BigButtSlut47
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While my absolute best being triple penetrated by my dad, my brother, and my second husband. I don't remember any really great ones from masturbating.
Do You Remember Your Three Best Orgasms? Masturbating, Oral Sex, and Fucking?
- Thread starter SmokingFap
- Start date
The best orgasm from masturbating was from sitting in my backyard quietly one night and hearing my neighbours having sex along side their pool. Then they moved into view and she was holding onto the fence between our yards and we made eye contact. I was stroking in time with their thrusting and staring into her eyes. I couldn’t take it and erupted . She seemed to get off on this and moaned and came on her lover it was so intense!
The best from a blowjob was when my wife shared me with a girlfriend of hers. Our friend had heard about milking a guy and was showing my wife how to do this. They seemed to enjoy controlling my responses. They would wind me up and let me settle down. When they finally let me loose I came so hard I pretty much passed out.
The most intense orgasm from intercourse was with my wife. We went to a swingers party and even though we had a few other partners that night when we reclaimed each other we fucked hard and for a long time. Our reclaiming was incredible. She was meeting my thrusts as hard as I was fucking her. She came very hard and set me off! We held onto each other tightly and enjoyed our aftershocks together.
SmokingFap
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Fabulous memories!
Masturbation was the first hands free orgasm I gave myself. I'd always enjoyed ass-play, but once I sensed there was something more to be had, I kept working at it, trying different style vibrators till I worked myself up to a slightly bigger than lifesize cock-shaped vibrator. My cock started swelling from the back and there was some pressure building. A couple more strokes and I couldn't believe what I was feeling. Most intense orgasm ever. Not even close to the next. I ended up falling asleep with the vibrator still in my ass, and all night long, when I woke, I'd turn on the vibrator and come again.
Oral and intercourse kind of rolled into one. First off, I've always been insistent that everyone gets off. So, older woman I was dating came over. She kinda liked receiving oral, but was self-conscious about it. Same with giving. Anyway, it'd been a while, and I came really quickly while she rode me. Without giving it any thought, I slid underneath her till her pussy was right above my face, and dove in with everything I had. "Don't! Stop!" I wrapped my arms around her thighs and held on so she couldn't get away. "Don't! Stop!" turned into "Oh God, don't stop!". She spasmed and dumped a load of her cum, and mine, into my mouth. She slid down, off my face, and gave me a really deep tongue kiss, then rolled me over so I was on top, and opened her mouth. "Give it to me" she said. She never had a problem with oral after that.
Oral and intercourse kind of rolled into one. First off, I've always been insistent that everyone gets off. So, older woman I was dating came over. She kinda liked receiving oral, but was self-conscious about it. Same with giving. Anyway, it'd been a while, and I came really quickly while she rode me. Without giving it any thought, I slid underneath her till her pussy was right above my face, and dove in with everything I had. "Don't! Stop!" I wrapped my arms around her thighs and held on so she couldn't get away. "Don't! Stop!" turned into "Oh God, don't stop!". She spasmed and dumped a load of her cum, and mine, into my mouth. She slid down, off my face, and gave me a really deep tongue kiss, then rolled me over so I was on top, and opened her mouth. "Give it to me" she said. She never had a problem with oral after that.
creative1772
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masturbation...
was the first time i came from anal. i was squatting on a dildo in a hotel bathroom. i found my spot and kept bouncing on it, dripping precum until i had my first sissygasm. it felt like i was cumming forever. multiple waves. huge spurts. when i was finished i was trembling in a puddle of my own cum which i lapped off the floor like a starving whore.
oral sex...
hands down, the first time my wife let me eat her ass. she had always been squeamish about letting me back there, but i had always been so turned on by the idea. we were in bed fooling around. she loves when i undress her, so i rolled her onto her belly and pulled off her panties. i was suddenly face to face with her gorgeous ass. i rubbed her cheeks and spread them... then i just went for it!. i dove in and she gasped in surprise. but she did not stop me. i was in heaven, completely entranced. she got up on all fours and i feasted on her while she rubbed my cock with her feet.
intercourse....
i used to entertain a hypersexual hotwife. she would come over after work on friday and stay until saturday evening and we spent the time exploring all the kinks that her husband was unwilling to fulfill. this did not leave much time for actual sex. but one morning, i woke up beside her deranged with lust and rolled onto her and just took her. she woke up when i thrust myself inside her and was instantly wet and screaming for more. i told her that i wasn't going to stop. i told her that i wasnt going to pull out. we were violating the 'condom rule' but she begged me to breed her and i obliged. the sex, the connection, the orgasm... all were incredible. and then i took my mature blushign lover to the pharmacy for a plan b pill
was the first time i came from anal. i was squatting on a dildo in a hotel bathroom. i found my spot and kept bouncing on it, dripping precum until i had my first sissygasm. it felt like i was cumming forever. multiple waves. huge spurts. when i was finished i was trembling in a puddle of my own cum which i lapped off the floor like a starving whore.
