he...you know...as he was finishing with me...when he..."

"When he came?"

"When he came," she said. "When he came, he called our your name. He screamed and called out your name!"

My going-away party, Part IV

By this time I am starting to lose my bearings, all I have is a riot of sensations -- my clit aches for need of an orgasm, my pussy has that high-voltage quiver of being repeatedly fucked, my face is covered with another woman's pussy juice -- mingled with a man's semen -- my legs are noodly and shaky, come running out of me is tickling my anus, and the room reeks of sex. Nobody speaks. After the woman's orgasm, the only voice is mine, moaning, begging to come.

Hands untie me, while other hands gently caress my belly and thighs. Mouths suck on my nipples, getting me worked up all over again -- one of the mouths is topped by a scratchy mustache. The other mouth must be the woman -- her hair falls on me -- and she sucks hard. I groan loudly, whisper, "that feels so good." They turn me over and rearrange me. It's all very gentle and silent, and now I am on my knees, my ass high in the air, my arms resting on a pillow.

I expect another dick in me from behind. Instead, the bed leans in a little and a body is in front of me. Now I have hands free to explore. It's a man's body, with hairy legs and a flat belly and a fat, short cock. I let my hands roam and feel it encased in soft foreskin. I just barely brush my hands across it. Time for somebody else to get played. I kiss, lick and bite the tops of his thighs, run my tongue in circles around his belly button. With one hand, I reach up and pinch his nipples. I hear him start to breathe heavily.

I approach his cock slowly. First, I cup his balls in my hands and lick them. Some men want it rough with their balls sucked. But you never know. It can be painful for most guys, so I take it easy. They are tight and close to his dick, with soft skin and little hair. He's clearly enjoying this way too much. So I start lightly licking his cock. It's almost like an artillery round in shape -- of it feels that way: I am still blindfolded. But the skin is so soft. I flick my tongue up and down and in circles. He lets out a baritone moan.

Now I pull down the foreskin and inhale the man smell. I jerk him off gently while kissing his belly. My ass is still invitingly in the air, and this is brought home to me when suddenly the other side of the mattress is depressed and I feel a man positioning himself behind me. I try to lick and please my uncut man, running my tongue around his exposed head, but my pussy is having pre-quake jitters in anticipation of what's to come.

Any woman who tells you every cock feels the same (except for the really big boys) isn't paying attention. Each is delightfully different. And now I feel that distinct, sweet pain of the big head of Chris's cock pushing into my vagina. Even though I've already been opened up by a monster and am gushing pussy juice and come, his head still gets my attention. Selfish bitch that I am, I ram myself against him, letting it fill me up, and let out a pre-orgasm scream.

But he's having none of it. His strong hands firmly grip my hips and he won't really fuck me. God! He stays inside, then slowly withdraws, then oh-so-slowly slides back in. All the while, he keeps control. I am breathless. But I keep working on the fat little cock before me. It slides into my mouth and I gently suck while cupping and caressing his balls. Next I move my head up and down a few times, just to get things started. This is going to be fun...

Then a big rope of semen explodes into the back of my throat and the man screams a profanity and grabs my head. I am swallowing as fast as I can as two, three, four big ejaculations fly into my mouth. It tastes like very salty, pungent pea soup. Haven't swallowed so much in awhile -- he must be young. I ease up the pressure and manage his orgasm, so it feels good, not to painfully intense, and he's soon just moaning and stroking my hair. His cock collapses and I lick up the rest of his come from his pubic hair. The taste of come stays in my mouth, keeps my throat sticky, and I can feel the thick semen on its way into my stomach.

Now Chris really starts to fuck me. Piston, whatever fucking analogy you want this is it. He does the move where he angles his hips as he fucks, letting his cock touch different areas inside me. Incredible feeling. It doesn't take long before I am seeing colors at the edges of my eyes and my feet are burning. My pussy gives some powerful contractions and then the first orgasm just annihilates me. He just keeps fucking. I have buried my head in the belly of my uncut friend and I am screaming and moaning, whimpering unintelligible fuck talk. Yes, I claw the sheets... A finger slips into my anus, finger-fucking me with KY while Chris's dick is fucking my pussy. He's done this before, in preparation to taking my ass. This time, though, he's so aroused that all he can do is suddenly pull out of my pussy and slide into my anus before he comes. I am filled up with cock and semen and he collapses on me. We're all in a heap, gasping and moaning.

