I’ve forgotten just how hair-trigger boys can be. James, TLC’s brother, hasn’t had sex yet, and I’d forgotten just how little it takes to make virgin guys cum.
A friend once told me she always either sucks or wanks a new lover off because it ‘gets it out of the way, and when he’s ready again, he’ll last much longer.’ James is certainly well endowed. Even compared with his brother who is very generously equipped. In terms of volume, he also cums more too. Yummy!
From our first and only encounter, I know he has a kinky side to him, but I didn’t know he has some well-formed and quite mature thoughts about sex.
“I can’t wait! I really really want a fuck….but not with a virgin girl. I don’t want to be worried I’ll hurt her, or scare her. I’d like my first time with a girl who really knows what’s what. (Hello! Right here.)
I asked him about what porn he watches, and it ranges from ‘schoolgirl’ porn to couples who are ‘verbal’ with one another. That needed unpacking. “Verbal?”
“Yes, people who talk to one another during sex…..using dirty language, calling each other names….maybe, in time, role playing.” (Again…Hello! I’m right here.)
“Eventually role playing? Why ‘eventually’?”
“Because I want to get used to having sex first. It’s a big thing for us too, you know.”
He makes a good point. ‘First times’ are usually thought of in terms of how the girl will react, but I think it’s equally important for a guy too.
“Tell me what kind of role plays you think you’d like…eventually.” (No need to scare him off.)
“Well….I was at school with girls who I’d love to have had sex with…in their uniforms.” (Tick…I can do that.) “But I saw a movie about a couple who….well…it sounds weird, but they’d sometimes call one another someone else’s name….like someone they fancied. Somehow that really appeals to me.”
“Why wouldn’t you make a play for the girl in question. There’s obviously someone you’re thinking of.” (And I mean ‘obviously’, looking at his pants.
“ well…two ‘someone’s’ actually. There’s one girl I could never approach. For a start she’s too young. She’s flirty, and I think she’d be up for,it, but it would be illegal.” (Oh…I see. Well, I was a flirty, horny 15 year old too once.) ‘And the other girl is…..well…..someone I know well…..and…well…..she’s with someone else.”
In a flash I knew he meant my sister! “Anyway….it’s all hypothetical. I mean, you can’t simply go to a girl and say ‘Hey, can I have sex with you pretending you’re someone else?” (Oh really?)
By now, the tent in his pants looked painful to me. Sometimes, my clit gets so hard it presses on my panties and even that is uncomfortable. What this feels like, I can only imagine!
It didn’t take long before we were naked. I decided to use one of our spare bedrooms, for no other reason that I didn’t want our bed to be cum all over, and I suspected this would get messy.
Fuck..he is big though. Part of me wondered if I could even take him vaginally, let alone anally. Still…there’s time for that. We were kissing and he was touching my boobs. “I…..I had a wank. Before. I didn’t want to cum too fast.” I thanked him for his courtesy but said next time I’d deal with that. Then he got a lesson in the art of clitoral stimulation. First, find it (mine is quite prominent) then dance with it…gently, changing direction, making sure there’s plenty of lubrication.
He was really wet with pre-cum, and I judged we were both ready. He got on top of me and placed himself at my entrance. I told him to go slowly. Even so…..fuck ME…..I was panting by the time he got it fully up me. Oh, but what a feeling! I let him experience the inside of a girl’s vagina for the first time. When I thought he was ready, I asked him ‘What name would you like to use?” He didn’t even hesitate. “Alison.” I asked him to tell me the what and the why of it. “Chris tells me things…how she’s really amazing in bed, and how…dirty she is.” (Alison? My sister? My my…..what have I started?) “he says she swears a lot….and she likes him to call her dirty names” During this, I began to feel movement. He was beginning, very slowly and shallowly, to fuck me…and it felt good….really good!
I decided to take point. “I hope you get to fuck my sister, Anna one day.”
“Ohh Alison….fuck….”
“Yes, come on…fuck me…..stretch my cunt.”
Speed and depth increased.
“Bang into me harder. Go on…really fuck me…..make me scream.”
“Oh Alison…you…you dirty….girl.” (Nope…have to do better than that.)
“Screw me like the whore I am.”
The intensity increased, and this was beginning to feel really amazing inside.
He half spoke, half whispered something I didn’t quite hear. “What?”
“I said you’re a filthy cunt.”
Surprisingly, or perhaps not surprisingly, I felt my already wet vagina flood. I’ve always adored dirty words, ever since we would whisper them in conversations in school, to when lovers have used them with me. I wondered if it might be reciprocal?
“Oh” I whispered right into his ear “You horny fucker.” It worked.
I ran my hands over his back, over his tight bum and as he reared up over me, I slips a finger a tiny way into his bum.
