It's really personal preference; some guys prefer long and thick, some prefer shorter and not so thick. There seems to be a "general preference" for big, fat dicks and perhaps because "bigger is better..." but some guys change their minds about that the first time a big, fat, dick stretches them out so much that it feels like they're being ripped apart... and some guys just love that feeling.Originally Posted by Bazza51000
I was fucked for the first time by a college professor. I loved it then and still do now..
Cum play with me!
Bi Guy 97015
1) How old were you and how old was he?
2) How long was his dick?
3) Did you complete the fuck - did he fuck you until he came?
4) Did you come?
5) If yes, did you come when his dick was inside you?
6) Did you clean yourself beforehand?
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop)
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure
9) Did you let him fuck you a second time? More than twice in total?
My answers:
1) I was 37. Him idk. Was a craigslist hookup
2) He was average. 5-6 inches
3) Yes. He came but it was in a condom.
4) No
5) Not until i got home and jacked off.
6) Yes, planned hookup
7) Little discomfort at first. He wasn't gentle at all. But i had a good alcohol buzz going. In the middle of the night out in the desert. He just bent me over the tailgate of a truck with my pants around my ankles and went at it like a rabbit
8) It felt good. Was just a quickie, I was just a notch on his belt. He popped a cherry. But I liked it enough to want to try it again.
9) No
1) How old were you and how old was he? I was 35, he was 42 and married. It was my first time experimenting with another guy. He was much more experienced and trying to be gentle with me in general as he imagined I'd be nervous. I think I rather shocked him with my desire to suck and then fuck and be fucked.
2) How long was his dick? 6.5" and moderate girth, perfect size for anal IMHO
3) Did you complete the fuck - did he fuck you until he came? He pulled out and came copiously on my ass.
4) Did you come? I returned the favour and fucked him in response to his pleasuring me, cumming on his ass as he had on mine. I'm the only guy who he allows to fuck him as he is normally a top, but he loves it when I fuck him.
5) If yes, did you come when his dick was inside you? - Not that first time, no. Since then a number of times, usually with him stroking me. The same has been true in reverse as I guess as sex partners we're entirely"versatile".
6) Did you clean yourself beforehand? - Just in the general sense.
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop) - Only a tiny bit briefly and even that was rather enjoyable.
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure - Loved it.
9) Did you let him fuck you a second time? More than twice in total? I'm 65 now and we've fucked each other two or three times a year for three decades now.
Questions
1) How old were you and how old was he?
He and I are about the same age, so at the time so around 50. (I'm 60 now)
2) How long was his dick?
He's 5.5 or so , which was good for my first time (also good to learn to deep throat on)
3) Did you complete the fuck - did he fuck you until he came?
Not that night
4) Did you come?
I've never cum from Anal, either playing with myself, a guy, or pegging. I'd Iove to experience that type of orgasm.
5) If yes, did you come when his dick was inside you?
Though I didn't come then, I probably had cum 3 or 4 times that night already
6) Did you clean yourself beforehand?
I had not prepared at all, since there was no plans to go there that night (but I did every time seeing them after that)
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop)
.. hurt ....like ....crazy
But I didn't want him to stop. I was yelping and saying things like "fuck this hurts!" His wife was kneeling next to me saying shit like "take it! He's fucking you! Take it!"
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure
Loved it! Loved the erotic Taboo moment. But I couldn't take it very long
9) Did you let him fuck you a second time? More than twice in total?
He fucked me many times after that in the many MMF's we had following that night. Those times felt great. I especially liked the side of the bed with my legs on his shoulders, or around his waist so I could pull him in.
My first time was totally unplanned and happened after a rocking bi- threesome with a married couple. We had been having MMF's (and more somes) for some time. We were all done, sitting in the living room recounting the evening having another cocktail (Hendricks and Cucumber). I had wanted to try being fucked for some time. The conversation got to anal "somehow" lol. We were talking about it and his wife said something like she he would love to see that. So, I kneeled on the floor at the edge of the sofa, body on the sofa, and the rest is history. Neither of us had the slightest Idea what we were doing. But in later encounters, we figured it out.
A few years later, false accusations were made about my wife and our friendship slammed to a stop. The dynamic with that couple has never been matched and I miss it at times. Still stroke to some geat memories ( like when we did DVP and all came within a minute of each other. Then went to our favorite blues/jazz bar, came back and fucked each other for hours)
But, bridges were burned and I dont see a way back (short of some sincere apologies from his wife to mine)
For those who want to share their first bottoming experience:
1) How old were you and how old was he? I was 66 he was 68
2) How long was his dick? about 6" and thick
3) Did you complete the fuck - did he fuck you until he came? no he came on my face and mouth
4) Did you come? he sucked me and I came in his mouth. I almost came as he was fucking me
5) If yes, did you come when his dick was inside you?