oral sex...
hands down, the first time my wife let me eat her ass. she had always been squeamish about letting me back there, but i had always been so turned on by the idea. we were in bed fooling around. she loves when i undress her, so i rolled her onto her belly and pulled off her panties. i was suddenly face to face with her gorgeous ass. i rubbed her cheeks and spread them... then i just went for it!. i dove in and she gasped in surprise. but she did not stop me. i was in heaven, completely entranced. she got up on all fours and i feasted on her while she rubbed my cock with her feet.
intercourse....
i used to entertain a hypersexual hotwife. she would come over after work on friday and stay until saturday evening and we spent the time exploring all the kinks that her husband was unwilling to fulfill. this did not leave much time for actual sex. but one morning, i woke up beside her deranged with lust and rolled onto her and just took her. she woke up when i thrust myself inside her and was instantly wet and screaming for more. i told her that i wasn't going to stop. i told her that i wasnt going to pull out. we were violating the 'condom rule' but she begged me to breed her and i obliged. the sex, the connection, the orgasm... all were incredible. and then i took my mature blushign lover to the pharmacy for a plan b pill
JugheadJane
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My hardest, most earth shattering orgasm was during my first DP. I’ve not been able to replicate the strength of that orgasm through other means.
4yourpleasureiam
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I don't remember my best but I do know this. If it were possible I would be so satisfied to be the instrument of your three best orgasms.
eroticspank
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Wow, this is a great thread and I love your story!
ES
Paperslut
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Best orgasm while having my pussy licked- first time I came with a woman. She was beautiful and her tongue was magnificent but weirdly enough its the softness of her hair against my thighs that I remember most vividly. Best orgasm while masturbating- first time I had a deep penetration orgasm. I was fucking myself with my dildo and suddenly it slipped in deeper than it’s ever been able to go. I felt an intense pleasure as a jolt of electricity ran through my body and my eyes rolled back into my head. The orgasm felt like it went on forever! Best orgasm while being fucked- I was lying across a desk while my playmate was standing and fucking me. He bent down and gently began licking and flicking my hard nipples with his tongue with just the right amount of pressure. He didn’t stop fucking or licking even as I began to orgasm so that heightened all my senses. It was amazing!
Texcountryboy59
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Well. I had this gf that loved sucking cock. There was this night 10yrs she called and had me stop by. What a great blow job she slurped down every drop. Best jerkoff? In my motor coach. For what ever reason I was jerking off. Edging. And I started cumin. Not spasm just cum running out of my cock like thick as a pencil
Lead not ropes. Just run run a huge puddle. That’s before I started eating my cum.
eroticspank
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Wow, I love these stories. I will start with my best BJ. I had this girlfriend that became a friend with benefits. She had a nice toned body and was into road biking and Sports. But for some reason, she was very shy about her body and her skills in the bedroom. Long story short, we ended up in the bedroom and she started giving me a BJ. She put me in her mouth, got me very hard, and started sucking slowly. I was very hard and turned on but I felt like I would never orgasm that way. She used her fingers a bit at the base of my cock which got me very close. I stayed really close to orgasm for what seemed like a long time and then finally I came! She was not surprised at the gusher I made, just swallowed it down like it was nothing. My whole body was completely spent and tingling all over for about 10 minutes afterward. I almost passed out.
ES
ES
eroticspank
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My best orgasm during intercourse.
I was in my late 20s and dating a Korean girl. She was about 5' 4" and 90 pounds. I am 6 feet and was 210 lbs at the time. She was in great shape, worked out, and played tennis 5 days a week. She had a great sexual appetite so we spent a lot of time in the bedroom.
One day we were playing around in the bedroom naked and I started giving her oral. I put her on the bed face up and I got on the side of the bed giving her cunnilingus. I could make her cum easily by giving her oral so I tried to edge her for a while so she would stay very turned on. After about 30 minutes she was going crazy so I stopped and stood up. I was rock hard and saw her laying before me. I completely forgot about her and just grabbed her legs and entered her in one thrust. She was normally very tight but she was VERY wet from the oral, I slipped in easily and started thrusting.