“Oh Fuck! What are you doing?”
“Doing? I’m touching you where I’m going to lick you later. I’m going to bum duck you with my tongue.’
“Alison..i…I’m gonna…..”
“Go on…don’t hold back…..fuck me….fucking screw me……shoot your load up my cunt.”
“You fucking slut……you whore…..you cunt…”
Until that moment, I don’t think I ever really appreciated the expression of someone ‘exploding inside me.” His contractions felt immense since I was already so well stretched…..and I can’t be sure, but I think I felt the volume of semen he pumped into me making its own presence felt.. (it certainly did later when I stood up…..although there were two lots of it it seemed to run out of me in a never-ending stream.
We were still joined, although he had deflated markedly, when I asked him about the other girl. “Oh, I shouldn’t even fancy her. I’m ashamed really.” I pressed him for details. “Ok…well…her name’s Brooke. They’ve rented the house next to us for six months and she’s a total flirt. I think she’s just turned 16 (think? Or know? Or she’s 15 and this is wishful thinking?) but Anna, she’s such a flirt! Going topless….wearing next to nothing…making sure I see up her skirt.” (Oh sweetie…been there, done that. Not actually ready for sex yet, but enjoying the effect my body has on people.) “ And when she talks to me, it’s always sexual….and I mean always. She’ll tell me she’s sleepy because she’s just played with herself…or horny because she wants to…….The other day, I looked over the hedge, and saw her, topless again, sitting on a sun lounger. She definitely saw me, and you know what she did? She just opened her legs and pulled her panties aside. She made absolutely sure I saw her! I mean…..what the fuck?”
I explained to him that she’s realised her body has power. She may, or may not be ready for sex yet, in some form or other, but she’s almost certainly enjoying what she’s doing and almost definitely using it all as material for her wank bank later. I also counselled James to NOT respond in a similar way. “It’s too big-a risk. Flash your cock at her, and she may well love it….or she may get instantly scared and tell her mum…and definitely, definitely don’t do anything with her…even if she is 16, and therefore legal. You simply don’t know enough about her.”
I said this because of a situation that happened when I was at school. A girl got pregnant by her boyfriend. She was 15 at the time, but looked older. Then, to protect her boyfriend, she went out one night, dressed up, and had sex with a guy she knew. She then blamed the pregnancy on him, and being only 15, all hell broke loose. The pregnancy didn’t stick, perhaps fortunately, but the charges did! Even so, I fantasised about older men when I was that age. Some of whom were priests or monks. Even today, I fantasise about some of the school students around here. I’d never do it, but I have ‘young fantasies’ too. They make good wank material, but definitely not something to do in real life.
And so James fucked me again, this time calling me ‘Brooke’, and this time being really gentle. As for me, I played the ‘first time virgin’ to perfection - even managing an American accent. I must have got it pretty close because he came quite quickly.
Afterwards, we lay side by side, and I realised I hadn’t cum. While some may think this is selfish of James not to make sure I came, there’s something beautiful about being someone’s first time, and it isn’t about me, it’s about them. Still…..
“James….I need an orgasm. Would you mind if I masturbated?”
“Mind? Shit….I’ve always wanted to watch a girl do that.” (Sounds to me like Brooke isn’t far off showing him….still….)
I began to caress my erect nipples before allowing my right hand to drift down between my legs. My eyes were closed and in my head was my sister, Alison, who probably right now, was being fucked by The Lovely Chris. “I decided I’d verbalise my fantasy. I talked about them making love, my sister’s legs spread, her knees high above his back and his cock stretching her wide open. I described thinking about him cumming up her, and me sucking his semen out of her vagina. I came so hard, I almost didn’t feel the arc of semen that splattered onto my tits, face and open mouth as I gasped in my orgasm. James had tagged along for the ride and masturbated with me.
We showered together, and I decided that yes, I would try to take him anally at some point, but maybe I need some practice with something first.
When he left, I realised I did indeed feel well and truly fucked. This is going to be good. James may be no longer a virgin, but he’s still at the beginning of the Great Road. I can show him lesbian sex….I’m sure Dani won’t mind….maybe she’ll even fuck him. Who knows?
Have you ever had one of those wanks that is just plain…well…nasty? I had one right then. I imagined this Brooke. Her newly equipped body…..horny as fuck….explorative and experimenting…..and Miss Brain focused in on those panties she’d flashed to James. In particular, the crotch. How wet was she, I wonder? I imagined peeling them off her and bringing them to my nose. Light…fresh….musk….still very moist from her fantasies of the day and the decision to flash her cunt at James.
But it was the imagined, hidden, almost indiscernible tang of her piss that made me cum.
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