6) Did you clean yourself beforehand? yes
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop) It hurt a little but it was very pleasurable
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure Loved it
9) Did you let him fuck you a second time? More than twice in total? I made arrangements for a second time I was preparing myself and my wife came home unexpectedly I was able to hide the cleaning stuff and contact him to not come over. Lack of a place to meet has halted an encore performance.
Feel free to add more description if and to the extent you want to.
I saw his post on squirt and contacted him set up a stop that day and he came by. I sucked his cock, he fucked me as he was fucking me I felt like I was going to cum it was very pleasurable. I told him I felt like I was going to cum he stopped, I got on the bed he crawled between my legs and sucked my cock until I came in his mouth. He then crawled up and started to jack off and came in my mouth and we kissed.
Your lucky guy, still hoping to find someone who'll fuck me and cum in me!
Work at it slow with good lube. I've had 9" thick dildo. Best is about 8" and 1.6" wide ,real feel . waiting for the real thing,hoping a guy will cum in me.
1) I was 14 he was 12
2) 6"
3)yes, but he pulled out and shot a huge geyser of cum straight up, he was sitting in a chair and I sat on top of his cock
4)no
5) N/A
6)no
7)yes at first it was very painful I was really tight. He first tried to fuck me laying down but couldn't get it in so he sat on a chair and had me sit on top of him and lower myself down. It hurt pretty
good at first but as it went it got enjoyable and I was rocking in rhythm with him.
8) Loved it
9) Yes we fucked each other many times after that.
For those who want to share their first bottoming experience:
1) How old were you and how old was he?
A: Me - Early to mid twenties. Him - Maybe a little older.
2) How long was his dick?
A: Five inches or so, I'm guessing. It wasn't big, but he wasn't barely in.
3) Did you complete the fuck - did he fuck you until he came?
A: Yes
4) Did you come?
A: Yes
5) If yes, did you come when his dick was inside you?
A: No, he came in my mouth twice before asking to fuck me. I came during that time.
6) Did you clean yourself beforehand?
A: No
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop)
A: None
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure
A: I liked it. I'd had a number of things up my ass by that time. A live cock is better!
9) Did you let him fuck you a second time? More than twice in total?
A: No. I hosted. We met at a highway rest area, and he, like every other such pickup I remember, left right after, not accepting any contact info.
He surprised me when he asked for a third round in my ass shortly after cum two. He'd told me he was gay, and had me take it on my back with my legs up saying it would be easiest on me my first time. I let him take the lead, and didn't think of cleaning out first.
There was a lot of shit, but he didn't seem to mind. It certainly didn't slow him down. We cleaned up in different gender rest rooms, and he left.
i am still waiting
How old were you and how old was he?
We were both 63
2) How long was his dick?
I didn't measure beforehand, but I'd estimate he was maybe 7 inches and on the thicker side. It felt much bigger inside me
3) Did you complete the fuck - did he fuck you until he came?
Yes, bareback at his insistence.
4) Did you come?
Yes, afterward he brought me off manually. I tried bringing myself to orgasm while being fucked, but couldn't maintain a satisfactory erection.
5) If yes, did you come while his cock was inside you?
No, but that's what I wanted.
6) Did you clean yourself beforehand?
Yes, thoroughly. My partner, Dave, administered two enemas before we began.
7) Did you feel pain?
Yes some, but it was minimal because we took our time to stretch my opening with fingers, then with a dildo before attempting penetration. The pain completely abated once he was fully inside me.
8) Rate your enjoyment level:
I'd say it was 5 on a scale of 10. For the most part, I just felt a lot of pressure and fullness. The orgasm I had afterward was earth shattering; twice as long and twice as strong as usual, probably due to prostate stimulation.
9) Did you let him fuck you a second time? Yes, to my surprise, he asked to fuck me a second time in a different position. He put me on my back with my knees over his shoulders so he could thrust more deeply and aggressively than he could with me on top.
Last edited by Sundazzled; Jan 5, 2023 at 1:05 AM.
my answers below
1) How old were you and how old was he? It was the day after my 14th birthday. He was in his late 30s.
2) How long was his dick? I didn't measure it, but it was probably 7" and rather thick. Certainly much bigger than mine at the time.
3) Did you complete the fuck - did he fuck you until he came? Yes. Actually we both came. Me first all over the side of his couch and him inside me. It was the most surreal experience I'd had to that point.
4) Did you come? Yes. It was a very odd sensation. It almost felt like I was peeing, but I'd never almost blacked out from taking a pee. LOL, but I did from that orgasm!
5) If yes, did you come when his dick was inside you? Yes. He was holding me by the hips and grinding into me. I was fully penetrated.