She screamed out and started cumming. Her whole body went into a major spasm and she began to shake beneath me. I felt her pussy clamp down hard on my dick and begin to vibrate/suck me like a vacuum cleaner. That was when I realized cum was coming out of my dick, it flowed and flowed, then my orgasm hit. I could not move, speak, or breathe. My body was also going through a major spasm--we both looked like flexing bodybuilders. I kept cumming and cumming, shooting my load into her and she was sucking it up deep inside her. Finally, it was over and I collapsed on top of her, completely out of breath.
Sometimes the best orgasms are the unexpected ones.
ES
I was in my late 20s and dating a Korean girl. She was about 5' 4" and 90 pounds. I am 6 feet and was 210 lbs at the time. She was in great shape, worked out, and played tennis 5 days a week. She had a great sexual appetite so we spent a lot of time in the bedroom.
One day we were playing around in the bedroom naked and I started giving her oral. I put her on the bed face up and I got on the side of the bed giving her cunnilingus. I could make her cum easily by giving her oral so I tried to edge her for a while so she would stay very turned on. After about 30 minutes she was going crazy so I stopped and stood up. I was rock hard and saw her laying before me. I completely forgot about her and just grabbed her legs and entered her in one thrust. She was normally very tight but she was VERY wet from the oral, I slipped in easily and started thrusting.
She screamed out and started cumming. Her whole body went into a major spasm and she began to shake beneath me. I felt her pussy clamp down hard on my dick and begin to vibrate/suck me like a vacuum cleaner. That was when I realized cum was coming out of my dick, it flowed and flowed, then my orgasm hit. I could not move, speak, or breathe. My body was also going through a major spasm--we both looked like flexing bodybuilders. I kept cumming and cumming, shooting my load into her and she was sucking it up deep inside her. Finally, it was over and I collapsed on top of her, completely out of breath.
Sometimes the best orgasms are the unexpected ones.
ES
eroticspank
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Interesting that the best orgasm I think of first regarding masturbating was when I was masturbated by a sexy lady vs masturbating myself. I am not sure if that qualifies.
Anyway, the best orgasm I can think of when I was masturbating was in a hotel room. I had just broken up with my gf a week earlier and I was dying for sex. We had sex daily when we were together. I went to dinner downstairs, came back up to my room to get ready for my departure the next morning. As soon as I got in bed, I heard the couple next door making love. I sat there wide-eyed for about 10 minutes very frustrated. I got up and went to the wall to listen. What a show. He was spanking her, then fucking, the vibrator, and more fucking, oral, etc. There were fucking like rabbits.
I grabbed some lube and got back in bed. I masturbated for about 15 min until finally blowing a massive load. I timed my orgasm with the lady next door, she was cumming loudly but I still tried not to be too loud. As a result, I came pretty hard, it was intense.
Later on, I found out it was the hotel owner cheating with a young flight attendant. A friend of mine asked me, "What if she was faking her orgasm?" I laughed, "It doesn't matter if she was faking or not, I had a great orgasm from her moans!"
ES
Anyway, the best orgasm I can think of when I was masturbating was in a hotel room. I had just broken up with my gf a week earlier and I was dying for sex. We had sex daily when we were together. I went to dinner downstairs, came back up to my room to get ready for my departure the next morning. As soon as I got in bed, I heard the couple next door making love. I sat there wide-eyed for about 10 minutes very frustrated. I got up and went to the wall to listen. What a show. He was spanking her, then fucking, the vibrator, and more fucking, oral, etc. There were fucking like rabbits.
I grabbed some lube and got back in bed. I masturbated for about 15 min until finally blowing a massive load. I timed my orgasm with the lady next door, she was cumming loudly but I still tried not to be too loud. As a result, I came pretty hard, it was intense.
Later on, I found out it was the hotel owner cheating with a young flight attendant. A friend of mine asked me, "What if she was faking her orgasm?" I laughed, "It doesn't matter if she was faking or not, I had a great orgasm from her moans!"
ES
midwest_texan
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My most memorable masturbation experience occurred when I was in college. I had never enjoyed self pleasure before due to Catholic guilt growing up. My girlfriend at the time was away on a trip to it’s her parents. She called me that evening while her parents were away and told me how she had been reading some erotic literature. She began telling me about the stories she read and how turned on she was. She began encouraging me to touch myself. Soon I was naked in bed stroking myself as she continued talking about her favorite stories she had just read. I exploded all over my stomach and chest. All those years of repression I gather. I’ll always be grateful to her for introducing me masturbating.
