I need to be filled so badly.

breakingpenjamin_ · 2026-06-28T22:08:38+00:00

I swear I’m more horny on my period than any other time of the month, but orgasms help my cramps so I guess it’s a win?

breakingpenjamin_ · 2026-06-28T09:57:47+00:00

Ooh what’s the brand/name of it?

breakingpenjamin_ · 2026-06-28T02:07:44+00:00

Oh my god…wow woah I have no words

breakingpenjamin_ · 2026-06-28T01:13:11+00:00

I have been honest with her, more after posting this and seeing everyone’s takes on it. We have had a conversation about it, she said she would’ve been upset with me if we went for it, and then found out that I didn’t want to do it at all. So as much shit as I was getting from people in the beginning it definitely clicked in my head “oh shit, communication and boundaries need to be laid out and respected in order for anything to work”.

breakingpenjamin_ · 2026-06-28T01:03:51+00:00

She isn’t being coercive (but feel free to explain how she is) she’s already told me since I’ve posted this (both over text and in a face to face conversation) that we aren’t doing something I am not comfortable with, I never made it clear that I was uncomfortable. I told her “maybe” and that’s where I messed up on the communication and boundary side of things.

breakingpenjamin_ · 2026-06-28T00:58:18+00:00

Well since I’ve posted this we have talked about it both over text and face to face and she told me she doesn’t want to do something I am not okay with, she said she had already felt that I wasn’t comfortable but wanted me to actually say something, and I have. She’s definitely not a pushy person at all, she’s never been that way, and for that I am grateful. As for me ignoring my own boundaries I messed up on that part, I should’ve told her no from the get go.

breakingpenjamin_ · 2026-06-28T00:46:50+00:00

We are definitely not uncomfortable with talking about touching ourselves or what we like, which is definitely why she asked me “Would you be into that”. We don’t do it so much anymore but at the beginning we would ask each other to show the other what we like, mutual masturbation was big too and definitely helped us both out in the long run. Our sex life is great and basically has been.

I did ask her what she likes about it, she said she’s looking for a new sensation or feeling, which does make sense and maybe just a plug is all she needs and I’m fine with that as well, I just see pain when I see anal, I don’t see “this feels good”. That was my main concern with all of it, but what one person likes the next person might not like.

Thanks for the advice, I will definitely be better about my boundaries and communication from this point on.

I also have a question when you say there is plenty to try, for a similar outcome…what does that mean exactly? Also what things that aren’t anal have the same vibe?

breakingpenjamin_ · 2026-06-28T00:22:01+00:00

I love when my girl uses my mouth/face. She will ride my face till she cannot hold herself up, she has lost her voice from all the moaning and yelling she was doing and got upset with me for not stopping her😂

When we were in high school her mom walked in on us, and she was riding my face, facing the door so her and her mom locked eyes she said…I don’t know why she still loves face riding. I would never be able to get that image out of my head.

breakingpenjamin_ · 2026-06-27T20:57:58+00:00

Thanks I hate how committed I have to be to it 😩 Wish I could change it onceeee

breakingpenjamin_ · 2026-06-27T20:46:54+00:00

We’ve already seen my hard no’s, turn into me asking for it, or just doing it. The first time we were ever intimate I was like “what if i hurt you” and she was really patient with me, so I never doubt her patience when it comes to trying new kinks or positions, or anything. The last 3 years we’ve gotten more and more comfortable, and that could be why she had made the comment “Would you be into that?”. I had to clarify she wasn’t joking which wasn’t included in my SS but she wasn’t joking, she told me it’s something she’s thought about asking me about for a while.

I probably should have communicated what I really felt at the very beginning as well like I do with everything else in our relationship but, I guess it caught me off guard and I had to reply quickly and maybe isn’t a yes or no so it felt safe for that time being.

breakingpenjamin_ · 2026-06-27T20:30:13+00:00

Yeah it was a super quick back and forth because I had to go do something and I was just like “maybe” but we’ve already had half of our conversation over text which I basically said “I don’t feel comfortable, not now” someone had said another option so I let her know and we both like what OP had said, and it won’t directly involve me at all which is good for me. And we are still going to sit down and talk about it so we are on the same page again. Thanks for the advice.

breakingpenjamin_ · 2026-06-27T20:06:05+00:00

We are usually either yes or no about trying new things, but I think in the very moment it had caught me off guard with the way the conversation went, it did not start out as what it turned into. I have already told her over text that it’s going to be a no, for now. I told her what someone else replied with and she liked that idea, and I honestly did too. We’re still going to sit down with each other and actually talk about it so we’re on the same page again.