6) Did you clean yourself beforehand? Not inside, but outside yes. I had been swimming in his pool for at least an hour before things started between us. It started with me sucking him as he sat at the edge of the pool, then things progressed when we went into his house. We were both so horny that when he asked me if I wanted to know what it was like to get fucked, I practically jumped at the chance. He went to his room and brought out a bottle of lube and a couple of towels. He had me get on the floor on my knees and bend over the front of the couch. He really took his time lubing me and his cock, and he managed to loosen me by working three fingers inside before placing his cock to my hole.
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop) I didn't at first, but I did feel a bolt of pain as his cock passed from my rectum into my lower abdomen. It was very short lived though. I guess the best way to describe the initial sensation was one of fullness... kind of like when you need to take a big poop. Once he began to fuck me, that feeling pretty much went away. All I could focus on was the pleasure of feeling his cock gliding in and out of me and how I must have looked with his big cock in my virgin ass. I must have been clean inside too, because after he came, the only mess I experienced was his cum leaking out of my ass onto my balls and inner thighs.
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure I loved it! Physically, it was extremely pleasurable, and from a psychological standpoint, it was mind blowing thinking of how much pleasure I was giving and how taboo the whole thing was! Not only was there the huge age difference between us, but he was the step dad of one of my best friends at the time.
9) Did you let him fuck you a second time? More than twice in total? Yes. He fucked me several times afterward... sometimes at his office and sometimes in his SUV.
Last edited by jjourneyman; Jan 8, 2023 at 11:57 AM.
1) How old were you and how old was he? 33/41
2) How long was his dick? 8, thick and cut
3) Did you complete the fuck - did he fuck you until he came? He fucked me until he filled my ass.
4) Did you come? He sucked me until I came.
5) If yes, did you come when his dick was inside you? No
6) Did you clean yourself beforehand? No
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop). No pain at all
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure. Liked it. Had to be very quiet, others were in the next room.
9) Did you let him fuck you a second time? More than twice in total? Only had the one opportunity.
1) How old were you and how old was he? mid-50's / early 60's
2) How long was his dick? 5, medium girth and cut
3) Did you complete the fuck - did he fuck you until he came? Yes. He wore a condom and came inside me
4) Did you come? Yes. I came all over myself while he was fucking me.
5) If yes, did you come when his dick was inside you? Yes
6) Did you clean yourself beforehand? Yes
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop). No. He was very gentle and started out slow.
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure. Loved it. I only regretted not doing it sooner and having more opportunities to do it again.
9) Did you let him fuck you a second time? More than twice in total? He fucked me twice and I loved it both times.
1) How old were you and how old was he? 12 and 38 2) How long was his dick? maybe 5-6 3) Did you complete the fuck - did he fuck you until he came? yes, he came inside me 4) Did you come? no 5) If yes, did you come when his dick was inside you? 6) Did you clean yourself beforehand? he 7) Did you feel pain? (None, very little, more than very little, enough that you made him stop) very little, he was very gentle and slow, he prepared me thoroughly 8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure. liked it 9) Did you let him fuck you a second time? More than twice in total? yes, he did it for a year and a half
This is a great question and excited to answer and see everyone's else's answer
1. I was 48 and The Transexual as 40.
2. Their Dick was 6 inches not too thick.
3. Yes she did felt good in my ass
4. No I didn't, but was hard as a rock.
5. Wish it happened then not till a later fuck.
6. I was throughly cleaned out.
7. I had been using toys on myself the a couple of years five to six days a night so I was pretty stretched. Just a little pain when I was first entered.
8. Loved it. After Decades of fantasizing about it to finally have it happen jut made it more exciting.
9. No after they fucked me I informed them they were my first they were happy and gave me a big kiss. I was at a bathhouse so about 30 minutes later I was fucked again
1) How old were you and how old was he?
I guess I was a late bloomer. I tried unsuccessfully to bottom for a much younger guy about 10 years ago. He was 23 at the time and I was 59. I wasn't actually fucked by another man until I met my bisexual buddy Dave in 2018. I was 64 and he was 63.
2) How long was his dick?
Dave has the most gorgeous, quintessential cock I've ever played with. The first time I saw it, I wanted to play with it. In a giddy moment, we actually took turns measuring one another, so I can say with some confidence Dave's cock measured 6.5 inches in length and 5.125 inches in girth.
3) Did you complete the fuck - did he fuck you until he came?
Yes. I rode Dave bareback in the cowboy position and promised I wouldn't stop until he had a powerful orgasm. He did and deposited a huge load of semen inside me.
4) Did you come?
No, not while he was fucking me. In fact, I never got more than partially erect, even when he stroked my cock while I rode him. Candidly, I didn't find being fucked all that enjoyable. Dave enjoyed it immensely, but for my part, it was just a sensation of pressure and fullness that I could have done without.
5) If yes, did you come when his dick was inside you?
I managed to bring myself off after Dave had his orgasm while his cock was still inside me. I came all over his chest and belly and had a surprisingly strong climax, presumably due to prostate stimulation.