My second great experience involved my ex-wife and her coworker. My ex and I had always talked about including a third in our bed. We often read Penthouse letters involving these scenarios (I know. Pretty cheesy). Her coworker and her became good friends and eventually became comfortable sharing their private thoughts regarding sex. One night, while I was at work, my and and her coworker went out for drinks. I get a call from my ex and she tells me how horny her and her friend are and that they need a ride home (They had taken a cab to the bar). I immediately requested an early departure from work and went to pick them up. They both got in the back seat. As I drove off, they began kissing each other and caressing each other’s breasts. Luckily we didn’t have a long drive. Upon arriving at home, we went straight to the bedroom and undressed each other. We had an unforgettable night as they both enjoyed each other and I got to enjoy each of them as well.
My greatest experience involved my current wife and another couple. We went on a weekend trip and decided to share a room. After a night of drinking (because no great story started without a beverage or three), we headed back to the room. Not expecting anything to happen, each couple went to their respective beds. My wife was feeling particularly frisky and began stroking my cock. After a while, I pulled down her shorts and began licking and sucking her pussy. My wife calls out to our friends and tells the husband to eat his wife’s pussy. Unexpectedly, she gets up and jumps in their bed and continues prodding her husband. Peer pressured, he begins eating his wife’s pussy while I devoured my wife’s. We switched and tasted each other’s wife’s and explored them with our fingers. After much foreplay, the girls got into the 69 position. I fucked my wife while the other wife watched as my cock slid in and out of my wife’s pussy. My friend fucked his wife and mine watched his cock sliding in and out above her. We didn’t swap wife’s and unfortunately it was the last time this wonderful experience occurred.
My second great experience involved my ex-wife and her coworker. My ex and I had always talked about including a third in our bed. We often read Penthouse letters involving these scenarios (I know. Pretty cheesy). Her coworker and her became good friends and eventually became comfortable sharing their private thoughts regarding sex. One night, while I was at work, my and and her coworker went out for drinks. I get a call from my ex and she tells me how horny her and her friend are and that they need a ride home (They had taken a cab to the bar). I immediately requested an early departure from work and went to pick them up. They both got in the back seat. As I drove off, they began kissing each other and caressing each other’s breasts. Luckily we didn’t have a long drive. Upon arriving at home, we went straight to the bedroom and undressed each other. We had an unforgettable night as they both enjoyed each other and I got to enjoy each of them as well.
My greatest experience involved my current wife and another couple. We went on a weekend trip and decided to share a room. After a night of drinking (because no great story started without a beverage or three), we headed back to the room. Not expecting anything to happen, each couple went to their respective beds. My wife was feeling particularly frisky and began stroking my cock. After a while, I pulled down her shorts and began licking and sucking her pussy. My wife calls out to our friends and tells the husband to eat his wife’s pussy. Unexpectedly, she gets up and jumps in their bed and continues prodding her husband. Peer pressured, he begins eating his wife’s pussy while I devoured my wife’s. We switched and tasted each other’s wife’s and explored them with our fingers. After much foreplay, the girls got into the 69 position. I fucked my wife while the other wife watched as my cock slid in and out of my wife’s pussy. My friend fucked his wife and mine watched his cock sliding in and out above her. We didn’t swap wife’s and unfortunately it was the last time this wonderful experience occurred.
tnhardon
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I don’t have an orgasm ranking but can share some of my most memorable ones.
One that stands out to me is the first time I was given a blowjob. It was from my now wife. I asked early on if she wanted to know when I was going to cum and she said it didn’t matter cause she’d swallow. I was laying on her couch in the living room while he roommate was upstairs asleep. The lights were off and she was knelt beside the couch sucking me. I managed to last much longer than I ever anticipated, but was enjoying every moment of it. As I got close to cumming, she took a momentary break from sucking and was stroking me, when the first shot of cum came bursting out. She quickly placed her mouth back over top and sucked the rest dry. The first rope of cum landed all over my shirt leaving a nice wet stain. Fortunately, when I got home (was still living with parents at the time) no one was awake to see the mess and I was able to just toss the shirt in the laundry.
One that stands out to me is the first time I was given a blowjob. It was from my now wife. I asked early on if she wanted to know when I was going to cum and she said it didn’t matter cause she’d swallow. I was laying on her couch in the living room while he roommate was upstairs asleep. The lights were off and she was knelt beside the couch sucking me. I managed to last much longer than I ever anticipated, but was enjoying every moment of it. As I got close to cumming, she took a momentary break from sucking and was stroking me, when the first shot of cum came bursting out. She quickly placed her mouth back over top and sucked the rest dry. The first rope of cum landed all over my shirt leaving a nice wet stain. Fortunately, when I got home (was still living with parents at the time) no one was awake to see the mess and I was able to just toss the shirt in the laundry.
