Have you ever deflowered a virgin?

[bijockfl]

A virgin guy fucked me earlier this year - he lost his virginity balls-deep inside me. He enjoyed it enough to take pics too.

@conor hope to see those pics.

 

[onefoottube]

Quite a few just after I left high school. I remember eating and fingering so much pussy in those days. Happy memories.

 

[JonahEss]

My 1st gf and I were both virgins. She struggled to take more than half my head...ever. 7/8 times trying. I classed myself and her as no longer virgins tho!

After that, I looked for more experienced girls.

Also aged 43, i sucked a lads dick a week after his 18th b'day...that was so many of his 'firsts'.

 

[Vastian]

At college met a guy. I wasn't s
Really into him but he was nice. One night ended up at his dorm room and he wanted to try. It wasn't great, but still appreciate the effort he put into it. He wasn't very long. And slipped out a few times. He was also super nervous. I did my best to be encouraging and fun. Looking back kinda wish my other partners put in the same amount of effort

 

[JackHardlong]

..and when was your last?

One and only once, my high school girlfriend. We were both virgins. We had been going down on each other for years so we knew each other's body very well, but a lot of things came together that night to make PIV sex between us difficult and complicated and less than ideal for both of us The next day we were at the mall and she told me that she kinda wished she'd fucked another guy that she had fooled around with first, because his dick was quite a bit smaller than mine, which would have been easier for the first time What can you do?

In my late 30s, I met a nice lady, also in her 30s, who said she was a virgin, and she wanted to do it with me. We met up for ice cream but I immediately saw red flags and after the ice cream I politely told her it wasn't going to work out. I had no problem with the idea of being her first, though as others here have said I MUCH prefer being with a woman who's had a lot of experience. The real problem is that she oozed clinginess and I knew if we went there, it would be an emotional nightmare. I do not regret my decision lol.

 

[JamesThickDick]

Nearly 50 years ago, I took the virginity of my young wife.

About 5 years later her younger sister visited us to celebrate her 18th birthday. Before the weekend was out I took her virginity as well.

I found out later they had planned it, my wife had bragged up my size so much that sis wanted her first to be memorable. It was. Jim

 

[lapdog2001]

Nearly 50 years ago, I took the virginity of my young wife.

About 5 years later her younger sister visited us to celebrate her 18th birthday. Before the weekend was out I took her virginity as well.

I found out later they had planned it, my wife had bragged up my size so much that sis wanted her first to be memorable. It was. Jim

Was it a one-time thing, or did you and your sister-in-law enjoy each other's company again?

 

[JamesThickDick]

Was it a one-time thing, or did you and your sister-in-law enjoy each other's company again?

She is not related to me, so I guess I can state:
We got together often throughout the years. Even had a 3way with her sis many times. Even lived together like "Sister Wives" for a while. I sure miss my younger years! Jim

 

[BubbyGorf]

Yes, 2 times and my most recent was about a year ago. We still fuck.

 

[indyfrat79]

1 girl and probably 20+ guys. I love being the 40 something hairy daddy that attracts curious younger guys looking to have their first experience with a more experienced daddy type. A few weeks back a cute adorable twink rode over on his skateboard and left with a few loads.

 

[deleted26415231]

it was a straight guy 24 i was 48--he wanted to meet a girl that would suck his dick swallow his load and rim his ass--he fould out i was gay then it was like whats it like and so on-so i told him one night after work--if wanna know that bad let me know and i will do it and no one will ever know---few nights later he shows up at my place and i can tell he was nervous---so i massagedd his back took his shirt off then shoes and socks--then massaged his fet andtook off his pants and underwear and then i began sucking his dick n balls went up to suck his nipples which was more than what he wanted--he then pulls me up by my hair on head toward his face and kisses me tongue and all--he was like promise wont tell anyone--i told him i am getting to do what i been wanting to do from the first time i saw him he was like really--i looked at him and smiled-

he wanted me to take my clothes off so i stood up took them off and he sees my dick and he starts sucking it and i was like wow--i can tell he hasnt done it but his mouth still felt good on my cock--he leans back spreads his legs aprt where i went down sucked his dick which wasnt huge - a solid 5 inches-- and then his hairy ass balls he asked if that was ok or should he shave it--i was like better not and sucked on them more--- then went down toward his asshole--lifting his legs up where his tiny hole was there and i didnt waste any time rimming it and fingering it for a long time-- he moaned and says how freaking good it felt as i slid my midle finger all the way inside that hole

i got up on my knees more where i can kiss him and suck his nipples he took his hand down grabbed my dick and puts it at his hole and tells me go easy--i was like sure thing----it wasnt going to work without lube so i told him dont move and i went got some--got back to where i was and i can feel my cock stretching that asshole like a rubber band around my shaft as i went i slowly-- he looks at me tells me keep going so i did until i was inside him-- little over 7 inches cut here---

i pumped a few times as i let some lube drop onto my cock and as went inside him i can feel it getting slicker---i held his legs as i slowly fucked him then picked up the pace some-- i didnt go hard and fast since it was his first time but the way i was doing it he was loving it-i pushed in hard all way he looks into my eyes in pain--i instantly said i was sorry----he tells me before i can ask that he wants me to cum inside him so when the ttime came i shoved in all way and came inside him then pumped few times and then pulled out

i let his legs down to see his dick is precumming alotso ilicked it all up and then went sucking his dick that within 30 seconds he was shooting his cum into my mouth so i shoved his dick all the way in my mouth where it can shoot down my throat and he was loaded

he sits there after cumming got done and he tells me that he could see how a guy can be gay but glad that i was gay willing to do whatever---i said any time

he tells me that his asshole was no longer a virgin i said nope--i teased him told him since i took its virginity that it as least belonged to me for 30 days

Wow that was so hot, im hard now

But yes ive taken others virginity and it feels amazing when youre both so into it

 

[BetterFuture]

My first time was with my girlfriend who was also a virgin. I have then been with 3 other virgins. I exude a sense of trust and safety and a vibe that it's okay to try something with me and I think that those young women liked that. Been a long time since then though! But 4 is plenty.

 

[12loner]

My first time was with my girlfriend who was also a virgin. I have then been with 3 other virgins. I exude a sense of trust and safety and a vibe that it's okay to try something with me and I think that those young women liked that. Been a long time since then though! But 4 is plenty.

In your opinion, would you say that it's usually [but not always; depends on the situation and virgin(s) involved] best for a virgin to lose their virginity with their boyfriend/girlfriend?
Some people I've come across feel that way. Others don't mind cashing in their v-cards to the neighborhood/school stud/slut once they're ready.
A few done it with a hooker or escort, either by themselves or with their friends/cousins/brothers/dads/uncles/etc.
Everyone's opinion is different, so I was wondering about yours.

 

[BetterFuture]

i think that it's best for a virgin to lose their virginity with a boyfriend/girlfriend. I think that the closeness of the relationship gives confidence to make this exploration into a new world.

 

[12loner]

i think that it's best for a virgin to lose their virginity with a boyfriend/girlfriend. I think that the closeness of the relationship gives confidence to make this exploration into a new world.

I agree. Or I should say, I feel okay with virgins losing their virginity with whoever they want to, however they do it, as long as it's consensual.
Thank you for answering.

 

[Thorik]

A few virgin guys fucked me for their first time. It‘s been a while that I fucked a virgin though. My penis is slightly more girthy than average and it takes time to open up a virgin hole. I don‘t want it to hurt for them, so I would rather take it slow.