Everybody had another turn, at least. I can't tell you how many times I was fucked or in how many positions. I rode the heavy-set man and came again. Chris gave me a sweet missionary fuck, my legs wrapped around his waist and hips. The woman and I sixty-nined, and I just got to the plateau and couldn't get off, but she came again. Then, above my face, I felt a cock slide into her and I licked it and her as she was fucked. Later, I sucked the semen out of her. The first guy, the skinny one with the impossibly large cock, gave me a hell of a shafting from behind -- really rough this time, hard to adjust my pelvis to take all of him -- but I had another shattering orgasm. The only rule was that I couldn't take off the blindfold.

It seemed as if we had taken a pause. I was lying there, as well-fucked as a woman could be. After awhile, my nose itched and I thought, what the hell. I took off the blindfold. The room was empty. Nobody but me and the semen-stained sheets.

A single red rose was on the pillow next to me. I could barely walk the next day.

The joy of a younger man

It's been awhile since I had a chance to talk with my friend Kathleen, so we caught up over wine this weekend. As you'll recall, Kathleen got involved with the young stud I had a steamy affair with last year. I introduced them in a wild evening that culminated with the three of us in bed.

Kathleen is a pretty brunette in her forties and had been in a loveless, sexless marriage for a long time. She also wasn't all that sexually experienced, but she was curious and had a spark in her eye. She and Mike the Stud took to each other and it gave me the chance to make an easy exit. I had been concerned that he would kick her to the curb and hurt her. So far that hasn't happened. So here's the debrief, in Kathleen words, paraphrased and direct-quoted by me.

"The biggest change for me is the frequency of sex. My ex-husband might get drunk and climb on top of me once or twice a year, hump me for two minutes and fall asleep. Mike is voracious. He spends a lot of time at my place, and it's not unusual to be fucked three times in a night, on a work night. And we're not talking about two minutes. He has great control and fucks me for a long time. We do every conceivable position -- stuff I had never tried before -- but, as you know Linda, he loves doggie...

"He's the first man I ever did anal with. It was out of the question with my ex, and before him I had only two boyfriends, one in college and one when I was starting out at work. Neither tried it. Mike likes to fuck me in the ass. He's got a big cock -- you remember -- but I really love the way he fills me up. I've had three children and don't know if that makes a difference. I could barely feel my ex. Mike, oh, I feel Mike. It took me some time to learn how to relax and go with it in my ass. He can't get it all the way in, but it doesn't hurt.

"He likes it rough, likes to play tie-up and stuff like that. I can slow him down. Sometimes I just push against his belly to slow him down, and sometimes I squeeze his balls to get his attention. I'm not going to let the balance swing too far. But he can also give me just a great regular fuck. I'd never had anything like it. I've learned to be a good cocksucker, and oh god does he come. It's taken me time to learn to swallow it. Thick, smelly, nasty! I had next to no experience in that. He loves my breasts, loves to have me sit on his belly and dangle them in front of his face while he sucks my nipples hard for what seems like an hour. It drives me absolutely nuts. To have this handsome young man find me attractive is a huge ego boost.

"He still talks about you sometimes. He loves the way you could come in multiple orgasms. I'm not that way. I heat up slow -- I've made him learn to be patient with cunnilingus and with me riding him -- and then I have a big orgasm. But I've also learned to do a lot of moaning and stuff for him as he fucks me after I've come. Don't get me wrong, it still feels great...I'm just not going to have another orgasm that night. But it feels great...

"He's taught me kink. There was the time in the bar where he made me go down on him while you watched. He likes public sex. He's fucked me in an alley once with people walking by on the street not twenty feet away. When we go out he likes it if I dress provocatively, showing off my breasts. He likes it when men notice me, and I do, too. Sometimes he ties me up and puts on a blindfold and we play games. He says he wants to bring in some friends and blindfold me and go from there. I'm not sure I'm ready for that...yet."