SmoothAndSweet
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I love these closed end questions. "YES"
SmokingFap
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Bump.
SmokingFap
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Dusting this off again for anyone else who would like to share and those who like to hear about others' experiences.
Midsmale69
Experienced
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Masturbation....some 15 years ago, sat at my desk in my home office, Blackberry Messaging a married lady I had been having some fun with...she admitted that she had been to Cheltenham races with her friends, had a young guy come on to her and blaming the champagne she admitted going to his hotel and getting fucked.....I told her I wanted every detail and we ended up having phone sex, my cock was rock hard and as she told me what happened I came so intensely it was incredible (most amazing wank in nearly 30 years of wanking lol
Oral - Married older woman I worked with, very sexy lady 15 yrs my senior when I was mid 20s. Gave amazing oral and was the first to not only allow but encouraged me to cum in her mouth, sucked and swallowed every last drop as she knelt with her bum towards me, wearing sheer black stockings and heels as I fingered her.
Intercourse - younger superfit colleague with an incredible tight but lovely wet pussy....Straddled me with her dress pulled up as I sat on her sofa, had an amazing technique which saw her milk my cock dry as soon as I started to cum. She climaxed too and kept riding me and squeezing her nipples until I was so sensitive I had to tell her to stop!
Oral - Married older woman I worked with, very sexy lady 15 yrs my senior when I was mid 20s. Gave amazing oral and was the first to not only allow but encouraged me to cum in her mouth, sucked and swallowed every last drop as she knelt with her bum towards me, wearing sheer black stockings and heels as I fingered her.
Intercourse - younger superfit colleague with an incredible tight but lovely wet pussy....Straddled me with her dress pulled up as I sat on her sofa, had an amazing technique which saw her milk my cock dry as soon as I started to cum. She climaxed too and kept riding me and squeezing her nipples until I was so sensitive I had to tell her to stop!
babygirl4u1966
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Definitely the first time with a 3 way, which I didn't know was going to happen. Came really close to passing out. My tiny body (I'm 5' tall) being molested by three huge guys. That and being spanked the first time in front of strangers being yelled at for being a naughty little girl. Drove me insane.
I was in my early thirties. I was early in a relationship with a new girlfriend, and we had had good sex on three or four occasions. We were both a bit drunk, and she asked me what I would most like do to in bed with her, and I was just completely honest with her - I had been asked the question before by other women but never answered it truly. I said the I wanted to kneel down naked in front of her and have her put her fingers in my anus, while she stroked my cock. "Get naked and on your knees on the bed then" she said. I did what she said (obviously), and it was the hottest orgasm of my life. I still remember that feeling of her lubed finger going into my arsehole, then the second. She fucked my hole with her fingers for what felt like ages and I felt full and stretched, and the pressure on my prostate was just mind blowing. I shot my cum all over her bed as she stroked my cock. As I apologised for cumming on her sheet she told me to shut up, scooped it up and rubbed it on her tits. I have had anal penetration from other women and men since, with fingers, dildos, vibrators, plugs and cocks, but no orgasm as good as that.
SmokingFap
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Those are the three of the best experiences I've heard. Lucky dog!
SPARTAN047
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Best orgasm: As a teen, rubbed my clitty to a bikini pic in the paper and blasted cum all over my chest up to my chin.
Best orgasm 2: Several times while watching porn as I discovered new fetishes and sex acts. I would put my legs up on the table and wank my clitty, and finger my arsehole as I learned about my prostate. I always came hard and long, shaking and moaning.
Orgasm 3: A few times after I lost my virginity (very late, BTW) . I had someone with a skilled cock who started slow and fucked me good. I had several episodes of pushing my big arse back to make him cum faster. I was also a TV /sissy by then who did dress up. He would leave me shuddering and moaning for hours after he fucked me and came in my arse, on my belly, all over my arsehole. I normally had a deep sleep by then.
Best orgasm 2: Several times while watching porn as I discovered new fetishes and sex acts. I would put my legs up on the table and wank my clitty, and finger my arsehole as I learned about my prostate. I always came hard and long, shaking and moaning.
Orgasm 3: A few times after I lost my virginity (very late, BTW) . I had someone with a skilled cock who started slow and fucked me good. I had several episodes of pushing my big arse back to make him cum faster. I was also a TV /sissy by then who did dress up. He would leave me shuddering and moaning for hours after he fucked me and came in my arse, on my belly, all over my arsehole. I normally had a deep sleep by then.
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