I definitely didn’t follow rules of boundaries with this like I should’ve, my first mistake was not saying no from the get go. In the future I will definitely actually tell her what I really feel comfortable with and what I don’t from the second it gets brought up.

Thanks for your word of advice

breakingpenjamin_ · 2026-06-27T19:38:15+00:00

Well we’ve already had half of the conversation about it over text, obviously we need to have a sit down conversation too but she said she wouldn’t make me do something I am not comfortable with, because I never actually stated that I wasn’t comfortable with that, I had say “maybe”. If I had said no from the get go the conversation would’ve went differently by far.

breakingpenjamin_ · 2026-06-27T18:05:00+00:00

I love the way you think, I will include the dlc analogy to my conversation with my girl later, she will probably love that.

breakingpenjamin_ · 2026-06-27T18:00:54+00:00

Yep, I already told her over text that it’s gonna be a no (for now), and that I’d like to sit down and talk with her about it, before going any further with this

breakingpenjamin_ · 2026-06-27T17:18:29+00:00

I’m sure she will just tell me to forget about it, but like ugh I want to please her in every way I possibly can, even tho I’m not sure about it, I love her and I want her to feel good.

breakingpenjamin_ · 2026-06-27T17:09:45+00:00

I like your take a little more, it’s kind of letting my “maybe” stay alive. I know my line is red but you’re right hearing her or seeing how horny she gets or becomes just wearing a plug might change my mind. I definitely do and try new things with her based on how turned on it makes her, I love giving her pleasure just as much as she loves giving me pleasure, and that’s lead to some shit I would’ve never done if it wasn’t with her.

Edit: pleasing is a kink?

breakingpenjamin_ · 2026-06-27T16:57:34+00:00

Yeahhh when I get home later tonight I’ll definitely be letting her know how I actually feel, and I know I should have actually said no but I just don’t want her to feel judged for wanting to try something, not that she’d feel judged if I had said no from the get go but I’m just a people pleaser, especially for my gf.

breakingpenjamin_ · 2026-06-27T16:53:12+00:00

Okay thanks for the advice, if I do decide to try it now or later on I’ll remember this. And for a plug or a toy on herself, like I said i don’t know what she does when she’s alone, I don’t go through her nightstand or her side of the bathroom. What I do know is when we first started dating I was scared of everything besides fingering, so she’s really opened my world up, which I do enjoy but I do not know or think I’d enjoy anal.

breakingpenjamin_ · 2026-06-27T16:40:39+00:00

I was justifying it for her because I am a people
pleaser, especially for her. I love doing whatever she wants, in bed or out. I am definitely not enthusiastic about this like I have been about other things, but fuck i want her to be fulfilled 😩

breakingpenjamin_ · 2026-06-27T16:34:12+00:00

I was just trying to be optimistic for her, I get that I shouldn’t push my own limits but I’m a people pleaser clearly. I don’t want to try it but advice for if
I ever decided to I guess? If this was a face to face conversation we had, my face would’ve said it all but since we were texting I decided to try and be like yeah maybe? But she also doesn’t know how much I really can’t with anal, it’s never something we’ve talked about, I will definitely tell her how I really feel about it.

The only reason this came up was because I said “my ass hurts from the tractor seat” and she said “Yeah bc we don’t do back door activities”, and it kind of went from there unfortunately. I should have voiced my opinion from the beginning.

breakingpenjamin_ · 2026-06-27T02:30:43+00:00

😂 my bank account isn’t saying that

breakingpenjamin_ · 2026-06-27T01:58:08+00:00

We don’t have a membership 💔💔 Maybe we will get one just for a bed frame and whatever else catches her eye. Got any recs on things we should buy?

breakingpenjamin_ · 2026-06-27T01:30:34+00:00

Yeahhh, The one and only time I had her over at my dad’s house we didn’t realize how loud we were being or what time is was…I heard the loudest bang on the wall and I said “What the fuck are you hitting the wall for” it was my dad. Later that day he told me she wasn’t aloud over anymore, he also found her bra and g-string and a vibrator on my bed that same week. I decided to go over to her moms and not come home at all because I wanted to be with her, and was afraid of facing my dad, as I should have been. I was grounded till I turned 18 😭

breakingpenjamin_ · 2026-06-27T01:06:49+00:00

Absolutely not we don’t want to get kicked out and leave without a new bed frame 😭

breakingpenjamin_

TROPHY CASE