Women and doggy: my take

Me wonders if some men are voting in the poll, considering that doggie is the winning position so far. Most of the woman I know prefer missionary for lovemaking, and on top when the want to come (I'm fortunate in being able to come in virtually every position).

One of my early lovers initiated me into doggy. He was very athletic and into all sorts of positions -- he had a kama sutra book in his bookshelf. It was all new for me, being a college girl whose early lovers mostly wanted to hop on top and come as fast as they could.

Doggie provoked some mixed emotions. It felt very different. He was average size, and could really get in there when he fucked me from behind. It obviously felt great for him, because he would come pretty quickly once we switched. I liked trying something new, and I loved it the first time I looked back and saw his face: he was so happy and into it. I realized he got off seeing my back and ass, seeing his cock disappear into me, and, he said, it was a very tight feeling. I didn't like not being able to see his face.

Since then, I have been fucked doggie by most of my major lovers. I learned to find the position, with my head down and ass high, that made it work best. One well-hung guy fucked me with my legs inside his legs, if you can visualize that. That way he could fuck me with abandon without hurting me. Skilled lovers would fuck me with their cock coming in at different angles as they rotated their hips -- major turn-on. I love being bent over a piece of furniture, or even just head down standing there, while the right-height man fucks me standing up, my dress still on. Eventually I lost my anal cherry, too.

I learned to be aroused by the primal nature of it, not seeing him, being taken from behind...if a relationship was getting old, I will confess to fantasizing about another man while the current boyfriend fucked me that way. And some of my post powerful orgasms have "come" from being taken this way.

But my favorite all-time position? Probably not. But I'd love some comments from women (or men)...

Saturday night special

It happened, and my feelings are so mixed. I went on a bad-girl hunt to look over the edge. I can’t say I won’t do it again. But for now I have to step back for a little while and collect myself.

It was Saturday night, balmy-cool, with the breeze spinning the leaves in the streets. Friday night I had taken a breather, much to Mike’s frustration. I went out with my girlfriends, Jennifer and Kathleen. I talked about my situation in an elliptical way. More about that later.

On Saturday night, I met Mike for drinks at a bar halfway between my condo and his apartment. I had on a knit top, short jacket, short skirt, boots. I looked great. As I was leaving my building, this guy coming in with his wife couldn’t take his eyes off me. Bet that complicated his life that night. I drank a couple of martinis while Mike stroked my thigh and seemed to catalog all the men watching me. Outside the bedroom, he can be witty, wise, able to converse about so much. He can be an old soul for a young man. This night we were both nervous. Then he took me back to his apartment. I was already damp in anticipation, while the sensible me, the one who has built a career, was thinking this was insane.

The apartment was empty, and I wondered how it would go down. Mike was so horny from my outfit that he just bent me over a sofa back, ripped off my panties – yes, ripped – and worked his cock into me. I looked out the window at the city lights and started moaning. I could feel him rotating his hips, fucking me from this angle and that. It felt great. Every man who had seen me that night had wanted to do that. We both knew this and it was such a turn on. He stopped as I really started to shake and whimper.

A blindfold. He took me in his bedroom and put a blindfold on me. He sat me on the edge of the bed and gently undressed me. He caressed my face and I felt the tip of his big cock head on my lips. I licked and teased it, then took his full length, expecting any moment the violent face-fucking he had given me before. The room was silent. But he pulled out and caressed my thighs and breasts and face. I felt the cock at my lips again and opened my mouth, reached up and caressed it.

It was different. Shorter, but nice, thick, with a pronounced helmet of a head and tight, large balls. A nice package. Josh. I heard Mike’s voice stage-managing, telling me how I wasn’t better than them, just a dirty slut who wanted them. I moaned in agreement as I worked over Josh’s cock. He came very quickly and I swallowed every drop. This may not have been the plan. Mike berated poor Josh’s staying power. Then I was pushed back on the bed, flipped over, my ass raised up and my head pushed down. I knew what was coming, and I was a good rag doll. As he moved from my cunt, as he calls it, to my anus, I just tried to relax. He pushes, I tense, he thrusts deeper, I try to get past my pain and fear. Then I was in that zone again, where that deep orgasm was just ripped out of me.

