Q&A: I Am Having Trouble Penetrating During Anal Sex

anal sex problemsI am a 19 year old male and have been sexually active since I was 16. It’s embarrassing, but to get it out of the way I just want to say, my penis has a very awkward bend that almost goes 45 degrees upwards right at the center of my shaft. I have had multiple partners and have always had trouble penetrating (vagina). Thankfully, most of the girls I have been with have been understanding and actually help me penetrate, by either grabbing my penis and putting it inside themselves, or guiding their bodies down onto me. I know it sounds dumb, but I have always been a bit nervous and haven’t really looked down while I am trying to put my penis inside a girl. I don’t know if it’s because I am shy or I don’t want her to think I haven’t seen it before. Well my current girlfriend is a bit more outgoing and experienced than me and has told me that she wanted to try anal.  When we tried, it was a disaster. Even when she grab my penis so she could insert it herself, she just can’t seem to do it. When I looked down, I felt like I was almost putting a puzzle together and just wanted to sit there and concentrate, which immediately took my erection away.  I also used a condom so I am unsure if this may be causing my problems with my erection. My curve definitely makes it hard, no matter how careful I am. Any help from either of you would be appreciated.  

Venice’s response:
This is an interesting question. I have a few suggestions for you and your situation.

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Review: Vibease (Wearable Smart Vibrator)

 

img-vibease-iphone-androidAfter reviewing another vibrator that had remote connectivity, a few of our readers sent us emails and turned us on to the Vibease. I will try to not compare between this and the other item, as they are both great vibrators, but I will list below some of the things Ryan and I both enjoyed with this product.

This style of sex toy (smart vibrators) is the future of long distance relationships. To be able to watch the person you are in a relationship with via Skype or Facetime and see how they react to the vibrator settings you control, while at the same time letting her watch you stroke yourself, is probably as close to real sex as a couple can get when they are 100/1000s miles apart.  It’s not just for long distance relationships though, as Ryan and I have used it while both of us were at work until the batteries ran out. It made a long boring workday much more exciting to say the least.

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