6) Did you clean yourself beforehand?
Yes, we went through a whole prepping ritual prescribed by a gay friend experienced in such matters. This included the administration of two enemas with warm, mildly soapy water.
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop)
There was a little dull pain as I worked Dave's cockhead past my sphincter muscle. I was motivated to complete the act, however, so I tried hard to relax, took a deep breath and lowered myself completely onto Dave's erection. To my surprise, his cock went in right to the hilt with almost no resistance.
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure
I'm not sure. I'll concede that anal intercourse is hardly my favorite form of sex play. Weave only done it eight times to date, and Frankly I don't relish the feeling of pressure and fullness that accompanied having Dave?s cock is inside me. For my part, I much prefer the sensations of mutual masturbation, cock-to-cock play and oral stimulation. As the penetrating partner, however, Dave thoroughly enjoys it, and I?ll concede that I derive a certain amount of satisfaction from providing Dave with that level of intense pleasure. I especially enjoy hearing him groan, watching his face contort with pleasure, and looking into his eyes as I feel him cumming.
9) Did you let him fuck you a second time? More than twice in total?
After Dave fucked me that first time, we slept probably an hour and a quarter. He awakened me asking for permission to fuck me again, this time in a different position. I was already lubed with Dave's cum and well-stretched, so I told him to go for it. He put me on my back with my legs over his shoulders, and pounded me vigorously in what I understand is called the gay missionary position.
Last edited by Orgasmus; Sep 28, 2024 at 1:53 PM.
I answered once before this is my favorite post on here, so hot to read about all the different experiences. Actually I had some experiences before the one I talked about before here but this would be my earliest one. Not as exciting but it did happen:
1. 13/13 2 school friends that had no clue what we were doing and had just found out about girls, were shy and wanted to practice on each other.
2. He was small and uncut, less than 4 inches but very erect.
3. Did not complete the fuck.
4. No neither came. 5 no 6 no it was spontaneous happened in the moment luckily I wasn?t dirty back there.
7. No real pain but we didn?t have lube so it started feeling a bit sore after a few minutes and I asked him to stop.
8. I rate it as ?not sure? I thought it felt weird but interesting and didn?t really hate it. We wanted to try again with Vaseline but unfortunately never had the chance.
9.no but wanted to try again with Vaseline. I had tried to fuck him first but I was bigger, his butt was smaller than mine so I couldn?t get in. I?m not sure how far he got in me and it took awhile but it was far enough to make it sore.
1, 22
2. 7 inches, a little bigger than average
3, yes
4. yes
5. yes, I exploded. It was then I realized I was a bottom
6. yes
7. no, he was experienced and took his time. He wanted me to enjoy it and I did!
8. Loved it
9. yes
1) How old were you and how old was he? I was about 56 he was a little younger, maybe 50
2) How long was his dick? About 5 to 5 1/2" but real thick at the bottom.
3) Did you complete the fuck - did he fuck you until he came? Yes for sure then I sucked a dribble of cum off his cock.
4) Did you come? Not from being fucked but we switched and I fucked him until I came in him
5) If yes, did you come when his dick was inside you? See above answer
6) Did you clean yourself beforehand? Yes always
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop) No pain because I have been playing with dildos and butt plugs for years
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure Loved it! I am a total bottom these days!
9) Did you let him fuck you a second time? More than twice in total? We did it one more time in a motel, the first times was at this house.
1) How old were you and how old was he? I was 17 and he was 54
2) How long was his dick? 7 inches
3) Did you complete the fuck - did he fuck you until he came? Yes he came
4) Did you come? I came as well
5) If yes, did you come when his dick was inside you? yes he made me explode
6) Did you clean yourself beforehand? yes he helped me
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop)some than little and than none and than felt great
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure Loved it
9) Did you let him fuck you a second time? More than twice in total? He fucked me twice a week for another 18 months
he was my boss at my part time job while in high school and he was good looking and had such a nice cock............. adored him, his cock and what he taught me
1) How old were you and how old was he? I was 30 and he was 25
2) How long was his dick? 7.5 inches
3) Did you complete the fuck - did he fuck you until he came? Yes, he came
4) Did you come? I honestly do not remember. I was shocked it happened
5) If yes, did you come when his dick was inside you? I dont remember but doubt t it.
6) Did you clean yourself beforehand? He wiped be down
7) Did you feel pain? (None, very little, more than very little, enough that you made him stop)yes, pain but I got into it and surprised I liked it. I mush have been loud, he kept asking if I was ok.
8) Rate your enjoyment level: Loved it, liked it, it was ok, disliked it, hated it, not sure Loved it
9) Did you let him fuck you a second time? More than twice in total? Yes, we got together 4 more times.
Posting Permissions
Reply With Quote
Bookmarks