Again, he left me alone on the bed, moaning and teary. I had forgotten all about Josh, but he climbed in beside me and held me and stroked me. He got hard again…the benefit of youth…and I opened my legs and guided him inside me. He looks so so young. It’s flattering to have him attracted to me, and also odd-feeling. He acquitted himself better, gave me a good fucking, and I ended up riding him and coming again, then feeling him explode inside me. I had semen coming out of every orifice, and it was probably only an hour into our night.

Sorry…no DP action. And I couldn’t get anything going between the boys. Mike seems particularly homophobic. We did many combinations, tho…me doggy sucking one and being fucked by the other…sitting on Josh’s face while I sucked Mike dry. I think I finally wore them both out and by morning, their orgasms were producing little baby spurts of semen.

Oh, I felt sexy and used and worshipped and taken. I came and was pleasured. So amazing to feel the differences between the two men, and the sameness. Skin on skin, hands all over me, wrapping my legs and I get pumped… It was also strange and risky, both beneath me in the workplace and who knows where it will lead. Maybe a little anti-climactic after my wild week before? I don’t know. This has no future. I’m not sorry I did it. But it also feels strange. Is that the residue of my good-girl, overachieving upbringing?

My bad-girl adventure continues

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My surprise at age 38

I went out for a drink last Friday with a co-worker. He is 26 and I am 38, and we both have people we are seeing. He seemed like a nice guy, and I'd be lying if I didn't say we had been flirting and I was attracted to him. I had a couple of martinis and we went back to his place.

We ended up making out and things were getting very hot. I wasn't sure if I really wanted this to go very far yet, but he was very insistent and he was getting me very hot. He had his hand up my skirt and I was very wet. I didn't say no, but I told him to slow down, go slow. Didn't help. I was messaging his cock, and it went down his pants leg, so I knew he was very blessed.

I thought I could get better control if I agreed to suck his cock, and he really loved it. Thought I could make him come in my mouth and we could take a pause. I could make a graceful exit, and we'd see where things stood the next day. And he had a magnificent cock, at least eight inches and thick, with a huge circumcised head. Wow.

He calls me "Sue" as this is happening. Only a few family members call me that. I said, "Call me Linda or Linda Sue." He ignores me and keeps calling me Sue, which is somehow, crazily arousing.

My plan didn't work. He nearly picked me up and carried me into his bedroom. Next thing I know, he's got me on my knees, ass in the air and head on a pillow. He doesn't even take off my skirt, just plows right into my pussy. God, I almost passed out. And he fucks me hard. And it goes on. Well, to tell the truth, I got into it...just lost time. I knew this wasn't going too smart, but, oh he was fucking me. I came really hard, and I am a screamer. He still didn't come. He's just slowly fucking me still, then I feel his head against my anus.

I said, "No!" And I tried to pull away, but I was so wiped out from my orgasm and he had me by the hips, strong as hell. He rammed into me. God, it hurt. I yelled at him but he totally ignores me, starts fucking me like an animal. And I am sure I was screaming like an animal. Then I had this second orgasm, from down deep, a very new feeling. He came really heavy, I could feel it spewing into me.

(n.b. later Mike said that even lubricated with my pussy juice, he could only get about half of his cock in my ass. But it felt like it was in up to the hilt!)

I fell forward into the bed and he's gone. He cleans off in the bathroom and goes to watch TV. Bastard. I got my clothes and left. He says, "Little stuck-up tease Sue gave it ALL up..." and he's not really even talking to me but to himself.

There were parts of it that were some of the most intense turn-ons of my life. He really pulled something deep from inside me. But he was also a jerk. I was crying after my second orgasm...very weird. Just totally stripped bare emotionally. And I like to be held. So I think, he'll never get this again.

On Saturday, he called and apologized. Hmmm.

Monday I wore one of my favorite power suits to work, with a skirt above the knees and black pumps. I see Mike (the guy) as I walk in, and he gives this knowing little smile. I just walked past. Let him stew while I make up my mind. When I got into my office, I could feel myself flush. Hope he didn't see. My anus still hurt, and I walked funny for a day or so. But it was also very exciting.